Chicago Sightseeing Tours & Cruises tours

Chicago Sightseeing Tours & Cruises - Page 19

270 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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4.36

Chicago City Tour See It All

From $150

1 provider live

Explore iconic Chicago landmarks

Bottled water

4.36

Chicago Neighborhoods Tour North and South Side 4.5 hr

From $125

1 provider live

Explore diverse Chicago neighborhoods

Phone charging port

4.36

Chicago Family Food and Bike Tour

From $79

1 provider live

Savor iconic deep-dish pizza

Bikes, helmets, and all gear

4.35

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

4.35

Chicago Ghost Walking Tour with Booze

From $36

1 provider live

Explore Chicago's haunted history

Local guide

4.34

Chicago Street Art Tour

From $40

2 providers combined

Explore vibrant street art in Chicago

Tour guide

4.33

Chicago Helicopter Tour 10 Min

From $375

1 provider live

Experience breathtaking views of Chicago

Helicopter Tour

4.31

Chicago Architecture Walking Tour

From $36

1 provider live

Uncover Chicago's architectural stories

Guide

4.29

Chicago Architecture Boat Tour with Drinks

From $42

1 provider live

Explore Chicago from a boat

Boat tour

4.28

Chicago River Architecture Cruise

From $57

1 provider live

Explore Chicago's iconic architecture

Local guide (docents)

4.28

Chicago Art Deco Skyscrapers Walking Tour

From $35

2 providers combined

Discover the origins of Art Deco

Admission to the Chicago Architecture Center exhibits

4.28

Chicago Skyline Helicopter Tour

From $130

1 provider live

Experience aerial views of iconic landmarks

Helicopter flight over Chicago’s skyline and lakefront