Chicago Sightseeing Tours & Cruises tours

Chicago Sightseeing Tours & Cruises - Page 3

85 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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4.55

Chicago Scenic Driving Tour

From $315

Enjoy a comfortable ride through iconic landmarks

Hotel pickup and drop-off

4.54

Chicago Art Deco Walking Tour

From $35

Explore hidden Art Deco interiors

Professional guide

4.53

Chicago Private City Tour

$750-$999

Explore iconic Chicago landmarks

Bottled water

4.53

Chicago Pier Fireworks Segway Tour 2 hr

$78-$80

Marvel at Chicago's skyline during fireworks

Helmets

4.52

Chicago Lincoln Park Gangster Walking Tour

$29-$39

Explore Chicago's Prohibition-era secrets

2 Hour Walking Tour of Lincoln Park

4.52

Chicago E-Bike Tour of Lakefront and Museums

From $72

Glide along Chicago's scenic lakefront

E-Bike tour

4.52

Chicago Food and Walking Tour

From $85

Savor iconic Chicago bites like deep dish pizza

Deep dish pizza slice

4.52

Chicago Michigan Avenue Walking Tour with Mobile Game

From $17

Explore Chicago's iconic landmarks

Full flexibility: start at any hour, take a break at any time and resume later

4.51

Chicago Lakefront Bike Tour

From $49

Feel the wind as you bike along the lakefront

All required equipment (bike and helmet)

4.51

Chicago Soul House Tour

From $65

Explore homes of famous Chicagoans

Tour 12 homes of famous Chicagoans

4.49

Chicago Bike and Food Tour

From $89

Savor iconic deep-dish pizza

4.5-hour bike tour

4.48

Chicago History and Architecture Walking Tour

$49-$65

Explore Millennium Park and photograph The Bean

Small-group walking tour through Chicago’s historic landmarks