Flights from Key West

6 cities in 1 countries. In each country, prices we can stand behind come first, then the cheapest.

Destinations with a recent price: 6

Recent prices: 12

FareTell may earn a commission when you book through a partner.

Standing out right now

Nothing stands out strongly right now. Browse everything we can see, or keep looking.

Fares Aviasales flagged as unusually low

No fares flagged as unusually low in the last two days.

When these trips depart

Every price counted here was found on or after 13 Oct.

Return

October 2026: 1 destination with recent prices, from $498
Sarasota · 22 Oct – 28 Oct · found 4 days ago · See prices for these dates

One-way

October 2026: 3 destinations with recent prices, from $37
Orlando · 23 Oct · found 6 days ago · Open this trip
December 2026: 2 destinations with recent prices, from $174
Boston · 13 Dec · found 2 days ago · Open this trip
January 2027: 1 destination with recent prices, from $113
Philadelphia · 4 Jan 2027 · found 4 days ago · Open this trip

Everywhere, by country

1 traveler · Economy

City	From	Trip	Dates	Airports	Stops	Airline	Found
United States
Orlando	$37	one-way	23 Oct	EYW → SFB	nonstop	Allegiant Air	found 6 days ago	Open this trip
Philadelphia	$113	one-way	4 Jan 2027	EYW → PHL	2 stops	Breeze Airways	found 4 days ago	Open this trip
Boston	$174	one-way	13 Dec	EYW → BOS	1 stop	Allegiant Air	found 2 days ago	Open this trip
Fort Myers	$181	one-way	15 Dec	EYW → RSW	2 stops	Breeze Airways	found 3 days ago	Open this trip
Miami	$189	one-way	31 Oct	EYW → MIA	2 stops	Allegiant Air	found 2 days ago	Open this trip
Sarasota	$498	return	22 Oct – 28 Oct	EYW → SRQ	out 2 stops, back 2 stops	Breeze Airways	found 4 days ago	See prices for these dates

Prices are what travelers' searches on Aviasales found in the last 7 days, in US dollars: the price the seller showed on Aviasales; bags may cost extra. Fares change, so check today's price before you book. How our prices work