$129 Cheap United flights Boston (BOS) to Key West (EYW)

Apply the “Price (lowest to highest)” filter on Expedia to look for cheap United Airlines return flights from $257 from BOS to EYW. Affordable one-way options from $129 are also available.**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.

Browse for one-way or return flights to Key West in September or August. You could find a cheap fare with United Airlines during these off-peak travel months.

For cheap United Airlines fares from Logan Intl. Airport (BOS) to Key West Intl. Airport (EYW), start searching one to three months before your planned 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 impact the cost. Sunday is typically the most affordable, while Monday is often the most expensive for domestic flights. You can save 6% on average by choosing to book 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.

Click on the “Nonstop” filter when browsing for direct United Airlines flights from BOS to EYW. It’s also an easy way to compare other carriers servicing the same nonstop trip.

To find the earliest departures from BOS to EYW with United Airlines, filter your results by “Early Morning” and “Morning.” Booking an early flight generally means you’ll experience 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.

United Airlines flights from Logan Intl. Airport (BOS) to Key West arrive at Key West Intl. Airport (EYW). This is the main gateway to this destination.

A rewarding loyalty program and the opportunity to collect points through United Mileage Plus are the start of the reasons to jet off from BOS to EYW with United Airlines. Plus, when you join Expedia’s free One Key™ program, you can receive OneKeyCash™* on top of any airline loyalty program earnings. It’s yours to spend on your next adventure.*OneKeyCash™ disclaimer - OneKeyCash™ is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.

Changes are often free within 24 hours of making a booking, but your airline may charge a fee after that time. For further information about modifying your flights, go to your “Trips,” select your flight and click on “Manage Booking.” If you’d like the freedom to make changes without additional charges, apply the “Changes included” and “No cancel fee” filters when organizing your trip.