EYW

$88 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 3/1. 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
$169
Overall average: $489
Multiple Airlines
Sun 3/1Thu 3/5
BDL - EYW • 1 stop
Cheapest non-stop
$283
JetBlue
Wed 2/25Sun 3/1
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

Sun, Mar 1 - Thu, Mar 5
Multiple Airlines Logo
9:10 pm - 12:26 pm
BDL
-
EYW
15h 16m
1 stop
Multiple Airlines Logo
9:46 am - 5:15 pm
EYW
-
BDL
7h 29m
1 stop
$169Multiple Airlines
Tue, Mar 3 - Tue, Mar 10
American Airlines Logo
1:30 pm - 3:57 pm
ORH
-
EYW
26h 27m
2 stops
American Airlines Logo
3:56 pm - 1:19 pm
EYW
-
ORH
21h 23m
2 stops
$207American Airlines
Sun, Feb 22 - Fri, Feb 27
Multiple Airlines Logo
9:10 pm - 12:26 pm
BDL
-
EYW
15h 16m
1 stop
Multiple Airlines Logo
9:49 am - 10:53 pm
EYW
-
BDL
13h 04m
2 stops
$214Multiple Airlines
Tue, Mar 24 - Fri, Apr 3
Multiple Airlines Logo
4:23 pm - 11:11 am
BOS
-
EYW
18h 48m
1 stop
Multiple Airlines Logo
1:06 pm - 11:01 am
EYW
-
BOS
21h 55m
1 stop
$217Multiple Airlines
Thu, Feb 19 - Mon, Feb 23
Spirit Airlines Logo
5:27 am - 1:30 pm
BOS
-
EYW
8h 03m
1 stop
Spirit Airlines Logo
2:25 pm - 11:44 pm
EYW
-
BOS
9h 19m
1 stop
$222Spirit Airlines
Wed, Mar 4 - Wed, Mar 11
Breeze Airways Logo
8:05 am - 9:06 am
BDL
-
EYW
25h 01m
1 stop
Breeze Airways Logo
11:51 am - 4:56 pm
EYW
-
BDL
29h 05m
2 stops
$230Breeze Airways
Sat, Mar 7 - Wed, Mar 11
Breeze Airways Logo
3:59 pm - 8:06 am
BDL
-
EYW
16h 07m
1 stop
Breeze Airways Logo
11:51 am - 4:56 pm
EYW
-
BDL
29h 05m
2 stops
$231Breeze Airways
Sat, Feb 28 - Mon, Mar 2
Breeze Airways Logo
3:59 pm - 9:06 am
BDL
-
EYW
17h 07m
1 stop
Breeze Airways Logo
1:06 pm - 4:20 pm
EYW
-
BDL
27h 14m
1 stop
$240Breeze Airways
Wed, Feb 25 - Tue, Mar 3
Delta Logo
12:51 pm - 7:42 pm
ALB
-
EYW
6h 51m
1 stop
Delta Logo
5:56 pm - 12:09 am
EYW
-
ALB
6h 13m
1 stop
$339Delta
Tue, Feb 24 - Tue, Mar 3
Delta Logo
5:35 am - 5:01 pm
ALB
-
EYW
11h 26m
2 stops
Delta Logo
5:56 pm - 12:09 am
EYW
-
ALB
6h 13m
1 stop
$344Delta
Useful Info

Good to know

Low seasonSeptember
Cheapest flight$88
Best time to beat the crowds with an average 9% drop in price.
Most popular time to fly with an average 9% increase in price.
Flight from Hartford 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)