Last minute flight deals from Toronto to Chicago

When it comes to finding last minute flight deals from Toronto to Chicago, there’s no better place to look than WestJet. We have flights to 100 destinations in North America, Central America, the Caribbean and Europe, including Chicago O’Hare International Airport, so you’ll never have a problem getting where you need be, when you need to be there. One of our main priorities has always been to offer our guests superior experiences; with us that means safe, affordable travel. These are just some of the many reasons Canadians choose to fly with WestJet and why you should too.

Low fare finder

Don't see what you're looking for? Find all of our great low fares in one place.

A WestJet ticket is the first step of your trip to Chi-town

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.

Once you've arranged your last minute flight deal, all you have to do is look forward to the prospect of spending time in Illinois's most impressive and world-class destination. 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.

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