Best Activities in Central Chicago

Local Recommendations from our My Guide Chicago team

Book Top Experiences and Tours in Chicago:

If youʻre booking your trip to Chicago last minute, we have you covered. Below are some of the top tours and experiences!

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Chicago: Streeterville, Lakefront Trail & Magnificent Mile

Discover the best of Chicago on a self-guided audio tour. Explore the city's most famous landmarks, including the Magnificent Mile, the John Hancock Center, and the Lakefront Trail.

$8.99

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Chicago Outdoor Escape Game: Story of a Gangster

Follow clues, solve puzzles, discover new places and learn incredible stories of the city's past and present during this city adventure.

$6.96

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Chicago: Chinatown History and Culture Guided Walking Tour

Discover the rich history and culture of Chicago's Chinatown on a guided walking tour filled with stories and fun facts.

$25.00

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Chicago: Private 3-Hour Al Capone Gangster Tour

5 Reviews

Chicago: Private 3-Hour Al Capone Gangster Tour

Visit the notorious hangouts of John Dillinger, the Untouchables, and Al Capone with an expert historian as your guide. Chicago’s mob history has long been immortalized in popular media - embark on this Chicago gangster tour to learn the true story.

$880.00

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Chicago: Historic Architecture Chicago River Small Boat Tour

4 Reviews

Chicago: Historic Architecture Chicago River Small Boat Tour

Learn from an expert docent about the designs, world-renowned architects, and innovations behind more than 50 skyscrapers. Cruise down the Chicago River on a trip aboard a small historic riverboat.

$59.00

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Chicago: Family Fun Urban Adventure River and Lake Cruise

172 Reviews

Chicago: Family Fun Urban Adventure River and Lake Cruise

This popular 90-minute, fully narrated daytime river and lake tour delights families with incredible views of Chicago's famous architecture, stunning skyline and stories about the city's rich history.

$42.00

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Chicago River: 1.5-Hour Guided Architecture Riverboat Tour

45 Reviews

Chicago River: 1.5-Hour Guided Architecture Riverboat Tour

Climb aboard a unique 90-minute architecture riverboat tour of the famous Chicago River. Pass by over 50 significant Chicago buildings learning about their architecture and history via a live docent.

$49.00

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Loop Architecture tour in Chicago

1 Reviews

Loop Architecture tour in Chicago

Join us on this unforgettable journey through Chicago’s architectural gems in the heart of the Loop.

$616.75

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Chicago Foodie Tour: Windy City Favs (Private&All-Inclusive)

Explore Chicago's culinary delights on our Foodie Tour! Indulge in iconic dishes like deep-dish pizza, Italian beef, and delectable donuts. Calories don't count on vacation!

$341.00

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Chicago: Downtown TV and Movie Sites Walking Tour

5 Reviews

Chicago: Downtown TV and Movie Sites Walking Tour

From Ferris Bueller’s Day Off to The Untouchables to The Dark Knight, enjoy a fascinating walking tour to over 30 film locations in Chicago. Learn unique behind-the-scenes secrets about each site.

$36.00

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From Boston: 4-Day US East Coast Tour with Accomodation

Embark on a 4-day tour from Boston to Niagara Falls, Philadelphia, NYC, and Washington DC. See highlights of the East Coast including the Statue of Liberty, US Congress, and the famous Niagara Falls.

$698.00

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The Best of Chicago in 2H Walking Tour

1 Reviews

The Best of Chicago in 2H Walking Tour

Explore the best of Chicago's downtown in a 2 hours walking tour with a fun local guide, this area is famous for its bold architecture, museums and landmarks such as the Cloud Gate and the Riverwalk.

$40.00

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