Round trip flights to Chicago from Montreal
If you're on the hunt for round trip flights to Chicago from Montreal, look no further than WestJet. Whether you want to touch down at Chicago O’Hare International Airport or you're considering travelling to one of our 150+ destinations in North America, Central America, the Caribbean or Europe, we can help your next trip take flight. That's not the only reason thousands of people choose to fly with WestJet: we're also committed to offering our guests a great experience, which means safe, friendly and affordable travel each and every time. Get the service and value you deserve with WestJet.
Low fare finder
Don't see what you're looking for? Find all of our great low fares in one place.
Your trip to Chi-town begins with WestJet
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.
So why wait? Book round trip flights with WestJet today and you'll be in impressive, world-class Chicago in no time at all. 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 Montreal with WestJet and make the most of a great guest experience.