guided tours in chicago history

The Museum will be closed on Tuesday, August 20, and Thursday, August 22. More

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Adult Group Visits

Experience history, together

Stories are always better when shared! Bring your group to the Chicago History Museum and walk in the footsteps of the city’s past on a private tour. Groups of ten or more adults receive a discount when reserving at least four weeks in advance.

Whether you are a professional tour operator, group planner, or you simply have a lot of friends and family, we have an experience for you. Customized itineraries, Museum tours, city tours, and a variety of lunch options are just some of the ways we can specialize your group’s visit. We also have virtual options.

Special Summer Offer!

Bring your group to the Chicago History Museum during August 2024 and enjoy $2 off per person for group admission and guided gallery tours! Email [email protected] to book today.

Discount only applies to bookings for August 2024. Minimum of 10 people required; maximum varies for guided tours.

• Looking to book a field trip for a K-12 group? Visit our field trips page .
• Are you one of our university partners? Sign up for your group visit here .

Current Offerings

Our expert group sales team has carefully crafted private tours that tell Chicago’s story both inside the Museum and out in the city. You can also take a self-guided tour or enjoy a virtual experience with one of our experts.

Behind-the-Scenes Tours

General guidelines.

• Subject to availability.
• For pricing, email: [email protected] .
• Please review specific guidelines for each tour; note that group size varies and must be adhered to for visitor, staff, and collection safety (no exceptions).
• No more than one tour per day.
• No children; students must be university level and up; when university student groups attend, teachers/professors must be present and engaged in managing the group.
• Because storage spaces are enclosed and can be congested, we request that those going on behind-the-scenes tours wear masks (just as we do for Abakanowicz Research Center visitors ); if you don’t have a mask, one will be provided.

Behind-the-Scenes Tour

Specific Guidelines

• Tour duration: 60 minutes
• Group size: minimum of 10; maximum of 15
• Two weeks advance notice required
• Tours only offered the 4th Friday of the month at 11:00 a.m.

Costume Collection Storage Tour

• Group size: maximum of 10
• Four weeks advance notice required

Museum Tours

Explore Chicago history your way. Whether your group prefers a guided or self-guided gallery or walking tour—or even a scavenger hunt—you’ll find a unique way to experience the Chicago History Museum and the city’s fascinating stories.

Richard M. and Shirley H. Jaffee History Trail

Book your walking tour of the new must-see destination at Lincoln Park’s southwest corner—the  Richard M. and Shirley H. Jaffee History Trail ! Examine a historic fire relic from the Great Chicago Fire of 1871, visit the  Couch Tomb  (a reminder that the area was once a cemetery), and take in a collection of community-inspired kinetic sculptures by local artist  Bernard Williams . Then, visit additional tour stops that amplify Chicago’s personality, highlighting the city’s resilience, connectivity, natural beauty, and complexities.

Tours happen rain or shine. Attendees should dress appropriately for the weather.

Tour options:

• Jaffee History Trail only
• Jaffee History Trail + guided tour of permanent exhibition  Chicago: Crossroads of America
• Jaffee History Trail + guided tour of a feature exhibition, such as  City on Fire: Chicago 1871  or any other temporary exhibition
• Jaffee History Trail + self-guided exploration of CHM (the discounted group rate)

Group size:  Minimum 10, maximum 25 people

Duration:  30 minutes.  For group rate, please inquire through the online form below.

Guided Tours of Permanent Exhibitions

Learn the backstory and see Chicago’s past and present from a historian’s perspective with guided or self-guided tours.

HIGHLIGHTS OF CHICAGO

Discover the city’s vast history in  Chicago: Crossroads of America . Whether you want to explore the grandeur of the world fairs of 1893 and 1933, or Chicago innovations that changed the world like skyscrapers and modern retail, or the diverse neighborhoods and lively cultural scene, this exhibition is a must see!

Duration:  50–60 minutes

Group size: Minimum 10, maximum varies with each exhibition. Please inquire.

Cost: $21 for adults; $19 for seniors (65+) and college students

Guided Tours of Special Exhibitions

Designing for Change: Chicago Protest Art of the 1960s–70s

Available starting the week of June 11, 2024.

Opening Sunday, May 19, 2024, Designing for Change: Chicago Protest Art of the 1960s–70s , features Chicago artists and activists in the 1960s and ’70s who used design to create powerful symbols and imagery to amplify their visions for social change. See more than 100 artifacts and images from the Chicago Freedom, Black Power, anti-Vietnam War, women’s liberation, and early LGBTQIA+ movements that often challenged the status quo, plus works from contemporary artivists responding to issues that parallel those of the past.

• City on Fire: Chicago 1871

A rapidly growing city built of wood. A summer-long heat wave. An exhausted and misdirected team of firefighters. Racial, social, and economic tensions bubbling just below the surface. All Chicago needed was a spark.  Learn more about our exhibition , which opened on October 8, 2021, the 150th anniversary of when the Great Chicago Fire began.

• Back Home: Polish Chicago

Through the lens of Chicago’s Polish communities, experience the journeys immigrants have taken to get to the city, the ways they have established themselves in its neighborhoods, and the duality of feeling a deep connection to two places at once.

Cost: $23 for adults; $21 for seniors (65+) and college students

Self-Guided Tours

Learn all about Chicago history as you stroll through the galleries at your own pace.

• Chicago: Crossroads of America

Group size:  Minimum 10, maximum 100 people

Duration:  2–4 hours.  The group rate of $17 for adults and $15 for seniors/college students applies. 

History Scavenger Hunt

How much do you know about Chicago? Test your knowledge with a scavenger hunt in the Museum. This tour is ideal for team-building or for a fun way to experience history.

Cost:  $2 per person in addition to the self-guided tour fee.

City Walking Tours

Chicago is a city of neighborhoods—lace up your shoes and explore them on foot! Tours run 1.5 to 2 hours. For pricing, email:   [email protected] .

Tours subject to availability. Please schedule 4 weeks in advance. The following tours are offered spring through fall.

Lincoln Park’s Lost History

Crime of the Century: Leopold, Loeb, and the Murder of Bobby Franks

Working the World’s Columbian Exposition

Century of Progress: Chicago’s Forgotten World’s Fair

Prohibition: Thirteen Years of Scofflaws

Historic Old Town

Glitterati on the Gold Coast

Pilsen Murals

Bronzeville

Graceland Cemetery

Step On Tours

Explore the city by motorcoach with a CHM Step On Tour guide!

Group must supply motorcoach transportation. Tours run approximately 90 minutes—if meeting at CHM please add 45-60 minutes of travel time. Minimum group size of 20 people. For pricing, email: [email protected]

Enjoy one of the following new Step On Tours with Paul Durica , CHM director of exhibitions.

History Pub Crawl

Feelin’ groovy: the historic bars of old town.

Available starting April 20, 2024

As one of Chicago’s oldest areas of the city, it’s no surprise that Old Town is home to many tales of the city’s past. This engaging walking tour explores the history of the neighborhood via some of its wonderfully historic bars.

Local beer and tavern historian, Liz Garibay , guides you on a thirst-free stroll that discusses the area’s bygone days and focuses on the history of each of the saloons you visit.  We’ll also dig into the city’s beginnings, the Great Chicago Fire, and beer and Prohibition history. Comedy, music, and film history make cameos too.  The tour includes stops at a former speakeasy and bars that were favorite haunts of cultural icons Frank Sinatra and Anthony Bourdain. In the end, you’ll have a better appreciation for the history, culture, and identity of the Windy City.

• NOTE: Please schedule a minimum of 3 weeks in advance.
• Most tours last approximately three hours, and you will visit 3 taverns/bars with 30 minutes spent at each bar.
• Tours can be scheduled Monday through Thursday, beginning any time between 3:30 p.m. and 6:30 p.m.; or Saturday or Sunday afternoons, beginning any time between 11:30 a.m. and 3 p.m. Tour length will depend on size of the tour and will last approximately 2.5 hours. Beverages are not included in the price of the tour.
• Please eat prior to the tour, as we do not have time to eat at any bar.  We will end at a location that is near many great restaurants.
• Please remember that we will be visiting drinking establishments that require all those entering to be at least 21 years of age . Infants, toddlers, and children are not allowed on this tour. Please remember to bring proper identification.

For more information, pricing, and availability, email: [email protected]

Virtual Experiences

Delve into Chicago history from wherever you are! Our new exclusive lectures with Chicago History Museum curatorial staff can be enjoyed from the comfort of your home, your virtual office, or incorporated into your next virtual event.

Ready to Get Started?

Request your private group tour or experience here.

Groups of ten or more—social organizations, hobbyists, even huge families—can enjoy savings by booking at least four weeks in advance.

Your group will have access to a dedicated entrance, including access for motor coaches and buses. A CHM representative will meet your group, answer any questions you may have, and get your visit off to a great start.

More to Explore

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Reserve Your Spot with Confidence! Full Refunds with 24 Hrs Notice. Reschedule at any point, even after tour, if space allows!

Chicago Walking Tours

See our Calendar Below for All Tours, as well as Things to Do & Travel Tips

Featured tours.

Loop and Millennium Park

Loop and millennium park highlights.

• Marshall Fields
• The Picasso/Daley Plaza
• Millennium Park
• Crown Fountain
• The Great Fire
• The L (elevated trains)
• Start of Route 66
• The Art Institute of Chicago
• Cloud Gate (a.k.a. the Bean)

Haunted History

Haunted history highlights.

Riverwalk and History Tour

Riverwalk and history tour highlights, journey through time.

• Jean Baptise Dusable: Uncover the tale of Chicago's earliest settler and how his legacy shaped the city.
• The Great Chicago Fire: Learn about the catastrophic fire that transformed Chicago's landscape forever.

Architectural Marvels

• Ludwig Mies van der Rohe's Masterpiece: Marvel at the last building designed by the "Father of Modernism" himself.
• The Aqua Building & The Wrigley Building: Delight in the stunning and diverse architectural styles.

Historical Sites

• Fort Dearborn: Walk the grounds of the original Chicago settlement.
• The Jeweler’s Building: Witness this iconic piece of Chicago history.
• Marina City Towers: Explore these unique structures along the river.

Chicago's Symbols

• Chicago Flag History: Discover the symbolism behind the city's iconic flag.

Tour Finale

• Apple Store & Centennial Fountain: End your tour near the modern Apple Store and the Centennial Fountain, celebrating Chicago’s engineering triumphs.

Welcome to Tours by Foot, offering small-group Chicago walking tours, including food tours.

Our tours are led by experienced and real Chicagoans who are the most highly rated in the city.

Our expert guides offer local knowledge of the Loop, Millenium Mile, the Chicago Pedway, Lincoln Park, and more.

• Guided Walking Tours
• Free Self Guided Tours (researched and written by our professional guides)
• Audio Tours (researched AND recorded by the same guides!)

These exciting and informative sightseeing city tours will take you through many of the Windy City's most famous neighborhoods.

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We are so well-reviewed.   Read the reviews  for yourself.  

• Walking Tours
• Architecture Tours
• Tourist Discount Passes
• Chicago Travel Tips

CHICAGO WALKING TOURS

We provide a platform for local, freelance tour guides to lead walking tours as well as ghost and architecture tours so that you may enjoy a worry-free quality sightseeing experience.

Walking tours are our forte, and we offer several daily and weekly small-group tours as well as pay-what-you-like walking tours of Chicago and completely free self-guided options.

You can browse our tours by clicking the links below, scrolling through our public calendar (also below), or going directly to our  booking page . 

Our premiere Chicago walking tours are great day or night and serve as introductions to the city, Chicago history and cover the many of the main tourist attractions.   

Our Regularly Scheduled Tours

• The Birth of the Skyscraper:  Architecture Tour is a great way to discover and appreciate the incredible landscape of buildings in Chicago and it ends in Grant Park near the famed Buckingham Fountain.
• The  Riverwalk and Chicago History Tour follows the path of the Chicago River and focuses on the history of Chicago, the Chicago Flag, and the beautiful buildings that line the river.
• North Loop and Millennium Park Tour , which covers a great portion of Chicago’s downtown Loop neighborhood, public art, and ends in Millennium Park.
• Our  Chicago Ghost Tour -Haunting History is for folks who love haunting history and creepy tales of the dark side of the White City.
• On The Magnificent Mile Tour , you will discover fun Chicago facts like the history of deep dish pizza while exploring our most popular downtown area.

Weekly Tours

• Our  Gold Coast Tour  meanders through the history of high society where you will be introduced to the glamorous residential neighborhood built around Lakeshore Drive.
• Explore Lincoln Park on our Lincoln Park and Gangster Tour to appreciate a unique neighborhood scattered with hidden history including tales of Chicago Gangsters.
• We also offer a West Loop tour which combines great storytelling for history buffs with great photo ops for those more in the “sightseeing” mood! 
• Get out of downtown and check out the Chicago Street Art on our Wicker Park Culture & Street Art tour.

Winter Tours

We offer tours year-round, even in Chicago's winter, but we take into account the need to be seasonably appropriate for walking tours. Check out our special Winter offers:

• In the winter, we offer a Pedway Tour that explores the indoor tunnels and paths to discover Chicago architecture and arts in a warmer way.
• There is also a Winter Loop option where we will spend about half of the time outdoors looking up at the skyscrapers and the other half will be spent inside exquisite public buildings and lobbies.
• Our Winter Architecture Tour explores the unique landscape of buildings in the downtown area while also popping into many lovely lobbies for warmth!  This tour is abbreviated and adjusted for our Chicago winters.

OTHER TOURS

In addition to walking tours, Chicago has bus, bike & boat tours. Read all about them...

• What is the Best Chicago Architecture Tour?
• Chicago Boat Tours Compared
• Hop on Hop off Chicago Bus Map and Routes
• Chicago Ghost Tours | Haunted Tours in the Windy City
• Chicago Segway Tours
• Chicago Bike Rentals and Tours

AUDIO TOURS

Can't make one of our guided tours?

That is no problem; we have recorded some of our best tour guides who give their tours and made them available to you anytime.  

Here is how it works:

• Purchase an Audio Tour
• Receive a confirmation email with details.
• Enjoy the tour(s).

Available Tours:

• Downtown Chicago ($2.99)

PRIVATE TOURS

We also offer our guiding services for private groups, families, or school groups where we can guide you in the Loop, the South Side and anywhere else in Chicago.

Find out more about private tours .

And much, much more

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Protect Your Trip »

The 16 best chicago tours for 2024, according to reviews.

Foodies, architecture buffs and historians alike will appreciate these tours of the Windy City.

The 16 Best Chicago Tours for 2024

Alejandro Reyes | Choose Chicago

One of the best ways to sightsee your way through a new city is with the help of a local. With this in mind, U.S. News rounded up some of Chicago 's best guided tours. Whether you're sailing past Willis Tower on a river cruise or sampling some of Chicago's best deep-dish pizza on a foodie excursion, you'll gain a cultural and historical understanding of the Windy City during these tours.

Editor’s Pick: Wendella Boats – Chicago River Architecture Tour

Price: Adults from $44; kids from $20 Duration: 1.5 hours

U.S. News independently paid to send Cortney Fries , an award-winning writer based in Chicago, on this tour to provide readers with an unbiased, first-hand perspective of what to expect. The Wendella Boats Chicago River Architecture Tour was selected by our team as an Editor’s Pick thanks to its popularity and favorable user reviews.

Cruise three branches of the Chicago River taking in views of famous Chicago landmarks while a knowledgeable guide provides an overview of the architecture and interesting lessons in Chicago history on this popular boat tour. For instance, did you know that the Lyric Opera House was built in the shape of a giant throne? Learn how the Chicago River is the only natural river reversed by humankind. View iconic buildings, such as the Merchandise Mart and Willis Tower. Hear about what the four stars on the Chicago flag represent, the legend of the O’Leary cow starting the Great Chicago Fire, the statue atop the Chicago Board of Trade and Chicago’s famous drawbridges.

Refreshments and snacks are sold on board. Sit on the top deck to listen to the live tour with unobstructed views, but bring a jacket or sun hat if it’s cool or sunny. Climate-controlled seating is offered below, as are restrooms. Tours are generally available daily beginning at 9:30 a.m., with multiple departures throughout the day and evening. Short on time, or have kids in tow? Try the 45-minute version of this architecture tour.

Cortney Fries

Why we love it:

• Learn about the dense variety of architectural styles along the Chicago River without having to navigate crowded streets.
• Engaging guides make for a memorable experience and provide glimpses into different parts of the city you might want to explore more during your trip.
• Tours depart from Michigan Avenue near the Wrigley Building. Give yourself plenty of time to find parking and also enjoy ample shopping and dining options nearby.

– Cortney Fries

Check prices & availability on:

Chicago Architecture Foundation River Cruise

Price: From $54 Duration: 1.5 hours

The Chicago Architecture Foundation's River Cruise ferries passengers along the Chicago River as docents from the Chicago Architecture Center regale them with the stories behind more than 50 notable buildings. The volunteer docents repeatedly win high praise from reviewers for their in-depth knowledge of the city's history and its structures. Many reviewers called this the best thing to do in Chicago. The cruising vessels, part of the Chicago's First Lady Cruises fleet, can carry up to 250 people and boast full-service bars and open-air upper decks.

For a different perspective of the city's iconic architecture, consider the twilight sailing, which costs a few dollars extra. For an additional $5, you can also gain admittance to the Chicago Architecture Center (which usually costs $14 on its own).

Chicago Food & City Tours – Gateway to the West Loop Food Tour

Price: Adults from $85; kids from $50 Duration: 3 hours

This foodie tour centers on the West Loop neighborhood's incredible dining scene, and provides insider insights to the area's evolution from a meat-packing and warehouse district to the Restaurant Row of today. Foods you may sample include doughnuts, hamburgers, pizza and cupcakes. Guides regularly earn five stars from travelers for their insight and enthusiasm. Reviewers find the tour worth the price for the generous amounts of food provided. What's more, group sizes are restricted to 16 people and tours do not involve extensive walking (a little more than half a mile).

Tours are offered Sunday, Tuesday and Thursday at 1 p.m. Hungry for more? The company also offers a tour inspired by the TV show "The Bear," which is set in Chicago, as well as a tour all about the city's most iconic foods.

Absolutely Chicago Segway Tours – Chicago Lakefront Museum Campus Tour

Price: From $65 Duration: 2 hours

The Chicago Lakefront/Museum Campus tour offered by Absolutely Chicago Segway Tours showcases many of the city's most popular attractions along its 5- to 6-mile route, including Millennium Park (the starting point), Grant Park , Monroe Harbor, the Field Museum , Shedd Aquarium , Soldier Field and the Adler Planetarium. Participants applaud tour guides for their expertise and professionalism and say this is a safe, fun way to see the city's top sights in a short amount of time.

Note that riders must be at least 12 years old to participate. Tours are available multiple times a day from spring through autumn. The company offers several other Segway tours, some centered around other parts of the city or with specific themes like architecture, crime and ghosts.

Inside Chicago Walking Tours – Dazzling Interiors of the Loop

Price: Adults from $30; kids from $25 Duration: 2 hours

Many travelers are familiar with Chicago's distinct architecture, but its equally captivating indoor spaces are not as well known. This tour reveals interior architectural details that visitors might otherwise miss. Guides take participants inside some of Chicago's most stunning buildings to admire elements like a gilded 80-foot-high ceiling, art deco lobbies, early Frank Lloyd Wright designs and rooms with stained-glass mosaics. Reviewers describe this tour, which involves about 1 1/2 miles of walking, as an informative and entertaining way to learn about the history of Chicago and its diverse, distinctive buildings. Others said this tour is great for first-time visitors and locals alike.

Tours operate Thursday through Monday at 11 a.m. Once you've toured all of the buildings at the street level, consider the company's Chicago Pedway tour, which tours the downtown underground tunnels that residents use to stay warm and dry during bad weather.

Courtesy of Bobby's Bike Hike Chicago

Bobby's Bike Hike Chicago – Bikes, Bites & Brews Chicago’s Signature Dishes Bike Tour

Price: From $85 Duration: 4 hours

This triple threat tour combines bicycling, food and beer. The 13-mile ride traverses the Gold Coast, Lakeview, Wrigleyville and Lincoln Park neighborhoods with stops for pizza, beer, cupcakes and hot dogs. Reviewers say the pace of the tour is easy and applaud the guides for their fun and engaging commentary. Others said they learned a lot about Chicago, calling the ride entertaining and educational.

Tours are generally offered daily at 11:30 a.m. and 5:30 p.m. (except during the winter). Note that the evening tour mostly bikes around downtown Chicago. If you're interested in venturing beyond downtown, book the morning tour. Tickets cover the cost of the bike rental as well as food and drinks. Participants must be at least 21 years old. If you're traveling with kids, try the company's Family & Food Bike Tour of Top Attractions.

Chicago Pizza Tours – Original Chicago Pizza Tour

Price: Adults from $75; kids from $45 Duration: 3.5 hours

Enjoy a crash course in what makes Chicago pizza so iconic on this delicious tour. You'll visit four independently run neighborhood pizzerias and sample six or more slices of pizza in a variety of styles (deep dish, tavern, artisanal and Neapolitan, to name a few). You'll meet downtown for your first slice before boarding a bus to neighborhoods like Lincoln Park, Lakeview and Bucktown. Reviewers compliment the informative and entertaining tour guides and insist that the tour is about more than just pizza, highlighting the various aspects of Chicago history, architecture and culture that's spotlighted during the nearly half-day excursion.

Tours run Saturday and Sunday at 11 a.m. The company also offers pizza crawls of downtown and Bucktown.

Chicago Gangsters and Ghosts Tour

Price: Adults from $35; kids from $17 Duration: 2 hours

If you're interested in the darker side of Chicago history, specifically its gangsters and ghosts, consider this walking tour. With a historian leading the way, you'll stroll for about 1.5 miles around the Loop – once known as the "Vice" district in the 1920s and '30s for its rampant partying, speakeasy saloons and underground tunnels used by bootleggers. Participants rave about the guides for their storytelling abilities and say the length of the tour is perfect for when you need a break from the city's more touristy activities.

Tours run four times daily beginning at 11 a.m. The company also runs a Gangster Food Tour that highlights some of the city's most iconic foods like deep-dish pizza and hot dogs, as well as the restaurants that once served as some of Al Capone's old hideouts.

Courtesy of Big Bus Chicago

Big Bus Chicago – The Big Loop - Red Route

Price: Adults from $49.50; kids from $35.10 Duration: 2 hours

Big Bus Chicago's hop-on, hop-off tours invite tourists to tailor their sightseeing excursions to their preferences by allowing them to spend as much time as they want at any of the 11 stops on the company's red route. Tour-takers can "hop off" a bus and explore any of the top attractions featured along the way, such as Skydeck Chicago , Navy Pier or Millennium Park, and then "hop on" a later bus. If you don't get off the bus, the entire route takes about two hours. Your ticket is valid for 24 hours, so you can hop on and off as much you please.

Buses run every 30 minutes starting at 10 a.m. daily and include prerecorded commentary in both English and Spanish. Reviews from recent travelers were mixed: Some riders loved the convenience of the bus, saying it puts you within easy walking distance of the city's best attractions, but others were disappointed with the quality of the prerecorded commentary and said you should try to seek out the few busses that feature a live guide. If you want to ensure you'll have a live guide on your bus, consider booking the nonstop, 90-minute Sunset Live Tour, which is offered from May to October.

Secret Food Tours: Chicago 

Price: Adults from $79; kids from $69 Duration: 3.5 hours   Follow a local foodie around the Loop district for what the company calls a "moving feast." You'll make six stops to sample some of the city's most notable dishes, including deep-dish pizza, gourmet popcorn, a Chicago-style hot dog, an Italian beef sandwich and a brownie (which was purportedly invented in Chicago). What's more, there's a secret dish revealed the day of the tour. Plus, tours are capped at 12 participants to ensure an intimate experience. Reviewers say guides do an excellent job of highlighting not only Chicago's distinct food scene, but also its history and architecture. They also advise that you'll want to come hungry as the portions are generous.

Tours operate daily at multiple times; the earliest tour departs at 11:30 a.m. The company can also arrange private tours.

Underground Donut Tour – Chicago: Downtown Tour

Price: Adults from $55; kids from $50 Duration: 2 hours   Come hungry for this food tour, which visits four of the best doughnut shops in the city, including Doughnut Vault and Do-Rite Donuts. As you nosh on the sweet treats, your guide will share the history of each shop and the history of doughnuts in Chicago. Travelers recommend this tour for the knowledgeable, engaging guides and the delicious selection of doughnuts. They also say you'll learn about much more than doughnuts, as guides share historical tidbits about Chicago and recommendations for how to make the most of your trip.

Tours operate daily at 10 a.m.; additional 9 a.m. and noon tours are offered Wednesday through Sunday.

Graham Chapman | Choose Chicago

Urban Kayak Chicago Riverwalk – Historic Chicago Tour

Price: From $55 Duration: 2 hours

For a "duck's-eye," up-close view of the city, take Urban Kayak's Historic Chicago Tour. Starting at the Riverwalk , tour-takers paddle their kayaks on the main branch of the Chicago River with periodic stops at points of historical interest, where guides provide information regarding the city's famed architecture. Reviewers say this is a great experience, even for beginners, and recommend the tour for travelers looking for a unique alternative to the popular architecture river cruises. Meanwhile, others note that the experienced guides are skillful at navigating boat traffic.

Tours are offered multiple times a day spring through early fall. Urban Kayak also offers kayak rentals and paddleboarding classes.

Check prices & view availability on:

Shoreline Sightseeing – Skyline Lake Cruise

Price: Adults from $35; kids from $17 Duration: 45 minutes

If you've already taken an architecture cruise on the Chicago River and can't get enough of the views, consider this boat tour. Shoreline Sightseeing Skyline Lake Tours offer unrivaled views of Chicago's skyline, and many photo opportunities, via cruises along the Lake Michigan shoreline. The 6-mile trip provides views of notable landmarks, such as the John Hancock Center, the Willis Tower (aka the Sears Tower), Adler Planetarium and the Field Museum, as well as an informative prerecorded commentary. According to reviewers, these iconic buildings are much more visible from the water than they are on the street, though a few warned that it's difficult to hear the recorded commentary from certain areas of the boat (sit in the middle of the boat if you want to ensure you can hear the narration).

Travelers can purchase drinks at the onboard cash bar. Tours are offered daily spring through autumn (weather permitting) and depart from Navy Pier. Shoreline Sightseeing also offers architecture cruises along the Chicago River.

Ken Flisek | Courtesy of Tall Ship Windy

Tall Ship Windy – Chicago Skyline Sail

Price: Adults from $49; kids from $39 Duration: 75 minutes

Tall Ship Windy's Chicago Skyline Sail features views of the city from the deck of a 148-foot, four-masted schooner. Reviewers tout the remarkable views of the city's impressive buildings and, weather-permitting, the special experience of being able to actually sail and not rely on the boat's motor. What's more, tour participants commend the crew members for their professionalism, humor and knowledge of Chicago.

From spring through fall, there are generally four sails daily starting at 1 p.m.; the 1 p.m. sailing focuses on piracy in the Great Lakes and the Caribbean. Tall Ship Windy has a full bar on board (drinks are not included in the ticket price). In addition to daily sails, Tall Ship Windy offers evening cruises timed to the fireworks display at Navy Pier, which occurs on select dates in the summer.

Chicago Crime Tours and Experiences – Chicago Crime and Mob Bus Tour

Price: From $42 Duration: 2 hours

If you're a fan of true crime, you'll be intrigued by this bus tour, which explores the city's most famous gangsters and crime scenes. As you drive in a variety of Chicago neighborhoods, including the Gold Coast, Lincoln Park, the Loop, the Magnificent Mile , Old Town and River North, your guide will share stories and you'll watch historic video footage. The bus tour includes stops at the spots where gangsters like Hymie Weiss were killed as well as the site of the St. Valentine's Day Massacre. It also visits locales associated with Al Capone, Frank "the Enforcer" Nitti and Leopold and Loeb, among others. Reviewers laud the tours for providing a unique angle on Chicago's colorful history and describe guides as entertaining.

Tours are offered multiple times a day. For a longer tour with even more stops, consider the company's Night Crimes Tour.

Check prices & availability:

City Experiences – Chicago Seadog Lakefront Speedboat Tour

Price: Adults from $35; kids from $25 Duration: 30 minutes

Zip across Lake Michigan during this high-speed, narrated half-hour tour. During the ride, you'll see striking views of the Chicago skyline and hear some descriptions of the sights. Visitors praise the crew's knowledge and charisma. They also enjoy whipping along the waves. Keep in mind: The boat is open-air, which means you might get wet. The company also discourages pregnant women and travelers with back or neck sensitivities from participating.

Speedboat rides are offered daily spring through fall. City Cruises also operates a narrated architecture cruise, in addition to brunch and dinner cruises.

You may also be interested in:

• The Best Chicago Walking Tours
• The Best Chicago Segway Tours
• The Best Chicago Boat Tours
• The Best Hotels in Chicago
• The Top Romantic Getaways in Illinois

Tags: Chicago , Travel , food and drink , Vacations , Tours , Illinois Vacations , Midwest Vacations , US Vacations

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Chicago Historical sites – Visitor’s Guide (With Map!)

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When you think of Chicago, it’s hard not to think about history. Chicago is filled with some of the best historical sites in the United States. Located in the heart of the Midwest, Chicago is both famous and infamous for its history, from its stunning architecture to its notorious gangsters. It’s hard to walk the streets without imagining traveling back in time to visit the former residents in their heyday.

While I’d definitely recommend taking an architecture cruise or bus tour to get a feel for the wide variety, taking individual tours of some of the historic homes in the city is a must. And if you’re a Burnham or Wright fan, then you are definitely in luck.

For history beyond the architecture, make sure you put some Chicago museums on your list, like the Chicago History Museum or the Driehaus Museum. There you can explore the cultural heart of the city, one built by hard work and immigrants coming together to forge a new home on the banks of Lake Michigan over many decades to create the city we know and love today.

CHICAGO HISTORICAL SITES

FRANK LLOYD WRIGHT ROBIE HISTORIC HOUSE

A UNESCO World Heritage Site on the University of Chicago campus, the  Robie House  earned it’s heritage status by being one of the best examples of Prairie style architecture in the world. Built for Frederick C. Robie, the house was completed in 1910.

When Robie was forced to sell the house to settle debts shortly after the completion of the house, the home changed hands quickly to two other families. Their stays in the home would be short lived as well with the last family only staying until the mid 1920s. The house would go on to serve many other purposes including a classroom and office space.

In the mid 20th century the house would nearly be demolished, with Wright lobbying to save the home. The Robie House is considered the last of the “true” Wright Prairie style homes.

Tours are available Thursday through Monday from 10-3pm. The limited hours make planning ahead a necessity, and you can purchase tickets online ahead of time to be extra prepared.

FRANK LLOYD WRIGHT HISTORIC HOME AND STUDIO

One of, if not  the  most famous architect in the United States, Frank Lloyd Wright’s style and homes are cherished throughout the U.S. and on the National Register of Historic Places. His home and studio are still preserved in Oak Park where a historic district features a number of Wright designed homes.

Wright’s home was built in 1889, and was Wright’s first true artistic and architectural experiment into his own design. Visitors can  tour the home  and learn more about Wright as both a person and an architect.

HISTORIC CHICAGO UNION STATION

If you want a taste of art deco style, you can step into Chicago’s Union Station. Union Station was originally designed by famed architect Daniel Burnham, and built by Graham, Anderson, Probst and White. The rail station which is still active, was opened in 1925. Originally intended to be expanded into something even more grand, the development of the building stalled during The Great Depression.

The station would get a second life when there was a flurry of rail activity during WWII when the location served tens of thousands of passengers and hundreds of trains, many of them carrying soldiers. Norman Rockwell captured the Christmas season in 1944 in a  Saturday Evening Post cover .

The vaulted ceilings and glass panes will still make you feel like you’ve entered the past, despite the hum of over a hundred thousand passengers a day walking around you. If you want help navigating the history, the Chicago History Museum occasionally offers walking tours of the station. Check  their calendar  to see if there’s one available when you’re in town.

ROOKERY BUILDING

The Rookery Building is the product of famous architects Burnham and Root. Built in 1888, the Rookery was built on the former location of the temporary city hall (erected after the Great Chicago Fire). It’s considered one of the premiere architectural landmarks in the city and is on the National Register of Historic Places.

Once completed, the Rookery was also the site of Burnham and Root’s offices and was the location where they began planning the 1893 World’s Columbian Exposition. The Burnham Library is still on site to this day.

Burnham and Root weren’t the only famous architects to make their mark. Frank Lloyd Wright redesigned the lobby in 1905. Wright played on the original ironwork adding marble and ornamentation, making the light court an even brighter and more beautiful architectural wonder.

The Frank Lloyd Wright Trust  offers tours  of the Rookery, one that covers the Rookery’s light court and another that partners that tour with one of Burnham’s library.

PALMER HOUSE HILTON – Historic Chicago Hotel

Wishing you could stay somewhere historic? The Palmer House Hilton is an option. Definitely not the only historic hotel in town, but one of the more famous. The Palmer House is listed as a Historic Hotel of America through the National Trust for Historic Preservation.

The current hotel is the third iteration as the first, a wedding present, burned down in the Chicago Fire after only 13 days, and the second, originally built in 1875, was replaced in 1925 by a bigger more modern hotel.

In the 1940s famed hotelier Conrad Hilton purchased the property and it has been one of the chains signature hotels ever since.

Even if you don’t plan to stay at the hotel, you can still catch a glimpse of the historic lobby. If you’re into  food history , legend also has it that the brownie was invented in the hotel as a treat for women visiting the hotel during the Columbian Exposition in 1893.

JANE ADDAMS-HULL HOUSE

Hull-House  was Chicago’s first settlement home. Settlement homes were homes run by middle to upperclass women that served as outreach centers for the working class. Women would run a number of social services from the home and helped immigrants adapt to life in America by offering classes on English and American government alongside instruction on sewing and cooking. They also offered daycare for children, libraries and an art gallery.

Jane Addams ran the house with a number of other influential women. Hull-House was originally opened in 1889, and Jane Addams lived and managed the house until her death in 1935. She also worked tirelessly for women’s causes like suffrage, argued for peace during WWI, and ultimately won the Nobel Peace Prize in 1931.

Jane Addams-Hull House is located on campus at the University of Illinois at Chicago. The museum is closed Mondays and Saturdays (as well as major holidays and for school breaks) so plan your visit ahead of time. Public tours are available and reservations are encouraged.

CLARK HOUSE MUSEUM

Built in 1836, the  Clarke House  is the oldest house in Chicago. Interpreted to the pre-Civil War era, the house gives a glimpse of life in early Chicago. Exhibits inside also explain the history of the house, it’s moves throughout the city and the various roles the house played before becoming a museum. There are free one hour guided tours of the home for those who want to visit.

DRIEHAUS MUSEUM & NICKERSON MANSION

For a taste of art nouveau and a glimpse at Chicago’s guilded age, the  Drieshaus Museum  is your best bet. The museum features opulent examples of art nouveau style and decorative arts. The home is also known for its many stained glass works of art.

The Driehaus Museum is located inside the Nickerson Mansion, the former home of a Chicago banker completed in 1883.

CHICAGO HISTORY MUSEUM

If you really want to get to the heart of history in the city there is no better place than the Chicago History Museum. The museum has permanent exhibitions that cover the cities vast history including everything from its famous shopping district and stores to infamous 1930s crime to the cities deep relationship with jazz and blues.

If you’d rather experience history outside the walls of the museum, Chicago History also hosts bus and walking tours that give visitors a hands on history experience in the city. The museum is open 7 days a week, but hours vary. Check  their website  for more up to date information on admission, discounts, and parking.

GARFIELD PARK CONSERVANCY

If you need a breath of nature to break up your hunt for historic sites in Chicago, consider a visit to the  Garfield Park Conservancy . Built in 1908, the conservancy still counts as something historic to do and it has beautiful exhibits of plants from around the world. While you explore them you can also marvel at the stunning glass pane ceilings.

OLD CHICAGO WATER TOWER

Built in 1869, the Chicago Water Tower housed a pumping structure that brought water from Lake Michigan into the city of Chicago as the city was quickly outgrowing it’s water supply. One of the few structures to survive the Great Chicago Fire in 1871, the Water Tower serves as one of the city’s longtime landmarks.

You can easily get a glimpse of the Chicago Water Tower while getting in some shopping on the Magnificent Mile. The Tower is located at 806 N Michigan Avenue,

One of the most iconic travel routes in the United States, Route 66 stretches from Los Angeles through the Southwest and up through the Midwest finally reaching it’s end (or beginning depending on which way you’re headed) at Lake Shore Drive in Chicago. Since the route has changed over the years, there are several signs in the city marking the terminus of one end of the route including one near the Art Institute in Chicago.

HISTORIC SITES & MUSEUMS MAP

Looking to visit more historic sites on your next US road trip? Check these out:

• Boston Historical Sites – Visitor’s Guide
• How to Visit the Lincoln Historic Home & Grave

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Historical Tours in Chicago

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You may think of Chicago as the home of deep-dish pizza. architectural feats , and Al Capone . But did you also know that America’s first skyscraper was built in Chicago (in 1885) and that the city was the birthplace of the car radio and remote control?

Chicago is also known for the Nation’s first open-heart surgery, the first televised Presidential debate, and the world’s only backward-flowing river.  

Originally named Chigagou, an Algonquian word meaning “onion field”, the Windy City offers plenty of opportunities to immerse yourself in the past. Take a historical tour if you want to find out what makes Chicago the city it is today. It may surprise you that it is actually not the windiest city!  

The Chicago Trolley Tours are a convenient way to see the city. It is much easier to look around and take in the scenery when you do not have to be worried about traffic and you can sit back, relax, and enjoy all there is to see.  This tour includes stops at Buckingham Fountain, Millennium Park, the Sears Tower, and more. A variety of other bus tours are available in Chicago, such as the Chicago Crime and Mob Tour . It takes you to all the famous places that Al Capone and Chicago’s notorious gangsters frequented, like the Biography Theater, Holy Name Cathedral, and the site of the bloody St. Valentine’s Day Massacre.

You can also take the Big Bus Hop-On, Hop-Off Tour to explore Chicago’s architectural wonders and key landmarks. You’ll enjoy views of Chicago’s tallest skyscrapers, smell delicious food, and experience Chicago’s Midwestern charm on our double-decker buses.

Boat Tours on the Chicago River

Chicago is a city of water. So, whether it’s Lake Michigan or the Chicago River, expect to find yourself surrounded by this precious resource. Being on a boat is an unforgettable way to experience Chicago’s incredible skyline- from the water.   

Chicago’s skyline is known for its architectural and engineering landmarks. The Premier Plus Bottomless Mimosa Architectural Brunch Cruise on the Chicago River and the Chicago Seadog River & Lake Architectural Tour provide an opportunity to see these icons up close without dealing with heavy traffic or crowds of tourists.

Walking Tours

Put on your walking shoes and stroll through history as you learn about Chicago’s storied architecture, neighborhoods, and culture.  These intimate tours will provide you with a deeper knowledge about the city and maybe some new friends too!  

The Chicago: Night Crimes Tour starts at the Chicago Police Museum and continues to some of Chicago’s most famous crimes, including the Great Chicago Fire and neighborhoods like Chatham and Old Town.

The Gangsters and Ghosts Tour takes you to historic gangster hangouts and haunted sites like the Congress Hotel, Palmer House, and Death Alley.

The Chicago Architecture: A Walk Through Time Tour will guide you through the city’s rebirth after the Great Chicago Fire of 1871.

The Chicago Crime and Gangster tour is a free stroll (available only Saturdays) through Chicago’s infamous mob history. (Are you noticing a theme here?)

Food tours are trendy among travelers interested in tasting new dishes from around the world. Foodies will not be disappointed with the extensive cultural food scene and delicious cuisine.There is one thing all of Chicago neighborhoods have in common and that is amazing food! Although Chicago is famous for its pizza and hot dogs, it has much more to offer . Did you know that the Twinkie was created in this beloved city? There is so much variety, you will be guaranteed to leave with a full heart and stomach. A Chicago food tour takes you to several hot spots where you can try local, unique cuisine from the city’s most influential kitchens.

Typically, food tours are walking tours. If you’re traveling with someone with limited mobility, talk to the trip organizer ahead of time to find out what accommodations they can make. Some food tours can accommodate food allergies, but others can’t, so ask about that if it’s a concern.

Self-Guided Tours

You have plenty of options if you like to plan your own schedule without a structured tour group. And Chicago has many fascinating places to explore all on your own, from historic homes to underground freight tunnels .

Or maybe you’ll want to travel far back into prehistory at Chicago’s Field Museum of Natural History , where you’ll get a first-hand look at dinosaur bones, ancient Egyptians, and some of the museum’s 40 million artifacts. The city of Chicago is sure to impress you with their impressive architecture, passion for sports, delicious international foods, hipster bookshops, cocktail bars, lush green spaces, and amazing art galleries. Whatever type of historical tour you decide upon, there is something for everyone in the Windy City.  

FAQs – Historical Tours in Chicago

Why choose City Experiences for historical tours in Chicago in 2024? City Experiences offers expertly guided tours that bring Chicago’s rich history to life. They provide a blend of historical insights, storytelling, and local knowledge that makes each tour a memorable experience.

What types of historical tours does City Experiences offer in Chicago? City Experiences offers a variety of historical tours in Chicago, including walking tours of significant neighborhoods, river cruises focusing on architectural history, and themed tours exploring specific aspects of Chicago’s past.

Can City Experiences accommodate private groups for historical tours? Yes, City Experiences can cater to private groups, offering customized tours tailored to the interests and needs of the group, whether it’s a family outing, educational trip, or a special event.

What are the highlights of City Experiences’ historical tours in Chicago? Highlights include expert guides, immersive storytelling, a mix of well-known landmarks and hidden gems, and insights into the cultural, architectural, and historical fabric of Chicago.

How long are the historical tours offered by City Experiences? Tour lengths vary, ranging from short walks of a couple of hours to more extensive tours that can take up half a day or more, depending on the itinerary.

Do City Experiences’ tours operate year-round in Chicago? While most tours are available year-round, some may be seasonal, especially boat tours. It’s best to check their website or contact them directly for current offerings and schedules.

What should I bring on a City Experiences historical tour in Chicago? Comfortable walking shoes, weather-appropriate clothing, a camera, and a sense of curiosity are recommended. For boat tours, sunglasses and sunscreen might be useful.

What are some must-see historical sites in Chicago? Chicago is rich in history, with must-see sites including the Willis Tower, The Art Institute of Chicago, The Field Museum, Millennium Park, and historic neighborhoods like The Loop and Bronzeville.

Can I find walking tours that focus on Chicago’s history? Yes, Chicago offers a variety of walking tours that delve into its architectural, cultural, and historical heritage. These tours often cover significant landmarks and tell stories about the city’s past.

Are there any historical boat tours in Chicago? Chicago features several historical boat tours, particularly along the Chicago River, providing perspectives on the city’s architectural marvels and historical developments.

What unique historical experiences are available in Chicago? Unique experiences include tours focusing on Chicago’s Prohibition-era history, its role in the jazz and blues scenes, architectural tours, and visits to historic sites like the Chicago Cultural Center.

Original post date: November 10, 2022

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Art of a City, Downtown Chicago Guided Walking Tour

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Take a tour of pullman.

Pullman is an active, vibrant Chicago neighborhood where you can experience the continuing American stories illuminated by this special place. Historic Pullman Foundation offers the following tours and programs, in addition to encouraging visitors to explore Pullman National Historical Park and State Historic Site .

Self-Guided Tours

First sunday walking tours.

Guided tours are available to the public on the first Sunday of the month, from May through October. Tours begin at the Pullman Exhibit Hall at 1:30 p.m. and last about 90 minutes. Tours are $20, or $15 for seniors and students, and include access to the Exhibit Hall.

School and Private Group Tours

School or private group tours for 20 or more people can be arranged any time of year. Click the link below to schedule your tour.  For more information, scroll down for planning details and contact information.

More about Private Group Tours

Visiting Pullman for a private walking tour is a wonderful way for your group to be immersed in the continuing American story that is Pullman. We host school groups and other private groups year-round and can customize your tour to suit your group’s interests. The following offers more details to help design your tour.

Start at the Pullman Exhibit Hall Before you head out for the walking portion of your tour, you’ll start at our Exhibit Hall, where you will:

• watch a 15-minute introductory video that provides an historical overview of the town of Pullman and the preservation activity in the community today.
• view our ongoing exhibit of historic photos and artifacts.
• have the opportunity to purchase select books and gifts related to Pullman.

During your tour Your group will then take a guided walk of the town and learn about the history of Pullman, its architecture and the landmark community today. Tours are conducted by trained volunteer guides who are residents or enthusiasts of Pullman. During the tour, visitors experience a walk back in time, with opportunities to view the exterior of almost all of the original 1880s housing and many public buildings that comprise the district today. You will also tour the interior of Greenstone Church if it is open that day.

Details for arranging a group tour

• Guided Group Tours are available year-round for groups of 20 to 100 people.
• A minimum tour rate is applied for groups of less than 20 people.
• Please discuss any special interests your group may have when you are booking your tour. Select guides are available to focus on areas of particular interest to your group, such as architecture, planning, Chicago history, labor history, etc.
• Although we recommend your group walk the tour route, our guide can board your tour bus for the walking portion of the tour.
• Average tours last between two and three hours, but tour length can be accommodated to suit the needs of your group. Though we do not recommend tours of less than 90 minutes, please discuss any time restrictions with our Tour Coordinator so we can best accommodate your group’s schedule.
• Ample parking is available at Pullman Exhibit Hall for cars and buses.
• The Exhibit Hall is fully handicapped accessible. We can also provide amplification devices for the hearing impaired to be used during the video presentation.
• For more information, contact our Tour Coordinator at 773-785-8901 . Please leave a call back number and email address . You may also email directly at [email protected] . Thank you.

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A Guide to Chicago’s Historic Landmarks and Monuments

• by Chicago Team
• September 5, 2023 April 4, 2024

Chicago’s iconic monuments and landmarks are essential in protecting the city’s rich history and legacy. They showcase how the city has changed over time and are symbols of its triumphs and struggles. From the Willis Tower to the Art Institute of Chicago , each landmark has its own tale to tell.

Grant Park is an example: a tranquil green area in downtown Chicago. Not only is it a recreational space, but it’s also home to significant landmarks like Buckingham Fountain and Millennium Park . These monuments are cherished by locals and admired by tourists from around the world.

Navy Pier is another remarkable structure. Although originally built as a shipping facility, it has been transformed into an entertainment hub with stunning views of Lake Michigan. It’s a place of leisure and culture, a reminder of Chicago’s maritime legacy.

Among the lesser-known sites is The Rookery Building . Its lobby was redesigned by the famous Frank Lloyd Wright , with modern elements blending seamlessly with traditional architecture. This fusion conveys the city’s spirit of creativity and adaptation.

When visiting these landmarks, it’s important to appreciate their stories. Local guides and resources can help you gain a more profound understanding of their significance. Moreover, guided tours led by local experts offer unique insights and bring the sites to life.

Brief history of Chicago: Highlighting key events and developments that shaped the city’s architecture and cultural heritage

Chicago’s past has made a mark on its iconic architecture and culture. In the mid-19th century, it underwent a fast transformation due to railroads and the I & M Canal. This brought many immigrants looking for work, which further grew the city.

The Great Chicago Fire of 1871 had a lasting effect. Even though it was devastating, it sparked the city’s rebirth. Architects like Louis Sullivan and Daniel Burnham could re-design Chicago with modern skyscrapers and urban planning.

In 1893, the World’s Columbian Exposition put Chicago on the map as a thriving metropolis. It showcased architectural wonders like the Ferris Wheel and brought attention to Frank Lloyd Wright .

In the 20th century, Chicago kept embracing architecture. The Chicago School of Architecture began a new era – buildings had both functionality and beauty. Examples are Willis Tower (previously Sears Tower) and Tribune Tower .

To appreciate the architecture, explore the neighborhoods. Each has a different style, from Victorian-style homes in Lincoln Park to bungalows in Garfield Park. It’s a great way to understand how culture and architecture connect.

To learn about culture, visit museums like the Art Institute of Chicago . Here, art by Grant Wood and Georgia O’Keeffe illuminates the city’s identity and architecture.

For a deeper experience, take guided tours. These allow visitors to explore different architectural movements and themes. Examples are the Chicago River Cruise and an Art Deco Walking Tour. You can uncover the city’s architectural marvels.

Importance of preservation: Discussing the reasons for preserving historic landmarks and monuments

Preserving historic landmarks and monuments is a must. They are significant for their culture, history and architecture . These structures act as a bridge to our past. They help us value our society’s achievements, battles, and progress.

Not only do these places bring identity and pride to communities, they also lure tourists from all over. Keeping such sites safe not only safeguards their physical integrity, but also ensures future generations can enjoy them.

Further, these monuments and landmarks add to urban planning. They boost a city’s attractiveness and character. They give us a peek into different eras of architecture.

An amazing example is Chicago’s Buckingham Fountain . Constructed in 1927, it is one of the world’s biggest fountains. Many Chicagoans have lovely memories linked to this landmark. It symbolizes nights spent watching its captivating water displays. Without proper preservation , this treasured monument might have been forgotten.

Notable landmarks and monuments in Chicago:

Chicago, a city steeped in history and bursting with life, showcases its architectural and cultural beauty through numerous iconic landmarks. From skyscrapers to sculptures, it has something for everyone!

The Willis Tower – previously known as the Sears Tower – is a prominent landmark. An observation deck at the top of the tower provides incredible views of the city.

The Art Institute of Chicago is a must-see for art lovers, housing masterpieces from artists like Van Gogh and Monet.

Millennium Park , located downtown, is a green oasis with amazing landmarks such as the reflective Cloud Gate sculpture – famously known as “The Bean”.

Grant Park’s Buckingham Fountain is the final stop on the list of notable attractions. This grand fountain is a sight to behold, with intricate designs and mesmerizing water displays.

But there are more gems to be found in the city. Robie House , built by legendary architect Frank Lloyd Wright , is a Prairie-style home that exemplifies Wright’s innovative concepts.

Finally, witness a stunning moment captured by photographer Mitchell Johnson . He snapped a picture of the skyline during sunset from the Willis Tower – a photograph so beautiful it won an award!

Exploring Chicago’s historic neighborhoods:

Chicago’s historic neighborhoods are like a trip to the past! Old Town has cobblestone streets and vintage buildings, while Wicker Park is the epicenter of art. Get a feel for blue-collar life in Bridgeport , or experience Mexico in Pilsen . For a stunning sight, visit Lincoln Park , or shop ’til you drop in Chinatown . Exploring is the best way to uncover hidden gems and explore the city’s diverse history. Pro Tip: Wear comfy shoes when you go sightseeing!

Tips for visiting and exploring the historic landmarks and monuments:

Research before visiting historic landmarks and monuments for an unforgettable experience! Here are some must-dos:

• Check the history, significance, and cultural importance of each site.
• Plan your visit by taking note of opening and closing times, entry fees, and restrictions.
• Go on a guided tour for extra knowledge and context.
• Remember to take pictures responsibly and respect other visitors.
• Engage with locals to learn more and find hidden gems.

Chicago’s landmarks have unique architectural styles that tell their own story. For instance, the Tribune Tower has gothic features, and the Willis Tower (formerly known as Sears Tower) is iconic.

Grant Park is one of Chicago’s beloved public spaces. It used to be a swampy area until the late 19th century, when architect Daniel Burnham gave it a makeover. Now, it’s known for its beautiful views of Lake Michigan.

Don’t forget these tips when you explore Chicago’s historic sites! This way, you can learn and enjoy your visit.

Conclusion: Emphasizing the richness of Chicago’s historic heritage and encouraging readers to explore and appreciate these landmarks and monuments.

Chicago’s historic monuments and landmarks are proof of the city’s storied past. Visit these sites to gain insight into the city’s past and appreciate their importance. From the impressive Willis Tower to the popular Millennium Park , each place offers a unique glimpse into Chicago’s history.

In addition to well-known attractions, the city is home to hidden gems too. Step into the Prairie Avenue Historic District and explore the late 19th century mansions. Doing so will transport you back in time, giving you an insight into the opulent lifestyle of Chicago’s elite.

The Hull House Museum is another lesser-known site. It was once home to social reformer Jane Addams and served as a hub for community improvement programs. Today, it is an educational space that celebrates Addams’ efforts and encourages visitors to continue her legacy of social justice.

Apart from their historical value, these places offer beautiful views of the skyline and provide a range of leisure activities. For example, the Lincoln Park Zoo an ideal spot for animal lovers and families has free admission and a plethora of animal exhibits.

Plan ahead to make the most of your visit! Prioritize locations on the basis of your interests and allocate appropriate time at each site.

Explore Chicago’s rich past and culture through its remarkable landmarks. Get a new perspective, admire architectural beauties, and be part of a vibrant city that reveres its heritage.

Frequently Asked Questions

1. What are some historic landmarks in Chicago?

Chicago is home to many iconic historic landmarks, including the Willis Tower, Navy Pier, the Art Institute of Chicago, and the Cloud Gate sculpture (also known as “The Bean”).

2. How can I explore Chicago’s historic landmarks ?

You can explore Chicago’s historic landmarks by taking guided tours, visiting museums and art galleries, and exploring the city’s neighborhoods known for their historical significance. Additionally, you can download apps or use online maps specifically designed for historical landmark exploration.

3. Are there any restrictions when visiting Chicago’s historic landmarks?

While visiting Chicago’s historic landmarks, it is important to adhere to any rules and regulations set by the site or institution. This may include restrictions on photography, touching artifacts, or entering certain areas. It is also advisable to respect the historical and cultural significance of the landmarks and treat them with care.

4. Can I take guided tours of Chicago’s historic landmarks?

Yes, guided tours are available for many of Chicago’s historic landmarks. These tours are led by knowledgeable guides who provide interesting insights, historical context, and stories about the landmarks. Guided tours can enhance your overall experience and provide a deeper understanding of the significance of each landmark.

5. Are there any admission fees for visiting Chicago’s historic landmarks?

The admission fees for Chicago’s historic landmarks vary. Some landmarks offer free entry, while others may have admission fees. It is advisable to check the official website or contact the specific landmark for details regarding ticket prices or any special discounts available.

6. Can I learn more about Chicago’s historic landmarks through museums or visitor centers?

Absolutely! Many museums and visitor centers in Chicago provide comprehensive information about the city’s historic landmarks. They often offer exhibits, interactive displays, and audiovisual presentations that highlight the history, architecture, and significance of the landmarks. It is highly recommended to visit these museums and centers to enhance your understanding of Chicago’s rich cultural heritage.

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Entries on This Tour

Edgewater emerged in the late 19th-century as a prominent neighborhood in the northern part of Chicago. Wealthy families purchased lakeside homes featuring modern amenities while immigrant families moved into the Andersonville and Argyle enclaves within Edgewater. Founded in 1988, the Edgewater Historical Society preserves and interprets the rich history of their local community. In 2002 the Society found a permanent home in a former firehouse on Ashland Avenue, and today the Society offers rotating exhibits on local history.

For nearly a century, the Swedish Bakery was a well-known culinary landmark along Clark Street in Andersonville. A Swedish ethnic enclave, Andersonville benefited from significant Swedish migration to Chicago in the late 19th and early 20th centuries. Although the neighborhood's Swedish roots have waned in recent decades, the Swedish Bakery remained an important connection to the area's Scandinavian past. In 2017, after 88 years in business, the Swedish Bakery closed its doors. Within a year, however, it was replaced with Lost Larson, a Scandinavian inspired bakery that continues to serve traditional Swedish food.

Located in Chicago's Swedish cultural center Andersonville, the Swedish American Museum is the “cultural center for the education, celebration and interpretation of Swedish American history and culture in Chicago, Illinois” (“About”). The museum serves to honor and celebrate Swedish culture, history, customs, traditions, and the Swedish immigrant experience. Home to over 12,000 artifacts, the museum has a special exhibits gallery that hosts 4 exhibits a year as well as a permanent exhibit entitled “The Dream of America-Swedish Immigration to Chicago” that is updated annually; the exhibit is about immigration to Chicago at the end of the 1800s and features artifacts, immigrant experiences, and immigrant perspectives. The 24,000 square foot museum hosts events, language classes, programs, and field trips, as well as the Brunk Children's Museum and the Nordic Family Genealogy Center.

Found inside Chicago’s historically Swedish neighborhood of Andersonville is the indispensable establishment of Simon’s Tavern. The tavern was named after the bar’s founder Simon Lundberg, a Swedish immigrant. After WWI, Lundberg operated a grocery store; but once Prohibition took effect, he secretly began selling whiskey with his coffee, likely acquiring the alcohol from Al Capone. Lundberg became so successful selling bootlegged whiskey that he afforded to purchase a new location for a second storefront which concealed the No Name Club speakeasy, which is the current location of Simon’s Tavern. After the end of Prohibition, Simon converted his storefront on Clark Street into a bar which continues to be a cornerstone establishment in the Andersonville neighborhood.

As Chicago's population boomed around the 20th century, demand skyrocketed for more schools. The Chicago Board of Education's chief architect Dwight Perkins oversaw the construction of several new schools in the city. Dwight was one of a handful of architects giving rise to the Prairie School, which featured imposing walls and strong vertical and horizontal lines. In 1908, the cornerstone was laid for Lyman Trumbull Elementary School in the Andersonville neighborhood of Chicago. Named for the Illinois senator who introduced the 13th Amendment to end slavery, Trumbull Elementary showcases Prairie School design. The school opened its doors to students in 1909 and continued operation until 2013. In 2018, the private Chicago Waldorf School opened in the historic Trumbull building and continues operation today.

During the late 19th and early 20th century, millions of Swedes immigrated to the United States. Many settled in the growing, bustling Midwestern metropolis of Chicago. The Swedish immigrants brought with them their Protestant beliefs and new churches emerged across the Midwest. Established in 1892, the Ebenezer Lutheran Church serves as a religious and social hub within the ethnically-Swedish Andersonville and Edgewater communities of Chicago. The great limestone church was completed in 1908, designed by local Swedish architect Andrew Norman. The church has evolved over the years to reflect Chicago's changing community, but it still proudly carries on Swedish religious traditions such as the celebration of St. Lucia's Day and julmässa.

The Swedish American Telephone Company Building stands as a reminder of the Swedish enclave that lived near the business and the prominent role Swedish Americans played in the early days of the telephone. Accurate or not, the Swedes enjoyed a reputation for mastering telephone technology. The F.S. Betz Medical Supply Company constructed the historic building, but the Swedish American Telphone Company (established in 1899) moved into the building in 1905 after F.S. Betz vacated the facility. They remained in the building until 1923, when Denoyer-Geppert Company, a map and globe maker, moved in; they used the historic building as their headquarters for sixty years.  

This Tour is a Walking Tour .

Chicago's Historic Andersonville Neighborhood Walking Tour

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Description

A small neighborhood within the larger Edgewater district of Chicago, Andersonville holds a rich legacy as a historic Swedish enclave. As Chicago transformed into a great Midwestern metropolis in the late 19th and early 20th centuries, it attracted many Swedish immigrants in search of jobs. By 1930 over 200,000 first and second-generation Swedish-Americans called Chicago home, and many of them settled in Andersonville. This short walking tour highlights a number of historic sites in Andersonville. It begins with the Edgewater Historical Society [Stop 1], whose exhibits offer a great starting point to learn about the neighborhood. The next three stops offer a slice of Swedish culture. Grab a baked treat at Lost Larson [Stop 2], which continues the legacy of Clark Street’s historic Swedish Bakery. The Swedish American Museum [Stop 3] explores the story of Swedish immigration to the U.S. Simon’s Tavern [Stop 4] is steeped in speakeasy history. Lyman Trumbull Elementary School [Stop 5] and Ebenezer Lutheran Church [Stop 6] complete the tour with glimpses into the unique architectural and religious history of Andersonville.

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Interested in a guided group experience of the collection? Reserve a tour with one of our external partners for an insightful journey through the galleries.

Please note that guided tours booked through our external tour partners include museum admission and do not require additional general admission tickets. All ages are welcome in these tours with an accompanying adult.

For groups up to 8 Both semi-private and  private  guided-tour options are available. Visit Babylon Tours for more information.

For groups up to 12 This local tour company provides private tours for up to 8 people and  semi-private tours for up to 12. Contact  Chicago Museum Tours  for customized tour options.

For groups up to 8 Guided tours geared toward specific interests are available. Visit the Context Travel website for more information and tour availability.

These tours offered by our external partners are the only guided tours available for adult groups.

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Self-Guided Chicago Walking Tours

Explore riverwalk & millennium park with this bundle.

Tour Details

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Welcome to the self-guided walking tour of chicago.

Explore the surprising beauty and history of the Windy City with this Chicago tours bundle of Millennium Park and Riverwalk! Snap a picture by the famous Cloud Gate sculpture and get away from the hustle and bustle in the city’s most iconic park. Then, stroll along the picturesque riverside, admire Chicago’s totally unique architecture, and learn the fascinating stories behind the city’s skyline. This combo is the easiest, best way to get to know this complex city!

About the Tour

Your Chicago tour through Millennium Park will begin at the park’s north end. From there, you’ll walk toward the famous Pritzker Pavilion, the park’s centerpiece. Once at the pavilion, you’ll learn about the biggest performances held here, the high-tech design, and the man behind it all: Jay Pritzker.

Next you’ll see the park’s “Secret Garden,” a beautiful green space featuring a peaceful boardwalk and fantastic skyline views.

After that, you’ll spot the Art Institute of Chicago and continue on to the incredible Crown Fountain, known for its intricately detailed “face towers.”

At last, you’ll arrive at Cloud Gate, known by the locals as “The Bean” (but don’t tell the artist)! Get to know the wacky artist behind it, find out how he created such a huge, smooth surface, and don’t forget to snap some pictures of your reflection! The Millennium Park tour concludes here.

Your Riverwalk tour begins by the historic DuSable Bridge. Here, you’ll learn not only about this picture-perfect bridge, but also about the iconic Wrigley Building.

From there, you’ll stroll west along the riverside, past what was once voted America’s Most Beautiful Bridge. After that, you’ll stop at the Chicago Vietnam Veterans Memorial for a moment of somber reflection.

The next stop is hard to miss: It’s the Marina Towers, looming 600 feet over the river. Find out why people say these towers are a “city within a city,” then keep walking to the Dearborn Street Bridge. Hear the full story of why an angry mob once descended on this bridge with axes, then continue your stroll.

As you walk, your audio guide will also recount the tale of one of the deadliest shipwrecks in American history… which took place right on the Chicago River!

Up next is the humbly-named (but not so humbly designed) Merchandise Mart. This gorgeous example of the art deco style is sure to pique the interest of any budding architects!

Next, you’ll reach Wolf Point, where, nearly 200 years ago, Chicago’s very first hotel once stood. Then you’ll get a good look at the Tribune Tower, home to the famous Chicago Tribune. This skyscraper also contains pieces of historic buildings from across the world, including the Notre Dame Cathedral and the Berlin Wall!

After that, you’ll come face to face with NBC’s Chicago headquarters, which look suspiciously like the iconic 30 Rockefeller Center in the Big Apple… because it was modeled after that iconic skyscraper!

Finally, you’ll stop by the last bridge separating the Chicago River from the great lake beyond. It’s a great place to admire the scenery, and an even better one to snap some photos for your Insta. The Riverwalk tour concludes here.

This bundle is the easiest, most flexible way to see the Windy City. So what are you waiting for?

Want all of our tours? Upgrade to Action+ :

• An annual $99.99/year subscription offers access to over 160+ tours.
• Unlimited use throughout the year.
• Includes free access to new tours as they are released.

How Does It Work?

• Once you book a tour, you’ll get a text/email with instructions.
• Download the app (while in good wifi/signal) and use your unique password to access your tours. If there are multiple versions or entrances for your tour, be sure to download all audio guides.
• To begin touring, go to the starting point and launch the app.
• The audio starts automatically once you reach the starting point. Stick to the tour route and speed limit for the best experience.
• Please note that no one will meet you at the starting point.

What You'll See

Your tour begins at Millennium Park.

Parking Lot to Park

Mayor Richard Daley and architect Frank Gehry transformed an abandoned train yard into Millennium Park.

Jay Pritzker Pavilion

The iconic bandshell, designed by Frank Gehry, reflects sound and creates optimal acoustics using the LARES system.

Frank Gehry

Frank Gehry, a world-renowned architect, has left a lasting impact with his bold and whimsical designs.

Gehry's Fame

Gehry's architectural fame stems from his instantly recognizable aesthetic and iconic buildings worldwide.

Pavilion Acoustics

The LARES system at the Pritzker Pavilion provides clear sound and minimizes reverberation, creating a concert space free from external noise interruptions.

The Pavilion Today

The Pritzker Pavilion hosts a wide range of free events, including concerts, festivals, and fitness activities, against the backdrop of Chicago's skyline.

BP Pedestrian Bridge

Designed by Frank Gehry, the BP Bridge connects Millennium Park to Maggie Daley Park and serves as both a bridge and a sound barrier.

Lurie Gardens Entrance

Lurie Gardens, named after philanthropist Ann Lurie, reflects Chicago's historic landscapes and showcases the meticulous design of Kathryn Gustafson.

Kathryn Gustafson

Landscape architect Kathryn Gustafson is known for her innovative designs, incorporating earth, water, stone, and grass in projects worldwide.

Dark Plate and Light Plate

Lurie Gardens features two distinct sections, the Light Plate and the Dark Plate, representing Chicago's modernity and marshy roots.

Carl Sandburg

Carl Sandburg, a renowned poet, coined the phrase "City of Broad Shoulders" in his works, inspiring the protective hedge in Lurie Gardens.

Nichols Bridgeway

The Nichols Bridgeway, designed by Renzo Piano, connects Millennium Park to the Art Institute of Chicago.

Contemporary Art (Boeing Gallery South)

Explore the ever-changing contemporary art sculptures that evoke different emotions and perspectives.

Crown Fountain

The interactive Crown Fountain features Chicagoan faces spouting water, providing a playful and diverse tribute to the city's residents.

Walk to the Bean

Approach the famous Cloud Gate, also known as "The Bean," designed by Anish Kapoor to reflect and distort the city's skyline.

Under the Bean (Cloud Gate)

Stand beneath the seamless surface of Cloud Gate and admire its inner steel structure, designed to withstand Chicago's extreme temperatures.

Preview The Tour

  where does the chicago tour through millennium park begin.

The Chicago tour through Millennium Park begins at the park’s north end.

  What can visitors expect to see at the “Secret Garden” in Millennium Park?

The “Secret Garden” in Millennium Park offers beautiful green spaces, a peaceful boardwalk, and fantastic skyline views.

  Is the Chicago Loop walkable?

Yes, the Chicago Loop is highly walkable, with many attractions, shops, and restaurants within easy walking distance.

  Is Chicago tourist-friendly?

Yes, Chicago is a very tourist-friendly city, offering a wide range of attractions, tours, and activities to cater to visitors.

  Which month is best to visit Chicago?

The best months to visit Chicago are during the spring (April to June) and fall (September to October), when the weather is pleasant, and there are various events and festivals.

  What is the best way to tour Chicago?

The best way to tour Chicago is by taking guided walking tours, boat tours on the Chicago River, or hop-on-hop-off buses to explore the city’s main attractions.

  How can I tour Chicago without a car?

Chicago offers excellent public transportation, including buses and the ‘L’ train system, making it easy to explore the city without a car. Walking and biking are also popular options.

  What is the famous route in Chicago?

One of the most famous routes in Chicago is the Magnificent Mile, a stretch of Michigan Avenue known for its upscale shopping, dining, and cultural landmarks.

  What is the prettiest street in Chicago?

Many consider North Michigan Avenue, also known as the Magnificent Mile, to be one of the prettiest streets in Chicago due to its stunning architecture, shopping, and dining options.

  Where do most celebrities live in Chicago?

Celebrities often reside in affluent neighborhoods like Gold Coast, Lincoln Park, and Streeterville, where luxury homes and amenities are abundant.

  What is the starting point of the Riverwalk tour, and what will visitors learn about there?

The Riverwalk tour starts at the historic DuSable Bridge, and visitors will learn about this picturesque bridge and the iconic Wrigley Building.

Inclusions and Exclusions

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Springfield Illinois Walking Tour: Self-Guided

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The wizard of oz and dark hollywood in chicago — guided walking tour.

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Uncover Hollywood’s sinister past in Chicago through The Wizard of Oz , cocaine movies, and gangsters!

Explore the darker side of Hollywood in Chicago’s Lincoln Park neighborhood with a 90-minute guided walking tour. Starting in a park dedicated to  The Wizard of Oz , uncover hidden stories behind the beloved 1939 film before delving into the scandalous history of nearby architectural wonders and their ties to Hollywood’s silent era. Follow a brick road through Chicago’s past, and finish up with the city’s (and Hollywood’s) gangster history.

Perfect for classical-era film fans or those seeking a unique city adventure. All tours include multimedia enhancements throughout and are led by a Ph.D. in film .

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