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Chicago vacation packages departing from Toronto

You've found the smartest way to book vacation packages from Toronto to Chicago. Click a price below to see our unique vacation grid. It's very fast and has a calendar format for easy comparison. Our agents have been to Chicago - call us and we'll help you decide which hotel is right for you.

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    Best Prices for Vacation Packages To Chicago From Toronto - per person incl. taxes

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    Make your way to the Windy City. With its world-class art, modern architecture, and charming restaurants, Chicago is a must-see for anyone dreaming about a USA vacation. In Chicago, you’ll find two world-class conservatories, a collection of over 40 museums, and more than 7,000 restaurants. Whatever you fancy, Chicago promises to entertain. As the birthplace of modern architecture, visitors may enjoy one of the many architectural river cruises available to appreciate the fusion of classic and modern structures along the Chicago River. At night, you may visit storefront theatres and enjoy major Broadway shows. A getaway to Chicago is an excellent option for couples, families, singles, and groups of friends. We can help you find the best-priced packages suitable to your needs. Give us a call toll-free at 1-800-665-4981 to get your Chicago vacation from Toronto started. 

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