Last minute flights to Winnipeg from Chicago

Turn to WestJet for last minute flights to Winnipeg from Chicago. We fly into Winnipeg James Armstrong Richardson International Airport and more than 150 other destinations across Canada, the U.S., Central America, the Caribbean and Europe — so you can depend on us to get you there. Along with the popular routes we fly, we're dedicated to delivering a memorable guest experience, which means safe and comfortable travel at a great value. So look no further than WestJet when you want to put service and value first.

Let us take you to The Peg

A city renowned for its architecture, festivals and talented local artists, it's not surprising that Winnipeg is known as the “cultural cradle of Canada.” It also enjoys a strong reputation for its exceptional golf courses, and during the winter months there are many opportunities to skate, ski and hike in the great outdoors. In addition to hosting the Winnipeg Comedy Festival, Manitoba's principal city is also ranks among the sunniest in the country, so guests are almost guaranteed to find sunshine and smiles whenever they visit.

Ready to make your move? Book last minute flights now with WestJet and soon you’ll be touching down in spirited, sociable Winnipeg. It doesn't matter if it's business travel or a trip to see Assiniboine Park, The Forks National Historic Site or The Manitoba Museum — you can get there with us. Fly to Winnipeg from Chicago with WestJet and enjoy the journey along the way.

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

Search for great WestJet flights