Chicago Sightseeing Tours & Cruises tours

Chicago Sightseeing Tours & Cruises - Page 20

270 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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4.27

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

4.27

Chicago Private Walking Food Tour

$128-$310

3 providers combined

Savor iconic Chicago deep-dish pizza

Private and exclusive tour

4.22

Chicago Underground Pedway Walking Tour

From $35

2 providers combined

Explore hidden architectural gems

Expert guide

4.21

Chicago River Architectural Lunch Cruise

From $74

1 provider live

Savor a plated lunch on the Chicago River

Unlimited coffee, hot tea, iced tea and water

4.21

Chicago Architecture River Tour and Hop-on Hop-off Bus

From $99

2 providers combined

Journey through vibrant streets and scenic waterways

75-minute architecture river cruise

4.18

Chicago Gangsters and Ghosts Walking Tour 2 hr

From $37

1 provider live

Explore Chicago's South Loop with a historian

Guided walking tour

4.16

Chicago Fireworks Dinner Cruise

From $116

1 provider live

Savor a chef-prepared buffet

Unlimited coffee, hot tea, iced tea, and water

4.15

Chicago Photo Tour with Private Photographer

From $279

1 provider live

Capture iconic Chicago spots

High-quality professional photos

4.11

Chicago River Brunch Cruise

$74-$94

2 providers combined

Savor a chef-prepared brunch

Narrated tour with ambient music

4.11

Chicago Architecture Tour with Train Experience

From $41

1 provider live

Explore Chicago's iconic architecture

Fare to ride the Chicago Elevated Rail system

4.06

Chicago Lakefront Segway Tour

$65-$75

2 providers combined

Glide along Chicago's scenic lakefront

Local guide

4.06

Chicago Black Heritage Tour

From $125

2 providers combined

Explore historic Bronzeville

Air-conditioned vehicle