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$126 Find Cheap Flights from Massachusetts to Key West - Compare and Save

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1 adult, Economy, 0 bags

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Flight Deals

Cheap Flights from Massachusetts to Key West

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Massachusetts to Key West

Tue, Dec 1 - Wed, Dec 9
American Airlines Logo
10:10 am - 6:32 pmBOS  Boston Logan Intl-EYW Key West
8h 22m1 stop Washington, D.C. Reagan-National
American Airlines Logo
11:26 am - 7:07 pmEYW  Key West-BOS Boston Logan Intl
7h 41m2 stops Miami Charlotte Douglas
$412American Airlines
Tue, Dec 8 - Wed, Dec 16
American Airlines Logo
9:26 am - 5:44 pmBOS  Boston Logan Intl-EYW Key West
8h 18m2 stops Washington, D.C. Reagan-National Charlotte Douglas
American Airlines Logo
5:32 pm - 10:59 pmEYW  Key West-BOS Boston Logan Intl
5h 27m1 stop Philadelphia
$412American Airlines
Sat, Jan 9 - Wed, Jan 13
United Airlines Logo
6:00 am - 2:13 pmBOS  Boston Logan Intl-EYW Key West
8h 13m1 stop Newark
United Airlines Logo
3:15 pm - 11:59 pmEYW  Key West-BOS Boston Logan Intl
8h 44m2 stops Newark Washington, D.C. Dulles Intl
$412United Airlines
Wed, May 5 - Mon, May 10
United Airlines Logo
10:30 am - 5:02 pmBOS  Boston Logan Intl-EYW Key West
6h 32m1 stop Newark
United Airlines Logo
4:05 pm - 11:16 pmEYW  Key West-BOS Boston Logan Intl
7h 11m1 stop Chicago O'Hare Intl
$412United Airlines
Sun, Dec 6 - Sun, Dec 13
Multiple Airlines Logo
11:34 am - 10:19 amBOS  Boston Logan Intl-EYW Key West
22h 45m2 stops Atlanta Hartsfield-Jackson Orlando
Multiple Airlines Logo
11:01 am - 10:09 amEYW  Key West-BOS Boston Logan Intl
23h 08m1 stop Asheville Regional
$412Multiple Airlines
Sat, Dec 19 - Wed, Dec 23
Multiple Airlines Logo
10:25 am - 10:18 amBOS  Boston Logan Intl-EYW Key West
23h 53m1 stop Orlando
Multiple Airlines Logo
5:35 pm - 9:39 amEYW  Key West-BOS Boston Logan Intl
16h 04m2 stops Tampa Fort Lauderdale
$412Multiple Airlines
Sun, Nov 29 - Wed, Dec 2
JetBlue Logo
8:00 am - 11:55 amBOS  Boston Logan Intl-EYW Key West
3h 55mnonstop
JetBlue Logo
1:14 pm - 4:47 pmEYW  Key West-BOS Boston Logan Intl
3h 33mnonstop
$417JetBlue
Sun, Nov 29 - Thu, Dec 3
JetBlue Logo
8:00 am - 11:55 amBOS  Boston Logan Intl-EYW Key West
3h 55mnonstop
JetBlue Logo
1:14 pm - 4:47 pmEYW  Key West-BOS Boston Logan Intl
3h 33mnonstop
$417JetBlue
Mon, Mar 1 - Wed, Mar 3
Delta Logo
1:25 pm - 8:48 pmBOS  Boston Logan Intl-EYW Key West
7h 23m1 stop Atlanta Hartsfield-Jackson
Delta Logo
7:10 am - 1:57 pmEYW  Key West-BOS Boston Logan Intl
6h 47m1 stop Atlanta Hartsfield-Jackson
$417Delta
Fri, Jan 8 - Mon, Jan 11
Delta Logo
3:10 pm - 8:49 pmBOS  Boston Logan Intl-EYW Key West
5h 39m1 stop Atlanta Hartsfield-Jackson
Delta Logo
7:30 am - 3:18 pmEYW  Key West-BOS Boston Logan Intl
7h 48m1 stop Atlanta Hartsfield-Jackson
$417Delta
Useful Info

Good to know

Low season

September

Cheapest flight

$126
Best time to beat the crowds but there is an average 4% increase in price.
Most popular time to fly with an average 9% 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

More options for your flight to Key West