Flight deals from Chicago to Brandon

Flight deals from Chicago to Brandon is what WestJet does best. We operate scheduled flights to more than 100 destinations in North America, Central America, the Caribbean and Europe — including Brandon Municipal 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. These are just some of the many reasons why Canadians book with WestJet and why you should too.

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You can get to the Wheat City with WestJet

Airport Details: From ORD, Chicago O'Hare International Airport To YBR, Brandon Municipal Airport

After Winnipeg, Brandon is Manitoba's largest city, and one of the province's friendliest destinations for visitors. A Midwest destination with an intimate vibe, this is a city with an active calendar of annual events, as well as abundant natural beauty at the nearby Assiniboine Riverwalk. At the popular Keystone Centre, visitors can experience the excitement of the Brandon Wheat Kings WHL team or the family-friendly spectacle of the famed Royal Manitoba Winter Fair.

You can always trust in WestJet for flight deals when you want to experience a truly pleasant and culturally diverse destination in Manitoba. Whether you're travelling for business or to visit attractions like the Art Gallery of Southwestern Manitoba, the Commonwealth Air Training Plan Museum or The Evans Theatre, you can rest assured that you'll get from Chicago to Brandon swiftly, safely and comfortably with WestJet.

Soar through the clouds with WestJet: book with us today.