Chicago tours, sightseeing, things to do

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Tours & Sightseeing in Chicago

All 39 activities in Chicago »

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Chicago City Hop-on Hop-off Tour

Definitely worth doing based on 45 traveler reviews

Duration: Flexible

Location: Chicago, Illinois

See all the sights of Chicago at your own pace! On a Chicago City Hop-on Hop-off Tour you can get off the bus at any scheduled stop to visit Chicago's most popular ... More info »

Chicago Grand Half-Day Tour

Definitely worth doing based on 7 traveler reviews

Duration: 4 hours (approx.)

Location: Chicago, Illinois

This comprehensive half-day tour is the perfect introduction to the Windy City. From the highlights of the North Side and South Shore, to driving virtually the ... More info »

Chicago Segway Morning Tour

Absolutely loved it based on 8 traveler reviews

Duration: 3 hours (approx.)

Location: Chicago, Illinois

Hop on the most innovative tour to hit Chicago in years! Gliding around the Windy City on your very own Segway, you'll see all the famous sights - Buckingham Fountain, ... More info »

Chicago Grand Tour and Hancock Observatory

Definitely worth doing based on 6 traveler reviews

Duration: 5 hours 30 minutes (approx.)

Location: Chicago, Illinois

Enjoy the Grand Tour of Chicago and a visit to the Hancock Tower! See the sites from one of Chicago's tallest landmarks. More info »

Chicago Segway Afternoon Tour

Definitely worth doing based on 4 traveler reviews

Duration: 3 hours (approx.)

Location: Chicago, Illinois

This Segway Tour is perfect for those new to the city as well as Chicago veterans. For the beginners, this 3-hour tour will offer you a fantastic orientation and ... More info »

Chicago Segway Night Tour

Absolutely loved it based on 2 traveler reviews

Duration: 2 hours (approx.)

Location: Chicago, Illinois

Hop on the most innovative tour to hit Chicago in years! Gliding through the Windy City on an eco-friendly Segway is the coolest ride of the 21st century! Far ... More info »

Chicago Hop-on Hop-off Trolley and Upper Decker Tour

Definitely worth doing based on 2 traveler reviews

Duration: Flexible

Location: Chicago, Illinois

Enjoy a scenic tour of Chicago's lake front and downtown area aboard the Trolley buses and the New Upper Deckers! More info »

Chicago North Side Tour

Duration: 2 hours (approx.)

Location: Chicago, Illinois

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This is the tour for those looking to experience the vitality and excitement of Chicago. You'll tour through Chicago's main business section, one of the financial ... More info »

City Lights at Night Bicycle Tour

Duration: 3 hours (approx.)

Location: Chicago, Illinois

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Bike through Chicago's most attractive locations at night and discover her charming neighborhoods. More info »

Chicago Club Crawl

Definitely worth doing based on 2 traveler reviews

Duration: 4 hours (approx.)

Location: Chicago, Illinois

After dark, hit two of Chicago's hotspots for the best in blues and late night entertainment. At each club you will be treated to some of the City's popular Blues ... More info »

Tour the Treasures and Chicago South Shore Tour

Duration: 3 hours (approx.)

Location: Chicago, Illinois

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Enjoy all the sights on the South Shore Tour, plus admission to the Art Institute of Chicago! More info »

Chicago South Shore Tour

Definitely worth doing based on 2 traveler reviews

Duration: 2 hours (approx.)

Location: Chicago, Illinois

Here is a tour full of interest, history, and beauty. You'll travel through Grant Park, the front lawn of the city and site of Soldier Field, Adler Planetarium ... More info »