Chicago Sightseeing Tours & Cruises tours

Chicago Sightseeing Tours & Cruises - Page 2

68 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.

Sort by:

4.57

Chicago LGBTQ+ History Bus Tour

From $50

Uncover Chicago's LGBTQ+ history

Private transportation

4.57

Chicago Michigan Avenue Self-Guided Walking Tour

From $17

Explore Chicago's hidden gems

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

4.56

Chicago Art Deco Walking Tour

From $35

Explore hidden Art Deco interiors

Special access to Art Deco interiors

4.56

Chicago Downtown Loop & Millennium Park Walking Tour

From $49

Explore Chicago's vibrant Loop area

Professional tour guide

4.56

Chicago Tiffany Art Glass Walking Tour

From $35

Immerse in Tiffany's art glass

Admission to the galleries of the Chicago Architecture Center

4.56

Chicago History and Architecture Walking Tour

From $65

Marvel at Cloud Gate in Millennium Park

Walking tour

4.56

Chicago Walking Tour with Free Bike or Kayak Rental

From $45

Explore Millennium Park and Cloud Gate

Local, professional guide

4.55

Chicago Downtown Art Walking Tour

$44-$52

Explore iconic public art pieces

All fees and taxes

4.55

Chicago Instagram Car Tour

From $750

Capture Instagram-worthy moments at iconic spots

All Fees and Taxes

4.55

Chicago Architecture and Engineering Walking Tour

From $35

Explore iconic Chicago buildings

Expert guide trained as an engineer

4.53

Chicago Seadog Fireworks Speedboat Cruise

$58-$62

Marvel at the Chicago skyline fireworks

Scenic views of the Chicago skyline

4.53

Chicago Segway Tour of Landmarks and Ghosts

$64-$78

Glide through Grant Park's garden paths

Professional guide