Cheap flights from Toronto to Chicago

You can count on WestJet when it comes to cheap flights from Toronto to Chicago. We operate scheduled flights to more than 100 destinations in North America, Central America, the Caribbean and Europe — including Chicago O’Hare International Airport — and we make it our mission to get you wherever you need to be. One of our main priorities has always been to offer our guests superior experiences; with us that means safe, affordable travel. So book with WestJet today.

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Let's fly to Chi-town

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

Chicago is an economic powerhouse, a cultural hub and one of the most popular city destinations in the United States. 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. There's also the city's trademark dish to sample: deep-dish pizza pie.

You can always trust in WestJet for cheap flights when you want to experience a truly impressive and world-class destination in Illinois. We know Wrigley Field, Millennium Park and the Art Institute of Chicago are amongst the things you can’t wait to see, which is why at WestJet, we’re dedicated to getting you from Toronto to Chicago.

Reach for the sky with WestJet: book your next flight with us today.