Chicago Sightseeing Tours & Cruises tours

Chicago Sightseeing Tours & Cruises - Page 4

68 experiences to discover

Air & Helicopter Tours City & Sightseeing Tours Cruises & Sailing Tours Cultural & Theme Tours Day Trips & Excursions Private & Custom 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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4.41

Chicago Downtown Food and Sightseeing Bike Tour

$60-$80

Taste iconic Chicago foods like deep-dish pizza

Bicycle and helmet

4.4

Chicago Prohibition Culture & Architecture Tour

From $50

Explore Chicago's Prohibition legacy

Walking Tour

4.39

Chicago Lakefront Segway Tour

From $75

Glide along Chicago's scenic lakefront

Segway i2

4.33

Chicago Lake Michigan Dinner Cruise

$176-$245

Savor a multi-course buffet dinner

Three-hour cruise

4.32

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

From $99

Cruise the Chicago River and admire stunning architecture

75-minute Shoreline Sightseeing architecture boat cruise

4.31

Chicago Crime Bus Tour at Night

From $55

Explore infamous crime scenes

Luxury, temperature-controlled coach bus

4.29

Chicago Historic Skyscrapers Walking Tour

From $35

Experience Chicago's iconic skyscrapers

Admission to the Galleries of the Chicago Architecture Center

4.27

Chicago Food, History, and Architecture Tour

From $101

Stroll through Chicago's iconic Pedway

Walking tour

4.19

Chicago Skyline Helicopter Tour

$751-$849

Create lasting memories with a bucket-list flight

Noise-canceling headsets

4.13

Chicago Night Tour with Skydeck and Skyline Cruise

$180-$209

Experience breathtaking views from the Skydeck

Local tour guide

4.02

Chicago History & Architecture Walking Tour with Boat Cruise

From $104

Marvel at Cloud Gate, aka 'The Bean'

Walking tour

3.98

Chicago Architecture River Cruise and Guided Tour

From $254

Marvel at Chicago's skyline from Adler Point

All attraction admission fees