Top Chicago Cultural & Theme Tours

Cultural & Theme Tours

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Chicago Prohibition Tour

5 star rating: Highly Recommended 103 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 43 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 41 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

5 star rating: Highly Recommended 3 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 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 $20.00

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

Chicago Architectural Aficionados Bus Tour

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

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

Pedway Explorers Walking Tour

5 star rating: Highly Recommended 4 Reviews

Discover downtown Chicago from a different angle on this fascinating walking tour. The city’s Pedway system spans nearly five miles in length and is comprised ... 

Location: Chicago, Illinois
Duration: 2 hours 30 minutes

From USD $25.00

Chicago History Indoor Walking Tour

5 star rating: Highly Recommended 2 Reviews

Before it was the Chicago we know today — bold, diverse, thrilling, and rich in culture — it was a marshy swampland bordering Lake Michigan. Much has changed ... 

Location: Chicago, Illinois
Duration: 2 hours 30 minutes

From USD $25.00

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 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

Haunted Evening Chicago Pub Tour

3 star rating: Worth doing 1 Review

Join this Chicago haunted pub tour which is a combination ghost tour and pub crawl that will take you on a walking tour to explore the fascinating history of ... 

Location: Chicago, Illinois
Duration: 2 hours 30 minutes

From USD $25.00

Auditorium Theatre Historic Tour

5 star rating: Highly Recommended 1 Review

Go behind the scenes of this National Historic Landmark, built by Dankmar Adler and Louis Sullivan, and view it as few do in this one hour tour. Enjoy the ... 

Location: Chicago, Illinois
Duration: 60 minutes

From USD $12.00

Pullman National Monument Bus Tour

Step back in time and explore with us one this exclusive bus tour one of America's truly unique enclaves. The Pullman District is located on Chicago's far ... 

Location: Chicago, Illinois
Duration: 3 hours

From USD $35.00

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

The Pedway and Loop History and Architecture Tour

Discover the best of downtown Chicago on this adventurous, 3-hour walking tour. Known as the Loop, the city’s central business district is famous for its ... 

Location: Chicago, Illinois
Duration: 3 hours

From USD $25.00

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

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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