Last minute flights from Winnipeg to Chicago

When it comes to finding last minute flights from Winnipeg to Chicago, there’s no better place to look than WestJet. 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. One of our main priorities has always been to offer our guests superior experiences; with us that means safe, affordable travel. So start by checking out our last minute flights today.

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Your getaway to Chi-town starts here

Airport Details: From YWG, Winnipeg James Armstrong Richardson International Airport To ORD, Chicago O’Hare International Airport

A world city in every sense, Chicago is known for its economic strength, its instantly recognizable skyline and its inimitable contributions to culture — particularly in the fields of comedy and music. There is a dizzying array of attractions available to guests in "Chi-town," including designer shopping along the Magnificent Mile and timeless family fun at historic Navy Pier. Of course, no trip here is complete without a taste of the city's signature delicacy – deep-dish pizza pie.

If you need last minute flights to one of the most impressive and world-class destinations in Illinois, you know you can get there with WestJet. Enjoy swift, safe air travel from Winnipeg to Chicago with WestJet — and then get down to the serious business of enjoying the likes of Wrigley Field, Millennium Park or the Art Institute of Chicago.

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