Cheap tickets to Chicago from Winnipeg

When you're on the lookout for cheap tickets to Chicago from Winnipeg, rest assured that you can get there with WestJet. You may be pleased to know Chicago O’Hare International Airport isn't the only place we land; we're also proud to offer flights to more than 150 exciting destinations in Canada, the U.S., Mexico, Central America, the Caribbean and Europe. 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. Put service and value first for your next trip by flying with WestJet.

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Chi-town is only a flight away

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

With its lakefront green spaces, cultural diversity and world-class museums and galleries, it isn't hard to see why Chicago is a great choice for an action-packed city break. Fans of architecture are drawn to Chicago because it's the birthplace of the modern building, its skyline marked by instantly recognizable structures. Yet it's two other famous Chicagoan exports that have visitors coming in their millions year after year: raucous live comedy and delicious deep dish pizza.

Isn't it time to fly away? Book cheap tickets today with WestJet and before you know it you'll be in impressive, world-class Chicago. Whether it's a business trip or you want to visit Wrigley Field, Millennium Park or the Art Institute of Chicago, you know that you can get there swiftly, safely and comfortably 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.