Best Activities in Chicago Loop

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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Best Seller

Chicago: Mob and Crime Bus Tour

615 Reviews

Chicago: Mob and Crime Bus Tour

Experience the dark side of the Windy City on a Crime and Mob Bus Tour that introduces you to Chicago’s history of crime. Escape into the city's underworld and learn about characters like Al Capone and John Dillinger.

$49.00

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Best Seller

Chicago: All-Inclusive Pass with 30+ Attractions

342 Reviews

Chicago: All-Inclusive Pass with 30+ Attractions

Save up to 50% on admission to over 30 attractions in Chicago. Visit sites like 360 Chicago, Skydeck Chicago and the Ledge, Architectural River Cruise, Shedd Aquarium, Museum of Science, and more.

$124.00

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Discovering Chicago with Walking In App Audio Tour

Join In App Audio tour in Chicago and imagine yourself being on a film set

$6.00

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Chicago: Architecture Boat Tour with Drinks

73 Reviews

Chicago: Architecture Boat Tour with Drinks

Experience the iconic scenery, skyscrapers, and architecture of Chicago on a guided boat cruise through the heart of the city. Pass by the Willis Tower, Wrigley Building, Tribune Tower, and more.

$35.00

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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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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: Instagram Tour of the Most Famous Spots

Explore the city of Chicago in style on an all-inclusive Instagram tour. Capture the most Instagram-worthy spots of the Windy City, including the Chicago Mural, Cloud Gate, Millennium Park, and more.

$855.00

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Chicago: Architecture River Cruise & Hop-on Hop-off Bus Tour

5 Reviews

Chicago: Architecture River Cruise & Hop-on Hop-off Bus Tour

Experience the best of Chicago's history and culture with a combination of a live-guided 75-minute architecture river cruise and a 2-day hop-on hop-off sightseeing tour by open-top bus.

$95.00

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Chicago: Willis Tower Skydeck and The Ledge Ticket

2987 Reviews

Chicago: Willis Tower Skydeck and The Ledge Ticket

Treat yourself to an exhilarating view over the whole of Chicago from the top of the Willis Tower. Ride 103 floors to the Skydeck and step out onto The Ledge, a glass-paneled box with vertical views to the ground below.

$38.25

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Chicago River Self-Guided Walking Tour

Navigate stories of scandal, tragedy and revitalisation in the heart of Chicago. Experience the magic of GPS-playback on this immersive stroll through the city.

$6.99

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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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Self-guided audio guide Essentials in Chicago

Discover the best of Chicago on a guided tour of the city's top attractions. Admire the city's iconic skyline and visit the best spots with our audio guide

$4.29

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