Flight deals from Toronto to Chicago

If you've come to WestJet to find flight deals from Toronto to Chicago, you've already taken the first step on your journey. We fly to destinations in North America, Central America, the Caribbean and Europe — including flights into Chicago O’Hare International Airport — and we're here to get you where you want to be. We also believe that our passengers shouldn't get less simply because they pay less, and that's why we're committed to offering affordable air travel that comes complete with exemplary customer service. Browse our flight deals today.

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Your getaway to Chi-town starts here

Airport Details: From YYZ, Toronto Pearson International Airport To ORD, Chicago O’Hare International Airport

Chicago is a truly unforgettable city, one known for its dynamic neighbourhoods, specialty cuisine, world championship sports teams and beautiful skyline. Once visitors touch down in "Chi-town," they'll quickly discover a vast array of attractions, including everything from the popular Lincoln Park Zoo and Shedd Aquarium to the designer boutiques along Michigan Avenue. There's also the city's signature dish to try: deep-dish pizza.

Your trip to Illinois's most impressive and world-class destination starts when you book your flight deal. Whether it's for business purposes or to see the likes of Wrigley Field, Millennium Park or the Art Institute of Chicago, WestJet offers air travel from Toronto to Chicago that's swift, safe and comfortable.

For a safe, comfortable and caring air travel experience, book with WestJet.