Cheap flights from Chicago to Brandon

For cheap flights from Chicago to Brandon, WestJet has what you’re looking for. We fly to destinations in North America, Central America, the Caribbean and Europe — including flights into Brandon Municipal Airport — and we're here to get you where you want to be. One of our main priorities has always been to offer our guests superior experiences; with us that means safe, affordable travel. Explore our selection of cheap flights now.

Start your visit to the Wheat City with WestJet

After Winnipeg, Brandon is Manitoba's largest city, and one of the province's friendliest destinations for visitors. While this Midwest destination retains a strong sense of small-town charm, it's also home to spectacular nature in the form of the Assiniboine Riverwalk — and an action-packed annual event in the form of the Manitoba Summer Fair. For visitors who want to join the locals, the unmistakable Keystone Centre is the venue for Brandon Wheat Kings WHL games and the famed Royal Manitoba Winter Fair.

Book your cheap flight and look forward to touching down in one of Manitoba's most pleasant and culturally diverse destinations. 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.

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

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