Page 7 - Best Experiences 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: Guided Holiday Walking Tour and Food Sampling

13 Reviews

Chicago: Guided Holiday Walking Tour and Food Sampling

Experience the magic and tradition that brings Chicago to life during the holidays on this walking tour through the Loop’s iconic holiday destinations. Join in the fun with some holiday food, sweets & beverages that make winter in Chicago so delicious!

$79.99

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Chicago: Lake Michigan Skyline Cruise

701 Reviews

Chicago: Lake Michigan Skyline Cruise

See the sights of Chicago from Lake Michigan on this sightseeing lake cruise. Admire stunning views of the Chicago skyline and see many of the city’s iconic landmarks.

$37.57

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Chicago: Magnificent Mile Walking Tour

7 Reviews

Chicago: Magnificent Mile Walking Tour

Learn how the Magnificent Mile developed from a warehouse district into the Champs Elysee of Chicago. Admire a wide range of architectural styles including Parisian, Gothic, Neoclassical, Art Deco, Mid-20th Century Modern, and 21st-Century Contemporary.

$30.00

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Chicago: 1.5-Hour Lake and River Architecture Cruise

1622 Reviews

Chicago: 1.5-Hour Lake and River Architecture Cruise

Skip the ticket line for Chicago’s only architecture cruise on both Lake Michigan and the Chicago River. Learn about Chicago's internationally-known architecture from expert local guides as you discover the city from riverfront to shoreline.

$45.00

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Chicago: Chicago Bears Football Game Ticket at Soldier Field

2 Reviews

Chicago: Chicago Bears Football Game Ticket at Soldier Field

Immerse yourself in the thrilling world of NFL football with an entry ticket to a Chicago Bears game at Soldier Field. Become part of the electrifying game-day experience in Chicago.

$186.36

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Chicago: Full-Day or Half-Day Bike Rental

12 Reviews

Chicago: Full-Day or Half-Day Bike Rental

Choose between a full-day or half-day bike rental and explore Chicago at your own pace.

$23.99

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Chicago River: Guided Sunset Cocktail & Architecture Tour

114 Reviews

Chicago River: Guided Sunset Cocktail & Architecture Tour

Climb aboard a 90 passenger historic riverboat & sip cocktails while cruising the Chicago River! Relax and learn about the history & architecture of the city via live narration with a drink in hand.

$59.00

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Chicago: Best of Attractions Walking Tour +Bike/Kayak Rental

4 Reviews

Chicago: Best of Attractions Walking Tour +Bike/Kayak Rental

Explore Chicago's best with a guided tour covering Millennium Park, Riverwalk, Michigan Ave, the Chicago Theater, and more. Maximize your experience with a complimentary 2-hour bike or kayak rental.

$44.99

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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 Food Tasting Walking Tour

125 Reviews

Chicago: Gangsters and Food Tasting Walking Tour

Taste some of Chicago's most iconic foods while walking through one of the Prohibition Era’s most fashionable and notorious gangster-ridden neighborhoods in Downtown Chicago.

$75.00

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Chicago: Food, History and Architecture Tour

85 Reviews

Chicago: Food, History and Architecture Tour

Discover the architecture and food scene of Chicago on a guided tour. Learn more about the prohibition era, explore the city's vibrant food scene, and taste some local well-known cuisine.

$99.00

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