Chicago tours

Explore with 65 tours and 11 guides.

Tour of the Art Institute of Chicago
|2.5 hours|up to 4 people
Bob K.
Bob K.
(12)
Tour of the Art Institute of Chicago
Experience all that the second largest museum in the United States has to offer!
$ 200 (USD)
Chicago Tour of the Pullman National Historical Park
|4 hours|up to 4 people
Colm R.
Colm R.
(10)
Chicago Tour of the Pullman National Historical Park
Join me on a half day tour the historic town of Pullman and learn about the town and company created by George Pullman!
$ 325 (USD)
Full Day Classic Chicago Tour
|5 hours|up to 4 people
Johanna W.
Johanna W.
(27)
Full Day Classic Chicago Tour
Explore and experience the best of Chicago by foot and private transportation on this highlights tour.
$ 550 (USD)
Chicago Driving Tour
|2.5 hours|up to 3 people
Nancy K.
Nancy K.
(22)
Chicago Driving Tour
An overview of the city in a private vehicle
$ 350 (USD)
Downtown Chicago 'Loop' Highlights Tour
|2.5 hours|up to 4 people
Mimi F.
Mimi F.
(22)
Downtown Chicago 'Loop' Highlights Tour
Explore the city's architecture, art & history on this express Chicago walking tour!
$ 245 (USD)
Private Car Chicago Highlights Half-Day Tour
|4 hours|up to 3 people
Colleen
Colleen
(0)
Private Car Chicago Highlights Half-Day Tour
Experience Chicago's beautiful sites and fantastic attractions with a city native who knows how to have a great time!
$ 500 (USD)
Ferris Bueller Movie Tour at the Art Institute of Chicago - Orientational Walking Tour
|1.5 hours|up to 9 people
Kelli M.
Kelli M.
(4)
Ferris Bueller Movie Tour at the Art Institute of Chicago - Orientational Walking Tour
Secure your spot on the most unique 'Ferris Bueller's Day Off' tour in Chicago
$ 375 (USD)
Walking around Downtown Chicago Architecture Tour
|3 hours|up to 10 people
Sylvie S.
Sylvie S.
(4)
Walking around Downtown Chicago Architecture Tour
An Introduction to Chicago's Downtown Architecture and Art
$ 400 (USD)
Cover image
|2 hours|up to 10 people
Joe G.
Joe G.
(1)
Downtown Chicago: Eastern Portion Walking Tour
The throbbing heart of Chicago: giant, ultra-modern buildings, and plenty of cultural monuments as well
$ 199 (USD)
The Chicago Story - Private Half Day Tour
|4 hours|up to 4 people
J. Michael S.
J. Michael S.
(0)
The Chicago Story - Private Half Day Tour
Unveil the city's history from rivers & railroads to reformers & rebels.
$ 450 (USD)
A Little of This and a Little of That Driving Tour
|2.5 hours|up to 4 people
Alicia D.
Alicia D.
(0)
A Little of This and a Little of That Driving Tour
Cultural adventure around the world in Chicago
$ 250 (USD)
Half Day Chicago Highlights Tour with a car & driver
|4 hours|up to 2 people
Mimi F.
Mimi F.
(6)
Half Day Chicago Highlights Tour with a car & driver
Join me as we discover the highlights of the city on this Chicago tour with private transportation!
$ 895 (USD)
Let's Polka: Half Day Chicago's Polish Heritage Tour
|4 hours|up to 3 people
Johanna W.
Johanna W.
(9)
Let's Polka: Half Day Chicago's Polish Heritage Tour
Join me on an exploration of Chicago's Polish history and experience it's drinks, eats, and places of worship on this tour!
$ 450 (USD)
Cultural and Museum Chicago Tour
|3.5 hours|up to 4 people
Bob K.
Bob K.
(9)
Cultural and Museum Chicago Tour
Explore and experience the four jewels in the crown of the city on this express Chicago tour using public transportation.
$ 390 (USD)
Navigating Chicago Tour
|3.5 hours|up to 6 people
Nancy K.
Nancy K.
(2)
Navigating Chicago Tour
Discover Chicago from ground zero to the neighborhoods on this express tour both on foot and using public transportation!
$ 450 (USD)
Underground Chicago Walking Tour
|2.5 hours|up to 4 people
Colm R.
Colm R.
(3)
Underground Chicago Walking Tour
Discover the best attractions downtown from underground and avoid Chicago's weather!!
$ 270 (USD)

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Chicago tours

Chicago
Things to do in Chicago

Welcome to Chicago - a world-class city offering enough attractions, entertainment and character to charm even the most discerning urbanite. Take a Chicago tour with a friendly local guide and discover the best the Windy City has to offer. Take a riverboat cruise for a fresh perspective on Chicago's striking architecture. Your guide will point out the world's first skyscraper, whose steel frame revolutionized the building of office towers. Stroll around captivating pieces of public art, including Frank Gehry's Pavilion, on display in Millennium Park and make sure to visit the Art Institute's legendary galleries. If you're in need of retail therapy, head straight to Chicago's Magnificent Mile, and don't forget to indulge in a deep-dish pizza; your guide will make sure to take you to the best spot in town. Whether you want to hang out at Wrigley Field or the Theatre District, your guide can customize a Chicago tour to suit your unique travel interests.

Answers to your questions

What are the best things to do in Chicago?

Chicago is a vibrant and diverse city with a rich cultural heritage. Here are some of the best things to do in Chicago: Visit Millennium Park: This popular park is home to the iconic "Cloud Gate" sculpture, also known as "The Bean," as well as other art installations, a skating rink, and beautiful gardens. Explore the Art Institute of Chicago: This world-renowned museum houses an incredible collection of art from around the world, including works by Picasso, Van Gogh, and Monet. Take an architecture boat tour: Chicago is known for its iconic architecture, and taking a boat tour is a great way to see the city's skyline and learn about its history. Visit Navy Pier: This entertainment complex offers attractions such as a Ferris wheel, a theatre, and a botanical garden, as well as stunning views of Lake Michigan. See a show at the Chicago Theatre: This historic theatre is one of the city's most iconic landmarks and hosts a wide range of performances, from live music to stand-up comedy. Stroll along the Chicago Riverwalk: This scenic walkway offers beautiful views of the city's architecture and is a great place to grab a bite to eat or enjoy a drink. Visit the Museum of Science and Industry: This interactive museum is perfect for families and features hands-on exhibits on topics such as space exploration, transportation, and biology. Cheer on the Chicago Cubs or White Sox: Chicago is a sports-loving city, and catching a baseball game at Wrigley Field or Guaranteed Rate Field is a must-do. Try some deep-dish pizza: Chicago is known for its unique style of pizza, featuring a thick crust and generous toppings. Be sure to try a slice while you're in town. Take a day trip to nearby attractions: Chicago is located near many other popular destinations, such as the Indiana Dunes National Park and the charming town of Galena, making it a great base for exploring the region.

What's the best time of year to visit Chicago?

Is Chicago safe?

Where is Chicago located?

Do I need a tour guide in Chicago?