$160 Cheap American Airlines flights Washington (IAD) to Key West (EYW)

Set the "Price (lowest to highest)" filter on Expedia to look for cheap American Airlines round-trip flights from $334 from IAD to EYW. Affordable one-way tickets from $160 are available as well.**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.

Begin your search one to three months before your departure to get cheap fares on American Airlines flights from Washington Dulles Intl. Airport (IAD) to Key West Intl. Airport (EYW). You can save 25% by booking your domestic flight 34 to 86 days in advance versus last-minute reservations made 6 to 12 days out. You could also reduce costs by buying your fare on a Sunday, as it's 6% cheaper on average than a Monday, the most expensive day to book.* Get your timing right, and you can enjoy significant savings on domestic flights.*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.

Filter your results by "Morning" and "Early Morning" to see the earliest flights from IAD to EYW. Heading off early means flight cancellations are less likely.**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.