Chicago Sightseeing Tours & Cruises tours

Chicago Sightseeing Tours & Cruises - Page 2

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.

Sort by:

4.57

Chicago Lakefront Segway Tour

$67-$76

Glide along Lake Michigan's scenic shores

Certified Segway tour guide

4.57

Chicago Gangsters and Ghosts Segway Tour

$70-$78

Explore haunted sites with a Segway

Helmets

4.57

Chicago West Side Food Bike Tour

From $99

Taste buttery pierogis and gourmet tacos

Bikes, helmets, and all gear

4.57

Chicago LGBTQ+ History Bus Tour

$43-$50

Uncover Chicago's LGBTQ+ history

Private transportation

4.57

Chicago Architecture Private Tour

$646-$1289

Experience Chicago's architectural wonders

Professional local guide services

4.56

Chicago Architecture and Engineering Walking Tour

$30-$35

Explore Chicago's iconic buildings

Expert guide trained as an engineer

4.56

Chicago Architecture Interiors Tour

From $35

Marvel at the world's largest Tiffany dome

Local guide

4.56

Chicago Donut Walking Tour in West Loop

$68-$70

Sample Chicago's best donuts

Guided walking tour

4.55

Chicago Downtown Art Walking Tour

From $52

Explore Chicago's vibrant art scene

Professional art historian guide

4.55

Chicago Graceland Cemetery Walking Tour

$40-$45

Discover the resting places of Chicago's architectural legends

Guided tour of Graceland Cemetery

4.55

Chicago Fine Arts Building Walking Tour

$40-$45

Explore the historic Fine Arts Building

Guided tour of the Fine Arts Building

4.55

Chicago Loop Neighborhood Walking Tour

From $60

Immerse in the vibrant heart of Chicago

Local guide