Cheap flights to Chicago from Calgary

When you're looking to find cheap flights to Chicago from Calgary, WestJet is your reliable resource. You may be pleased to know Chicago O’Hare International Airport isn't the only place we land; we're also proud to offer flights to more than 150 exciting destinations in Canada, the U.S., Mexico, Central America, the Caribbean and Europe. But there's more to us than just great destinations; we're also known for offering outstanding customer service and a safe, comfortable and affordable air travel experience. So, when service and value are important factors for your next trip, choose WestJet.

We're the first step for your journey to Chi-town

Travellers looking for a world-class city with a beautiful lakefront and abundant green space are never disappointed in Chicago. Don't be surprised by how tall the skyscrapers are here: after all, Chicago is known as the birthplace of the modern building. A trip here isn't complete without a taste of the city's best-known exports: a live comedy show and deep-dish pizza pies.

Ready to make your move? Book cheap flights with WestJet and before long you'll find yourself in impressive, world-class Chicago. 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 Calgary with us and see how far a great guest experience can go.

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

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