Amtrak Guide

By train travelers for train travelers, amtrak in chicago: 20 popular train destinations with travel times.

To Trains sign in Chicago Union Station

Chicago is a great place to start an Amtrak trip. There are many destinations to choose from all around the country. Here are some of the most popular trips with travel times. Destinations are listed in alphabetical order.

Chicago to Bloomington

Bloomington, Illinois is just over two hours from Chicago via Amtrak train. Multiple trains travel between the cities each day. Choose between the Lincoln Service route or the long-distance Texas Eagle train, which has roomettes and bedrooms.

Chicago to Boston

The Lake Shore Limited train travels between Chicago and Boston daily. It’s an overnight trip with a travel time of about 21.5 hours.

Chicago to Champaign

The location of University of Illinois at Urbana-Champaign, Champaign is about a two-hour train ride from Chicago. Choose from the Illini or Saluki Amtrak routes for coach seats, or book tickets on the City of New Orleans route if you prefer a roomette or bedroom .

Chicago to Denver

The California Zephyr travels between Chicago and Denver daily. This is an overnight trip with a travel time around 18 hours.

Chicago to Flagstaff/Grand Canyon

Head to Flagstaff on the Southwest Chief to see the Grand Canyon and other sights. Travel time is almost 32 hours and you’ll spend one night on the train.

Chicago to Indianapolis

The Cardinal train travels between Chicago and Indianapolis three times per week, with Chicago departures on Saturday, Tuesday and Thursday. Trip time is about 5 hours.

Chicago to Kansas City

Kansas City is about seven hours away from Chicago on Amtrak’s Southwest Chief route.

Chicago to Los Angeles

Amtrak travels between Chicago and Los Angeles daily on the Southwest Chief . It’s two nights on the train with a travel time around 43 hours.

Chicago to Michigan

Three trains depart Chicago and go to Michigan: Blue Water , Pere Marquette and Wolverine (which stops in Detroit). Popular destinations in Michigan with Amtrak stations include Ann Arbor, Detroit, East Lansing, Flint, Grand Rapids, Holland and Kalamazoo. Travel time ranges from two to six hours.

Chicago to Milwaukee

Chicago to Milwaukee is a quick 1.5 hour train ride on Amtrak’s Hiawatha train. There are multiple trains each day.

Chicago to Minneapolis

Amtrak’s Empire Builder route travels between Chicago and Minneapolis daily. Travel time is almost eight hours.

Chicago to New Orleans

An overnight 20-hour trip from Chicago, New Orleans is an easy getaway. The City of New Orleans train travels between the two cities and sleeping accommodations are available.

Chicago to New York City

Travel between two of the largest cities in the United States on Amtrak’s Lake Shore Limited or Cardinal routes. Trip time is around 20 hours on the Lake Shore Limited and 27 on the Cardinal. To view the beautiful New River Gorge, choose the Cardinal. Otherwise, both routes have sleeping accommodations and require a night on the train.

Chicago to Omaha

Omaha is nine hours away from Chicago via Amtrak’s California Zephyr train. It’s a day trip, but you can book a roomette or bedroom if you want private seating.

Chicago to Portland

Book tickets on the Empire Builder for a journey out to Portland, Oregon. Travel time is about 46 hours with two nights on the train.

Chicago to St. Louis

St. Louis is 5.5 hours away from Chicago on Amtrak. Choose from the Lincoln Service or Texas Eagle trains. The Texas Eagle has roommettes and bedrooms if you prefer privacy.

Chicago to San Francisco

San Francisco does not have an Amtrak train station, but Amtrak provides bus service from Emeryville, California. If you choose San Francisco as your final destination when booking your tickets, the bus transfer is included in your fare. Train travel time on the California Zephyr to Emeryville is about 52 hours and the bus ride is about 30 minutes to San Francisco. It’s a long trip, but the scenery is amazing along the way.

Chicago to Seattle

The Empire Builder train travels between Chicago and Seattle daily. Trip time is about 46 hours with two nights on the train and travel through the Montana Rocky Mountains.

Chicago to South Bend

South Bend and the University of Notre Dame is 1.5 hours away from Chicago via Amtrak train. You can book tickets on the Capitol Limited or Lake Shore Limited routes.

Chicago to Washington D.C.

The Capitol Limited route travels between Chicago and Washington D.C. daily in about 17.5 hours. You can also choose to travel through the New River Gorge via the Cardinal train . Trip time is longer however, about 23.5 hours.

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  • Chicago Amtrak Station Guide

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A windmill

The best day trips from Chicago for an exciting adventure

Explore small-town breweries, bakeries and artisan shops when you embark on these easy day trips.

Allison Yates

Sometimes, you just want a little escape from the city. If a weekend getaway isn't possible but you're still looking for new scenery and an adventure, there are plenty of options for a day trip within a few hours’ drive of Chicago. Spend an afternoon soaking up the rays on beaches along Lake Michigan, go  hiking near Chicago  in a state park or sample a variety of beers and cheeses up north in Wisconsin. The attractions are endless, ranging from amusement parks and Japanese gardens to museums and historic lighthouses.  And the best part? Many of these destinations are also accessible by  Metra . So get to planning with our guide to the best day trips from Chicago.

RECOMMENDED: The most unique day trips from Chicago

Been there, done that? Think again, my friend.

Top day trips from Chicago

1.  milwaukee, wi.

Milwaukee, WI

Driving time from Chicago: One and a half hours

Getting to the Cream City requires a painless drive, but if you plan to fully indulge, ditch the car and hop on the BYOB-friendly Amtrak, which will deposit you in the heart of the city in an hour and a half. Start your day with a stack of Johnny cakes and a round of mimosas at Uncle Wolfie's Breakfast Tavern . Meander around the Historic Third Ward and hop into home decor shops like The Home Market or fun specialty shops like MOD GEN . Seek refuge and treats at the Milwaukee Public Market , where you’ll find a hodgepodge of the city’s best vendors, including blends from The Spice House , seafood from St. Paul Fish Company , hand-dipped chocolate from Kehr’s Candies and vino from Thief Wine Shop & Bar . Before catching a train home, walk off the day with a trek along to Lakeshore State Park , a unique 22-acre urban oasis that juts out from the

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2.  Madison, WI

Madison, WI

Driving time from Chicago:  Two and a half hours

Located on an isthmus between two lakes, Madison is a city that’s filled with beautiful sights—in addition to all the cheese and beer you’ve heard so much about. Begin your visit with a scenic tour of the college town on two wheels. You can rent a bike from dozens of BCycle stations , allowing you to make 30-minute trips. The Capital City trail winds around Lake Monona (the smaller of the two lakes) and provides plenty of picturesque stops for an Instagram snapshot of the skyline. Now, onto that cheese and beer: To drink like a local, head for The Malt House , a “craft beer oasis” that dates back to the Civil War era and boasts taps from local brewers like New Glarus and Central Waters. Head for Capitol Square to visit Fromagination , where you’ll find artisanal Wisconsin cheeses and knowledgeable cheesemongers to help you make a decision. Take an evening to visit the Memorial Union   Terrace , a lakefront space on the University of Wisconsin campus where you can enjoy brats, beer and live music during the summer months. 

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3.  New Buffalo, MI

New Buffalo, MI

Driving time from Chicago:  One and a half hours

A charming beach town in Harbor Country, New Buffalo is popular during the warmest months. Escape the crowded Chicago lakefront and head for the sandy shores of the Mitten State, where the water’s warmer and clearer. Soak up some rays and then stroll down Whittaker Street to peruse cute shops and art galleries. Book a spa treatment at The Harbor Grand Hotel for a re-energizing experience; adventurers can rent a kayak or paddleboard from Third Coast Paddling and go exploring on the Galien River. When you need to refuel, grab a seat on The Stray Dog Bar & Grill’s bustling patio or sink your teeth into a big, juicy burger from Redamak’s . But make sure to save room for unique ice cream flavors, like Mackinac Island Fudge and Jacked Up Tennessee Toffee, at Oink’s Dutch Treat .

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4.  South Bend, IN

South Bend, IN

Driving time from Chicago: One hour and 45 minutes

There’s more to South Bend than Fighting Irish football. Check out the city’s cultured side with an afternoon visit to the History Museum , a stately Victorian mansion that was once home to the family of local industrialist and inventor James Oliver. From there, browse the local bounty at the South Bend Farmers' Market , where you can shop everything from artisan breads and doughnuts to farm-fresh fruits and veggies. When hunger strikes, head to Café Navarre , an upscale dining spot housed in a repurposed '20s-era bank. 

5.  St. Joseph, MI

St. Joseph, MI

Golden, sandy beaches and a picturesque shoreline attract visitors to St. Joseph and its twin city Benton Harbor. You can spend an entire day out on the water with a rental from Blue Water Boat Rentals , or walk over to the St. Joseph Lighthouses — guided tours are available. If you’re hungry, you won’t have to wander far for good grub, as Silver Beach Pizza —located inside a century-old train depot—slings dependable tavern-style pies. Oenophiles, hit up a variety of vineyards and tasting rooms on the Lake Michigan Shore Wine Trail for some fine Midwestern pours.

6.  Lake Geneva, WI

Lake Geneva, WI

Lake Geneva has long been an accessible weekend destination for wealthy suburban Chicago families. But no matter your budget, a quick retreat to this idyllic vacation town is sure to be a blast. The town rests on Geneva Lake, an 8-square-mile body of water made for summertime fun. First things first: Get out on the water. Rent a kayak or paddleboard from Clear Water Outdoor , or take a wake surfing private lesson at Gage Marine . If you can’t get your sea legs, trek a portion of Lake Geneva’s 21-mile circumference on the Geneva Lake Shore Path and gawk at the century-old mansions that rest on the shore. When you’re hungry, Egg Harbor Café and Simple Cafe , both in the town center, offer delicious, no-fuss diner eats. If you’re feeling spendy, Baker House , a 19-century mansion-turned-hotel, offers a popular Champagne brunch with waterfront views.

7.  Harbor Country, MI

Harbor Country, MI

Just across the Indiana border, Michigan’s lakeside “Harbor Country” is only an hour and a half drive from downtown Chicago. Start at the north end, in Sawyer, where you can visit the original taproom of Greenbush Brewing Co. Pair a pour of Star Chicken Shotgun IPA with some barbecue or Cajun fare. Up next, take the Red Arrow Highway down the lakeshore for great shopping, like hunting through the Harbert Antique Mall . Head back inland to the artsy community of Three Oaks to finish your day at Journeyman Distillery . A $15 tour and tasting nets you samples of 12 different spirits made in the converted corset factory. Plan to sit down for a meal at the distillery’s Staymaker restaurant afterward; you’ll need some food before getting back on the road to Chicago.

8.  Fennville, MI

Fennville, MI

Driving time from Chicago: Two hours and 20 minutes

Many Chicagoans wait until fall to venture up to western Michigan’s fruit belt. But there’s a compelling argument to be made for hitting the area a couple of months earlier, when the countryside is tranquil and stone fruits like peaches and cherries are ripe for picking. The petite town of Fennville is a great base for tasting the region’s sweet bounty in a host of iterations. Start off with a slice or two of the good stuff at local favorite Crane’s Pie Pantry , a bakery, restaurant and winery housed in a 150-year-old barn. From here, a five-minute drive will deliver you to Virtue Cider , founded by former Goose Island brewmaster Greg Hall. Reserve a spot for a guided trail tour that includes a glass of cider. Finally, make your way to Salt of the Earth for wood-fired pizza and seasonal dishes made from scratch with local and sustainable ingredients.

9.  Gurnee, IL

Gurnee, IL

Driving time from Chicago: One hour

Located right off I-94, the village of Gurnee is a shopping and entertaining hub that draws 23 million visitors each year—including plenty of nearby Chicagoans. Start your day with a sweet treat at Gurnee Donuts , where you can grab ube donuts on weekends . Spend some time digesting while you stroll around Gurnee Mills , which hosts more than 160 stores selling everything from sporting goods to home decor. Thrill seekers won’t want to miss Six Flags Great America , where you’ll find high-speed roller coasters and intense drop rides. On a hot day, you’ll want to plunge down the water slides and splash around the wave pool at Hurricane Harbor. If you can resist indulging in funnel cakes or turkey legs at the park, save your appetite for Primo Italian American Cuisine , where the dinner menu features black truffle ravioli and a tomahawk ribeye. Those visiting on a Friday can end the night with live music in The Parlor, Primo’s speakeasy-style lounge.

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10.  Grand Rapids, MI

Grand Rapids, MI

Driving time from Chicago: Three hours

Summer and fall are peak seasons to visit Grand Rapids, but you’d do best to plan ahead and book your visit during ArtPrize , an international art competition in September and October when art is displayed in museums, bars, public parks and hotels. Regardless of when you go, Grand Rapids has you covered on the beer front with dozens of breweries—so be sure to bring a designated driver. First stop: Brewery Vivant for poutine and a German- or Belgian-style beer. A quick 10-minute drive will put you in the middle of downtown, where you should find parking and hoof it a while. Stop at Madcap Coffee for a post-beer pick me up before heading to City Built Brewing for creole bites and a range of beers for every palate. Finally, grab your car and head to Butcher's Union for a dinner complete with prime cuts of beef and pours of whiskey.

11.  Holland, MI

Holland, MI

Driving time from Chicago: Two and a half hours

Once a stronghold of Calvinist separatists who arrived here from the Netherlands in the mid-19th century, the town of Holland continues to celebrate its Dutch heritage. To go Dutch for the day, start off with a breakfast of flaky, almond paste-filled bankets and house-roasted coffee at deBoer Bakkerij . Afterward, head across town to Veldheer Tulip Gardens , where five million of the eponymous flowers explode into bloom each spring. When hunger hits, make your way downtown for lunch and a beer at New Holland Brewing , one of the Midwest’s best-loved brewpubs. (Not sure what to sip on? Look for limited-release variations on brewery fave Dragon’s Milk, a bourbon barrel-aged stout, enriched with ingredients like cocoa nibs and peanut butter.) Wrap up your trip with a leisurely stroll around Windmill Island Gardens , a picturesque park centered around a 250-year-old Dutch windmill purchased by Holland residents in the 1960s.

12.  Galena, IL

Galena, IL

While this city on the Mississippi River might be best known for its resorts, you don’t need to stay the night to enjoy its mix of historical sites and outdoor activities. Start your day with brunch at Otto’s Place  and  enjoy breakfast burritos with a Bloody Mary or mimosa. Head across the Galena River to Nuts Outdoors and rent an electric bike to ride along the trails and into town. Take a tour of the city’s proudest attraction, the Ulysses S. Grant Home , which was gifted to the 18th president when he returned from fighting in the Civil War. If you want to learn more, you can visit the Galena & U.S. Grant Museum , which also features an offsite working blacksmith shop. That history is also on display at Galena Brewing Company , where you can sip Uly’s Dark Chocolate Oatmeal Stout while listening to live music and feasting on a bison burger or a giant pretzel with beer cheese and house mustard.

13.  New Glarus, WI

New Glarus, WI

Chances are you’ve already heard of New Glarus thanks to the town’s eponymous brewery —which offers self-guided tours Monday through Friday and a lovely beer garden—but there are plenty of reasons to visit “America’s Little Switzerland” other than beer. This charming, walkable town features a variety of tempting shops, hearty restaurants and themed events celebrating the town’s Swiss history and culture like the Heidi Folk Play Festival in June. Be sure to grab a nut horn at the New Glarus Bakery , and get your fondue fix at the Chalet Landhaus restaurant. If you visit between May and October, don’t miss the seasonally-open Swissland mini golf course, featuring Alpine-themed obstacles and friendly goats.

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14.  Fair Oaks, IN

Fair Oaks, IN

Driving time from Chicago : One hour and 15 minutes

Fair Oaks, Indiana is more than just an exit on the long stretch of Indiana’s notoriously uneventful I-65. Under a beaconing silo,  Fair Oaks Farms offers a chance for city dwellers to learn, explore and taste the heartland’s agricultural roots. Eat lunch or dinner at farm-to-table spot  Farmhouse Restaurant or pack your own picnic and explore the grounds. While most educational attractions and activities like storytime and learning how to milk a cow are family friendly , you don’t have to be a kid to get excited about spotting cows, pigs, chickens and other livestock, and all ages will enjoy homemade ice cream and grilled cheese from the Cowfe . Whether you visit this compound on a day trip or weekend getaway—or even as a pitstop for gas and award-winning artisanal cheese on a weekend getaway , check for seasonal offerings such as you-pick apples and workshops like candle making.

Exploring the farm grounds are free and general admission for the Dairy, Pig and Crop adventures are $25 for access to all three.

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15.  Rockford, IL

Rockford, IL

Driving time from Chicago: Two hours

Situated less than 100 miles northwest of Chicago, Rockford is a surprisingly plentiful road trip destination for families. If the kids are in tow, start the day with a visit to the Discovery Center Museum , which boasts more than 300 hands-on exhibits focused on everything from light and art to color and electricity. For a dose of fresh air and nature, wander through the Anderson Japanese Gardens , a breathtaking 12-acre oasis that's filled with winding pathways, koi-filled ponds, and colorful plants. Everyone in the car will find something to love at Prairie Street Brewing Company , where bar food is elevated through dishes like Baja-style shrimp tacos, Cajun mac ‘n cheese and poke bowls. Pick up a few cans of Screw City Light—with notes of fresh-baked bread—to take home and extend your day trip.

16.  Oglesby, IL

Oglesby, IL

It may not be the mighty Colorado, but Oglesby’s Vermillion River offers the best rafting you’re liable to find within a quick jaunt from Chicago. A 9.5-mile run with Vermillion River Rafting will shoot you over 14 rapids, most of them class I and II. After you’ve handed over your paddle, hop in the car and head up the road to Starved Rock Lodge , where you can catch your breath and lunch on casual fare like burgers or a strawberry pecan salad at the Back Door Lounge. When you feel sufficiently refreshed, hit the hiking trails at adjacent Starved Rock State Park to spot dramatic waterfalls and explore cool glacial canyons. Unwind from your nature adventures by grabbing a nostalgic treat at The Rootbeer Stand or check out "farm to foam" at The Lone Buffalo by Tangled Roots Brewing Company in nearby Ottawa. 

17.  Kenosha, WI

Kenosha, WI

Driving time from Chicago: One hour and 15 minutes

About an hour north of Chicago sits this Wisconsin town filled with a plethora of things to do. Within a mile radius of the downtown area are five museums—you can gaze at dinosaur fossils and learn about the link between the prehistoric reptiles and birds at the Dinosaur Discovery Museum , or explore how the Civil War affected people on the western front at the Civil War Museum . During spring to fall, visit the Southport Lighthouse and climb 72 steps to the top for unparalleled views of Kenosha and, on a clear day, the Chicago skyline. If it’s summertime, you must check out the Bristol Renaissance Faire , where you’ll find a recreated 16th century port city populated with fairgoers dressed as knights, maidens and much more. After you’ve worked up an appetite, head over to Frank’s Diner , an almost century-old restaurant set inside an old railway car. And don’t forget to grab some cheeses and New Glarus beers at the famed Mars Cheese Castle on the way home.

18.  Cedarburg, WI

Cedarburg, WI

Located just 20 miles north of Milwaukee, Cedarburg is an ideal place to wind down and take things slow. The charming small town is brimming with old-world architecture, friendly Midwesterners and culture galore. If you can, plan your trip around one of the town’s seasonal events, with options including the Wine & Harvest Festival and Oktoberfest —all of which offer ample opportunities to meet local vendors and sample their wares. When you’re not rubbing elbows with the close-knit community at a street fest, make time to walk around the Cedarburg Art Museum , which hosts exhibitions from Wisconsin artists inside a former home that was designed in 1898. If wine bars are more your scene, head to Cedar Creek Winery , where you can sip your way through a $12 wine fight or enjoy a seasonal wine and cheese tasting for $25. On your way out of town, make one last stop at Amy’s Candy Kitchen to grab a hand-crafted caramel apple for the road.

19.  Kankakee County, IL

Kankakee County, IL

The Kankakee River has been a treasured area for centuries, occupied by the Illini and Miami tribes in the 17th century. Kankakee River State Park surrounds the river for about 11 miles, totaling to 4,000 acres of protected land. It’s a popular spot for fishing, canoeing, hiking and bicycling. Frank Lloyd Wright fans can visit the B. Harley Bradley House , built in 1900 and billed as the architect’s first Prairie Style home. Bring the kids to Perry Farm Park , which features a children’s museum, nature trails, playground and picnic areas.

20.  Oak Park, IL

Oak Park, IL

Drive time from Chicago:  30 minutes

You can't call yourself a Frank Lloyd Wright fanatic until you've spent the day in Oak Park, where you'll find the famed architect's home and studio as well as a smattering of other Prairie-style abodes he designed. If it's your first time, book a tour through the Frank Lloyd Wright Trust . Now that you've worked up an appetite, grab brunch or dinner at Maya del Sol , where margaritas flow like water and the ceviche is tops. Have time for one last stop? Grab a seat at Kinslahger Brewing Company , a small but mighty taproom pouring lagered brews.

21.  Zion, IL

Zion, IL

Zion’s Illinois Beach State Park is one of the  best places for camping outside of Chicago . Outside the 4,160-acre nature haven along the Wisconsin-Illinois border, you’ll find good brews—both coffee and alcohol—and pieces of unique history. Sip coffee from a mug in the quirky collection of mismatched ware at the cozy It’s All Good Coffee in downtown Zion, and a half mile north, tour Shiloh House , a historic 1901-era mansion housing the Zion Historical Society and former residence of Zion’s founder, Dr. John Alexander Dowie. There, learn more about  Dr. Dowie, a Scottish-Australian minister who founded Zion as a planned religious utopia and committed large-scale fraud. 

Head just north of Zion to Winthrop Harbor’s North Point Marina, one of the largest along the Great Lakes. Weather permitting, rent a  kayak or stand-up paddle or stay on land for live music, good views, and craft beers at Harbor Brewing . If you want bragging rights, stand with one foot on either side of the state border at North Point Beach .

22.  Monroe, WI

Monroe, WI

If your cheese preferences embrace the pungent, you’ll find yourself in good company in charming Monroe, Wisconsin, gateway to a region teeming with cheesemakers specializing in varieties like Swiss and nostril-tingling Limburger. For some context, begin your day at the National Historic Cheesemaking Center , where you’ll get a crash course in south central Wisconsin’s cheesy history. Next, head to the Alp and Dell cheese store to browse more than 100 varieties of cheese, mostly from local producers, and all the wine, beer and sausage you’d want to pair them with. When you’re ready for lunch, make your way to the unapologetically old-school Baumgartner’s Cheese Store & Tavern on Monroe’s pleasant courthouse square and order the infamous specialty: a slab of Limburger on rye crowned with mustard and sliced red onions. For a chaser, stroll around the block to Minhas brewery.

23.  Lemont, IL

Lemont, IL

The Village of Lemont developed as part of the construction of the canal linking the Illinois River and Lake Michigan, which also led to the discovery and development of the limestone quarries used to supply materials for iconic Illinois buildings like the Chicago Water Tower. Today, you can hop on the Metra and visit the Heritage Quarries Recreation Area , where you can walk, bike or fish along the I&M Canal (just be sure to look out for the many water birds drawn to the area). If you’re hoping for a bit more excitement, visit The Forge: Lemont Quarries . The adventure park features laser tag, a zipline and ropes courses for all ages and skill levels. Afterwards, head to the village’s historic downtown area to visit Pollyanna Brewing Company and try The Full Lemonty, their signature golden ale. You can also find the brewery’s beer on tap at Wooden Paddle , where you can watch your wood-fired pizza and other small plates being prepared before they hit your table.

24.  Long Grove, IL

Long Grove, IL

Driving time from Chicago: 45 minutes

Located 35 miles northwest of Chicago, Long Grove was founded in the 1800s by German farmers, and many of the town’s original homes and buildings are still standing. Try to visit Long Grove during one of its many delicious festivals such as Apple Fest or Strawberry Fest , when local chefs and other vendors flock to the historic downtown area to offer numerous versions of the spotlighted food. Stop by Buffalo Creek Brewing and have a beer in their Bavarian-style taproom or in the Biergarten, which hosts live music and food trucks during the summer. Before you hit the road, swing by Long Grove Confectionery to pick up some peanut brittle or their signature Giant Myrtle, made with roasted pecans or cashews topped with caramel and milk or dark chocolate.

25.  Evanston, IL

Evanston, IL

Driving time from Chicago: 40 minutes

If you're short on time but craving a day away from the city, hop on the Purple Line and head to Evanston. The sweet college town is located just a few miles north of Chicago, which means you can explore the day away and still be home for dinner. Start the morning at the otherworldly Baha'i House of Worship , an architectural gem located a few miles north in Wilmette. Wander the pristine grounds before stepping inside the functioning temple, one of the oldest of its kind in the world. Up next: Fill up on colorful macarons, cakes and doughnuts at Bennison's Bakery before checking out the outdoor exhibition at the Block Museum of Art and taking a free art walk to see the 16 sculptures placed in public spaces on Northwestern University’s campus. Don't get back on the train without grabbing a brew from Temperance Beer Co. If you have the time, take a $10 brewery tour that includes samples and a souvenir pint glass. 

26.  Michigan City, IN

Michigan City, IN

If you’re car-less, this small city is a perfect option for a day trip from Chicago. Hop on the Amtrak at Union Station and you’ll be in Michigan City in just over an hour. Or, take the South Shore Line and you can hop off right at the Indiana Dunes National Park , 15 miles of gorgeous sand dunes on the southern shore of Lake Michigan. Michigan City proper, too, is filled with great things to do. Visit Washington Park where you can picnic on the beach or check out the lions, wolves and other animals from around the world at the Washington Park Zoo . Hungry? Walk over to Shoreline Brewery , a gem of a microbrewery with a rotating selection of beers on tap and tasty pub grub. You can also sample local flavors at Fiddlehead , which serves high-quality comfort food including fried lake perch and grass-fed beef burgers.

27.  Skokie, IL

Skokie, IL

Driving time from Chicago : 30 minutes 

Head 16 miles north by car or CTA for art, history, and nature in downtown Skokie. The village is lined with locally-owned shops and restaurants, and is home to the Illinois Holocaust Museum & Education Center . Start your day with an everything bagel with lox from Kaufman’s Bagel & Delicatessen and use the free app Otocast for a self-guided route of the area’s murals and sculptures. Mid-tour, grab coffee and a halal savory empanada or SALAMAT! Filipino cookie at Complimentary Coffee . If that wasn’t enough art, head east to the north channel of the Chicago River for the North Shore Sculpture Park , a two-mile walkway with over 60 pieces of public art. Download a self-guided tour or plan to make it to one of free guided tours Saturdays and Sundays, May through October.

28.  Fairbury, IL

Fairbury, IL

Observant Chicago foodies may have noticed a couple of names popping up over and over again in the menu sourcing notes that have become de rigueur in these locavore-obsessed times: Kilgus Farmstead (for dairy) and Slagel Family Farm (for a range of meats). Turns out, our favorite chefs’ favorite suppliers sit just a three-mile hop from each other in the central Illinois town of Fairbury. On an hour-long tour of Kilgus , you’ll get acquainted with the farm’s herd of sweet, doe-eyed Jersey cows, learn the ins and outs of milking, and sample freshly spun soft-serve. Bring a cooler and hit the on-site store for Kilgus dairy and meat as well as goods like eggs and honey from nearby producers. Slagel has teamed up with chefs from notable Chicago restaurants to put on a program of farm dinners throughout the summer and fall. After an interactive tour and a butchering demo, you’ll retire to a picturesque barn for the main event, a family-style, BYOB meal prepared by the guest chef.

29.  Spring Green, WI

Spring Green, WI

Driving time from Chicago: Three and a half hours

Despite boasting a population just shy of 1,700 people, this town west of Madison has a lot going on. Most visitors are here to visit one of two sprawling complexes: Taliesin , the estate and studio of legendary architect Frank Lloyd Wright, or the infinitely weirder House on the Rock , the brainchild of artist Alex Jordan where curious travelers can explore rooms on rooms of infinity mirrors, dollhouses, nostalgic cars, circus ephemera and the world’s largest indoor carousel. When you’ve had your fill of architecture or funky assorted collections, get a taste of traditional Wisconsin hospitality at Arthur’s Supper Club . Theater buffs can take in a show at the American Players Theatre .

30.  Aurora, IL

Aurora, IL

Driving time from Chicago : 50 minutes 

Aurora made headlines when Wallethub named the small city the happiest place to live in Illinois. Once you make a visit, it’s easy to see why. Easily accessible by Metra, this western Chicago suburb features a walkable downtown with music, festivals, street fairs and ample green space to get your nature fix. Grab your running shoes or bike—or  kayak  if floating is your preferred method of sightseeing—and hit the Fox River Valley Trail, an over 40-mile paved path. Finish the afternoon with coffee or craft beers at Two Brothers Roundhouse , a 1850s-era limestone building listed on the National Register of Historic Places, before heading back downtown for a Broadway show at the Paramount Theater .

31.  Joliet, IL

Joliet, IL

If there’s a place that embraces its unique and often complicated past, it’s Joliet. History is intertwined in nearly every aspect of this canal and quarry city, from the limestone facades of the castle-like Bishop Hill Winery to its recreational spots, like the  Joliet Iron Works Historic Site , once the second largest steel mill in the United States and now converted into an outdoor park. Names of many local businesses, like Prison City Vintage , even reference the past. Contextualize the city with a visit to the Joliet Area Historical Museum , a collection of over 30,000 artifacts, including memorabilia from the first Dairy Queen in the U.S. and Route 66. After, roam the 1858-constructed Old Joliet Prison , a frequent filming location and must-see for TV and movie buffs. Finish off with classic diner food at the in-theme Joliet Route 66 Diner .

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10 Easy Weekend Getaways from Chicago—No Flights Required

Escape chicago for a few days with one of these 10, drivable weekend getaways and short road trips starting in chicago..

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Door County, Wisconsin, is one of the many easy-to-reach day trip destinations from Chicago.

Door County, Wisconsin, is one of the many easy-to-reach day trip destinations from Chicago.

Photo by Bailey Berg

Despite cries about that winter weather, Chicago is inarguably blessed with a little something we like to call location, location, location : With prime real estate on Lake Michigan, the Midwest city is about as far by car from Minneapolis (six hours) as it is Toronto (eight hours) and Nashville (seven hours). In this sense, it’s an ideal jumping-off point for a drivable trip. There are several weekend getaways from Chicago, whether you want to put some serious miles on your car or be somewhere new by the time your kids are done watching Cars. Read on for ten easy weekend getaway ideas from Chicago.

What cities are under three hours from Chicago by car?

  • Milwaukee, Wisconsin (1 hour, 30 minutes)
  • Madison, Wisconsin (2 hours, 25 minutes)
  • Grand Rapids, Michigan (2 hours, 47 minutes)
  • Peoria, Illinois (2 hours, 41 minutes)
  • South Bend, Indiana (1 hour, 39 minutes)
  • Indianapolis, Indiana (2 hours, 56 minutes)

The Dane County Farmers’ Market in Madison is one of the largest in the U.S.

The Dane County Farmers’ Market in Madison is one of the largest in the U.S.

Photo by MarynaG/Shutterstock

Geneva, Illinois

  • Distance: An hour by car
  • Best for: Singular art and great shopping

OK, OK. Geneva is technically a suburb of Chicago, but it feels worlds away, thanks to its small-town charm. Drop your bags at the boutique Herrington Inn & Spa , located on the Fox River, and set out to explore the city’s walkable downtown on foot. Public art abounds here, as do independent shops and restaurants (all told, there are more than 150 of them in the historic district).

Michigan City is a breath of fresh air not far away.

Michigan City is a breath of fresh air not far away.

Photo by Andy Konieczny / Shutterstock

Michigan City, Indiana

  • Distance: An hour and a quarter by car
  • Best for: Hiking (and swimming for the brave)

On a clear day from Michigan City, you can see Chicago’s skyline across the water. Enjoy towering sand dunes, the cool waters of Lake Michigan, and nearly 50 miles of trails at Indiana Dunes National Park ; in Michigan City proper, attractions include the 19th-century Barker Mansion —listed on the National Register of Historic Places—and family-friendly Washington Park Zoo .

A lighthouse in New Buffalo, Michigan

A lighthouse in New Buffalo, Michigan

Photo by Suzanne Tucker/Shutterstock

Harbor Country, Michigan

  • Best for: A beach and wine combo trip

Comprising the eight towns of Michiana, Grand Beach, New Buffalo, Three Oaks, Union Pier, Lakeside, Harbert, and Sawyer, Harbor Country is a favored weekend escape from the Windy City, thanks to its beach and country offerings. There are also a number of world-class wineries and breweries in the area, including the popular Lehman’s Farmhouse and Dablon Vineyards and Winery , in nearby Baroda.

Milwaukee is home to one of the largest German populations in the U.S.

Milwaukee is home to one of the largest German populations in the U.S.

Photo by Jayne Lipkovich / Shutterstock

Milwaukee, Wisconsin

  • Distance: An hour and a half by car
  • Best for: Brats and brews

Milwaukee has a rich German heritage, which means the city is full of places to get a good beer and brat (and more beer, if that’s your thing). Both Pabst Blue Ribbon and Miller are based here, but don’t sleep on the smaller guys, including Milwaukee Brewing and Lakefront .

Mary stands atop the Golden Dome of the University of Notre Dame Main Administration Building.

Mary stands atop the Golden Dome of the University of Notre Dame Main Administration Building.

Photo by Jonathan Weiss/Shutterstock

South Bend, Indiana

  • Distance: An hour and forty minutes by car
  • Best for: Whitewater rafting

There’s more to South Bend than Fighting Irish football, though we absolutely cosign the idea of a walk around Notre Dame’s scenic campus. Hit the rapids on East Race Waterway , North America’s first artificial white-water course, which cuts through the city, or visit the historic Robinson’s department store to throw your own pottery at the Pigeon and the Hen . Play arcade games—for free!—at the Garage Arcade and Bar , which has all the classics, Galaga and Ms. Pac-Man included.

The Fredrick Meijer Gardens spans 158 acres and features a host of outdoor art exhibits.

The Fredrick Meijer Gardens spans 158 acres and features a host of outdoor art exhibits.

Photo by SNEHIT PHOTO / Shutterstock

Grand Rapids, Michigan

  • Distance: Around three hours by car
  • Best for: Beer, of course, but also outdoor sculptures

Voted “Beer City USA” in several national polls, Grand Rapids is known for its suds: Check out the Beer City Ale Trail , a map showcasing all of the options in the city. For food, we’re partial to strolling Downtown Market , which counts more than 20 vendors in the hall south of Heartside Park (a perfect picnic location, if you ask us). For an outdoor experience that requires a bit more activity, head to the 158-acre Frederik Meijer Gardens & Sculpture Park : here, you’ll find art by Auguste Rodin as well as a hall dedicated solely to carnivorous plants.

A dinosaur breaks out of the Children’s Museum in Indianapolis.

A dinosaur breaks out of the Children’s Museum in Indianapolis.

Photo by James Kirkikis/Shutterstock

Indianapolis, Indiana

  • Distance: Three hours by car
  • Best for: Museums, both traditional and quirky

Indianapolis is an incredible museum city. Although two of its most popular attractions are the Children’s Museum and the sprawling indoor-outdoor Indianapolis Museum of Art , don’t miss some of the city’s quirkier options: the Indiana Medical History Museum (not for the faint of heart) and the Kurt Vonnegut Museum and Library . Visit Indy’s famed City Market to sample more than 25 locally owned eateries; when you’ve had your fill, descend underground on a public catacombs tour, which takes place on the select Saturdays, May through October, between 10 a.m. and 3.15 p.m. (Private tours can be booked with Indiana Landmarks .)

Ann Arbor university

Ann Arbor is known for its university, but a host of delights awaits all visitors.

Photo by Dark Vader / Shutterstock

Ann Arbor, Michigan

  • Distance: Around three hours and 45 minutes by car
  • Best for: Adventures on the river

Activities for all seasons abound in Ann Arbor, best known as the home of the University of Michigan. Tube, kayak, SUP, or canoe down the peaceful stretch of the Huron River—accessed from the 69-acre Gallup Park—or stroll U of M’s famed Matthaei Botanical Gardens and Nichols Arboretum . Be sure to make time for the city’s Kerrytown Market and Shops , a picturesque neighborhood full of independent boutiques and restaurants. ( Zingerman’s Deli , one of the best spots in Ann Arbor for a sandwich, is here.)

An aerial view of Door County, Wisconsin

An aerial view of Door County, Wisconsin

Photo by Matt Sampson Photography/Shutterstock

Door County, Wisconsin

  • Distance: Four and a half hours by car
  • Best for: Exploring rugged coastline

A 70-mile-long peninsula, Door County is often called the “ Cape Cod of the Midwest” —and rightfully so. Just 50 miles northeast of Green Bay, Door County has stunning coves, cherry orchards, harbors, lighthouses, wineries, and some 300 miles of coastline. Newport State Park is an International Dark Sky Reserve , and the 900-acre Rock Island State Park has no cars; for a dose of small-town charm, stop by Ephraim, a Scandinavian-style village .

Fall colors in Traverse City

Traverse City might be a bit further away, but it’s worth the drive—especially in the fall.

Photo by Gary R Ennis Photos / Shutterstock

Traverse City, Michigan

  • Distance: Five hours by car
  • Best for: Exploring shops and galleries in a justifiably popular small town

No wonder Traverse City was named one of the sweetest small towns to visit in summer : a lakeshore beauty with art deco architecture, the city is beloved by many Chicagoans (including Oprah herself). One of Traverse City proper’s most popular attractions is the Village at Grand Traverse Commons: a hospital complex from the 19th century, the historic venue has since been reborn into a mixed-use space, with shops, restaurants, footpaths, and art galleries. Northwest of Traverse City is Leelanau Peninsula, which is home to the striking Sleeping Bear Dunes National Lakeshore .

Where can I go by train from Chicago?

No car? No problem. You can get virtually anywhere from Chicago by train: Memphis is 10 hours by rail; Seattle is 46. But for a weekend getaway, we’re partial to these picks:

  • Indiana Dunes National Park (the South Shore Line from Chicago’s Millennium Station stops at four stations in the park )
  • Milwaukee, Wisconsin (about 90 minutes by Amtrak from Chicago’s Union Station)
  • Kalamazoo, Michigan (about two hours by Amtrak from Chicago’s Union Station)
  • Grand Rapids, Michigan (about four hours by Amtrak from Chicago’s Union Station)

Of course, there’s plenty to do in Chicago itself before you head off; it was ranked number 2 in the best cities in the U.S. for 2023 , after all, thanks to its top restaurants , world-class museums, and abundant hotel options. On the other hand, if you’re feeling really adventurous, you could always take the ultimate epic road trip: 2,448 miles all the way to Santa Monica , California.

Happy weekending.

This article originally appeared online in 2020; it was most recently updated on August 31, 2023, to include current information.

Geiranger

The 6 Best Train Trips To Take From Chicago

By staff in arts & entertainment on oct 9, 2015 4:00pm.

The Midwest loves its trains, and as the autumn leaves change colors, this might be the most beautiful time of year to take a weekend getaway by train. Take in the countryside views of Illinois, Michigan, Wisconsin and beyond from a cushioned seat aboard one of these trains bound for some of our favorite cities outside of Chicago. Here are our favorite train trips to take from Chicago—and if your favorite getaway isn't here, let us know in the comments.

Milwaukee : In under two hours on the Amtrak, Chicagoans will find themselves at the train station in the heart of downtown Milwaukee to begin either an eclectic day trip or a weekend getaway to check out the many gems the city has to offer. From bars and great food, to art, bookstores and the river walk, visitors from the Second City will experience a getaway with an cosmopolitan feel while enjoying the city's quintessential Midwestern personality.

Highlights include the Milwaukee Art Museum and the Betty Brinn Children's Museum for excellent exhibits, Woodland Pattern Book Center for readings and a decidedly unique book shop, especially for poetry lovers. For food and drink, the classic German tavern, Von Trier's and the cozy bar with a hipster edge, Hotel Foster will satisfy if you find yourself on the East Side.

While downtown, must-do highlights include the Newsroom bar for great cocktails and beer in a classic, noir pub with a journalism theme. As a bonus, it is located next to Safe-House, just another extension of this best-kept secret gem.

Grab some well above average pub food at Swinging Door Saloon , a place that also has an engaging and casual "locals" energy to it with a friendly staff within a classic space. With every part of the city offering a diverse array of places to see and things to do, it is ideal for a weekend trip so many of its nooks can be fully explored. —Carrie McGath

Kalamazoo : Just over two hours away from Chicago on the Amtrak, writers and artists as well as beer lovers and foodies will be equally content in this charming and bohemian Southwest Michigan city. Do your own brewery hop or schedule one with West Michigan Beer Tours since Kalamazoo is home to over a dozen microbreweries both downtown and in the surrounding area.

For fine art, be sure to go to the Kalamazoo Institute of Arts to see a solid and significant permanent collection as well as compelling exhibitions. Also a literary hub that only continues to grow, see all manner of events from readings, to poetry slams and other spoken word performances. The presence of Kazoo Books and the Michigan News Agency just adds to the writer-friendly oasis Kalamazoo is at its core.

For foodies, Food Dance and Rustica are absolute musts. Off the beaten path is Rupert's Brew House a laid-back brewery with free shows, great beer (and housemaid rum!) and a pub dog, Captain Stooby, the brewery's 200 lb. Great Dane. O'Duffy's in the Vine Neighborhood is an authentic, friendly and cozy Irish pub with excellent pub fare and great rotating taps. For the "local watering hole," The Green Top Tavern is not to be missed as the bar with a mixture of beer tourists, hipsters and all other manner of longtime natives of the city. —Carrie McGath

Libertyville If you've only got a little bit of travel time, hope the Metra and get off at the Libertyville stop one weekend. It's a little over an hour of train time, and the train station is a short walk from fantastic places to eat, drink and shop. For finer dining, head to Tavern , or the newest sushi place in the area gaining great accolades, Shakou . If bar food is more your speed, check out Mickey Finn's , a newly relocated brew-pub that's long been a Libertyville favorite, both for its craft beers and its food.

Shopping includes everything from boutique home design stores to specialty shoe shops and Savory Spice shop , a gourmet spice purveyor on par with Evanston's Spice House. You can even catch a movie on the cheap at the old school Liberty Theatre .

Finally, if you could only spend time or money in one place, we recommend that it be Firkin . With amazing, creative entrees, a full bar of fantastic beers and wines, and an incredibly knowledgeable and friendly waitstaff, this tiny treasure will not disappoint. —Marielle Shaw

New Buffalo : Easily accessible via the Amtrak or the South Shore, this quaint resort town is especially a must-visit in the summer months, but is equally beautiful in the fall. Boasting a captivating lakeshore and pleasant beaches, it is a wonderful place to decompress and refuel from life in the big city. Also home to Oink's , once visited by Vice President, Joe Biden, is a wacky and wondrous spot to indulge in the joy of ice cream with huge selection of flavors.

For dining overlooking Lake Michigan, right near the beach, enjoy The Stray Dog pub and restaurant and Jimmy's bar for that local bar feel and an excellent New American menu and a rooftop patio. And of course, you can always try your luck at Four Winds Casino and free shuttles are available to get you there and back. —Carrie McGath

Memphis If there’s a place to slowdown and not be bothered by human drama, it’s on wheels of steel headed toward Memphis, Tennessee. On this ten-and-a-half hour train ride, let the city fade away and immerse yourself in a book, music or the scenery out your window as you slice through the cornfields of southern Illinois and ultimately the countryside of the upper south. Remember to pack some Soul with you too—you’re riding into Memphis, the home of Stax Records! For those who don’t know the label, they introduced the world to Soul greats such as Otis Redding and Isaac Hayes. —Ben Kramer

Grand Rapids, Michigan Here is a city that has culture, great food and lively nightlife. From the Urban Institute for Contemporary Arts with cutting-edge exhibitions and film viewings, to Meijer Gardens for public artworks among a beautiful and sprawling park, the opportunity for fine art culture is diverse and appealing.

Stella's burger and whiskey bar has what GQ called the best burger in America in 2012 with the added asset of arcade games, pinball and a great bar in a fun atmosphere. Across the street, continue your pinball game at Pyramid Scheme and stay later for a show, with events almost nightly in a hipster-punk atmosphere. Vault of Midnight is a must-do for comic book lovers, and it is worth crossing the street for a superbly crafted coffee at Madcap . —Carrie McGath

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Home / Blog / Day Trips & Weekend Getaways from Chicago

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Day Trips & Weekend Getaways from Chicago

Posted April 19, 2022 in Blog Posts

By Rosalind Cummings-Yeates, author of Moon 52 Things to Do in Chicago

From scenic lakefronts and mouthwatering bites to refreshing hikes and literary history, there are plenty of options for a Midwest escape. Enjoy an afternoon away with these unique day trips from Chicago or head out of state for a weekend getaway—whatever you’re looking for, we’ve got you covered.

Explore the eclectic in Evanston

lighthouse in evanston illinois

Why go: Find unexpected attractions in this quirky lakefront suburb. Where: 13 miles north of downtown via Lake Shore Dr./U.S. 41 • L train Purple Line to Davis Timing: Spend a day wandering the town’s sights.

Set along the shores of Lake Michigan and dotted with Victorian homes and landscaped boulevards, Evanston is a picturesque village that draws lots of attention. Home of Northwestern University and noted for its diversity and liberal political activism, it’s the rare suburb with a hip reputation. Adding to its progressive renown, in 2021 Evanston became the first city in the United States to approve a reparations program for African Americans. The town’s progressive politics and openness to different perspectives has created an environment that has spawned quite a few quirky sights.

Retrace Hemingway’s footsteps in Oak Park

Why go: Head to this leafy suburban village to gain insight into one of its famous sons. Where: 10 miles west of the Loop via I-290 • L train Green Line to Oak Park Timing: Although only a 20-minute drive from downtown, Oak Park feels worlds away and deserves a full afternoon to explore.

With Victorian houses painted in crayon colors and rolling, emerald lawns flanked by blooming trees, Oak Park is a picturesque small town. It’s also famously the home of the world’s largest collection of Frank Lloyd Wright-designed buildings. But, for me, the most defining Oak Park creative is Ernest Hemingway, one of my favorite writers.

Walk in the woods at Morton Arboretum

Why go: Wander through miles of majestic landscape that make you feel like you’re in another country. Where: 25 miles west of downtown Chicago via I-290/I-88 • 4100 Rte. 53 • Lisle, IL • 630/968-0074 • www.mortonarb.org • $15 adults, $10 children Timing: The drive to the arboretum from downtown Chicago takes 45-60 minutes, so once you’re here, settle in for the day. While a trip to the arboretum is worthwhile any time of year, it’s particularly spectacular in late October, during fall foliage.

Chicago is home to numerous parks and nature preserves, but if you want to feel like you’ve traveled to another part of the world, head to the Morton Arboretum. For a day out, I pack a hat, scarf, snacks, and a book, just like when I board a plane. On the drive up, the arboretum at first glance looks like just another strip of land amid the suburban sprawl. But once you park in the lot, you’ll start to catch glimpses of the gardens. Established in 1922, the Morton Arboretum is recognized as one of North America’s most comprehensive collections of trees and shrubs, encompassing 17,000 acres, with areas devoted to oaks, beeches, and maples; honeysuckles, roses, and magnolias; and the flora of Appalachia, Europe, Korea, and China.

Hike in Starved Rock State Park

wooden walkway through trees in Starved Rock state park

Starved Rock State Park became Illinois’ first state park in 1911. It covers 2,630 acres and contains several different ecosystems: oak, maple, cedar, and pine forests; prairies; and wetlands. It’s renowned for its 18 jaw-dropping sandstone canyons, formed by glacial meltwater and erosion over time. Every season at the park supplies a special treat. In spring and summer, the canyons glisten with waterfalls; in fall, the oak and maple forests turn deep crimson and gold; and in winter there are fewer hikers on the trails, the waterfalls transform into icefalls, and you might spot bald eagles soaring over the river—Plum Island, a 45-acre sanctuary in the middle of the Illinois River right across from the park, is a wintering spot for the birds.

Weekend Getaways from Chicago

Go back in time in galena, illinois.

Why go: This remarkably preserved riverfront town transports you to the 19th century. Where 165 miles northwest of Chicago via I-94 and U.S. 20 Timing: It takes about three hours to drive from Chicago to Galena. Expect to spend a relaxing weekend.

Illinois is filled with small towns, but few are as charming as Galena , located in the state’s northwestern corner. Surrounded by rolling hills and green valleys, and with red-brick Victorian buildings set along the Galena River—a tributary of the Mississippi River—this port town is a visual delight. Most of its streets and structures look as they did during the town’s 1860s heyday. Galena boasts more than 1,000 buildings listed on the National Register of Historic Places and is justifiably hailed as “an outdoor museum of the Victorian Midwest.”

Hit the beach in St. Joseph, Michigan

Why go: Bask by the lake in the charming “Riviera of the Midwest.” Where: 100 miles east of Chicago via I-90 and I-94 Timing: It takes about 1.5-2 hours to drive to St. Joseph from Chicago. A weekend is the perfect amount of time to enjoy its offerings. Summer and early fall are the best seasons for a visit; many venues close by late fall.

St. Joseph’s is called the “Riviera of the Midwest.” Perched on a bluff along Lake Michigan’s shoreline and dotted with dune-filled beaches, it’s my favorite Midwestern beach town. It may be based around the same lake as Chicago, but the waters here seem to sparkle in a way I’ve never seen in the big city. The surrounding countryside, dotted with orchards and vineyards, also lends charm. Like most beach towns, St. Joe’s keeps a relaxed pace; this isn’t the place to be in a hurry or focusing on checking off a to-do list. Attractions can get crowded quickly, and service is slow-paced, but the warmth and friendliness of the locals make up for that.

Indulge in brats and brews in Milwaukee, Wisconsin

dusk over the milwaukee river

Milwaukee has its own sensibilities, a bit slower paced and grittier than Chicago, with a quirky German personality and burgeoning arts-friendliness and sophistication. Like Chicago, the city sits along Lake Michigan and was originally inhabited by Algonquin, Potawatomi, and Ojibwe people. French fur traders and missionaries established the area as a trading post in the late 18th century. Polish, Irish, and German immigrants poured into the city during the mid-19th century, the latter bringing their brewing and sausage-making traditions with them, heavily influencing the city’s developing culture.

Relax at Elkhart Lake, Wisconsin

Why go: Unwind in this charming 19th century-era resort town with modern amenities and amusements. Where: 150 miles north of Chicago via I-94 Timing: It takes about 2.5 hours to drive to Elkhart Lake, which is a great place for a weekend getaway in the summer. Many venues close outside the prime season (Memorial Day-Labor Day). Book at least a month in advance for hotels.

Sometimes there’s nothing like leaving the fast pace of the big city and immersing yourself in the quiet of a small town. Elkhart Lake fits the bill. The pretty lakeside village has less than 1,000 residents and offers a singular vacation experience. Edging the shores of a pristine, sapphire blue lake—named by its original inhabitants, the Potawatomi, for its resemblance to an elk’s heart—and enveloped by the canopy of the lush Kettle Moraine forest, the town is a dreamy retreat.

Dine lakeside in Madison, Wisconsin

Why go: There’s no better way to enjoy this vibrant city that’s sandwiched between two lakes than by partaking in its waterfront food scene. Where: 150 miles northwest of Chicago via I-90 Timing: It takes about 2.5 hours to drive to Madison. Spend a weekend in the summer.

Madison is mostly noted for being a college town—home as it is to the flagship University of Wisconsin campus—as well as the state capital, but it’s also one of only two cities in the country built on an isthmus. Downtown is nestled between Lake Mendota to the west and Lake Monona to the east, lending this mid-sized Midwestern town a breezy urban oasis vibe. Madison is also an unexpected foodie destination with a thriving restaurant scene. The best way to enjoy this atypical town is to combine these two features.

Enjoy the bounty of Door County, Wisconsin

Why go: From beaches and forests to orchards, vineyards, and culinary treats, this striking peninsula has it all. Where: 235 miles north of Chicago via I-94 and I-43 Timing: It takes almost four hours to drive from Chicago to Sturgeon Bay, the closest and largest city in Door Country. Plan on a long weekend, at least.

If you’ve never traveled to Door County, Wisconsin, you’ve been missing out on the ultimate Midwest getaway. This stunning, pine-covered peninsula is your best bet for a nearby, year-round excursion. It’s been called the “Cape Cod of the Midwest,” with its 300 miles of shoreline and historic lighthouses. A narrow strip of land between Green Bay and Lake Michigan—only about 18 miles wide and 70 miles long—it’s truly a natural paradise, featuring an unusual landscape of wetlands, forests, sand dunes, limestone slopes, sea caves, and outlying islands. Adding to the magic, Door County encompasses a number of delightful small towns offering their own charms. Sturgeon Bay is the peninsula’s gateway town. But my favorites to base myself in are Fish Creek, Ephraim, and Sister Bay—all located in close proximity farther north along the peninsula’s western side—which offer great restaurants, inns, and access to parks. Highways 42 and 57 are the primary routes around the peninsula, and it takes about an hour to drive from one end to the other.

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9 easy must-do weekend trips from Chicago

Weekend trips from Chicago

Chicago is blessed with world-class museums, an amazing food scene, some of the best breweries in the country, and everything else you’d ever want to do. But even the most passionate Chicagoans need to escape the city every now and then. Luckily, there are dozens of superb weekend getaway destinations, all within a few hours’ drive of the Windy City. 

There are miles upon miles of Lake Michigan coastline to explore, there are national and state parks with gorgeous nature, and there are charming cities and towns all over the Great Lakes region where you can find a little bit of quaint comfort. Planning will go a long way to ensure a successful weekend trip. So research where to go, find luggage storage in Chicago if you need to drop the bags off, book lodging, plan where to eat and what to do, and hit the road. 

Here are the best weekend getaways from Chicago: 

amtrak weekend trips from chicago

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Weekend trip to Dubuque from Chicago

Dubuque, Iowa 

Located on the banks of the Mississippi River, Dubuque is the ideal weekend getaway for history buffs and older tourists. Baseball fans will want to visit the famous “ Field of Dreams ” ballpark, which is now the home of special events hosted by Major League Baseball. 

The town itself has been revitalized somewhat in recent years, with art galleries, breweries, murals, and restaurants opening in downtown Dubuque. Dubuque is heavy on the small-town charm and well worth a visit. 

Distance from Chicago 

It takes just under three hours to reach Dubuque from Chicago. Driving is the only option for transit. 

Our activity recommendations

This historic town is a delightful change from downtown Chicago, with a picturesque old-school Main street with many pre-Civil War buildings, like the Black Horse Inn. There’s also the Febekon Place Elevator, which is a scenic railway that overlooks the city and provides a spectacular aerial view. 

Best season to visit

Summer, fall, and spring are the best times of year to visit Dubuque. 

Holland, Michigan 

Western Michigan has a ton of delightful towns for weekend getaways, and Holland is one of the best family-friendly options. Located less than a mile from the stunning Lake Michigan coastline, Holland is famous for its large Dutch immigrant population and its furniture-making industry. 

Distance from Chicago

You’ll have to drive south and east for about two and a half hours to get to Holland. Driving really is the best way to get there, although Amtrak runs a train as well. 

Explore Holland’s (aptly-named) Dutch heritage by exploring delightfully kitschy attractions like Nelis’ Dutch Village, De Klomp Wooden Shoe, and the Windmill Island Gardens . 

In proper Dutch fashion, Holland (Michigan) celebrates the annual blooming of tulips every springtime. With millions of tulips planted across the area, it’s a gorgeous time of year to visit. Summer is also ideal, with the Lake Michigan shore and beaches only a mile away from town and gorgeous Lake Macatawa providing plenty of outdoor recreation. 

Chicago weekend trip to Grand Rapids, MI

Grand Rapids, Michigan 

While far from the largest city in the country, Grand Rapids has a massive beer scene. Since the industry’s boom in the past two decades, Grand Rapids has quickly become one of the craft beer meccas, drawing thousands of beer nerds to its taprooms and breweries. 

It’s a three-hour drive from Chicago to Grand Rapids, probably less if you miss Friday traffic. Amtrak also runs a service from Union Station directly into downtown Grand Rapids, the train ride is about four hours. 

Beer truly is the main draw for visitors, with companies like Founders, Brewery Vivant, Saugatuck Brewing, and Grand Rapids Brewing all operating popular taprooms. The food isn’t bad at all either, with local favorites Forty Acres Soul Kitchen and Terra GR being high-end dining options.

When you’re not drinking, renting kayaks or bikes to enjoy the riverfront are great ways to stay active. Lake Michigan is less than 30 minutes away by car too.

Summer and fall are perfect for enjoying some time outdoors, especially if you’re looking at kayaking and swimming along the river or Lake Michigan. Winter is also a great time to do a long weekend because you can hit the slopes at the nearby Cannonsburg Ski Resort. Also, the many Grand Rapids breweries are great for a cozy pint to warm up.

Indiana Dunes National Park, Indiana

The sandy dunes overlooking Lake Michigan have finally gotten their due and were made into a national park. Indiana Dunes National Park is the closest conservation and recreation area of its kind to Chicago and the perfect weekend getaway (or day trip) for outdoor enthusiasts.  

It’s only about 90 minutes by car (which is the most convenient way to get there) from downtown Chicago. Unless you want to explore the whole area and stay in a cabin, Indiana Dunes National Park is one of the best day trips from Chicago. The South Shore Line will also take you to the Indiana Dunes, but driving is easier and more flexible. 

There are over 15 miles of beautiful Lake Michigan shoreline to explore and enjoy. You can enjoy the beach, go for a swim, hike the trails along the dunes, and even go horseback riding. 

Summer and fall are the best times to go. Visiting during winter is absolutely inadvisable because of lake effect weather. Spring is better, but the weather brings frequent rain that impacts the hiking trails and terrain.

Weekend trips from Chicago to Lake Geneva

Kohler, Wisconsin 

Located north of Milwaukee along Lake Michigan, Kohler is famous for its resorts and golf courses. The American Club is a bucket-list course for golfers, and there are a number of spas and restaurants that make Kohler a relaxing destination. 

Kohler is a two-and-a-half-hour drive from Chicago. A great way to break up the trip is to stop in Milwaukee for lunch.

Our activity recommendations 

The upscale resorts and golf courses are the main draw at Kohler, which makes them frequent weekend getaway destinations for older travelers. The Kohler Waters Spa is the perfect place to unwind, and the American Club boasts one of the best golf courses in the country. 

For weekend getaways based around golf, summer and fall are the best times of year to head up to Kohler. Kohler is also a wonderful destination for spas and resorts during the winter. 

Lake Geneva, Wisconsin 

Of all the weekend getaways from Chicago, this one has to be the most popular. Lake Geneva is Chicago’s equivalent of The Hamptons. Basically, everyone knows someone with a house up there. This makes sense, given it’s only a 90-minute drive from Chicago, just over the Wisconsin border. There are plenty of hotels, like The Abbey and Grand Geneva Resort . Multiple golf courses surround the lake as well. But the main reason to head to Lake Geneva is to appreciate the natural beauty with friends and family. 

Lake Geneva is about as close to Illinois as you get, and it only takes about 90 minutes to get there from Chicago by car, which is the only real way to get there. 

All the best activities in Lake Geneva are based around the water. Renting a boat from one of the marinas is a great way to get the family out on the water. There are multiple public beaches as well. 

During the winter, there is a village of ice castles made by expert sculptors that’s worth checking out. Alpine Valley Ski resort is nearby, which also hosts concerts during the summer. 

Summer is the best time to take a weekend trip to Lake Geneva, but it does get busy during this time of year. During the fall, Lake Geneva gets a boost when the leaves change color, despite it being too cold for boating and swimming. 

Trip for the weekend from Chicago to Madison

Madison, Wisconsin 

Wisconsin’s capital city is one of the most popular weekend getaways from Chicago. All the best Wisconsin culture is represented in Madison, which mostly consists of beer, brats, and Badger Football. The University of Wisconsin’s gorgeous campus is located right in Madison, which gives the city energy when students are on campus. But there’s a nice variety of outdoor activities and culture in the city as well. 

Madison is a three-hour drive from Chicago. There are also bus routes between downtown and Madison that take about three hours and 30 minutes. 

For such a small city, there’s plenty to do in Madison. Snowshoeing in the winter, hiking in the summer, appreciating the leaves in the fall, and drinking all year long. 

Just outside of Madison is the Wisconsin Dells area, which has indoor and outdoor water parks and other outdoor activities. It’s a great excursion from Madison and less than an hour’s drive from the capital. 

Summer and fall are the best times to visit, especially when the leaves change and the University is in full swing.

Milwaukee weekend trips from Chicago

Milwaukee, Wisconsin

Chicago’s neighbor to the north is an obvious choice for weekend getaways. There is culture, there’s beer (and plenty of it), there are several pro sports teams, and there’s a lot of character. Milwaukee has all the amenities of a larger city, just without all the inconvenience of getting around a place like Chicago. 

If you’re driving up to Door County or Kohler, it’s well worth it to stop in Milwaukee for lunch. 

There is a train from Union Station that lands you right in downtown Milwaukee. This takes less than two hours and can save you some traffic headaches. The drive up to Beer City only takes about 90 minutes. 

There are a number of amazing museums to visit, including the Milwaukee Art Museum, which is a gorgeous modern building along the lakefront. There’s also the Harley Davidson museum which details the story of how Milwaukee became the largest builder of motorcycles in the world. 

Outside of that, there are world-class breweries, restaurants, and bars. Definitely make sure to try a famous Bloody Mary dressed up Wisconsin-style. 

The Milwaukee lakefront is incredible, and there are frequent festivals and events going on, so summer is an amazing time for a weekend trip. But there is enough culture that visiting Milwaukee is fun year-round. If you’re free during the first few weeks of July, hit up Milwaukee Summerfest , which is the largest music festival in the world. 

Starved Rock State Park, Illinois

As far as outdoor activities go, Chicago is hardly the best city in the world. But the area’s best hiking area is absolutely worth visiting. Starved Rock State Park, with waterfalls and topography (rare in a painfully flat state like Illinois), makes for a perfect weekend getaway for outdoorsy types.  

It’s only a two-hour drive from Chicago, but you’ll want to leave early to beat traffic and have a head start on the other hikers. Leaving yourself a full day to explore the nooks and crannies of this park is the best way to go. 

Essentially, there’s really only one thing to do at Starved Rock, and that’s hiking. With 13 miles of trails winding through glacier-carved canyons and terrain, it’s the best hiking Illinois has to offer. There are gorgeous waterfalls and winding streams to take a dip in if you’re hiking during the sweltering Illinois summer. 

Late spring, summer, and early fall are the best times of year to explore Starved Rock. Winter is basically out of the question. Early spring and late fall are entirely weather-dependent.

Easy weekend trips from Chicago

It’s hard for locals and transplants to find a place they love more than Chicago because there is a lot to love. But getting out of the city for a weekend getaway is a necessary way to recharge and reset. You’ll be more in tune with nature, you’ll feel a little more relaxed after taking a break from traffic, and you’ll have a new appreciation for the gorgeous region surrounding Chicago. If you’re short on time, you can always opt for a fun day trip from Chicago as well, and if you only have a limited time in the city itself, check out our guide on how to spend 3 days in Chicago to maximize your itinerary.

Planning one of the many fun weekend getaways from Chicago is a great way to find a new appreciation for not only the Midwest but also Chicago. Because you can only stay away from that deep dish for so long… 

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amtrak weekend trips from chicago

Midwest Travel

We took weekend trips to Red Wing and La Crosse on new Amtrak Borealis

We rode the new, on-time Amtrak train service for jaunts to historic Red Wing and fun La Crosse, Wis.

By Tony Randgaard

amtrak weekend trips from chicago

The recent launch of Amtrak’s Borealis, a second train between St. Paul and Chicago, evoked the midcentury golden age of Midwest train travel — when the dueling Hiawatha and Zephyr behemoths barreled down the Mississippi River Valley at top speeds of more than 100 miles per hour.

I was excited, yet wary of Amtrak’s 21st-century record of running the existing Empire Builder train more than two hours late. But there was adventure ahead, history to explore and no time to sit on my hands.

It turns out that the new 54-mph Borealis is averaging only a 27-minute delay on its entire trek to Chicago, and 43 minutes on the return. That was all the encouragement I needed to jump into two very entertaining weekend excursions: to Red Wing, Minn., and La Crosse, Wis.

Compelling history in Red Wing

In June, I sampled the new service with a same-day trip from St. Paul’s Union Depot to Red Wing. My round trip cost $18. Weekend parking at Union Depot is a bargain at $4 per day. Borealis was right on time in both directions. The train itself is not new, but the leather seats and Wi-Fi were new to me.

Red Wing is perfect for a Borealis day trip because the town is very walkable, and the daily 11:05 a.m. departure from St. Paul and 12:35 p.m. arrival leaves five hours to explore. There is plenty of compelling history within three blocks of the Red Wing station. Our primary targets were the iconic St. James Hotel and the majestic Sheldon Theatre, institutions enhanced by the legacy of two pioneering women.

amtrak weekend trips from chicago

The Sheldon was born from an $83,000 trust gifted to the city in 1900 by businessman Theodore B. Sheldon. His widow, Annie, led the project to build a leading-edge entertainment showplace. The Renaissance Revival building was a masterpiece of sculpture, decorative painting and arches that earned its nickname, the Jewel Box.

The theater is brimming with intriguing Masonic symbolism. Annie Sheldon’s love of Roman and Greek gilded hearts, cherubs, peacocks and eagles appears in every nook and cranny of the four-level hall. Grab a self-guided tour booklet to help unlock the mystery. We toured the public areas for free by visiting when the box office is open: 1-5:30 p.m. Wed.-Fri. and 12:30-4 p.m. Sat. Call ahead to ensure there is not a play rehearsal on the day you visit (1-651-388-8700).

In 1875, Red Wing was the wheat-trading capital of the world. Eleven civic-minded businessmen banded together to develop a commensurate luxury hotel. Architect Edward Bassford provided the solution with the four-story Italianate-style St. James. Its Victorian accents, furnishings and decor are wonderfully preserved.

amtrak weekend trips from chicago

In 1914, Clara Lillyblad began her 62-year reign running the food and lodging side of the business, building the hotel’s reputation for cuisine. The meals were so good that the train layover in Red Wing was increased to an hour to enable passengers to experience the dining.

We enjoyed Scarlet Kitchen and Bar, the second-floor restaurant featuring patio views of the river. Another interesting find was the free Ski Jumping Museum down the hall. After 4 p.m., grab a refreshment at the vintage speakeasy bar, the Port, on the lower level.

It is said that Clara’s spirit and the ghost of a young girl (who drowned in a well) haunt the hotel. I’m glad I didn’t know that when I was wandering the deserted hallways.

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amtrak weekend trips from chicago

From the St. James, it is less than half a block to the Red Wing Shoes flagship store. The store displays hundreds of its well-crafted shoes, but is also a testament to the company’s hundred-year history. There are educational exhibits about shoemaking and a museum on the second floor. Enthusiastic tourists take selfies with the World’s Largest Boot.

Just up the block, don’t bypass the Hanisch Bakery and Coffee Shop. We refueled with their delish pastries and can testify why they have won awards for best Minnesota bakery.

We returned to the station in time for the westbound Borealis’ 5:40 p.m. return to St. Paul.

Riverside fun in La Crosse

Using the Borealis for an overnight trip to La Crosse had been at the top of my bucket list. There is so much to do, from river views to scenic bluffs, and a plethora of outstanding food and drink establishments.

Unlike Red Wing, the La Crosse Amtrak station does not facilitate an easy walking tour. No matter. I took advantage of the city’s biking network.

amtrak weekend trips from chicago

For my $54 round trip, Borealis arrived right on time in La Crosse at 2:16 p.m. I caught a short taxi ride to the Radisson Hotel, and from there it was just a few steps to a Drift Cycle bike-sharing kiosk, with 15 locations across the city. When you sign up on the Drift Cycle app, your first 60 minutes are free; the regular rate is only $1 per 30 minutes. For an extended bike rental, the Wrench & Roll bike shop is a 15-minute walk from the Amtrak station and a standard rental is $28 per day or $60 for the weekend (1-608-406-2261).

The city’s Riverside Park is an urban oasis, delivering spectacular views of the tumultuous intersection of the Mississippi, La Crosse and Black Rivers. A steady stream of pleasure craft, barges and steamships splashed against the canvas of the La Crosse Bridge. At times it was impossible to keep pedaling. I just leaned against the closest bench to soak in the moment of zen.

The free, beautiful International Friendship Gardens nearby reveal wedding-photo backdrops at every turn. Wind your way through small waterfalls, fountains, a koi pond and meticulously manicured floral settings. The back side of the park pours into two paved bike trails: the Vietnam Veterans and Jim Asfoor trails. The combined paths create a 2.3-mile oval tracing serene wetlands and the La Crosse River.

Board a cruise on the La Crosse Queen paddewheeler. The line offers reasonably priced 1.5- to 2.5-hour pizza, brunch or dinner cruises featuring surprisingly good food ( lacrossequeen.com ).

amtrak weekend trips from chicago

The Dahl Auto Museum displays pristine classic cars from many eras. Kids love the exhibits (it’s free for ages 8 and younger) and the admission is only $5 (adults), $4 (seniors) or $3 (kids over 8). From the Dahl, it was an easy 8-minute pedal to the Historic Hixon House Museum , an original 1858 pioneer home ( lchshistory.org ).

Before my 3:58 p.m. train home the next day, I toasted the end of my La Crosse adventure at the Waterfront Restaurant & Tavern in Riverside Park. The patio presents memorable river views and sunsets, enhanced by a killer happy hour ( thewaterfrontlacrosse.com ). The restaurant receives accolades for its filets, salmon and calamari.

I was skeptical of the new Borealis service, but after using it as a reliable conduit to these two great river cities, I’ve become a reborn Amtrak fan. It’s about time.

Tony Randgaard is retired after more than 20 years in airline marketing.

amtrak weekend trips from chicago

about the writer

Tony randgaard, more from midwest travel.

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Need something to read on the popular new trains from St. Paul? A new book store will have you covered

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Story Line Books plans to open at Union Depot in September.

9 of the best mini-golf courses for a Minnesota road trip

Melinda (mother), Matt, Ellie (10 pink shirt), and Lizzy Pfohl (7) ,of Mound, Mn play the 7th hole, Holey ship. Bruce Stillman owns Bigstone mini golf and Sculpture gardens is the newest miniature-golf course in Minnetrista. The Big Stone course is built around objects d�art, and really good ones at that.

Big Stone Mini Golf blends art and putting fun in Minnetrista. Plus: 9 expert-chosen mini-golf shrines in the state (and La Crosse, Wis.).

Amtrak Vacations

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Amtrak Vacations

Grand Rail Experience Roundtrip from Washington, D.C.

$2,649 - 14 Days

  • Chicago >
  • Santa Fe >
  • Grand Canyon >
  • Flagstaff >

Beginning in the nation’s capital, this 14-day train journey is the best way to experience what it’s like to traverse across America by rail. You’ll travel along some of Amtrak’s most famous routes and have the opportunity to see amazing landscapes that few travelers get to. Visit the exciting cities of Washington, D.C., Chicago, Seattle, Los Angeles, and New Orleans! An adventure like this is sure to leave you with treasured memories for years to come.

Reservations: 1-800-268-7252

For pricing and availability from your Amtrak Station:

Highlights:

  • Hop-on, hop-off sightseeing tour of Chicago
  • Hop-on, hop-off sightseeing tour of Seattle*
  • Hop-on, hop-off sightseeing tour of Los Angeles
  • Sightseeing city tour of New Orleans

*Seattle hop-on, hop-off sightseeing tour is seasonal. Seattle CityPASS ® will be included in the off-season. The Seattle CityPASS includes admission to the Space Needle, Seattle Aquarium, Argosy Cruises Harbor Tour, Museum of Pop Culture or Woodland Park Zoo, and Pacific Science Center or Chihuly Garden and Glass Exhibit. PACKAGE ALSO INCLUDES:

  • Roundtrip Amtrak® in Coach accommodations from Washington, D.C. to Chicago; Chicago to Seattle; Seattle to Los Angeles; Los Angeles to New Orleans; New Orleans to Washington, D.C. onboard the Empire Builder®, Coast Starlight®, Sunset Limited®, Crescent®, and Capitol Limited®
  • 6 nights’ hotel accommodations; 7 nights’ onboard Amtrak

Call us to customize this vacation!

Other Packages Available:

Disclaimer:

Package prices are per person, double occupancy, tax included. Prices do not include rail from your hometown. Please call for pricing. Package prices are subject to change without notice, and all reservations are based upon availability at the time of booking. Amtrak travel is for Coach accommodations unless otherwise noted. Upgrades to Roomette or Bedroom accommodations on board Amtrak are available. Call for pricing. Other restrictions may apply. Activities referenced in the itinerary during free time are for suggested purposes only and are not included. Seasonal activity (if applicable): During the off-season, some tours may not be available. In this case, a similar tour will be substituted. Passports (if applicable): Passports are required when crossing the Canadian border. Amtrak and Amtrak Vacations are registered service marks of the National Railroad Passenger Corporation.

DAY 1              YOUR JOURNEY BEGINS IN WASHINGTON, D.C. Board Amtrak’s Capitol Limited train for your journey west to Washington, D.C. You’ll traverse through Pennsylvania, Ohio, and Indiana en route to Union Station in Chicago. (Overnight onboard Amtrak) DAY 2              CHICAGO After getting settled in, why not use your included hop-on, hop-off sightseeing city tour to experience the best that Chicago has to offer? Then, you may want to explore on your own and discover a great place to indulge in some traditional deep-dish pizza. (Overnight in Chicago) DAY 3-4           OVERNIGHT ONBOARD AMTRAK Travel on your own to Union Station in Chicago to board the Empire Builder train to the west coast. Along the way to Seattle, you’ll pass through the states of Illinois, Wisconsin, Minnesota, North Dakota, Montana, and Washington. Enjoy all the amenities and onboard experiences the Empire Builder has to offer. There’s really nothing quite like riding a train across America. (Overnight onboard Amtrak) DAY 5               SEATTLE Today you will arrive in the Emerald City, Seattle. Check into your hotel and get ready for a fun couple of days exploring. There is plenty to do and see in this beautiful city. (Overnight in Seattle) DAY 6              SEATTLE Make use of your included hop-on, hop-off sightseeing city tour to visit all of Seattle’s top landmarks and attractions. Some highlights will include Chinatown, Pike Place Market, the Waterfront, and much, much more. (Overnight in Seattle) DAY 7              OVERNIGHT ONBOARD AMTRAK Travel on your own to King Street Station and board the Coast Starlight for your trip down to Los Angeles. Along the way, take in the Pacific Ocean, stunning landscapes, and the onboard experiences that so many travelers have come to love. (Overnight onboard Amtrak) DAY 8              LOS ANGELES Welcome to the City of Angels! After checking into your hotel, settle in for the evening or step out to enjoy the city lights. (Overnight in Los Angeles) DAY 9              OVERNIGHT ONBOARD AMTRAK Use your included hop-on, hop-off sightseeing city tour to get to know this world-famous city! Highlights of today’s tour include Beverly Hills, Hollywood Walk of Fame, Rodeo Drive, Sunset Strip, Santa Monica, Olvera Street, Chinatown, Venice Beach Boardwalk, and plenty more! Later, travel on your own to Union Station and board the Sunset Limited to New Orleans. (Overnight onboard Amtrak) DAY 10            OVERNIGHT ONBOARD AMTRAK You’ll spend the entire morning, afternoon, and night onboard the Sunset Limited, taking in the sights and experiences of this iconic route. (Overnight onboard Amtrak) DAY 11             NEW ORLEANS After passing through Texas and Louisiana, the train will arrive in New Orleans. Check into your hotel and get some rest. Tomorrow, you will get to explore the Big Easy. (Overnight in New Orleans) DAY 12            NEW ORLEANS Experience New Orleans on a guided sightseeing city tour. Your tour will take you all around the City that Care Forgot to see the French Quarter, historic Jackson Square, the cemeteries known as the “Cities of the Dead”, and many other incredible stops. (Overnight in New Orleans) DAY 13            OVERNIGHT ONBOARD AMTRAK                                Check out of your hotel and travel to the Amtrak station to board your final train back to Washington, D.C., where your roundtrip vacation ends. The Crescent rides the rails through Louisiana, Alabama, Georgia, North Carolina, and Virginia. (Overnight onboard Amtrak) DAY 14            YOUR JOURNEY ENDS IN WASHINGTON, D.C. Legend for meals: B - Breakfast, BR - Brunch, L - Lunch, D - Dinner

amtrak weekend trips from chicago

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amtrak weekend trips from chicago

#18: Amtrak's Next Generation Trains Look Awesome

A leaked rfp for amtrak's long-distance fleet has some juicy details. these are the takeaways....

amtrak weekend trips from chicago

Amtrak is replacing their long-distance trains, and the plans are exciting.

In December 2023, Amtrak released an RFP (Request for Proposal) to potential manufacturers of the new equipment. Through FOIA requests, the RFP was posted a few months ago on twitter and reddit . I read the 1,000+ pages so you don’t have to 🤓.

Let’s get one thing out of the way: I’m a train nerd and Amtrak fan.

But… this RFP is broadly interesting for two reasons:

Leading-edge passenger experience - like Austria’s Nightjet (video below👇), Amtrak is taking this opportunity to update the overnight rail experience. The RFP explains what it will look like.

A real-life transportation spec - this is a window into how transportation projects happen. If you’re interested in the design of planes, trains, or ships, read on…

Nightjet introduced new sleeper trains in 2022. The sleeper compartments are a jump in passenger comfort in Europe. Unlike Amtrak, Nightjet trains don’t have public areas since they’re mostly used on ~12-hour overnight trips.

Amtrak is upgrading the first-class experience

With these new trains, Amtrak is improving sleeper compartments and public areas for premium passengers while offering a good-enough experience in coach.

Jarrett Walker puts it best : Amtrak has always faced a tension…

between ridership goals — which require focusing on its best markets — and coverage goals — which require covering the entire country. […] Amtrak’s long-haul trains have two roles: they are marketed as a scenic and relaxing way to travel between cities if you’re not in a hurry, but people also use them for access to towns along the way.[…] These services do as well as they do only because they combine both markets , so each kind of user depends on the other for the total package to make sense. - Jarrett Walker

If you accept Amtrak must operate long-distance routes, they’d be wise to lean into the “land cruise” experience for premium passengers. There’s clearly a willingness to pay for premium rail experiences - just look at the top prices on The Canadian or Belmond - and higher revenues can reduce the subsidies these trains require.

Higher-quality and more varied sleeping compartments

Sleepers will have several cabin categories, most of them new:

SoloSuites , a category below today’s existing “roomettes”, which allow solo passengers to travel in privacy without paying for two beds. To save space, they use footwells similar to lie-flat business class airline seats.

Roomettes , the two-passengers economy compartments, will continue to be offered. These are Amtrak’s most popular and economical sleeper accommodation today.

Club Bedrooms will replace today’s “Bedroom” category. Like the Bedrooms, they feature an en-suite bathroom/shower. Unlike today’s Bedrooms, they can accommodate up to 4 people. They feature two couches that convert to two 48”-wide beds. It will be tight for a family of four and lux for a couple.

Premium Bedrooms are the most spacious accommodation, taking advantage of the whole 10’ width of the train. They feature separate queen bed two seats, a writing desk, windows on both sides, and a separated shower and bathroom.

Accessible twin, double, and premium compartments will have larger doors and bathrooms, and they’ll match the luxury level of the roomette, club, and premium accomodations.

amtrak weekend trips from chicago

Layouts, materials, and lighting look great 👇

amtrak weekend trips from chicago

New public areas & service concepts

For the first time, sleeper passengers will have their own First Class Lounge . 1 During the day, the lounge will serve coffee and snacks and passengers will be able to socialize in varied seating arrangements. In the evening, a bartender will serve wine, beer, and cocktails. Here’s an excerpt from the RFP:

The bar is the social epicenter of the train for First Class Passengers […] The bar must convey the ambiance and aesthetics that are synonymous of a premium first-class service.

amtrak weekend trips from chicago

In addition to the first-class lounge, there are two other public areas:

The dining car , which serves seated meals similar to Amtrak’s current dining cars. On current trains, multi-course meals are included for sleeper passengers and extra-cost for coach passengers, if there’s space.

A cafe car , which serves snacks, drinks, and pre-made meals to all passengers. When trains are split or when Amtrak decides to cut costs on some routes, these will take the place of the full dining cars.

amtrak weekend trips from chicago

One thing to note: while first-class (sleeper) passengers gain a private lounge, coach passengers lose one . On today’s long-distance trains, coach and sleeper passengers share the Sightseer Lounge car (with a cafe downstairs). The lounge is very popular - just look at those windows. I often have trouble finding a seat.

amtrak weekend trips from chicago

With the new design, Amtrak is reallocating lounge space to sleeper passengers, an attempt (I’m guessing) to increase the value of First Class . Coach passengers will grumble, but I doubt this will reduce demand for Amtrak’s low-priced coach seats. Instead, it may incentivize more passengers to upgrade.

Beyond these three food service areas - the diner, the cafe, and the first-class lounge - Amtrak will also add in-room and at-seat dining. Meals will be loaded into airline-style carts for distribution throughout the train, and the dining car will be fitted with a lift to bring the carts down to the kitchen.

Skylight Windows

One of the best design features of Amtrak’s Superliners are the skylight windows in Sightseer Lounges. In the RFP, Amtrak asks for the option to put these skylight windows in almost every part of the train. The upper level of coaches, dining cars, lounges, and solo suites would get these skylight windows, if Amtrak exercises the option. Aside from solo suites, sleeper compartments would not get skylights since they’d be covered by upper berths. I hope Amtrak exercises this option, at least in all the public areas.

amtrak weekend trips from chicago

If you’re wondering how you’d sleep with those skylight windows at your seat, Amtrak has specified two layers of electronically-controlled window shades - a sun shade and blackout blinds.

Two Tiers of Coach

With these new trains, Amtrak is introducing a distinction between standard coach, with 2x2 seating and 43” of seat pitch, and premium coach, with 48” of seat pitch and 2x1 seating. Standard coach will certainly be a downgrade from today’s Superliner coach cars, which have a riculously-generous 50” seat pitch. Premium coach could be better than today if the seats are better designed for sleeping.

amtrak weekend trips from chicago

Digital Improvements

I’m impressed with this part of the RFP. Amtrak’s done their best to request a modern, future-proof system. A few highlights:

Public areas will have plentiful digital signage that helps passengers navigate. Signs will detect the train’s arrangement and update automatically.

Every seat row and every compartment will have a screen connected to the reservation system. The screen will automatically display if a place is reserved and to which cities (no more paper slips 🎫).

Sleeper compartments will have RFID locks, similar to modern hotel rooms.

Capability to show live location, next stop, and information about the passing scenery.

No in-seat or in-compartment entertainment, aside from the Premium Bedrooms, which will have a larger 43” screen. I assume that’s supposed to be a TV.

amtrak weekend trips from chicago

Amtrak is sticking with 2-level cars

amtrak weekend trips from chicago

Among train nerds, there was speculation that Amtrak would replace Superliners (2-level trains) with single-level cars. Taller trains can’t operate in parts of the east coast due to clearance issues, so there is an argument for standardizing around equioment that can travel throughout North America. Single-level trains also have an advantage around accessibility - there’s no need for on-train elevators, which add complexity and take up space.

Amtrak seems to have decided that they’ll keep the divided (single-level) Eastern Fleet and (bi-level) Western Fleet. There are four reasons to continue with bi-level trains:

Higher capacity : bi-level cars have ~50% more floor space than single-level cars.

Better views : windows on the upper-level sit a few feet higher. This is beneficial on scenic long-distance routes in the American West.

Low-floor boarding : most western train stations have low platforms or no platforms at all. Two-level cars have lower doors.

Interoperability with Superliners : the RFP doesn’t specify this, but I’d guess that it will be possible to couple Superliners to the ends of these new trains (though not in the middle, due to the semi-permanent coupling. More on that below…).

Accessibility is a major driver of this design

The current Superliners were designed in the late 1970s, and they reflect accessibility requirements of that era. Wheelchair users are confined to the lower level of their coach or sleeper car. They can’t move through the train, so food must be delivered to their seat or compartment.

The new trains allows wheelchair users to access the upper level on a lift. Once they’re on the upper deck, they can access all public areas via 32-inch aisles and 40-inch open gangways between cars.

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Trains will have an accessible core made up of 5 cars: a priority coach (with lift), cafe, dining car, first-class lounge, and priority sleeper (with lift). Wheelchair users will board the train at the priority sleeper or priority coach, take the lift upstairs, and then navigate the core of the train on the upper level. Non-accessible coaches and sleepers can be added to each end of the train.

These wide walkways and open gangways will make the core more spacious, appealing, and easier to navigate for all passengers (hello universal design ).

Universal accessibility does require lower density in the core. Check out this comparison of three different coach types. While the “end coaches,” which are outside the accessible core, seat 98 passengers, accessible cars seat between 46 and 75, depending on the arrangement. The additional space is needed for wider walkways, larger bathrooms, wheelchair turning circles, and re-arranged electrical & storage space.

amtrak weekend trips from chicago

A few technical details caught my attention

Range - Amtrak specifies 72 hours of continuous use. Most critical systems can do more. Water is extremely heavy, but these trains will carry enough for 6 days of continuous use, aside from the food-service cars, which will be topped up en route. Toilets can go 5 days between service cycles.

Gray water - used water from showers, sinks, and food service will be retained and re-used to flush toilets. This part of the spec is a bit vague, so I assume that overflow will still be dumped on the tracks. I’m curious how much gray water will be retained. Black water (toilet waste) is always stored and removed at stations.

Open Gangways - these trains will be semi-permanently coupled, allowing them to have open gangways! That will make passing between cars much more pleasant.

Semi-permanent coupling - most Amtrak trains have independent train cars, which are easily separated. The downside: passing between cars is clunky (and not accessible). Permanent coupling allows much more comfortable and accessible connections. Downside: if something breaks on a single car, the whole train is taken out of service. Amtrak is asking for a compromise - the RFP requires trains to be reconfigurable within 60 minutes without special equipment.

They thought of everything - a lactation room, bike racks, and a gun locker (🇺🇸🫡) are specified.

The RFP is extremely prescriptive

This is a great example of overly-detailed American transit RFPs , which Alon Levy ( Transit Costs Project ) has written about .

European operators write looser 50-70 page RFPs, asking manufacturers to fill in the details to meet high-level requirements. American operators basically design the trains for themselves, forcing manufacturers to build more expensive, custom trains to meet their requirements.

The most glaring problem is that those designs are not at all what the rest of the world does. A few of the changes are modular, including the platform height and the loading gauge. The others are not; the consultants who write the design specs do so without trying to fit themselves to common products made by the multinational vendors. Then, those specs are extremely detailed; there’s little room for a vendor to try to pawn off a standard Coradia or FLIRT and make that fit with little modification. The RFPs run into the deep hundreds of pages; SEPTA had one with more than 500 pages, and Amtrak’s most recent one ran to, I believe, 1,000. They define even what a train is, as opposed to the looser RFPs common in Europe – Spanish RFPs are 50-70 pages and have single-digit summaries, detailing just how many cars are needed, what the loading gauge is, what electrification is required, and what the expected performance level is. - Alon Levy

Final thoughts

As an Amtrak rider, I’m very excited about what this RFP signals for the future of long-distance trains in the US. I’m looking forward to my first ride in a Club Bedroom, eating in the diner with skylight windows, and sipping on a real cocktail in the first-class lounge.

Last month, the Canadian government announced they had allocated funds for VIA Rail to replace their long-distance fleet, which is even older than Amtrak’s. I wonder if these Amtrak designs, or some variant, will operate in Canada as well. Time will tell 👀

#8: The best way to see the American West: Amtrak

#8: The best way to see the American West: Amtrak

Amtrak's long-distance service west of Chicago is one of the best ways to see the country. Here's what you need to know to plan a great trip.

#13: My weekend on "The Canadian"

#13: My weekend on "The Canadian"

I recently returned from a two-night train trip across Canada, and it was one of the best I've done. Here's how you can do it too.

First-class lounge cars were offered for a few decades on one Amtrak train, The Coast Starlight, but they were discontinued. Read more here .

amtrak weekend trips from chicago

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