Cheap flights from Montreal to Chicago

When it comes to finding cheap flights from Montreal to Chicago, there’s no better place to look than WestJet. 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. Since our inception, we've been dedicated to delivering excellent guest experiences at affordable prices. These are just some of the many reasons Canadians choose to fly with WestJet and why you should too.

Find your tickets to Chi-town at WestJet

Airport Details: From YUL, Montréal To ORD, Chicago O’Hare International Airport

Chicago is a top-notch city, celebrated for its spectacular skyline, world-famous museums and diverse neighbourhoods. Here in "Chi-town," visitors have at their disposal a huge range of pastimes and attractions, from the entertainment-filled Navy Pier to the world-class retail experiences on State Street and the Magnificent Mile. And the city's most recognized cuisine, the deep-dish pizza, is on offer at pizzerias and restaurants all over the city.

Arrange your cheap flight now and start planning an exciting trip to Illinois's impressive, world-class destination. Whether for work or pleasure, WestJet will take you from Montreal to Chicago and before you know it you’ll be enjoying Wrigley Field, Millennium Park and the Art Institute of Chicago.

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

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