EYW

$64 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 2/20. 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
$176
Overall average: $415
Breeze Airways
Sat 1/3Thu 1/8
BDL - EYW • 1 stop
Cheapest non-stop
$257
American Airlines
Sat 2/7Fri 2/13
BOS - EYW • Non-stop
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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 3 - Thu, Jan 8
Breeze Airways Logo
8:05 am - 8:15 am
BDL
-
EYW
24h 10m1 stop
Breeze Airways Logo
11:06 am - 10:04 pm
EYW
-
BDL
10h 58m1 stop
$176Breeze Airways
Wed, Feb 25 - Mon, Mar 2
Multiple Airlines Logo
10:19 am - 9:06 am
BDL
-
EYW
22h 47m1 stop
Multiple Airlines Logo
1:06 pm - 9:23 am
EYW
-
BDL
20h 17m1 stop
$192Multiple Airlines
Sat, Feb 21 - Thu, Feb 26
Multiple Airlines Logo
9:00 pm - 9:06 am
BDL
-
EYW
12h 06m1 stop
Multiple Airlines Logo
11:01 am - 10:04 pm
EYW
-
BDL
11h 03m1 stop
$194Multiple Airlines
Sun, Jan 25 - Sat, Jan 31
Breeze Airways Logo
3:00 pm - 9:09 am
BDL
-
EYW
18h 09m1 stop
Breeze Airways Logo
10:49 am - 2:15 pm
EYW
-
BDL
27h 26m1 stop
$196Breeze Airways
Thu, Jan 22 - Thu, Jan 29
Breeze Airways Logo
3:00 pm - 9:09 am
BDL
-
EYW
18h 09m1 stop
Breeze Airways Logo
11:06 am - 10:04 pm
EYW
-
BDL
10h 58m1 stop
$199Breeze Airways
Wed, Jan 21 - Wed, Jan 28
American Airlines Logo
2:18 pm - 9:47 pm
ORH
-
EYW
7h 29m2 stops
American Airlines Logo
1:33 pm - 1:53 pm
EYW
-
ORH
24h 20m2 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 - 11:57 pm
EYW
-
BOS
9h 32m1 stop
$246Spirit Airlines
Tue, Jan 6 - Sat, Jan 10
American Airlines Logo
2:18 pm - 6:01 pm
ORH
-
EYW
27h 43m2 stops
American Airlines Logo
4:37 pm - 1:53 pm
EYW
-
ORH
21h 16m2 stops
$247American Airlines
Thu, Feb 19 - Mon, Feb 23
Spirit Airlines Logo
5:27 am - 1:30 pm
BOS
-
EYW
8h 03m1 stop
Spirit Airlines Logo
2:25 pm - 3:27 pm
EYW
-
BOS
25h 02m2 stops
$250Spirit Airlines
Mon, Jan 5 - Fri, Jan 9
United Airlines Logo
5:20 am - 3:12 pm
BOS
-
EYW
9h 52m2 stops
United Airlines Logo
6:05 pm - 11:49 pm
EYW
-
BOS
5h 44m1 stop
$252United Airlines
Useful Info

Good to know

Low seasonSeptember
Cheapest flight$64
Best time to beat the crowds with an average 8% 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)