Top Chicago Cultural & Theme Tours

Cultural & Theme Tours

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Chicago Architecture River Cruise

5 star rating: Highly Recommended 2459 Reviews

Experience one of the world’s most beautiful cities on a 75-minute cruise on the historic Chicago River. On this architecture cruise, head down the main branch ... 

Location: Chicago, Illinois
Duration: 75 minutes

From USD $41.44

Chicago Prohibition Tour

5 star rating: Highly Recommended 107 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 374 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

Gangsters and Ghosts Tour in Chicago

4.5 star rating: Recommended 6 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

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: 6 hours 30 minutes

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 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

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 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

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 $56.68
$70.85 Save $14.17

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

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

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 $660.00

Chicago Land and River Architecture Tour: Historic South Side

This tour will take you past all the sights of Chicago’s Historic South Side. You will head south out of the Loop down Michigan Avenue past Art Institute of ... 

Location: Chicago, Illinois
Duration: 3 hours 30 minutes

From USD $73.95

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

Chicago's Best History and Riverwalk Tour

5 star rating: Highly Recommended 7 Reviews

On this fun and fascinating walking tour, learn about how Chicago grew from swampland bordering Lake Michigan into the thriving metropolis that it is today. ... 

Location: Chicago, Illinois
Duration: 2 hours 30 minutes

From USD $25.00

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 features ... 

Location: Chicago, Illinois
Duration: 3 hours

From USD $69.00

Scenic Chicago North Side Tour and 360 CHICAGO Observation Deck

Starting at the Palmer House Hilton this tour will take you past all the sights of Chicago’s Scenic North Side. Heading north out of the Loop past Millennium ... 

Location: Chicago, Illinois
Duration: 3 hours 30 minutes

From USD $51.95

Urban Sketching Downtown Chicago with a Watercolor Artist

We will be sketching the urban landscape of downtown Chicago using pencil, pen, and watercolors. During this two and a half hour experience you will ... 

Location: Chicago, Illinois
Duration: 2 hours 30 minutes

From USD $55.00

Scenic Chicago North Side Tour and Chicago Style Pizza

Starting at the Palmer House Hilton this tour will take you past all the sights of Chicago’s Scenic North Side. Heading north out of the Loop you will see the ... 

Location: Chicago, Illinois
Duration: 3 hours 30 minutes

From USD $52.95

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

Historic Chicago South Side Tour and 360 CHICAGO Observation Deck

Starting at the Palmer House Hilton this tour will take you past all the sights of Chicago’s Historic South Side. You will head south out of the Loop down ... 

Location: Chicago, Illinois
Duration: 3 hours 30 minutes

From USD $51.95

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

Historic Chicago South Side Tour with Chicago Style Pizza

Starting at the Palmer House Hilton this tour will take you past all the sights of Chicago’s Historic South Side. You will head south out of the Loop down ... 

Location: Chicago, Illinois
Duration: 3 hours 30 minutes

From USD $52.95
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