Top Chicago Cultural Tours

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Chicago Adventures

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Private Chicago History Museum Tour
Likely to Sell Out
Likely to Sell Out
5.0 (26)

Private Chicago History Museum Tour

Our private walking tour of the Chicago History Museum offers a personalized, in-depth experience led by expert guides who bring Chicago’s vibrant past to life...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
5.0 (26)
$162.50
$161.50
Chicago Insider Segway Tour
Special Offer
Special Offer
4.9 (52)

Chicago Insider Segway Tour

This is a tour like no other! Our newest Segway adventure is completely unique and will cover the good, the bad, the ugly and the...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
4.9 (52)
$72
$71
Chicago Walking Tour: Historic Skyscrapers
Special Offer
Special Offer
4.8 (70)

Chicago Walking Tour: Historic Skyscrapers

Chicago is home to some of the world’s earliest skyscrapers. Get an up-close look at these 19th Century marvels, learn about innovations used to build...

1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
4.8 (70)
$35
$34
Small-Group Tour of Chicago Neighborhoods: North and South Side
Special Offer
Special Offer
4.8 (48)

Small-Group Tour of Chicago Neighborhoods: North and South Side

This unique tour of Chicago will allow for tourist to see most of Chicago’s 77 neighborhoods and city parks. There is no other tour that...

4 hours 30 minutes • Hotel pickup offered • Free Cancellation
4 hours 30 minutes • Hotel pickup offered • Free Cancellation
4 hours 30 minutes • Hotel pickup offered • Free Cancellation
4.8 (48)
$125
$124
History and Architecture of Chicago Loop Walking Tour
Special Offer
Special Offer
5.0 (21)

History and Architecture of Chicago Loop Walking Tour

Discover the rich history and architecture of downtown Chicago with local expert Dave Lineal. Walking underneath the soaring buildings, we will learn how Chicago grew...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
5.0 (21)
$30
$29
Chicago Walking Tour: The Magnificent Mile
Special Offer
Special Offer
5.0 (47)

Chicago Walking Tour: The Magnificent Mile

Discover how a dirt road known as Pine Street transformed into a "Paris on the Prairie" and later into the Magnificent Mile, the city’s premier...

1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
5.0 (47)
$35
$34
Lake Michigan Fireworks Cruise in Chicago
Special Offer
Special Offer
4.5 (115)

Lake Michigan Fireworks Cruise in Chicago

No city embraces summer quite like Chicago. Join in the celebration with friends and family on this epic fireworks cruise. Get up-close and personal every...

2 to 3 hours
2 to 3 hours
2 to 3 hours
4.5 (115)
$55
$54
Chicago Walking Tour: Tiffany Treasures
Special Offer
Special Offer
4.7 (46)

Chicago Walking Tour: Tiffany Treasures

Learn about the life and work of Louis Comfort Tiffany as we visit some of Chicago’s most magnificent art-glass and mosaic installations, each designed and...

1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
4.7 (46)
$35
$34
Chicago Private Custom City Tour with Hotel Pick Up
Special Offer
Special Offer
5.0 (198)

Chicago Private Custom City Tour with Hotel Pick Up

PRICE IS PER VEHICLE AND YOU MAY BRING UP TO 5 PASSENGERS.  Thank you for contacting Chicago Private Tours! We would love to help your...

3 to 4 hours • Hotel pickup offered • Free Cancellation
3 to 4 hours • Hotel pickup offered • Free Cancellation
3 to 4 hours • Hotel pickup offered • Free Cancellation
5.0 (198)
$539
$538
Inside Tour of Chicago’s Fine Arts Building
Likely to Sell Out
Likely to Sell Out
4.9 (24)

Inside Tour of Chicago’s Fine Arts Building

Take a time travel journey inside Chicago's best-kept secret: a 125-year-old architectural marvel. This extraordinary building was envisioned by renowned architect Solon Spencer Beman, famous...

60 to 90 minutes
60 to 90 minutes
60 to 90 minutes
4.9 (24)
$45
$44
The Chicago Theatre Tour Experience
Special Offer
Special Offer
4.4 (43)

The Chicago Theatre Tour Experience

A 60-75-minute guided, behind-the-scenes exploration of the historic Chicago Theatre, one of the city’s most iconic landmarks. Stand on the famed Chicago theatre stage and...

60 to 75 minutes
60 to 75 minutes
60 to 75 minutes
4.4 (43)
$32
$31
Chicago Food and Culture Walking Tour
Special Offer
Special Offer
4.6 (17)

Chicago Food and Culture Walking Tour

Start your immersive walking tour at a Chicago icon: the Centennial Fountain at River Esplanade Park. From here, your guide will take you on a...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
4.6 (17)
$39
$38
Historic Homes and Cottages of Wicker Park Walking Tour
Special Offer
Special Offer
5.0 (48)

Historic Homes and Cottages of Wicker Park Walking Tour

Much of the historical information shared on this tour is unknown to most attendees. This tour also shows everything from the gritty to the pretty,...

1 hour 30 minutes
1 hour 30 minutes
1 hour 30 minutes
5.0 (48)
$45
$44
The Deep Pockets Of Graceland Cemetery Walking Tour
Special Offer
Special Offer
4.8 (9)

The Deep Pockets Of Graceland Cemetery Walking Tour

Dive into this captivating journey through the hallowed grounds of Chicago’s Graceland Cemetery. As we stroll amidst the stunning and serene beauty of historic resting...

1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
4.8 (9)
$45
$44
Pilsen Chicago Walking Tour: Street Art & Mexican History
Special Offer
Special Offer
5.0 (2)

Pilsen Chicago Walking Tour: Street Art & Mexican History

Discover Pilsen, one of Chicago’s most vibrant neighborhoods, known for its colorful street art, rich Mexican heritage, historic architecture, and thriving local culture. This locally...

1 hour 15 minutes • Free Cancellation
1 hour 15 minutes • Free Cancellation
1 hour 15 minutes • Free Cancellation
5.0 (2)
$35
$34
Private Chicago Architecture Walking Tour
Special Offer
Special Offer
4.8 (6)

Private Chicago Architecture Walking Tour

Discover the heart of Chicago’s architectural legacy on this guided walking tour through the historic Loop District. Step back in time as you explore some...

3 hours • Free Cancellation
3 hours • Free Cancellation
3 hours • Free Cancellation
4.8 (6)
$211
$210
Intro to Chicago Architecture
Special Offer
Special Offer
5.0 (14)

Intro to Chicago Architecture

Immerse yourself in the fascinating history of how a muddy Midwestern outpost transformed into the global capital of architecture. Experience everything from early, classically inspired...

1 hour 45 minutes • Free Cancellation
1 hour 45 minutes • Free Cancellation
1 hour 45 minutes • Free Cancellation
5.0 (14)
$35
$34
Chicago Architecture, History and Culture Loop Walking Tour
Special Offer
Special Offer
5.0 (2)

Chicago Architecture, History and Culture Loop Walking Tour

Explore Chicago’s historic Loop through the prism of its architecture. This three-hour trek will cover defining moments from 350 years of Chicago’s history, including the...

3 hours • Free Cancellation
3 hours • Free Cancellation
3 hours • Free Cancellation
5.0 (2)
$50
$49
Chicago's Secret Interiors Architectural Walking Tour
Special Offer
Special Offer
5.0 (5)

Chicago's Secret Interiors Architectural Walking Tour

We invite you to step inside the city’s most exclusive, jaw-dropping architectural treasures. Led by an expert local storyteller, you’ll discover breathtaking hidden spaces, from...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
5.0 (5)
$28
$27
Chicago Haunted Ghost Tour GPS Self-Guided Walking Tour
Special Offer
Special Offer
4.8 (5)

Chicago Haunted Ghost Tour GPS Self-Guided Walking Tour

Explore haunted Chicago at your own pace and schedule. Go anytime. Why take this tour? -It's like an in person tour guide, only it's on...

60 to 75 minutes • Free Cancellation
60 to 75 minutes • Free Cancellation
60 to 75 minutes • Free Cancellation
4.8 (5)
$9.75
$8.75

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