EYW

$119 Find Cheap Flights from Massachusetts to Key West - Compare and Save

1 adult
1 adult, Economy, 0 bags

Save 25% or more on flights. Compare deals from all over the web.

Never overpay with our price tracking tools.

Filter searches by price, airline and more to find your best flights.

Flight Deals
Useful Info
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

Sun, Jan 31 - Sat, Feb 6
American Airlines Logo
7:00 am - 1:56 pmBOS  Boston Logan Intl-EYW Key West
6h 56m1 stop Philadelphia
American Airlines Logo
5:32 pm - 11:49 pmEYW  Key West-BOS Boston Logan Intl
6h 17m1 stop Philadelphia
$407American Airlines
Tue, Jan 5 - Tue, Jan 12
American Airlines Logo
11:09 am - 5:26 pmBOS  Boston Logan Intl-EYW Key West
6h 17m1 stop Miami
American Airlines Logo
5:32 pm - 11:49 pmEYW  Key West-BOS Boston Logan Intl
6h 17m1 stop Philadelphia
$407American Airlines
Sat, Nov 14 - Tue, Nov 17
Delta Logo
12:20 pm - 8:00 pmBOS  Boston Logan Intl-EYW Key West
7h 40m1 stop Atlanta Hartsfield-Jackson
Delta Logo
6:08 pm - 1:08 amEYW  Key West-BOS Boston Logan Intl
7h 00m1 stop Atlanta Hartsfield-Jackson
$407Delta
Sun, Jan 17 - Thu, Jan 21
Delta Logo
9:20 am - 4:04 pmBOS  Boston Logan Intl-EYW Key West
6h 44m1 stop Atlanta Hartsfield-Jackson
Delta Logo
2:50 pm - 8:51 pmEYW  Key West-BOS Boston Logan Intl
6h 01m1 stop Atlanta Hartsfield-Jackson
$407Delta
Sun, Nov 29 - Wed, Dec 2
United Airlines Logo
7:15 am - 1:55 pmBOS  Boston Logan Intl-EYW Key West
6h 40m1 stop Newark
United Airlines Logo
12:05 pm - 9:53 pmEYW  Key West-BOS Boston Logan Intl
9h 48m1 stop Chicago O'Hare Intl
$407United Airlines
Sun, Feb 14 - Sun, Feb 21
Allegiant Air Logo
10:59 am - 10:38 amBOS  Boston Logan Intl-EYW Key West
23h 39m1 stop Knoxville McGhee Tyson
Allegiant Air Logo
9:18 am - 9:07 amEYW  Key West-BOS Boston Logan Intl
23h 49m1 stop Asheville Regional
$409Allegiant Air
Mon, Dec 21 - Fri, Dec 25
Multiple Airlines Logo
9:28 am - 12:49 pmBOS  Boston Logan Intl-EYW Key West
27h 21m1 stop Asheville Regional
Multiple Airlines Logo
10:59 am - 7:43 amEYW  Key West-BOS Boston Logan Intl
20h 44m2 stops Orlando Atlanta Hartsfield-Jackson
$410Multiple Airlines
Wed, Jan 20 - Wed, Jan 27
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
Tue, Dec 8 - Wed, Dec 16
JetBlue Logo
8:25 am - 12:23 pmBOS  Boston Logan Intl-EYW Key West
3h 58mnonstop
JetBlue Logo
1:14 pm - 4:47 pmEYW  Key West-BOS Boston Logan Intl
3h 33mnonstop
$415JetBlue
Wed, Jan 20 - Sat, Jan 23
JetBlue Logo
8:00 am - 12:02 pmBOS  Boston Logan Intl-EYW Key West
4h 02mnonstop
JetBlue Logo
12:54 pm - 4:25 pmEYW  Key West-BOS Boston Logan Intl
3h 31mnonstop
$417JetBlue
Useful Info

Good to know

Low season

September

Cheapest flight

$119
Best time to beat the crowds but there is an average 6% increase in price.
Most popular time to fly and prices are also 2% lower on average.
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