Cheap flights to Chicago

If you’re searching for cheap flights to Chicago, there’s no better place to look than WestJet. We take pride in being one of the country's top airlines; we're also proud to fly to over 150 destinations in North America, Central America, the Caribbean and Europe. That means you can count on us to bring you the right flight at the right price. We believe that paying less for a flight shouldn't mean getting less, which is the reason we've built our entire corporate culture around exceptional customer care and the safest, friendliest air travel experience possible. This is why countless passengers turn to WestJet time and again.

Book your next trip with WestJet

No matter what your reasons are for travelling to Chicago, you can get there with WestJet. With the likes of Wrigley Field, Millennium Park and the Art Institute of Chicago, it's easy to see that Chi-town has it all. Book your cheap flight today and you'll have taken the first step towards the fantastic sights, smells and sounds of perhaps the most impressive and world-class place in Illinois. We're known for offering great deals on great flights, but it's our attentive customer service that makes us stand out. You can turn to WestJet for cheap flights to Chicago.

Here at WestJet, our activities extend beyond cheap flights to Chicago to include supporting the communities we serve in other ways. Via a variety of charitable endeavours, we're on a mission to give back to the areas we serve, both near and far. Launched in 2007, our WestJet Cares for Kids initiative supports eight charitable partners — including Boys and Girls Clubs of Canada, Hope Air and The David Foster Foundation — to assist young ones and their families with their health and wellness needs. Not only are we committed to enhancing the lives of the people around us, but we're also dedicated to preserving our natural surroundings through sustainable practices. As such, we have taken careful measures to replace our aircraft with more fuel-efficient fleets, as well as to invest in technology, infrastructure and procedures that work to maximize operating efficiency. As a result, we take pride in reporting a 44.8 per cent improvement in fuel efficiency per revenue tonne kilometre. For these reasons and more, you can feel confident about making WestJet your airline of choice when flying to Chicago and beyond.

Experience our culture of caring firsthand: book with WestJet today.

Search for great WestJet flights