Top Chicago Cultural & Theme Tours

Cultural & Theme Tours

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Chicago Prohibition Tour

5 star rating: Highly Recommended 105 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 Walking Tour: Interior Architecture of the Loop and Pedway Tour

5 star rating: Highly Recommended 95 Reviews

Venture inside famous and lesser known Chicago landmarks, elegant lobbies, and underground corridors on this 2-hour walking tour. Your expert guide will use an ... 

Location: Chicago, Illinois
Duration: 2 hours

From USD $26.00

Chicago Crime and Mob Tour

4.5 star rating: Recommended 370 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

Art Institute of Chicago Fast Pass Admission

4.5 star rating: Recommended 45 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 10 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

4.5 star rating: Recommended 5 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 $30.00

Chicago Lakeside Architecture Tour

4 star rating: Recommended 8 Reviews

Leave the hustle and bustle behind, and enjoy a leisurely Skyline Sail aboard Chicago’s Official Tall Ship. Our crew today will be EXPLORING Chicago's ... 

Location: Chicago, Illinois
Duration: 75 minutes

From USD $33.60

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

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 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 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 Summer Brew Cruise

Set sail from Navy Pier on a special evening brew cruise, where each cruise allows guests to experience a different side of Chicago. You'll experience the ... 

Location: Chicago, Illinois
Duration: 90 minutes

From USD $54.88

Chicago Land and River Architecture Tour: North and South Shores

This is a comprehensive tour of everything Chicago has to offer. Travel through both the North Side and South Side business and residential districts. All the ... 

Location: Chicago, Illinois
Duration: 3 hours 30 minutes

From USD $89.95

Chicago Walking Pizza Tour

Well known for it's styles of pizzas, Chicago is also very accepting of other styles and do them really well.  There probably isn't another area in ... 

Location: Chicago, Illinois
Duration: 2.5 to 3.5 hrs

From USD $45.00
$50.00 Save $5.00

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 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
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