S$173 Cheap Flights from Chicago to Calgary

Within the past 7 days on Expedia, for flights departing within the next year, the lowest price advertised for a round-trip flight between O'Hare Airport and YYC Calgary International Airport was S$380. Fares this good don't wait forever, so make sure you book yours today. Prices and availability are subject to change. Additional terms apply.

Each air carrier has different terms and conditions. If you decide to cancel your getaway, visit our Customer Service Portal.

Many airlines offer the option to reschedule your flight without a change fee. All you pay is the difference between the original flight and the new flight. When you're searching for ORD to Calgary Intl. Airport (YYC) flights, you'll see a "no change fees" filter for you to select.

Expect to be cruising at altitude for a while, as the flight distance from Chicago to Calgary is 2,200 kilometres. Set up a playlist of your favourite songs before you leave home to keep yourself entertained during the journey.

Flying directly from ORD to YYC Calgary International Airport is a cinch with United Airlines (UA). This top carrier offers 30 flights every month.

Last-minute bookings from ORD to YYC can be hit-or-miss. You may be able to score a bargain, but you could also completely miss out! If you'd prefer to play it safe and start your trip planning ahead of time, Expedia compares flight deals up to 12 months in advance. Just remember that not all airlines publish their prices so far in advance. Our suggestion? Check back often as updates are made frequently.