Flights to Chicago from Regina

For flights to Chicago from Regina, WestJet has you covered. We fly into Chicago O’Hare International Airport and more than 150 other destinations across Canada, the U.S., Central America, the Caribbean and Europe — so you can depend on us to get you there. 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. Book your journey with WestJet today.

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Your trip to Chi-town starts here

Airport Details: To ORD, Chicago O’Hare International Airport From YQR, Regina International Airport

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 what are you waiting for? Book flights now and look forward to exploring impressive, world-class Chicago. 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 Regina and find out how your money goes further with WestJet.

Take a trip to remember: book with WestJet today.