Top Chicago Cultural Tours

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Chicago Adventures

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Chicago City Tour with Architecture River Cruise Option
Likely to Sell Out
Likely to Sell Out
4.8 (709)

Chicago City Tour with Architecture River Cruise Option

Enjoy Chicago’s famous sights and fabulous views on this award-winning small-group sightseeing tour of the city. On this tour, you will travel through Chicago with...

2 to 4 hours • Free Cancellation
2 to 4 hours • Free Cancellation
2 to 4 hours • Free Cancellation
4.8 (709)
$49.95
$48.95
Bike Tour of Chicago's Lakefront Neighborhoods
Likely to Sell Out
Likely to Sell Out
4.9 (231)

Bike Tour of Chicago's Lakefront Neighborhoods

This is the tour that made Bobby famous! Bobby’s Bike Hike is America’s longest-running city bicycle tour company, and has been repeatedly recognized for excellence...

3 hours • Free Cancellation
3 hours • Free Cancellation
3 hours • Free Cancellation
4.9 (231)
$59
$58
Chicago Murder Mystery Tour
Special Offer
Special Offer
5.0 (756)

Chicago Murder Mystery Tour

You will solve a murder as you learn real Chicago history! Play detective as you unravel a murder mystery, and learn about Chicago's true crime...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
5.0 (756)
$35
$34
African American Heritage Tour of Chicago
Special Offer
Special Offer
4.6 (129)

African American Heritage Tour of Chicago

This tour visits the homes of Louis Farrakhan, the former home of Elijah Muhammad and the former home of Muhammad Ali. We will pass by...

4 to 7 hours • Hotel pickup offered • Free Cancellation
4 to 7 hours • Hotel pickup offered • Free Cancellation
4 to 7 hours • Hotel pickup offered • Free Cancellation
4.6 (129)
$125
$124
Chicago Landmarks & Museum Campus Small Group Segway Tour
Likely to Sell Out
Likely to Sell Out
5.0 (230)

Chicago Landmarks & Museum Campus Small Group Segway Tour

Looking for fun things to do in Chicago? Explore the city with one of our professional guides on a scenic 6-7 mile tour. Begin your...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
5.0 (230)
$70
$69
2-Hour Chicago Lakefront & Museum Campus Segway Tour
Likely to Sell Out
Likely to Sell Out
5.0 (363)

2-Hour Chicago Lakefront & Museum Campus Segway Tour

Looking for fun things to do in Chicago? Look no further! Join one of our professional guides on a scenic 6-8 mile Chicago Segway tour....

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
5.0 (363)
$64.40
$63.40
Chicago Loop Food Tour: Taste the Most Iconic Local Eats
Likely to Sell Out
Likely to Sell Out
4.9 (117)

Chicago Loop Food Tour: Taste the Most Iconic Local Eats

Join a local guide for the ultimate foodie adventure in Chicago’s historic Loop, tasting classics like deep‑dish pizza and Chicago‑style hot dogs while discovering insider...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
4.9 (117)
$86.68
$85.68
Chicago Mobs and Haunts Walking Tour
Special Offer
Special Offer
4.8 (434)

Chicago Mobs and Haunts Walking Tour

Join us along the historic streets and alleys of Chicago as we walk among the spirits of mobsters and ghosts of the condemned. This tour...

90 to 120 minutes • Free Cancellation
90 to 120 minutes • Free Cancellation
90 to 120 minutes • Free Cancellation
4.8 (434)
$34
$33
Chicago Seadog River & Lake Architectural Tour
Likely to Sell Out
Likely to Sell Out
4.6 (263)

Chicago Seadog River & Lake Architectural Tour

Soak in unobstructed views of Chicago’s world-famous architecture from the water with an exciting ride on our Seadog River and Lake Architectural Tour! Sail through...

1 hour 15 minutes • Free Cancellation
1 hour 15 minutes • Free Cancellation
1 hour 15 minutes • Free Cancellation
4.6 (263)
$47.60
$46.60
Skip-the-line: Art Institute of Chicago Guided Tour
Special Offer
Special Offer
5.0 (556)

Skip-the-line: Art Institute of Chicago Guided Tour

Beat the crowds with an expert art historian guide on this exclusive early morning tour. Immerse yourself among the masterpieces housed within the acclaimed museum...

2 hours 30 minutes • Free Cancellation
2 hours 30 minutes • Free Cancellation
2 hours 30 minutes • Free Cancellation
5.0 (556)
$84
$83
Chicago's Chinatown Food and Walking Tour
Special Offer
Special Offer
4.9 (738)

Chicago's Chinatown Food and Walking Tour

Chicago's Chinatown: Few neighborhoods in America combine such delicious cuisine with fascinating history. Join Bobby’s Bike Hike & Food Tours, whose food tours have ranked...

3 hours • Free Cancellation
3 hours • Free Cancellation
3 hours • Free Cancellation
4.9 (738)
$79.99
$78.99
Private Art Institute of Chicago Skip-the-Line Guided Tour
Likely to Sell Out
Likely to Sell Out
5.0 (314)

Private Art Institute of Chicago Skip-the-Line Guided Tour

The Art Institute of Chicago attracts nearly as many visitors as other leading galleries like the Met, Louvre & British Museum. On this 2.5 hour...

2 hours 30 minutes • Free Cancellation
2 hours 30 minutes • Free Cancellation
2 hours 30 minutes • Free Cancellation
5.0 (314)
$90.01
$89.01
Skip the Line Art Institute of Chicago Tour Semi-Private 8ppl Max
Likely to Sell Out
Likely to Sell Out
5.0 (206)

Skip the Line Art Institute of Chicago Tour Semi-Private 8ppl Max

The Art Institute of Chicago attracts nearly as many visitors as other leading galleries like the Met, Louvre & British Museum. On this 2.5 hour...

2 hours 30 minutes • Free Cancellation
2 hours 30 minutes • Free Cancellation
2 hours 30 minutes • Free Cancellation
5.0 (206)
$90.01
$89.01
Chicago's Ultimate City Bike Tour of Top Downtown Attractions
Special Offer
Special Offer
4.9 (246)

Chicago's Ultimate City Bike Tour of Top Downtown Attractions

Get acquainted with Chicago’s most iconic landmarks on this riotous guided Chicago bicycle tour! Join the expert guides of Bobby’s Bike Hike, America’s longest-running city...

3 hours • Free Cancellation
3 hours • Free Cancellation
3 hours • Free Cancellation
4.9 (246)
$59
$58
Chicago Family Food and Bike Tour with Top Attractions
Special Offer
Special Offer
4.9 (97)

Chicago Family Food and Bike Tour with Top Attractions

This Chicago Food & Bike tour is perfect for the entire family, put on by Bobby’s Bike Hike, whose food tours in just the past...

4 hours • Free Cancellation
4 hours • Free Cancellation
4 hours • Free Cancellation
4.9 (97)
$79
$78
Delicious Donuts & Sweet Treats: West Loop Walking Tour
Likely to Sell Out
Likely to Sell Out
5.0 (75)

Delicious Donuts & Sweet Treats: West Loop Walking Tour

We begin at a local shop synonymous for their quality donuts––Do-Rite Donuts. From there we’ll walk the Randolph corridor, learning about the history of Chicago’s...

90 to 120 minutes • Free Cancellation
90 to 120 minutes • Free Cancellation
90 to 120 minutes • Free Cancellation
5.0 (75)
$70
$69
Workers Cottages of Oldtown Triangle Walking Tour
Likely to Sell Out
Likely to Sell Out
5.0 (55)

Workers Cottages of Oldtown Triangle Walking Tour

This tour will show you many of these delightful cottages and the different styles they were designed and constructed in. You will also learn about...

1 hour 45 minutes • Free Cancellation
1 hour 45 minutes • Free Cancellation
1 hour 45 minutes • Free Cancellation
5.0 (55)
$45
$44
Chicago Walking Tour: Historic Treasures of Chicago
Special Offer
Special Offer
5.0 (426)

Chicago Walking Tour: Historic Treasures of Chicago

Learn about the great architectural landmarks of Michigan Avenue and State Street. The 40 years between 1890 and 1930 saw the creation of some of...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
5.0 (426)
$35
$34
Chicago Walking Tour: Art Deco Skyscrapers Riverfront
Special Offer
Special Offer
5.0 (98)

Chicago Walking Tour: Art Deco Skyscrapers Riverfront

Tour the lobbies of five opulent Art Deco skyscrapers built near the banks of the Chicago River during the business boom of the Roaring '20s....

1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
5.0 (98)
$35
$34
Magnificent Mile Tour With Optional 360 Chicago Upgrade
Special Offer
Special Offer
4.9 (80)

Magnificent Mile Tour With Optional 360 Chicago Upgrade

Experience the story of Chicago through its skyline on a walking tour that stretches from the city’s 19th-century roots to its most striking modern towers....

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
4.9 (80)
$39
$38

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