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.

$132 CHEAP FLIGHTS from Massachusetts to Key West

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

Cheap Flights from Massachusetts to Key West

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

Round-trip

One-way

Last minute

Direct

Recent round-trip flight deals from Massachusetts to Key West

Mon, Nov 2 - Wed, Nov 11

9:26 am - 5:56 pmBOS Boston Logan Intl-EYW Key West

8h 30m1 stop Charlotte Douglas

2:25 pm - 10:41 pmEYW Key West-BOS Boston Logan Intl

8h 16m1 stop New York LaGuardia

$387American Airlines

Mon, Dec 21 - Fri, Dec 25

9:09 am - 1:28 pmBOS Boston Logan Intl-EYW Key West

4h 19mnonstop

1:58 pm - 5:40 pmEYW Key West-BOS Boston Logan Intl

3h 42mnonstop

$387American Airlines

Sun, Feb 28 - Wed, Mar 3

1:55 pm - 7:43 pmBOS Boston Logan Intl-EYW Key West

5h 48m1 stop Atlanta Hartsfield-Jackson

6:00 pm - 12:58 amEYW Key West-BOS Boston Logan Intl

6h 58m1 stop Atlanta Hartsfield-Jackson

$388Delta

Mon, Nov 2 - Wed, Nov 11

5:30 am - 3:29 pmBOS Boston Logan Intl-EYW Key West

9h 59m2 stops Washington, D.C. Dulles Intl Chicago O'Hare Intl

2:51 pm - 9:59 pmEYW Key West-BOS Boston Logan Intl

7h 08m1 stop Newark

$392United Airlines

Fri, Nov 6 - Wed, Nov 11

5:30 am - 3:29 pmBOS Boston Logan Intl-EYW Key West

9h 59m2 stops Washington, D.C. Dulles Intl Chicago O'Hare Intl

2:51 pm - 9:59 pmEYW Key West-BOS Boston Logan Intl

7h 08m1 stop Newark

$392United Airlines

Sun, Feb 14 - Sun, Feb 21

10:59 am - 10:38 amBOS Boston Logan Intl-EYW Key West

23h 39m1 stop Knoxville McGhee Tyson

9:18 am - 9:07 amEYW Key West-BOS Boston Logan Intl

23h 49m1 stop Asheville Regional

$392Allegiant Air

Sun, Feb 14 - Thu, Feb 18

10:59 am - 10:38 amBOS Boston Logan Intl-EYW Key West

23h 39m1 stop Knoxville McGhee Tyson

9:18 am - 9:07 amEYW Key West-BOS Boston Logan Intl

23h 49m1 stop Asheville Regional

$395Allegiant Air

Tue, Dec 8 - Wed, Dec 16

8:25 am - 12:23 pmBOS Boston Logan Intl-EYW Key West

3h 58mnonstop

1:14 pm - 4:47 pmEYW Key West-BOS Boston Logan Intl

3h 33mnonstop

$397JetBlue

Mon, Jan 11 - Thu, Jan 21

8:25 am - 12:24 pmBOS Boston Logan Intl-EYW Key West

3h 59mnonstop

1:14 pm - 4:45 pmEYW Key West-BOS Boston Logan Intl

3h 31mnonstop

$405JetBlue

Sat, Mar 20 - Thu, Mar 25

1:55 pm - 7:43 pmBOS Boston Logan Intl-EYW Key West

5h 48m1 stop Atlanta Hartsfield-Jackson

6:00 pm - 12:58 amEYW Key West-BOS Boston Logan Intl

6h 58m1 stop Atlanta Hartsfield-Jackson

$407Delta

Recent last minute flight deals from Massachusetts to Key West

Mon, Oct 26 - Thu, Oct 29

12:57 pm - 12:36 pmBOS Boston Logan Intl-EYW Key West

23h 39m2 stops Atlanta Hartsfield-Jackson Tampa

2:43 pm - 9:11 amEYW Key West-BOS Boston Logan Intl

18h 28m1 stop Asheville Regional

$430Multiple Airlines

Tue, Oct 27 - Sun, Nov 1

11:12 am - 9:24 amBOS Boston Logan Intl-EYW Key West

22h 12m2 stops Atlanta Hartsfield-Jackson Tampa

2:33 pm - 8:56 amEYW Key West-BOS Boston Logan Intl

18h 23m1 stop Asheville Regional

$461Multiple Airlines

Wed, Oct 28 - Wed, Nov 4

5:00 am - 1:03 pmBOS Boston Logan Intl-EYW Key West

8h 03m1 stop Miami

1:52 pm - 8:17 pmEYW Key West-BOS Boston Logan Intl

6h 25m1 stop Charlotte Douglas

$468American Airlines

Mon, Oct 26 - Thu, Nov 5

10:27 am - 6:49 pmBOS Boston Logan Intl-EYW Key West

8h 22m1 stop Charlotte Douglas

7:57 pm - 12:59 amEYW Key West-BOS Boston Logan Intl

5h 02m1 stop Miami

$468American Airlines

Wed, Oct 28 - Wed, Nov 4

5:30 am - 3:29 pmBOS Boston Logan Intl-EYW Key West

9h 59m2 stops Washington, D.C. Dulles Intl Chicago O'Hare Intl

2:51 pm - 11:59 pmEYW Key West-BOS Boston Logan Intl

9h 08m2 stops Newark Washington, D.C. Dulles Intl

$546United Airlines

Wed, Oct 28 - Sun, Nov 1

9:05 am - 5:15 pmBOS Boston Logan Intl-EYW Key West

8h 10m1 stop Atlanta Hartsfield-Jackson

6:11 pm - 1:20 amEYW Key West-BOS Boston Logan Intl

7h 09m1 stop Atlanta Hartsfield-Jackson

$549Delta

Tue, Oct 27 - Sun, Nov 1

1:57 pm - 8:01 pmBOS Boston Logan Intl-EYW Key West

6h 04m1 stop Atlanta Hartsfield-Jackson

7:40 am - 1:44 pmEYW Key West-BOS Boston Logan Intl

6h 04m1 stop Atlanta Hartsfield-Jackson

$589Delta

Fri, Oct 23 - Sun, Oct 25

7:38 am - 1:29 pmBOS Boston Logan Intl-EYW Key West

5h 51m1 stop Newark

2:50 pm - 9:59 pmEYW Key West-BOS Boston Logan Intl

7h 09m1 stop Newark

$631United Airlines

Mon, Oct 26 - Thu, Nov 5

8:00 am - 11:56 amBOS Boston Logan Intl-EYW Key West

3h 56mnonstop

12:46 pm - 4:45 pmEYW Key West-BOS Boston Logan Intl

3h 59mnonstop

$659JetBlue

Mon, Oct 26 - Thu, Oct 29

8:00 am - 11:56 amBOS Boston Logan Intl-EYW Key West

3h 56mnonstop

12:46 pm - 4:45 pmEYW Key West-BOS Boston Logan Intl

3h 59mnonstop

$704JetBlue

Useful Info

Low season	September
High season	February
Cheapest flight	$132

Best time to beat the crowds but there is an average 7% increase in price.

Flight from Boston 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.