Cheap flights to Chicago from Brandon

When it comes to cheap flights to Chicago from Brandon, you can count on WestJet. We fly into Chicago O’Hare International Airport and more than 150 other destinations across Canada, the U.S., Central America, the Caribbean and Europe — so you can depend on us to get you there. Beyond our convenient routes, we believe in giving our passengers an outstanding experience from start to finish, which means you can expect air travel that's swift, safe, comfortable and affordable. So if you want great value without sacrificing great service, turn to WestJet.

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Travel to Chi-town in comfort

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

Informally known as Cabo, this ancient destination is one of Mexico's most popular tourist spots. Yet there's also plenty to see, do and experience beyond the beach, such as hiking to Damajagua’s 27 waterfalls and witnessing spectacular scenery on the way. Shopping is another prevalent pastime – especially at nearby Sosua, known for its lively, bustling beachfront markets.

Ready to go? Browse and book cheap flights with WestJet now and make your trip to impressive, world-class Chicago a reality. It doesn't matter if it's business travel or a trip to see Wrigley Field, Millennium Park or the Art Institute of Chicago — you can get there with us. Fly to Chicago from Brandon with us and find out firsthand how we take outstanding customer service sky high.

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