Direct flights from Chicago to Calgary

Make WestJet your first and last stop in your search for direct flights from Chicago to Calgary. We fly to destinations in North America, Central America, the Caribbean and Europe — including flights into Calgary International Airport — and we're here to get you where you want to be. One of our main focuses is to provide our guests with great experiences, which include safe, affordable travel, and that will never change. Take a look at our range of direct flights today.

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Plan your visit to Cowtown with WestJet

Airport Details: From ORD, Chicago O'Hare International Airport To YYC, Calgary International Airport

Calgary is a rapidly growing city that’s not only a business capital but also a great place to visit. Best yet, WestJet lands conveniently close to the downtown core, so that you can start exploring the city sooner rather than later. There’s always plenty to do in Calgary: from their world famous Stampede that’s been dubbed “The Greatest Outdoor Show on Earth” to Calaway Park, it’s easy to see why it’s a city you just have to experience.

Your trip to Alberta's most historic and cosmopolitan destination starts when you book your direct flight. Enjoy swift, comfortable travel from Chicago to Calgary with WestJet and put Calgary Zoo, the National Music Centre and Canada’s Sports Hall of Fame right at your fingertips.

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