Top Chicago Cultural & Theme Tours

Cultural & Theme Tours

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Chicago Prohibition Tour

5 star rating: Highly Recommended 104 Reviews

Discover the underground world of the Prohibition-era speakeasy on an entertaining adults-only tour that takes you to four historic Chicago bars. Learn why the ... 

Location: Chicago, Illinois
Duration: 3 hours 30 minutes

From USD $45.00

Chicago Crime and Mob Tour

4.5 star rating: Recommended 369 Reviews

Some of the world’s most notorious criminals, mobsters and gangsters bamboozled their way through Chicago. On this Chicago crime tour, escape into the city’s ... 

Location: Chicago, Illinois
Duration: 90 minutes

From USD $39.95

Chicago Walking Tour: Interior Architecture of the Loop and Pedway Tour

5 star rating: Highly Recommended 93 Reviews

Get an in-depth look at Chicago Loop architecture on a walking tour that takes you inside landmark buildings in the design-rich city. Appreciate the interiors ... 

Location: Chicago, Illinois
Duration: 2 hours

From USD $26.00

Art Institute of Chicago Fast Pass Admission

4.5 star rating: Recommended 44 Reviews

Art lover or not, the Art Institute of Chicago – the second-largest art museum in America – is not to be missed. Located in Chicago’s Grant Park, this amazing ... 

Location: Chicago, Illinois
Duration: Varies

From USD $35.00

Chicago Film Tour

4.5 star rating: Recommended 49 Reviews

Movie buff or not, you’ll see the best of Chicago on this movie tour of the city! Travel by luxury air-conditioned coach through 30 miles (48 km) of Chicago ... 

Location: Chicago, Illinois
Duration: 2 hours

From USD $30.00

Chicago Walking Tour: Modern Architecture

5 star rating: Highly Recommended 10 Reviews

Explore Chicago's international, modern and postmodern movements, from the powerful, minimalist work of Mies van der Rohe's to contemporary styles that ... 

Location: Chicago, Illinois
Duration: 2 hours

From USD $20.00

Chicago Walking Tour: Art Deco Skyscrapers

5 star rating: Highly Recommended 42 Reviews

Discover the opulent exteriors and interiors of the Roaring '20s Jazz Deco and the classic finishes of Art Moderne buildings in this 2 hour tour. Learn of ... 

Location: Chicago, Illinois
Duration: 2 hours

From USD $20.00

Chicago Walking Tour: Tiffany Treasures

5 star rating: Highly Recommended 29 Reviews

This tour explores the art glass designed, crafted or installed by the Tiffany Glass and Decorating Company, Louis Comfort Tiffany and his contemporaries, in ... 

Location: Chicago, Illinois
Duration: 2 hours

From USD $40.00

Chicago Lakefront and Museum Campus Segway Tour

5 star rating: Highly Recommended 9 Reviews

Looking for fun things to do in Chicago? Look no further - Explore Chicago with one of our professional guides on this scenic 7 or 8 mile Chicago Segway tour. ... 

Location: Chicago, Illinois
Duration: 2 hours

From USD $68.67

Gangsters and Ghosts Tour in Chicago

4 star rating: Recommended 4 Reviews

Interested in exploring Chicago from the perspective of ghosts and gangsters? Want to really immerse yourself in the history of this great American city, ... 

Location: Chicago, Illinois
Duration: 2 hours

From USD $27.00

Chicago River Walk Tours

5 star rating: Highly Recommended 13 Reviews

The recently expanded River Walk is Chicago's newest hot spot and beautiful pedestrian walkway that follows the Chicago River as it flows through downtown. ... 

Location: Chicago, Illinois
Duration: 2 hours

From USD $20.00

Chicago Walking Tour: Historic Skyscrapers

5 star rating: Highly Recommended 41 Reviews

Perhaps Chicago's most identifiable claim to fame resides in its architecture. The prototype of the modern industrial metropolis arose from the charred ... 

Location: Chicago, Illinois
Duration: 2 hours

From USD $19.00
$20.00 Save $1.00

Chicago Architecture Walking Tour: Dazzling Interiors of the Loop

5 star rating: Highly Recommended 7 Reviews

Explore some of the most stunning interior spaces you’ll ever see – spaces you’d surely pass by without a second glance if you weren’t shown them by a ... 

Location: Chicago, Illinois
Duration: 2 hours

From USD $25.00

Haunted Chicago Segway Tour

5 star rating: Highly Recommended 15 Reviews

Learn about Chicago’s haunted past and see its mysterious sights as you glide through the city on a Segway at night! Venture through the dark with your ... 

Location: Chicago, Illinois
Duration: 2 hours

From USD $70.85

Chicago Pizza History and Tastings Bus Tour

Created by 13-time James Beard Award-winning food journalist Steve Dolinsky, this series of tours is based on his book, "Pizza City, USA" and ... 

Location: Chicago, Illinois
Duration: 3 hours

From USD $69.00

Private Haunted History of Chicago Ghost Tour

Up for more of a spooky perspective of the Windy City? Boy, does it deliver. We have curated a unique and underground ghost tour, providing you with the rare ... 

Location: Chicago, Illinois
Duration: 3 hours

From USD $495.00

Chicago Themed Evening Cruises

Set sail from Navy Pier on a special evening cruise, where each cruise allows guests to experience a different side of Chicago. Events range from wine tasting ... 

Location: Chicago, Illinois
Duration: 90 minutes

From USD $54.88

Chicago Architectural Aficionados Bus Tour

3 star rating: Worth doing 1 Review

Discover the exciting diversity of Chicago architecture on this wide-ranging odyssey, which traces the city’s development from its founding through the very ... 

Location: Chicago, Illinois
Duration: 3 hours 30 minutes

From USD $45.00

Chicago Segway Art and Architectural Tour

5 star rating: Highly Recommended 8 Reviews

See Chicago’s landmark architecture, outdoor sculptures and famous skyline by Segway! This family-friendly guided tour is both an exciting and educational way ... 

Location: Chicago, Illinois
Duration: 2 hours

From USD $70.40

Walking Tour of Lincoln Park in Chicago

5 star rating: Highly Recommended 1 Review

Chicago's motto is Urbs in Horto: City in a Garden. On this tour, you'll see why. Stretching for 1,208 acres, Lincoln Park is the largest park in Chicago. You ... 

Location: Chicago, Illinois
Duration: 2 hours

From USD $30.00

Chicago Architecture Tour - Art Deco and Interior Gems

Immerse yourself in the incredible facades and intricate interiors of the Windy City’s 1920s Art Deco and Art Moderne buildings during our one-of-a-kind 2-hour ... 

Location: Chicago, Illinois
Duration: 2 hours

From USD $17.00

Frank Lloyd Wright by Bus Tour from Chicago

5 star rating: Highly Recommended 5 Reviews

Discover the neighborhood where Wright's famed Prairie Style of architecture evolved. The tour includes bus transportation to and from Oak Park with ... 

Location: Chicago, Illinois
Duration: 4 hours

From USD $55.00

Chicago Architecture Walking Tour: Historical Masterpieces of the Loop

5 star rating: Highly Recommended 2 Reviews

Explore Chicago by walking through the foundations of modern architecture itself, from the "Father of the Skyscraper" to Chicago's very own style.

Location: Chicago, Illinois
Duration: 2 hours

From USD $30.00

Chicago History and Architecture Tour

Chicago’s iconic downtown is famous for its soaring skyscrapers, meandering river and impressive architecture. On this 3-hour walking tour of the Loop and the ... 

Location: Chicago, Illinois
Duration: 3 hours

From USD $25.00

Chicago River Architecture Walking Tour

Whether you’re a history buff, a Chicagoan who wants to learn more about their city, or a first-time visitor, our river-based Second City excursion will ... 

Location: Chicago, Illinois
Duration: 2 hours

From USD $17.00
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