Route

Boston to Key West: what the flight costs

In the last 60 days we checked this route 2 times. The typical round trip was $503 per person and the lowest $469, taxes and fees included.

Per person
Lowest seen$469
Typical (median)$503
Price checks, 60 days2

Check live prices

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Trips we picked on this route

Every fare we found in the last 30 days

CheckedTrip datesPer personAirlineStopsDurationSource
Oct 12, 2026Nov 27–30, 2026$536B6with a stop26h 16mKiwi.com
Oct 12, 2026Nov 27–30, 2026$469B6 + G4 + F9with a stop3h 55mKiwi.com

About Key West

Key West is the end of the road, a small island of pastel conch houses, sunset celebrations and reef snorkelling at the tip of the Florida Keys.

Key West from every city: when to go, where to stay, what to do

Questions about Boston to Key West

What does a round trip from Boston to Key West usually cost?

Over the last 60 days the typical price we found was $503 per person, taxes and fees included, across 2 checks; the lowest was $469.

When is the best time to fly from Boston to Key West?

Key West is at its best in January, February, March, April, May, November and December. Avoid August, September, October: Peak hurricane season; many visitors wait until November

Do I need a passport to fly from Boston to Key West?

No, a government photo ID is enough for US citizens.