Page 9 - Best Experiences in 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: CityPASS® with Tickets to 5 Top Attractions

563 Reviews

Chicago: CityPASS® with Tickets to 5 Top Attractions

Get a Chicago CityPASS® and experience 5 must-see attractions, handpicked and packaged together at a 48% savings. Your ticket is valid for 9 consecutive days including the first day of use.

$139.00

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ORD Airport Private Transfer to/from Chicago

5 Reviews

ORD Airport Private Transfer to/from Chicago

Book a transfer between O'Hare International Airport (ORD) and hotels in Downtown and Southside area of Chicago. Relax and travel comfortably in a private vehicle with a professional driver.

$80.87

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Chicago: Griffin Museum of Science and Industry Ticket

182 Reviews

Chicago: Griffin Museum of Science and Industry Ticket

Explore the Western hemisphere's largest science center with a ticket to Griffin Museum of Science and Industry in Chicago. See science, technology, and engineering brought to life through exhibits.

$25.95

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Chicago: The Culture and Architecture of the Prohibition Era

83 Reviews

Chicago: The Culture and Architecture of the Prohibition Era

Walk Chicago to see the legacy left behind by the Prohibition Era. See the architecture, iconic sights (both old and new), and best spots and try a local sweet treat along the way.

$44.10

~~From $49.00~~

Chicago: Tall Ship Windy Architecture & Skyline Sailing Tour

44 Reviews

Chicago: Tall Ship Windy Architecture & Skyline Sailing Tour

Climb aboard Windy, Chicago's official Tall Ship Ambassador, and experience breathtaking views from the water on this tall ship cruise. Sail along Lake Michigan and learn about Chicago's architecture.

$49.99

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Chicago: Gangsters and Ghosts Luxury Minibus Tour

9 Reviews

Chicago: Gangsters and Ghosts Luxury Minibus Tour

Discover Chicago's haunted past on a luxury minibus. Explore notorious crime history and hear spine-chilling tales from expert guides about the ghosts that still haunt the streets.

$65.00

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Chicago: Luxury Minibus City Sightseeing Tour

5 Reviews

Chicago: Luxury Minibus City Sightseeing Tour

Explore Chicago on a luxury minibus tour, designed for those who want to experience the city's most iconic landmarks in comfort and style. Enjoy narrated insights, scenic stops, and vibrant districts.

$65.00

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Bobby's Fright Hike: Halloween Edition Chicago Bike Tour

2 Reviews

Bobby's Fright Hike: Halloween Edition Chicago Bike Tour

Join Bobby’s Bike Hike as we unleash our Halloween "Fright" Hike bike tour through the city of Chicago. Professional actors will guide you through the scariest stories of the city, bringing to life the most famous ghosts who still haunt Chicago today.

$54.99

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Chicago: Must See Chicago 90 minute Walking Tour

26 Reviews

Chicago: Must See Chicago 90 minute Walking Tour

This introductory tour to Chicago, features some of its most famous buildings, including the Wrigley Building, Tribune Tower, the Chicago Theatre, and more

$30.00

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Chicago: 3-Hour Private Speakeasy Cocktail VIP Tour

6 Reviews

Chicago: 3-Hour Private Speakeasy Cocktail VIP Tour

Travel back in time to the 1920s, when Chicago was a Prohibition Era hub for lively speakeasies. Your guide, a young, local historian, will lead you through secret entrances to speakeasies once frequented by bank robbers and Chicago gangsters.

$950.00

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iFLY Chicago Lincoln Park: First Time Flyer Experience

12 Reviews

iFLY Chicago Lincoln Park: First Time Flyer Experience

Defy gravity in a state-of-the-art wind tunnel and feel the thrill of a simulated skydive. Freefall in safety and experience the thrill of an indoor bodyflight.

$98.09

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