Cheap flights from Massachusetts to Key West

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Sloppy Joe’s is Key West’s most famous bar. Frequented by Ernest Hemingway and his drinking buddies, the bar showcases many Hemingway memorabilia. (Sloppy Joe, in fact, was one of Hemingway’s friends named Captain Joe Russell).... (read more in our Key West Nightlife)

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Boston 

Check our newest flight offers to Key West:

  • $355Multiple Airlines flight Multiple Airlines 
    FromToDepartureTime
    Boston, MA (BOS)Key West, FL (EYW)05/27/201704:20 pm
    Key West, FL (EYW)Boston, MA (BOS)06/09/201705:55 pm
    cheapoair.com check price
  • $372Multiple Airlines flight Multiple Airlines 
    FromToDepartureTime
    Boston, MA (BOS)Key West, FL (EYW)05/27/201704:20 pm
    Key West, FL (EYW)Boston, MA (BOS)06/09/201705:55 pm
    cheapoair.com check price
  • $452Multiple Airlines flight Multiple Airlines 
    FromToDepartureTime
    Boston, MA (BOS)Key West, FL (EYW)05/15/201712:34 pm
    Key West, FL (EYW)Boston, MA (BOS)05/20/201707:00 am
    cheapoair.com check price
  • $452Multiple Airlines flight Multiple Airlines 
    FromToDepartureTime
    Boston, MA (BOS)Key West, FL (EYW)05/15/201712:34 pm
    Key West, FL (EYW)Boston, MA (BOS)05/20/201707:10 pm
    cheapoair.com check price
  • $469Multiple Airlines flight Multiple Airlines 
    FromToDepartureTime
    Boston, MA (BOS)Key West, FL (EYW)05/27/201712:34 pm
    Key West, FL (EYW)Boston, MA (BOS)06/09/201705:55 pm
    flyfar.ca check price
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