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.

$111 CHEAP FLIGHTS from Massachusetts to Key West

Save 19% 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, 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

$358JetBlue

Mon, Nov 9 - Fri, Nov 13

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

$358JetBlue

Wed, Oct 28 - Mon, Nov 2

12:39 pm - 10:19 amBOS Boston Logan Intl-EYW Key West

21h 40m2 stops Atlanta Hartsfield-Jackson Orlando

11:09 am - 10:42 amEYW Key West-BOS Boston Logan Intl

23h 33m1 stop Knoxville McGhee Tyson

$360Multiple Airlines

Sat, Jan 23 - Sat, Jan 30

10:24 am - 10:23 amBOS Boston Logan Intl-EYW Key West

23h 59m1 stop Orlando

4:07 pm - 9:39 amEYW Key West-BOS Boston Logan Intl

17h 32m2 stops Tampa St. Petersburg Fort Lauderdale

$364Multiple Airlines

Sat, Dec 12 - Tue, Dec 15

10:00 am - 1:52 pmBOS Boston Logan Intl-EYW Key West

3h 52mnonstop

5:32 pm - 10:59 pmEYW Key West-BOS Boston Logan Intl

5h 27m1 stop Philadelphia

$377American Airlines

Tue, Jan 26 - Sat, Jan 30

9:09 am - 6:08 pmBOS Boston Logan Intl-EYW Key West

8h 59m1 stop Washington, D.C. Reagan-National

1:45 pm - 5:19 pmEYW Key West-BOS Boston Logan Intl

3h 34mnonstop

$377American Airlines

Tue, Feb 9 - Thu, Feb 18

9:00 am - 5:11 pmBOS Boston Logan Intl-EYW Key West

8h 11m1 stop Atlanta Hartsfield-Jackson

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

6h 58m1 stop Atlanta Hartsfield-Jackson

$387Delta

Tue, Nov 17 - Wed, Nov 25

9:05 am - 5:10 pmBOS Boston Logan Intl-EYW Key West

8h 05m1 stop Atlanta Hartsfield-Jackson

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

7h 00m1 stop Atlanta Hartsfield-Jackson

$387Delta

Sun, Feb 21 - Thu, Feb 25

8:30 am - 2:25 pmBOS Boston Logan Intl-EYW Key West

5h 55m1 stop Newark

6:20 pm - 11:54 pmEYW Key West-BOS Boston Logan Intl

5h 34m1 stop Washington, D.C. Dulles Intl

$387United Airlines

Sun, Feb 21 - Wed, Feb 24

7:30 am - 2:25 pmBOS Boston Logan Intl-EYW Key West

6h 55m1 stop Newark

6:20 pm - 11:54 pmEYW Key West-BOS Boston Logan Intl

5h 34m1 stop Washington, D.C. Dulles Intl

$387United Airlines

Recent last minute flight deals from Massachusetts to Key West

Thu, Oct 15 - Mon, Oct 19

12:57 pm - 10:19 amBOS Boston Logan Intl-EYW Key West

21h 22m2 stops Atlanta Hartsfield-Jackson Orlando

11:54 am - 10:42 amEYW Key West-BOS Boston Logan Intl

22h 48m1 stop Knoxville McGhee Tyson

$411Multiple Airlines

Thu, Oct 15 - Mon, Oct 19

11:47 am - 10:19 amBOS Boston Logan Intl-EYW Key West

22h 32m1 stop Orlando

11:54 am - 10:42 amEYW Key West-BOS Boston Logan Intl

22h 48m1 stop Knoxville McGhee Tyson

$447Multiple Airlines

Tue, Oct 13 - Tue, Oct 20

7:55 am - 1:54 pmBOS Boston Logan Intl-EYW Key West

5h 59m1 stop Philadelphia

8:03 pm - 12:59 amEYW Key West-BOS Boston Logan Intl

4h 56m1 stop Miami

$458American Airlines

Tue, Oct 13 - Tue, Oct 20

9:26 am - 4:58 pmBOS Boston Logan Intl-EYW Key West

7h 32m2 stops Washington, D.C. Reagan-National Miami

2:15 pm - 8:12 pmEYW Key West-BOS Boston Logan Intl

5h 57m1 stop Charlotte Douglas

$463American Airlines

Sun, Oct 11 - Thu, Oct 15

12:57 pm - 10:19 amBOS Boston Logan Intl-EYW Key West

21h 22m2 stops Atlanta Hartsfield-Jackson Orlando

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

18h 28m1 stop Asheville Regional

$464Multiple Airlines

Thu, Oct 15 - Sun, Oct 18

6:50 am - 12:53 pmBOS Boston Logan Intl-EYW Key West

6h 03m1 stop Atlanta Hartsfield-Jackson

7:40 am - 2:54 pmEYW Key West-BOS Boston Logan Intl

7h 14m1 stop Atlanta Hartsfield-Jackson

$493Delta

Thu, Oct 15 - Sun, Oct 18

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

6h 04m1 stop Atlanta Hartsfield-Jackson

7:40 am - 2:54 pmEYW Key West-BOS Boston Logan Intl

7h 14m1 stop Atlanta Hartsfield-Jackson

$529Delta

Sat, Oct 10 - Sat, Oct 17

11:08 am - 7:33 pmBOS Boston Logan Intl-EYW Key West

8h 25m1 stop Miami

8:03 pm - 12:59 amEYW Key West-BOS Boston Logan Intl

4h 56m1 stop Miami

$569American Airlines

Thu, Oct 15 - Mon, Oct 19

8:00 am - 11:39 amBOS Boston Logan Intl-EYW Key West

3h 39mnonstop

12:29 pm - 4:39 pmEYW Key West-BOS Boston Logan Intl

4h 10mnonstop

$675JetBlue

Thu, Oct 15 - Sun, Oct 18

8:00 am - 11:39 amBOS Boston Logan Intl-EYW Key West

3h 39mnonstop

12:29 pm - 4:39 pmEYW Key West-BOS Boston Logan Intl

4h 10mnonstop

$675JetBlue

Useful Info

Low season	September
High season	February
Cheapest flight	$111

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.