$89 Cheap American Airlines flights Chicago (ORD) to Calgary (YYC)

You’ll find affordable round-trip American Airlines flights from $212 from ORD to YYC by sorting your results from “Price (lowest to highest)” on Expedia. Or look for deals from $89 for a one-way journey.**These prices were available on Expedia within the past 7 days, for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.

American Airlines flights to Calgary are often cheaper in the low-season months of January and November. Whether you’re in search of a one-way or round-trip ticket, you could score a better deal then.

To grab affordable flights from ORD to YYC with American Airlines, start your search about one month before your planned departure. You can save 17% when you lock in your international tickets 18 to 29 days ahead instead of booking four to five months in advance. Another helpful tip? Booking on Sunday offers average savings of 17% compared to Friday (the most expensive day).**Ideal booking window recommendation is based on average round-trip ticket prices for January through November for 2024. Best day of the week to book recommendation is based on average round-trip ticket prices for January through October 2024. All data sourced from ARC’s global airline sales database.

Use the “Nonstop” filter when looking for direct American Airlines flights from ORD to YYC. You’ll also be able to compare other airlines servicing the same nonstop route.

Find American Airlines’s earliest flights from ORD to YYC by selecting our “Morning” and “Early Morning” filters. Not only will you get to your destination sooner, early departures also have a 20% less chance of being canceled.**Most reliable time of the day recommendation is based on January through August 2024 flight status data sourced from OAG’s global flight data platform.

Calgary Intl. Airport (YYC) is the primary Calgary hub for American Airlines flights from O’Hare Intl. Airport (ORD).

It’s generally possible to change or cancel your flight, although there may be additional charges if your booking was made over 24 hours ago. Prefer to keep your options open? Use our “No cancel fee” and “Changes included” filters to find flights that won’t charge you extra if you have to revise your plans. To modify your itinerary, go to “Trips,” select your flight and click on “Manage Booking” for more information.