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Key West, Florida Keys, Florida
This deal is already a few days old and availability may have changed.

Cocktails🍹& Sunsets in Key West😎

Flights ✈️with Legacy Airlines from $209🧳

From $209

Published by
Katrina Kerr·1/20/2024

Have you been dreaming about Key West? We have too! So pack your bags.

We found great prices from $209 round trip to fly into Key West. Land right in the heart of the island and forget about the 4-hour drive from Miami. Most flights have short layovers and some are even nonstop.

Once in Key West everything is accessible by foot, taxi, or bike. After a day of exploring, head on down to Mallory Square -- grab yourself a cocktail and watch the sun go down.


Close to the Beach
Family Friendly
Great for Groups
Great for Couples
Great for Solo Travel
Premium airline


  • Boston
  • New York
  • Washington
  • Los Angeles
  • Chicago
  • St Louis


  • Key West


Here are some of the dates and departure airports we found for you, but more are available.

These flights and prices are based on direct flights and short layovers.

Click on the links below to change your departure city and date.

⬇️From Boston

⬇️From New York

⬇️From Washington DC

⬇️From Los Angeles

⬇️From Chicago

⬇️From St. Louis

Example of the Cheapest Flight

Additional Information

All of our deals are available at the time of publishing, but prices are subject to fluctuate and change at any time.

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Bucket listCity TripsBeach VacationsFamily-FriendlyGroup HolidayInstagrammableMini BreakSolo TravelUnder 500
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