$182 Cheap American Airlines flights Vancouver (YVR) to Chicago (ORD)

You can discover cheap round-trip American Airlines flights from $325 from YVR to ORD by organizing your results from "Price (lowest to highest)" on Expedia. Or look for bargains from $182 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.

Look for American Airlines flights from YVR to ORD about one month before you want to leave. The most affordable time to book an international flight is generally 18 to 29 days ahead of your departure date when you can save 17% versus booking four to five months in advance. No matter your itinerary or fare class, the best day of the week to book international airfare is usually Sunday. Friday can be the most expensive. Passengers booking on a Sunday can save an average of 17% compared to those who book on a Friday.**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.

Search American Airlines's earliest flights from YVR to ORD by checking our "Morning" and "Early Morning" filters. Not only will you arrive sooner, early departures are also 20% less likely to be 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.