Cheap flights to Chicago from Winnipeg

If you're on the hunt for cheap flights to Chicago from Winnipeg, look no further than WestJet. Our 150+ destinations in North and Central America, the Caribbean and Europe include flights into Chicago O’Hare International Airport, which means we're the people who can get you where you need to be. But our great routes aren't the only thing we offer; we also provide an exceptional guest experience that includes safe, comfortable and sensibly-priced travel each and every time. Get real value and unbeatable service for your next trip by flying with WestJet.

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Let us take you to Chi-town

Airport Details: To ORD, Chicago O’Hare International Airport From YWG, Winnipeg James Armstrong Richardson International Airport

Located on the shores of Lake Michigan in the heart of the Midwest is Chicago, a city that’s home to a collection of famous museums, beautiful lakefront parks, diverse neighbourhoods and attractions. Architecture plays a role in the city's appeal; in fact, Chi-Town is widely acknowledged as the origin of the modern building. The city is equally renowned for its steaming deep dish pizza and for hosting some of the best stand-up acts and venues anywhere in the world.

Isn't it time to fly away? Book cheap flights today through WestJet and your dream trip to impressive, world-class Chicago will quickly become a reality. No matter if you're headed there for business or you're hoping to check out such great attractions as Wrigley Field, Millennium Park and the Art Institute of Chicago, WestJet will get you where you want to be. WestJet can help you get more and pay less: fly to Chicago from Winnipeg with us to find out how.

Your next journey starts now: book with WestJet today.