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Chicago Tours and Cruises

Get Your Tickets to the Windy City

The Windy City is a world-class destination of unsurpassed beauty. Attracting visitors from around the nation and the world, this popular city is located on the shores of Lake Michigan in the heart of the Midwest. Home to the Blues, top sports teams, an internationally-renowned symphony orchestra, spectacular live theater, celebrated architecture, thousands of restaurants, and world-class museums and shops, there is something for everybody to enjoy in Chicagoland.


Featured Tours and Activities

Location: Chicago Duration: 2.25 hours

This award winning city tour takes you on an entertaining, narrated journey around the downtown area and through several of Chicago's distinct neighborhoods. Along the way, you will be able to get out at several picturesque stops and take some wonderful photos. Comfortable, climate controlled, large windowed mini buses allow you to ride in style. This tour also includes complimentary pick-up from most downtown hotels.

From: $36.94 Canadian Dollars
Location: Chicago Duration: 3 Hours

This Segway Tour is perfect for both those new to the city and Chicago veterans. For the beginners, this tour will offer you a fantastic orientation and give you an opportunity to see virtually all of the sites you know from movies, postcards and history. For the veterans, you'll learn new facts and stories about Chicago that you've never heard. After taking this tour, you'll agree that Segway-ing is the best way to see the Windy City!

From: $69.79 Canadian Dollars
Location: Chicago Duration: 5.5 hours

Enjoy a comprehensive tour of the major sights in Chicago plus a visit to the 94th Floor Observatory at the Hancock Tower!

From: $59.81 Canadian Dollars
Location: Chicago Duration: 90 minutes to 6 hours

Take a sightseeing hop on and hop off trolley tour in Chicago, Illinois. The trolley tour of the Windy City provides a comprehensive tour of Chicago, and you may hop on and hop off at a number of popular locations.

From: $29.88 Canadian Dollars
Location: Chicago Duration: 3 hours

The Chicago Dinner Cruise is a celebrated 3-hour dinner/dance cruise along the magnificent Chicago waterfront. Why go to a land-based restaurant when you can get so much more on an exciting cruise? Enjoy a Grande Buffet meal with an energetic interactive emcee to entertain you with the perfect vibe. Dance, relax and stroll under a canopy of stars. And for the most magnificent view of Chicago's skyline, simply look out any window. Please Note: Rates for this cruise vary by day of the week. When you choose your specific date on the availability calendar, the rates for that date will be displayed.

From: $98.86 Canadian Dollars
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