Chicago Sightseeing Tours & Cruises tours

Chicago Sightseeing Tours & Cruises - Page 14

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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4.56

Chicago Photo Tour of Landmarks

From $99

1 provider live

Capture iconic Chicago landmarks

Photoshoot

4.56

Chicago Air and Water Show Cruise or Skydeck Experience

From $154

1 provider live

Experience the Air and Water Show from prime locations

Fast-track boarding/admission

4.56

Chicago Midway Movies and World's Fair Walking Tour

From $50

1 provider live

Explore Chicago's film history

Expert tour guide commentary

4.56

Chicago Great Lakes Tour 5 Days

From $1315

1 provider live

Explore Chicago's iconic architecture

Professional vehicles transportation

4.56

Chicago Walking Tour of Wicker Park and Bucktown

From $195

1 provider live

Explore vibrant neighborhoods

An expert local guide

4.56

Chicago Shameless TV Show Location Tour 2 hr

From $315

1 provider live

Explore iconic Shameless filming locations

Private transportation

4.56

Chicago Instagram Walking Tour

From $236

1 provider live

Capture stunning photos at iconic landmarks

Bottled water

4.56

Chicago Messi Experience Admission

From $43

1 provider live

Step into the world of a legend

Messi Experience Water Bottle

4.55

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

4.55

Chicago Walking Tour History Trivia and Local Flavors

From $40

1 provider live

Explore vibrant Wicker Park

Admission fee

4.55

Chicago Private Tour for 1-3 People

From $395

1 provider live

Explore Chicago's iconic landmarks

50 miles within the city

4.55

Chicago Blues Concert Aboard Tall Ship

From $81

1 provider live

Sail on the iconic Tall Ship Windy

Access to all ship amenities (restrooms, bar, seating areas)