Airfare to Chicago from Winnipeg

When you're looking to find airfare to Chicago from Winnipeg, WestJet is your reliable resource. 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 extensive network of routes isn't the only thing that makes WestJet a great choice for travellers: we also offer a friendly, welcoming guest experience that helps to set our safe, affordable air travel apart. So, when service and value are important factors for your next trip, choose WestJet.

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Travel to Chi-town in comfort

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

Chicago is a true world city, known far and wide for its top-class museums and its assortment of diverse, culture-filled neighbourhoods. Architecture plays a role in the city's appeal; in fact, Chi-Town is widely acknowledged as the origin of the modern building. Of course, no trip here is complete without watching one of the famous Second City comedy shows or ordering one of the city's most famous exports – deep-dish pizza.

Isn't it about time you took a trip? Book airfare now with WestJet and soon you’ll be touching down 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 Winnipeg with us and discover how we put exceptional customer care first.

For exceptional service at a great value, book with WestJet today.