$414 Cheap American Airlines flights Chicago (ORD) to Madrid (MAD)

Scoring cheap one-way American Airlines flights from ORD to MAD from $414 on Expedia couldn't be simpler --- just filter by "Price (lowest to highest)." Or check out our budget-friendly return fares from $372 for your next getaway.**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.

To grab affordable flights from ORD to MAD with American Airlines, begin your search about one month before your planned departure. You can save 17% when you book 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.

Find American Airlines's earliest flights from ORD to MAD by checking our "Morning" and "Early Morning" filters. Not only will you get to your destination sooner, early departures also experience 20% fewer cancellations.**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.