EYW

$96 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 11/14. 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
$202
Overall average: $408
Breeze Airways
Sat 12/13Wed 12/17
BDL - EYW • 1 stop
Cheapest non-stop
$255
JetBlue
Thu 12/18Fri 12/26
BOS - EYW • Non-stop
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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

Sat, Dec 13 - Wed, Dec 17
Breeze Airways Logo
8:05 am - 8:15 amBDL-EYW
24h 10m1 stop
Breeze Airways Logo
10:47 am - 10:46 pmEYW-BDL
11h 59m1 stop
$202Breeze Airways
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Thu, Jan 1 - Thu, Jan 8
Multiple Airlines Logo
8:12 pm - 12:30 pmBDL-EYW
16h 18m1 stop
Multiple Airlines Logo
3:46 pm - 7:22 pmEYW-BDL
27h 36m1 stop
$213Multiple Airlines
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Sat, Dec 20 - Tue, Dec 30
Allegiant Air Logo
8:04 pm - 9:37 pmALB-EYW
25h 33m1 stop
Allegiant Air Logo
10:32 pm - 10:14 amEYW-ALB
11h 42m1 stop
$249Allegiant Air
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Tue, Nov 18 - Fri, Nov 21
United Airlines Logo
6:00 am - 2:04 pmBOS-EYW
8h 04m1 stop
United Airlines Logo
3:00 pm - 10:42 pmEYW-BOS
7h 42m1 stop
$252United Airlines
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Thu, Dec 18 - Fri, Dec 26
JetBlue Logo
8:24 am - 12:17 pmBOS-EYW
3h 53mnonstop
JetBlue Logo
1:12 pm - 4:48 pmEYW-BOS
3h 36mnonstop
$255JetBlue
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Thu, Dec 18 - Fri, Dec 26
JetBlue Logo
8:24 am - 12:17 pmBOS-EYW
3h 53mnonstop
JetBlue Logo
1:12 pm - 4:48 pmEYW-BOS
3h 36mnonstop
$259JetBlue
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Wed, Dec 17 - Wed, Dec 24
American Airlines Logo
6:30 am - 1:03 pmBOS-EYW
6h 33m1 stop
American Airlines Logo
3:25 pm - 6:59 pmEYW-BOS
3h 34mnonstop
$260American Airlines
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Sat, Nov 29 - Wed, Dec 17
United Airlines Logo
6:02 am - 2:04 pmBOS-EYW
8h 02m1 stop
United Airlines Logo
2:47 pm - 10:45 pmEYW-BOS
7h 58m1 stop
$264United Airlines
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Sat, Dec 20 - Tue, Dec 30
Allegiant Air Logo
8:04 pm - 9:37 pmALB-EYW
25h 33m1 stop
Allegiant Air Logo
10:32 pm - 10:14 amEYW-ALB
11h 42m1 stop
$265Allegiant Air
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Tue, Feb 17 - Mon, Feb 23
American Airlines Logo
1:44 pm - 12:15 pmORH-EYW
22h 31m1 stop
American Airlines Logo
4:02 pm - 1:19 pmEYW-ORH
21h 17m2 stops
$265American Airlines
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Good to know

Low seasonSeptember
Cheapest flight$94
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 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)

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