Cheap flights to Chicago from Montreal

When you're looking to find cheap flights to Chicago from Montreal, WestJet is your reliable resource. Not only do we fly to Chicago O’Hare International Airport, but we also travel to more than 150 destinations in Canada, the U.S., Mexico, Central America, the Caribbean and Europe, so you can be sure we'll get you where you want to go with ease. Beyond our convenient routes, we believe in giving our passengers an outstanding experience from start to finish, which means you can expect air travel that's swift, safe, comfortable and affordable. So make your next trip one to remember and book with WestJet.

Low fare finder

Don't see what you're looking for? Find all of our great low fares in one place.

Your flight to Chi-town begins here

Airport Details: To ORD, Chicago O’Hare International Airport From YUL, Montréal

Informally known as Cabo, this ancient destination is one of Mexico's most popular tourist spots. Yet there's also plenty to see, do and experience beyond the beach, such as hiking to Damajagua’s 27 waterfalls and witnessing spectacular scenery on the way. Shopping is another prevalent pastime – especially at nearby Sosua, known for its lively, bustling beachfront markets.

Isn't it time to fly away? Book cheap flights with WestJet and before long you'll find yourself in impressive, world-class Chicago. We're here to get you there swiftly and comfortably, whether it's for business purposes or to enjoy fantastic attractions like Wrigley Field, Millennium Park or the Art Institute of Chicago. WestJet can help you get more and pay less: fly to Chicago from Montreal with us to find out how.

Take a trip to remember: book with WestJet today.