Chicago Sightseeing Tours & Cruises tours

Chicago Sightseeing Tours & Cruises - Page 24

329 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.

Sort by:

4.28

Chicago Skyline Party Cruise on Lake Michigan

From $35

1 provider live

Sail in style on a Tiki Chic cruise

Enclosed Climate Controlled Space

4.27

Chicago Harry Potter Shop Tour 1 hr

From $39

1 provider live

Immerse in Harry Potter's world

Draft or frozen Butterbeer in a souvenir mug

4.27

Chicago Night Driving Tour with Skydeck and River Cruise

$189-$204

3 providers combined

Marvel at the city from the Skydeck

Complimentary hotel pick up and drop off in Downtown Chicago

4.26

Chicago Driving Tour with River Cruise

$150-$254

2 providers combined

Cruise along the Chicago River

Admission to Shoreline Architecture Cruise

4.24

Chicago Ghost Walking Tour with Booze

From $36

1 provider live

Explore Chicago's haunted history

Local guide

4.24

Chicago South Side Tour

From $125

1 provider live

Explore historic Bronzeville

Phone charging port

4.22

Chicago Photo Tour with Private Photographer

From $279

1 provider live

Capture iconic Chicago spots

High-quality professional photos

4.2

Chicago River Architecture Cruise

From $57

1 provider live

Explore Chicago's iconic architecture

Local guide (docents)

4.19

Chicago Gangsters and Ghosts Walking Tour 2 hr

From $37

1 provider live

Explore Chicago's South Loop with a historian

Guided walking tour

4.17

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

4.17

Chicago Family Food and Bike Tour

From $79

1 provider live

Savor iconic deep-dish pizza

Bikes, helmets, and all gear

4.16

Chicago Food, History & Architecture Walking Tour

$99-$101

2 providers combined

Taste iconic deep-dish pizza and hot dogs

Guided walking tour through downtown Chicago