Flight deals from Chicago to Winnipeg

If you've come to WestJet to find flight deals from Chicago to Winnipeg, you've already taken the first step on your journey. Our flights land all over North America, Central America, the Caribbean and Europe, including Winnipeg James Armstrong Richardson International Airport, so you can always rely on us to get you to where you need 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. So if we encompass the things you value most in flying then book with us today.

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WestJet has your ticket to The Peg

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

As one of Canada's sunniest cities, Winnipeg is home to a brilliant array of attractions — from expansive parks and diverse neighbourhoods to celebrated ballet, opera and theatre productions. The Peg also plays host to a wide variety of festivals year-round, including the Winnipeg Fringe Theatre Festival, Winnipeg International Children's Festival and Winnipeg Folk Festival. There's even a sandy beach just a short drive away, where guests can enjoy fishing, swimming or just a lazy day under the sun.

Book your flight deal and look forward to touching down in one of Manitoba's most spirited and sociable destinations. No matter the reason for your travel, you can rely on WestJet to get you from Chicago to Winnipeg so that you can enjoy Assiniboine Park, The Forks National Historic Site and The Manitoba Museum.

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