Cheap tickets to Chicago from Montreal

If you're searching for cheap tickets to Chicago from Montreal, you're covered with WestJet. 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. But we don't simply get you from Point A to Point B; at WestJet, we make it our mission to provide caring, courteous service and the safest flight possible — all at an incredible value. For service and value that soars above the rest, choose WestJet.

Low fare finder

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

We're the first step for your journey to Chi-town

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.

Ready to go? Book cheap tickets today through WestJet and your dream trip to impressive, world-class Chicago will quickly become a reality. Whether you're flying for business or to check out the city's hottest attractions — including everything from Wrigley Field and Millennium Park to the Art Institute of Chicago — rest assured that you can get there safely with WestJet. Fly to Chicago from Montreal with WestJet and find out how you can pay less but get more.

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