Cheap flights from Chicago to Charlottetown

For cheap flights from Chicago to Charlottetown, WestJet has what you’re looking for. We operate flights to Charlottetown Airport and many other airports in Canada, the United States, Mexico and Caribbean, which makes us your number one source for a flight that's right. Because one of our main priorities has always been to provide superior guests experiences, you can trust that you’ll always have a safe, affordable trip. So book with WestJet today.

Your getaway to the Birthplace of Confederation starts here

Airport Details: From ORD, Chicago O'Hare International Airport To YYG, Charlottetown Airport

Prince Edward Island's capital city doesn't just offer fresh and tasty seafood dishes; it also serves up a bounty of history and culture. In fact, visitors can enjoy an assortment of things to see and do in Charlottetown, such as a thriving theatre scene that includes Anne of Green Gables — the country's longest-running musical — among its productions. Yet the city is best known for being the "Birthplace of Canada," a claim to fame visitors can learn all about at the recently redeveloped Founders' Hall.

Get cheap flights from WestJet and before you know it, you’ll be in a truly captivating and history-rich part of Prince Edward Island. We know you’re looking forward to St Dunstan’s Basilica, Moonsnail Soapworks and Red Shores Racetrack & Casino, which is why WestJet is committed to getting you from Chicago to Charlottetown.

For an exceptional guest experience, book with WestJet today.

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