Chicago Sightseeing Tours & Cruises tours

Chicago Sightseeing Tours & Cruises - Page 26

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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4.28

Chicago Theatre Tour

From $30

1 provider live

Explore the iconic Chicago Theatre

Fully Guided Tour of The Chicago Theatre

4.27

Chicago Harry Potter Shop Tour 1 hr

From $39

1 provider live

Immerse in Harry Potter's world

Draft or frozen Butterbeer in a souvenir mug

4.26

Chicago Private Walking Food Tour

$128-$310

3 providers combined

Savor iconic Chicago deep-dish pizza

Private and exclusive tour

4.25

Chicago Historic Skyscrapers Walking Tour

From $35

2 providers combined

Experience Chicago's iconic skyscrapers

Certified docent from the Chicago Architecture Foundation

4.23

Chicago Street Art Tour

From $40

2 providers combined

Explore vibrant street art in Chicago

Tour guide

4.23

Chicago Skyline Party Cruise on Lake Michigan

From $35

1 provider live

Sail in style on a Tiki Chic cruise

Enclosed Climate Controlled Space

4.22

Chicago River Fireworks Tiki Bar Cruise 90 min

From $50

1 provider live

Cruise along the scenic Chicago River

Air-conditioned vehicle

4.22

Chicago Street Art Tour in West Town 1.5 hr

From $25

1 provider live

Dive into West Town's vibrant B-Line arts district

Guided walking tour

4.21

Chicago Fireboat River and Lake Cruise

$47-$52

2 providers combined

Cruise on a historic Chicago fireboat

Bathrooms available onboard

4.2

Chicago River Architecture Cruise

From $57

1 provider live

Explore Chicago's iconic architecture

Local guide (docents)

4.2

Chicago South Side Tour

From $125

1 provider live

Explore historic Bronzeville

Phone charging port

4.18

Chicago Architecture Walking Tour

From $35

3 providers combined

Explore iconic Chicago architecture

Certified and professional guide