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.

$116 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

Sat, Jan 23 - Sat, Jan 30

11:17 am - 5:54 pmBOS Boston Logan Intl-EYW Key West

6h 37m1 stop Charlotte Douglas

2:33 pm - 6:07 pmEYW Key West-BOS Boston Logan Intl

3h 34mnonstop

$397American Airlines

Tue, Dec 15 - Fri, Dec 18

6:00 am - 1:59 pmBOS Boston Logan Intl-EYW Key West

7h 59m1 stop New York LaGuardia

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

3h 42mnonstop

$397American Airlines

Tue, Nov 17 - Fri, Nov 20

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

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

4:10 pm - 12:46 amEYW Key West-BOS Boston Logan Intl

8h 36m1 stop Chicago O'Hare Intl

$398United Airlines

Sat, Nov 28 - Tue, Dec 15

11:06 am - 2:43 pmBOS Boston Logan Intl-EYW Key West

27h 37m1 stop Orlando

1:16 pm - 8:09 amEYW Key West-BOS Boston Logan Intl

42h 53m2 stops Tampa Raleigh-Durham

$403Multiple Airlines

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

$405Allegiant Air

Sun, Apr 25 - Fri, Apr 30

6:00 am - 3:06 pmBOS Boston Logan Intl-EYW Key West

9h 06m1 stop Chicago O'Hare Intl

4:05 pm - 12:49 amEYW Key West-BOS Boston Logan Intl

8h 44m1 stop Chicago O'Hare Intl

$407United Airlines

Mon, Nov 16 - Tue, Nov 17

12:20 pm - 8:00 pmBOS Boston Logan Intl-EYW Key West

7h 40m1 stop Atlanta Hartsfield-Jackson

7:30 am - 2:56 pmEYW Key West-BOS Boston Logan Intl

7h 26m1 stop Atlanta Hartsfield-Jackson

$407Delta

Sat, Nov 14 - Tue, Nov 17

1:45 pm - 8:00 pmBOS Boston Logan Intl-EYW Key West

6h 15m1 stop Atlanta Hartsfield-Jackson

7:30 am - 2:56 pmEYW Key West-BOS Boston Logan Intl

7h 26m1 stop Atlanta Hartsfield-Jackson

$407Delta

Tue, Jan 19 - Fri, Jan 22

8:00 am - 12:02 pmBOS Boston Logan Intl-EYW Key West

4h 02mnonstop

12:54 pm - 4:25 pmEYW Key West-BOS Boston Logan Intl

3h 31mnonstop

$414JetBlue

Wed, Dec 2 - Sat, Dec 5

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

$414JetBlue

Recent last minute flight deals from Massachusetts to Key West

Sat, Oct 31 - Thu, Nov 5

11:27 am - 11:19 amBOS Boston Logan Intl-EYW Key West

23h 52m2 stops Atlanta Hartsfield-Jackson Orlando

3:03 pm - 8:41 amEYW Key West-BOS Boston Logan Intl

17h 38m1 stop Asheville Regional

$403Multiple Airlines

Mon, Nov 2 - Thu, Nov 5

12:39 pm - 12:36 pmBOS Boston Logan Intl-EYW Key West

23h 57m2 stops Atlanta Hartsfield-Jackson Tampa

3:03 pm - 8:41 amEYW Key West-BOS Boston Logan Intl

17h 38m1 stop Asheville Regional

$412Multiple Airlines

Thu, Nov 5 - Wed, Nov 11

10:19 am - 6:25 pmBOS Boston Logan Intl-EYW Key West

8h 06m1 stop Washington, D.C. Reagan-National

1:08 pm - 6:51 pmEYW Key West-BOS Boston Logan Intl

5h 43m1 stop Washington, D.C. Reagan-National

$513American Airlines

Thu, Nov 5 - Wed, Nov 11

10:19 am - 6:25 pmBOS Boston Logan Intl-EYW Key West

8h 06m1 stop Washington, D.C. Reagan-National

6:35 pm - 12:59 amEYW Key West-BOS Boston Logan Intl

6h 24m1 stop Miami

$549American Airlines

Tue, Nov 3 - Sat, Nov 7

8:00 am - 2:20 pmBOS Boston Logan Intl-EYW Key West

6h 20m1 stop Atlanta Hartsfield-Jackson

2:00 pm - 9:08 pmEYW Key West-BOS Boston Logan Intl

7h 08m1 stop Atlanta Hartsfield-Jackson

$549Delta

Thu, Nov 5 - Thu, Nov 12

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

$554JetBlue

Sat, Oct 31 - Fri, Nov 6

6:50 am - 2:20 pmBOS Boston Logan Intl-EYW Key West

7h 30m1 stop Atlanta Hartsfield-Jackson

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

7h 09m1 stop Atlanta Hartsfield-Jackson

$589Delta

Thu, Nov 5 - Wed, Nov 11

7:31 am - 3:29 pmBOS Boston Logan Intl-EYW Key West

7h 58m1 stop Chicago O'Hare Intl

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

7h 08m1 stop Newark

$594United Airlines

Sat, Oct 31 - 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

$600United Airlines

Thu, Nov 5 - Sat, Nov 14

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

$649JetBlue

Useful Info

Low season	September
High season	February
Cheapest flight	$116

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

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.