Flight deals to Chicago from Calgary

When you're on the lookout for flight deals to Chicago from Calgary, rest assured that you can get there with WestJet. We're here to get you to Chicago O’Hare International Airport as well as more than 150 other destinations across North and Central America, the Caribbean and Europe. 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. You can count on us for reputable service offered at an impressive value.

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Let us take you to Chi-town

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

From its world-class museums to its culturally-rich, historically-significant districts and neighbourhoods, it's easy to see why Chicago is such a popular place to visit. Fans of architecture already know what fun they'll have here; as the birthplace of the modern building, Chicago is home to some of the most recognizable buildings in the world. No-one should leave the "Windy City" without getting a taste of comedy and deep-dish pizza, two things Chicago has perfected.

Ready to hit the skies? Book flight deals today through WestJet and your dream trip to impressive, world-class Chicago will quickly become a reality. Whether you're excited to visit such coveted attractions as Wrigley Field, Millennium Park and the Art Institute of Chicago, or you're simply travelling for business, you can be sure that you can get there with WestJet. Fly to Chicago from Calgary with WestJet and enjoy the journey along the way.

Your next journey starts now: book with WestJet today.