Chicago Sightseeing Tours & Cruises tours

Chicago Sightseeing Tours & Cruises - Page 4

84 experiences to discover

Air & Helicopter Tours City & Sightseeing Tours Cruises & Sailing Tours Cultural & Theme Tours Day Trips & Excursions Private & Custom 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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4.52

Chicago Soul House Tour

From $65

Explore iconic homes of Chicago's stars

Air-conditioned vehicle

4.52

Chicago Food and Walking Tour

From $85

Savor iconic Chicago dishes

Deep dish pizza slice

4.52

Chicago Walking Tour 90 Min

From $35

Discover iconic Chicago architecture

90-minute walking tour

4.5

Chicago Historic Architecture Walking Tour

From $35

Explore iconic Michigan Avenue and State Street

Admission to the Chicago Architecture Center Exhibits

4.49

Chicago River Architecture Cruise 1.5 Hours

$44-$45

Explore Chicago's iconic architecture by boat

1.5-hour cruise

4.48

Chicago Lakefront Bike Tour

From $49

Feel the wind as you bike along the lakefront

All required equipment (bike and helmet)

4.47

Chicago Fireworks Segway Tour

$78-$80

Glide through Chicago's illuminated skyline

Professional guide

4.47

Chicago to Milwaukee Day Trip with Brewery Tour

From $125

Explore the Harley-Davidson Museum

Travel with an expert tour guide

4.46

Chicago Lakefront E-Bike Tour

From $72

Feel the breeze as you glide along the lakefront

E-Bike tour

4.46

Chicago Private Walking Tour with Local Guide

$129-$133

Discover Chicago with a knowledgeable local guide

Meet up at your accommodation if located in the city

4.46

Chicago Walking Tour: The Magnificent Mile

From $35

Discover the transformation of Pine Street into the Magnificent Mile

Admission to the Galleries of the Chicago Architecture Center

4.44

Chicago Prohibition and Architecture Walking Tour

$59-$91

Explore Chicago's Prohibition history

Guided walking tour through downtown Chicago