Flights from Toronto to Chicago

If it’s flights from Toronto to Chicago you’re looking for, you’ve come to the right place. We fly into more than 100 destinations in North America, Central America, the Caribbean and Europe — including Chicago O’Hare International Airport — which means we're able to take you wherever you want to go. Because one of our main priorities has always been to provide superior guests experiences, you can trust that you’ll always have a safe, affordable trip. These are just some of the many reasons why Canadians book with WestJet and why you should too.

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Find your tickets to Chi-town at WestJet

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

Chicago is a major metropolis with a variety of claims to fame, chief among them being its trademark skyline and its vital contributions to comedy and music. In fact, "Chi-Town" gives its guests an almost inexhaustible list of things to see and do, whether it's care-free fun at Navy Pier or trips to the top of some of the world's tallest buildings. And no trip to the Windy City would be complete without biting into a deep-dish pizza, the city's celebrated dish.

Find flights now and you'll soon be on your way to one of Illinois's most impressive and world-class destinations. No matter the reason for your travel, you can rely on WestJet to get you from Toronto to Chicago so that you can enjoy Wrigley Field, Millennium Park and the Art Institute of Chicago.

For an enriching air travel experience, book with WestJet today.