Chicago Sightseeing Tours & Cruises tours

Chicago Sightseeing Tours & Cruises - Page 3

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.

Sort by:

4.58

Chicago Downtown Walking Tour

From $413

1 provider live

Explore Millennium Park

English speaking tour guide

4.58

Chicago History Museum Private Tour

From $163

1 provider live

Explore Chicago's vibrant past

Admission fee

4.58

Chicago Harry Potter Shop Experience

From $75

1 provider live

Explore themed areas

Butterbeer Ice Cream

4.58

Pigeon Forge Helicopter Tour of Gatlinburg

From $189

1 provider live

See Gatlinburg’s Dollywood from above

Headsets to communicate

4.58

Chicago Walking Tour of the Loop

From $65

1 provider live

Explore iconic skyscrapers

Transit tickets

4.58

Chicago Fireworks Sailboat Charter

From $567

1 provider live

Sail along Chicago's stunning lakefront

Use of Bluetooth speakers

4.58

Chicago Ghosts & Haunted History Walking Tour

$29-$39

2 providers combined

Begin an eerie adventure at Congress Hotel

Chilling stories of infamous serial killers

4.58

Chicago River Cycleboat Cruise 90 Min

From $65

1 provider live

Pedal along the iconic Chicago River

Bluetooth Sound System for your playlist

4.58

Chicago Customized Private Walking Tour 2 hr

From $220

1 provider live

Explore Chicago with a local guide

CTPA Licensed Guide

4.58

Chicago Midway Movies and World's Fair Walking Tour

From $50

1 provider live

Explore Chicago's film history

Expert tour guide commentary

4.58

Chicago Walking Tour: Pilsen Creativity & Community 3 hr

From $65

1 provider live

Explore vibrant Pilsen neighborhood

Transit tickets

4.58

Chicago River Architecture Tour

From $29

2 providers combined

Discover Chicago's iconic skyline

Boat equipped with restroom and air conditioning