Chicago Sightseeing Tours & Cruises tours

Chicago Sightseeing Tours & Cruises - Page 30

373 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.

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3.3

Chicago Mobs and Haunts Walking Tour

From $34

1 provider live

Explore historic streets and alleys

Professional, entertaining, local guide

3.05

Chicago City Minibus Tour with Architecture Cruise Option

$49-$50

2 providers combined

Explore iconic Chicago architecture

Local guide

3.03

Chicago Speedboat Architecture Tour 75 min

$49-$62

2 providers combined

Board at Navy Pier for skyline views

75-minute architecture cruise

3.03

Chicago Gangsters and Food Walking Tour

From $82

1 provider live

Savor iconic Chicago dishes

Three food tastings

3.02

Chicago Architecture Boat Tour with Drinks

From $42

1 provider live

Explore Chicago from a boat

Boat tour

2.96

Chicago River Mimosa and Bloody Mary Cruise 1.5 hr

$41-$50

2 providers combined

Sip refreshing mimosas and Bloody Marys

River cruise

2.93

Chicago Devil in the White City Bus Tour 3 hr

From $64

1 provider live

Visit the haunted Congress Plaza Hotel

Spooky guide in English

2.93

Chicago Haunted History Walking Ghost Tour

From $39

1 provider live

Explore Lincoln Park's haunted past

Guided tour

2.89

Chicago Underground Pedway Walking Tour

From $35

2 providers combined

Explore hidden architectural gems

Expert guide

2.77

Chicago Architecture River Cruise

From $39

2 providers combined

Cruise along all branches of the Chicago River

Architecture river cruise

2.76

Chicago Architectural River Cruise 90 Min

From $50

1 provider live

Admire Chicago's iconic skyline

Complimentary non-alcoholic beverages

2.71

Chicago Skyline Helicopter Tour

From $130

1 provider live

Experience aerial views of iconic landmarks

Helicopter flight over Chicago’s skyline and lakefront