Flights to Winnipeg from Chicago

Count on WestJet for flights to Winnipeg from Chicago. We fly to Winnipeg James Armstrong Richardson International Airport and more than 150 destinations in Canada, the U.S., Mexico, the Caribbean and Europe, which means we can take you to wherever you want to go. But our great routes aren't the only thing we offer; we also provide an exceptional guest experience that includes safe, comfortable and sensibly-priced travel each and every time. Get the service and value you deserve with WestJet.

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Enjoy all The Peg has to offer with WestJet

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

Known as the "cultural cradle of Canada," Winnipeg offers visitors an array of talented artists, significant architecture, and famous festivals and events. But the city also has plenty to offer outdoor adventurers, including some of the province's finest provisions for golf, skiing, skating and more. On top of that, Manitoba’s capital city also enjoys a lot of annual sunshine, so guests are often assured a good forecast.

Are you past due for a vacation? Book WestJet flights now and you'll be all set to fly to spirited, sociable Winnipeg with ease. It doesn't matter if you're flying for business or to see the city's much-loved attractions — including Assiniboine Park, The Forks National Historic Site and The Manitoba Museum — you can rest easy knowing that WestJet travel is both safe and comfortable. Fly to Winnipeg from Chicago with WestJet.

We take customer care sky-high: book with WestJet today.