Chicago Sightseeing Tours & Cruises tours

Chicago Sightseeing Tours & Cruises - Page 20

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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4.52

Chicago Segway Tour at Sunset 90 min

From $75

1 provider live

Glide through Chicago's parks

Local guide

4.52

Chicago Sightseeing Transfer by SUV

From $360

1 provider live

Explore Chicago in a private SUV

All taxes, fees and handling charges

4.52

Chicago Crime Story Puzzle Walk

From $6

1 provider live

Explore Chicago's gangster history

24/7 customer support

4.52

Chicago Self-Guided Puzzle Quest

From $7

1 provider live

Explore vibrant Lincoln Square

24/7 customer support

4.52

Chicago Dinner Cruise on Lake Michigan

From $130

1 provider live

Savor a delicious dinner buffet

Delicious dinner buffet with freshly prepared entrees, salads, and desserts

4.52

Chicago Black History Walking Tour

From $5

1 provider live

Explore Obama's former neighborhood

Bottled water

4.52

Chicago Historic Architecture River Boat Tour

From $67

1 provider live

Cruise past over 50 skyscrapers

Boat trip

4.52

Milwaukee Helicopter Tour Over Downtown and Lakefront

From $67

1 provider live

Feel the thrill of soaring over Milwaukee

Helicopter flight

4.52

Chicago Architecture and Highlights Private Tour

From $295

1 provider live

Explore iconic Chicago architecture

Local English-speaking guide

4.52

Chicago City Minibus Tour

From $65

1 provider live

Explore Chicago in a luxury minibus

Luxury Minibus

4.52

Chicago Westside Food Tasting Bike Tour

From $99

2 providers combined

Savor diverse Chicago bites

Four-hour bike tour

4.51

Chicago City Minibus and Riverboat Architecture Tour

From $98

1 provider live

Explore Chicago by land and water

Local tour guide on bus and boat