Chicago Sightseeing Tours & Cruises tours

Chicago Sightseeing Tours & Cruises - Page 4

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.

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4.58

Chicago Movie Locations Tour

From $315

1 provider live

Explore iconic movie locations

Private transportation

4.57

Chicago Al Capone Gangster Tour 3 hr

From $880

1 provider live

Visit historic gangster sites

Hotel pickup and drop-off within Chicago city limits

4.57

Chicago Private Sunset Sail on Lake Michigan

From $508

1 provider live

Sail along Chicago's stunning lakefront

Use of Bluetooth speakers

4.57

Chicago Architecture Interiors Tour

From $35

2 providers combined

Stand beneath the world's largest Tiffany dome

Local guide

4.57

Chicago Shopping Tour to Premium Outlets

From $297

1 provider live

Explore luxury boutiques

Private transportation

4.57

Chicago Brunch Cruise on Lake Michigan

From $157

1 provider live

Savor a delicious brunch buffet

Unlimited coffee, hot tea, and iced tea

4.57

Chicago River Dinner Cruise with Fireworks

From $335

1 provider live

Savor a delicious plated dinner

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

4.57

Chicago Riverwalk Architecture Walking Tour

From $49

1 provider live

Explore Chicago's iconic skyline

Live, in person tour guide

4.57

Chicago Boat Tour at Sunset

From $1600

1 provider live

Cruise past iconic Navy Pier

WiFi on board

4.57

Chicago Fashion Outlets Private Shopping Tour

From $270

1 provider live

Explore luxury boutiques

Private transportation

4.57

Chicago Union Station Movie and TV Walking Tour 90 Min

From $50

1 provider live

Explore iconic film locations

Visual and audio media to enhance your tour experience

4.57

Chicago Evening Cruise on Lake Michigan

From $46

1 provider live

Embark on a relaxing evening cruise

One drink ticket