$216 Cheap American Airlines flights White Plains (HPN) to Key West (EYW)

Grab cheap round-trip American Airlines flights from $249 from HPN to EYW by filtering your results from "Price (lowest to highest)" on Expedia. Or search for bargains from $216 for a one-way trip.**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 find cheap American Airlines fares from Westchester County Airport (HPN) to Key West Intl. Airport (EYW), start searching one to three months before your intended departure. Securing domestic flights 34 to 86 days in advance could save you 25% compared to booking just 6 to 12 days ahead. The day you book can also affect what you pay. Sunday is usually the cheapest, while Monday is often the most expensive for domestic flights. You can save 6% on average by booking your flight on a Sunday.**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 "Early Morning" and "Morning" to find the earliest flights from HPN to EYW. Setting off early means you're less likely to experience 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.