Top Chicago Cultural & Theme Tours

Cultural & Theme Tours

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Chicago Prohibition Tour

5 star rating: Highly Recommended 98 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 362 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 $37.95

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

5 star rating: Highly Recommended 88 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

The Roaring Twenties Art Deco and Decadence Tour

5 star rating: Highly Recommended 1 Review

Chicago is a hub of Art Deco architecture, style, and history, and on this evening walking tour, you’ll learn all about what life was like in the Windy City ... 

Location: Chicago, Illinois
Duration: 2 hours 30 minutes

From USD $59.00

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 ... 

Location: Chicago, Illinois
Duration: 2 hours

From USD $18.00

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 ... 

Location: Chicago, Illinois
Duration: 2 hours

From USD $18.00

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 $29.99

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

Chicago Walking Tour: Historic Skyscrapers

5 star rating: Highly Recommended 39 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 $18.00

Chicago Sports Tour

3 star rating: Worth doing 3 Reviews

If you are a sports fanatic, this tour is for you! This tour shuttle you and your friends to the top sports parks in Chicago for the ultimate photo op! You ... 

Location: Chicago, Illinois
Duration: 2 hours 30 minutes

From USD $40.00

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

Pedway Explorers Walking Tour

5 star rating: Highly Recommended 3 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

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 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

Gangsters and Ghosts Tour in Chicago

5 star rating: Highly Recommended 1 Review

If there are two things synonymous with the Windy City, it is its crime ridden history and the ghosts that still haunt many modern day neighborhoods of the ... 

Location: Chicago, Illinois
Duration: 2 hours

From USD $19.00
$27.00 Save $8.00

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

Macy's State Street Historical Store Tour

Experience a historic store tour of Macy’s on State Street and learn how Macy’s has become America’s largest department store, with over 800 locations and more ... 

Location: Chicago, Illinois
Duration: 60 minutes

From USD $12.00

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

Irish Heritage Bus Tour Celebrating St Patrick's Day in Chicago

Celebrate the St. Patrick’s Day Season and journey with us to the South Side and into the heart of Irish Chicago! Chicago is home to a large number of ... 

Location: Chicago, Illinois
Duration: 4 hours

From USD $40.00

Private Haunted History of Chicago Ghost Tour

The Windy City has no shortage of Haunted History. On this unique and underground haunted ghost tour, guests will have the rare opportunity to visit many of ... 

Location: Chicago, Illinois
Duration: 3 hours

From USD $495.00

Chicago's 'Greening The River' Photography Tour

It's been on your "bucket list" to visit Chicago during St Patrick's weekend celebrations and see the famous "Greening of the River", and ... 

Location: Chicago, Illinois
Duration: 4 hours

From USD $104.00

Private Street & Public Art Tour of Chicago's Pilsen Neighborhood

Bring Your Camera! Enjoy a private 2-hour art mural tour with your very own local guide. You'll see 8-10 lively public art pieces while exploring art, ... 

Location: Chicago, Illinois
Duration: 2 hours

From USD $42.00

Great Lakes Explorer Music Malt & Magical Mackinac

The Great Lake Explorer experience focuses on the architecture, the music and the beauty of the region. This tour includes a behind the scenes look at the ... 

Location: Chicago, Illinois
Duration: 8 days

From USD $2,865.00
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