EYW

$79 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 1/7. 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
$181
Overall average: $426
Breeze Airways
Sat 1/24Thu 1/29
BDL - EYW • 1 stop
Cheapest non-stop
$273
JetBlue
Tue 2/3Fri 2/6
BOS - EYW • Non-stop
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We hope you love your trip to Key West!
Flight Deals
Useful Info
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

Sat, Jan 24 - Thu, Jan 29
Breeze Airways Logo
3:59 pm - 9:26 am
BDL
-
EYW
17h 27m1 stop
Breeze Airways Logo
11:06 am - 10:04 pm
EYW
-
BDL
10h 58m1 stop
$181Breeze Airways
Sun, Jan 11 - Thu, Jan 15
Breeze Airways Logo
3:00 pm - 9:09 am
BDL
-
EYW
18h 09m1 stop
Breeze Airways Logo
10:06 am - 11:56 pm
EYW
-
BDL
13h 50m2 stops
$183Breeze Airways
Wed, Feb 18 - Thu, Feb 26
American Airlines Logo
1:40 pm - 1:06 pm
ORH
-
EYW
23h 26m2 stops
American Airlines Logo
5:10 pm - 1:15 pm
EYW
-
ORH
20h 05m1 stop
$202American Airlines
Wed, Feb 18 - Thu, Feb 26
American Airlines Logo
1:40 pm - 11:02 am
ORH
-
EYW
21h 22m2 stops
American Airlines Logo
4:02 pm - 1:15 pm
EYW
-
ORH
21h 13m2 stops
$207American Airlines
Thu, Jan 8 - Mon, Jan 12
Spirit Airlines Logo
5:34 am - 11:56 am
BOS
-
EYW
6h 22m1 stop
Spirit Airlines Logo
2:25 pm - 5:44 pm
EYW
-
BOS
27h 19m3 stops
$264Spirit Airlines
Tue, Feb 24 - Tue, Mar 3
Delta Logo
1:37 pm - 7:42 pm
BOS
-
EYW
6h 05m1 stop
Delta Logo
6:07 pm - 1:09 am
EYW
-
BOS
7h 02m1 stop
$268Delta
Tue, Jan 6 - Wed, Jan 14
Delta Logo
5:40 am - 12:48 pm
ALB
-
EYW
7h 08m1 stop
Delta Logo
7:10 am - 1:24 pm
EYW
-
ALB
6h 14m1 stop
$269Delta
Thu, Jan 15 - Wed, Jan 21
Multiple Airlines Logo
5:34 am - 11:56 am
BOS
-
EYW
6h 22m1 stop
Multiple Airlines Logo
10:49 am - 11:57 pm
EYW
-
BOS
13h 08m2 stops
$271Multiple Airlines
Thu, Jan 22 - Sun, Jan 25
Spirit Airlines Logo
5:34 am - 11:56 am
BOS
-
EYW
6h 22m1 stop
Spirit Airlines Logo
12:51 pm - 11:57 pm
EYW
-
BOS
11h 06m1 stop
$273Spirit Airlines
Thu, Feb 26 - Tue, Mar 3
Multiple Airlines Logo
6:22 pm - 1:30 pm
BOS
-
EYW
19h 08m1 stop
Multiple Airlines Logo
1:01 pm - 12:05 am
EYW
-
BOS
11h 04m2 stops
$275Multiple Airlines
Useful Info

Good to know

Low seasonSeptember
Cheapest flight$79
Best time to beat the crowds with an average 9% drop in price.
Most popular time to fly with an average 6% 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)