EYW

$90 Find Cheap Flights from Massachusetts to Key West

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Key West departing on 1/18. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$207
American Airlines
Thu 1/8Sun 1/11
ORH - EYW • 2 stops
Cheapest non-stop
$273
JetBlue
Fri 12/5Mon 12/8
BOS - EYW • Non-stop
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We hope you love your trip to Key West!
Flight Deals
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Flight Deals

Cheap Flights from Massachusetts to Key West

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Massachusetts to Key West that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Massachusetts to Key West

Thu, Jan 8 - Sun, Jan 11
American Airlines Logo
2:18 pm - 10:57 amORH-EYW
20h 39m2 stops
American Airlines Logo
1:33 pm - 1:53 pmEYW-ORH
24h 20m2 stops
$207American Airlines
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Sun, Mar 8 - Thu, Mar 12
Breeze Airways Logo
3:00 pm - 9:09 amBDL-EYW
18h 09m1 stop
Breeze Airways Logo
9:46 am - 11:56 pmEYW-BDL
14h 10m2 stops
$207Breeze Airways
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Fri, Jan 2 - Fri, Jan 9
Breeze Airways Logo
6:00 am - 7:07 amBDL-EYW
25h 07m1 stop
Breeze Airways Logo
1:06 pm - 3:05 pmEYW-BDL
25h 59m1 stop
$212Breeze Airways
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Thu, Jan 22 - Sun, Jan 25
Multiple Airlines Logo
9:31 am - 12:26 pmALB-EYW
26h 55m1 stop
Multiple Airlines Logo
10:27 pm - 8:47 amEYW-ALB
10h 20m1 stop
$236Multiple Airlines
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Sun, Dec 7 - Fri, Dec 12
Multiple Airlines Logo
9:59 am - 3:44 pmALB-EYW
5h 45m1 stop
Multiple Airlines Logo
9:57 am - 7:04 pmEYW-ALB
9h 07m1 stop
$238Multiple Airlines
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Sun, Dec 14 - Thu, Dec 18
Allegiant Air Logo
9:59 am - 3:44 pmALB-EYW
5h 45m1 stop
Allegiant Air Logo
10:32 pm - 7:33 pmEYW-ALB
21h 01m1 stop
$256Allegiant Air
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Sun, Dec 14 - Fri, Dec 19
Allegiant Air Logo
9:59 am - 3:44 pmALB-EYW
5h 45m1 stop
Allegiant Air Logo
7:03 pm - 7:14 pmEYW-ALB
24h 11m1 stop
$264Allegiant Air
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Sat, Nov 29 - Fri, Dec 5
United Airlines Logo
6:02 am - 2:04 pmBOS-EYW
8h 02m1 stop
United Airlines Logo
2:47 pm - 11:41 pmEYW-BOS
8h 54m2 stops
$268United Airlines
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Fri, Jan 30 - Mon, Feb 2
Spirit Airlines Logo
5:28 am - 1:30 pmBOS-EYW
8h 02m1 stop
Spirit Airlines Logo
2:25 pm - 4:19 pmEYW-BOS
25h 54m3 stops
$271Spirit Airlines
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Thu, Jan 8 - Mon, Jan 12
Spirit Airlines Logo
3:43 pm - 1:30 pmBOS-EYW
21h 47m2 stops
Spirit Airlines Logo
2:25 pm - 2:38 pmEYW-BOS
24h 13m2 stops
$273Spirit Airlines
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Good to know

Low seasonSeptember
Cheapest flight$90
Best time to beat the crowds with an average 9% drop in price.
Most popular time to fly with an average 7% increase in price.
Flight from Boston to Key West

FAQs for booking flights from Massachusetts to Key West

  • How does KAYAK find such low prices on flights from Massachusetts to Key West?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Massachusetts to Key West.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Massachusetts to Key West?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Key West from Massachusetts is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Massachusetts to Key West?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Key West with an airline and back to Massachusetts with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Massachusetts to Key West?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Key West from Massachusetts up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Traveling to a place near Key West?

Book flights to Key West if you plan to visit one of these locations
Little Torch Key

Everything you need to know for your flight to Key West

Information on the airport you'll fly into in Key West

Key West (EYW)