Cheap flights to Chicago from Sydney

Count on WestJet for cheap flights to Chicago from Sydney. We're here to get you to Chicago O’Hare International Airport as well as more than 150 other destinations across North and Central America, the Caribbean and Europe. On top of our great routes, we're proud to provide our passengers with air travel that's truly safe, swift and comfortable, all at an affordable price. 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.

We'll get you to Chi-town

Airport Details: To ORD, Chicago O’Hare International Airport From YQY, Sydney/J.A. Douglas McCurdy Airport

Those who visit Chicago find a world-class city with a beautiful waterfront and plenty of urban green spaces to enjoy. Fans of architecture are drawn to Chicago because it's the birthplace of the modern building, its skyline marked by instantly recognizable structures. No trip here is complete without experiencing two of the city's most famous exports — live comedy and deep dish pizza.

Ready to go? Book cheap flights now with WestJet and soon you’ll be touching down in impressive, world-class Chicago. It doesn't matter if you're flying for business or to see the city's much-loved attractions — including Wrigley Field, Millennium Park and the Art Institute of Chicago — you can rest easy knowing that WestJet travel is both safe and comfortable. Fly to Chicago from Sydney with us and discover how we put exceptional customer care first.

We take customer care sky-high: book with WestJet today.