Chicago Sightseeing Tours & Cruises tours

Chicago Sightseeing Tours & Cruises - Page 27

373 experiences to discover

Air & Helicopter Tours City & Sightseeing Tours Cruises & Sailing Tours Cultural & Theme Tours Day Trips & Excursions Multi-Day & Extended Tours Private & Custom Tours Shopping & Fashion Tours Walking & Biking Tours

Explore the best sightseeing tours & cruises tours and activities in Chicago. Our unbiased ratings help you find the perfect experiences for your trip.

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4.17

Chicago TV Show Set Tour

From $315

2 providers combined

Step into Firehouse 51 from Chicago Fire

Pickup and drop-off within 5 miles of downtown Chicago

4.17

Chicago Family Food and Bike Tour

From $79

1 provider live

Savor iconic deep-dish pizza

Bikes, helmets, and all gear

4.15

Chicago Architecture Interiors Tour

From $35

2 providers combined

Stand beneath the world's largest Tiffany dome

Local guide

4.15

Chicago Neighborhoods Tour North and South Side 4.5 hr

From $125

1 provider live

Explore diverse Chicago neighborhoods

Phone charging port

4.1

Chicago Ghost Tour: Wind and Souls Adults Only 1.5 hr

From $35

2 providers combined

Feel your spine tingle with ghostly tales

A spooky and historically accurate tour with a local guide

4.1

Chicago Lakefront Segway Tour

$68-$70

2 providers combined

Glide along Lake Michigan's scenic shores

Certified Segway tour guide

4.1

Chicago Photo Tour with Private Photographer

From $279

1 provider live

Capture iconic Chicago spots

High-quality professional photos

4.09

Chicago River Architecture Riverboat Tour 1.5 hr

From $57

1 provider live

Cruise the iconic Chicago River

Free Starbucks coffee, lemonade, soft drinks, and snacks

4.09

Chicago City Attractions Bike Tour

From $59

1 provider live

Marvel at Chicago's skyline and lakefront

Certified local expert guide

4.09

Chicago Architecture River Tour and Hop-on Hop-off Bus

From $99

2 providers combined

Journey through vibrant streets and scenic waterways

75-minute architecture river cruise

4.07

Chicago Ghost Tour in Lincoln Park 1 hr

From $26

1 provider live

Explore Chicago's haunted history

Documented accounts of hauntings and paranormal activity

4.04

Chicago Art Deco Skyscrapers Walking Tour

From $35

2 providers combined

Discover the origins of Art Deco

Admission to the Chicago Architecture Center exhibits