Chicago Sightseeing Tours & Cruises tours

Chicago Sightseeing Tours & Cruises - Page 23

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.

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4.39

Chicago Historic Skyscrapers Walking Tour

From $35

2 providers combined

Experience Chicago's iconic skyscrapers

Certified docent from the Chicago Architecture Foundation

4.39

Chicago Architecture Walking Tour

From $35

3 providers combined

Explore iconic Chicago architecture

Certified and professional guide

4.38

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

4.37

Chicago Ghost Walking Tour with Booze

From $36

1 provider live

Explore Chicago's haunted history

Local guide

4.37

Chicago River Architectural Lunch Cruise

From $74

1 provider live

Savor a plated lunch on the Chicago River

Unlimited coffee, hot tea, iced tea and water

4.37

Chicago South Side Tour

From $125

1 provider live

Explore historic Bronzeville

Phone charging port

4.35

Chicago Neighborhoods Tour North and South Side 4.5 hr

From $125

1 provider live

Explore diverse Chicago neighborhoods

Phone charging port

4.34

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

4.34

Chicago Architecture Walking Tour

From $36

1 provider live

Uncover Chicago's architectural stories

Guide

4.34

Chicago Photo Tour with Private Photographer

From $279

1 provider live

Capture iconic Chicago spots

High-quality professional photos

4.34

Chicago Family Food and Bike Tour

From $79

1 provider live

Savor iconic deep-dish pizza

Bikes, helmets, and all gear

4.34

Chicago Architecture River Cruise

From $57

1 provider live

Marvel at Chicago's iconic skyline

Architecture cruise on the Chicago River