Sightseeing Tours and Cruises in Chicago, Illinois

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Chicago has a great variety of tours, cruises, and sightseeing adventures that you can enjoy, from bus, yacht, motorcoach or bike. Enjoy the skyline and sights while visiting some of the better attractions in Illinois.
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Chicago at night
We are among the Windy City's best sightseeing tours & cruises, and you will want to take advantage of our buses, flexibility and the chance to customize your future trip to Chicago.
Available 196 days between Now & Apr 30, 2019 View Schedule
helicopter16.jpg
Get a bird's-eye view of the city on the Chicago City Sights Helicopter Tour which is a sightseeing tour that you will never forget featuring spectacular views of Wrigley Field, Millennium Park, the Willis Tower, and the Navy Pier.
Available 47 days between Oct 16, 2018 & Dec 1, 2018 View Schedule
Honeymoon Helicopter Ride
A Chicago by Night Helicopter Tour provides a view of the city like no other; it offers up the dazzling city lights and aerial views of iconic Chicago locations such as Lincoln Park, Millennium Park, and Wrigley Field.
Available 47 days between Oct 16, 2018 & Dec 1, 2018 View Schedule
Chicago Movie Tour
You’ll travel through Chicago's Gold Coast, Wrigleyville and Uptown, where dozens of movies of the past 100 years were filmed with Sightseeing Tours & Cruises’ two-hour narrated bus tour.
Available 48 days between Now & Aug 31, 2019 View Schedule
Reflections
Through sightseeing tours & cruises, you and your small group will relax in a minibus or also in a luxury open boat to hear expert accounts of historic Chicago as your eyes consume iconic points of interest including Wrigley Field and the Museum Campus.
Available 15 days between Now & Oct 31, 2018 View Schedule
Navy Pier
Chicago's South Side is home to a number of notable sites including Navy Pier and University of Chicago; a Chicago South Side Tour with optional river cruise looks at these and offers the chance to cruise on the Chicago River.
Available 187 days between Oct 16, 2018 & Aug 31, 2019 View Schedule
Chicago Deep Dish Pizza
The Best of Chicago tour is the best way to absorb all the most magnificent sites in Chicago. Over five and a half hours of traveling through the city will show you the many famous neighborhoods and prominent locations throughout the city before giving you a complimentary slice of deep dish pizza.
Available 301 days between Oct 16, 2018 & Aug 31, 2019 View Schedule
Come be a part of this 40 minute cruise in Chicago, Illinois on this amazing boat tour; you will see beautiful attractions, lakefront views and learn of Chicago's history, also you will have the chance to see the Trump Tower, John Hancock Center, Sears Tower, as well as the Navy Pier and the Grant Park and Buckingham Fountain.
Available 168 days between Jan 16, 2019 & Aug 31, 2019 View Schedule
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