Cheap Flights from Boston, MA to Key West, FL from $65

Return flight: Key West – Boston

On Cheapflightsplus.com you will find 238 connecting flights from Boston to Key West. You can compare airfare deals from 7 airlines and multiple travel sites from $65, book and save on cheap plane tickets and last minute offers. Also check out BOS-EYW flight schedule to find best flight time, convenient departure and arrival airports.

Find One-Way and Round-Trip Boston to Key West Flight Deals

To find the cheapest one way airline ticket select the date with the lowest price on the calendar below and click «Find Flights». To search for round-trip flight deals click on the link «Check prices for return flights» and select the date of the return flight. Cheapest flights in November: $65 (one-way), $111 (round-trip).
Direct flights
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Full flight schedule will help you in detecting at what time planes fly from Boston to Key West. You can also specify the concrete flights and airlines on the route and how long the flight actually is. Use the calendar for today, tomorrow or other specific date as some flights are available only on certain days of the week.
Departure Arrival Flight Details Flight Duration Price
05:55 — 13:58
05:55 — 08:14 AA2059 American Airlines
Boston — Charlotte
3h 29m stop
11:43 — 13:58 AA4648 American Airlines
Charlotte — Key West
8h 3m
including layover
Find flight
from$152
06:00 — 11:23
06:00 — 09:18 AA1418 American Airlines
Boston — Miami
1h 11m stop
10:29 — 11:23 AA4558 American Airlines
Miami — Key West
5h 23m
including layover
Find flight
from$74
07:00 — 13:08
07:00 — 10:29 AA2623 American Airlines
Boston — Miami
1h 42m stop
12:11 — 13:08 AA4396 American Airlines
Miami — Key West
6h 8m
including layover
Find flight
from$74
07:55 — 13:58
07:55 — 10:18 AA2033 American Airlines
Boston — Charlotte
1h 25m stop
11:43 — 13:58 AA4648 American Airlines
Charlotte — Key West
6h 3m
including layover
Find flight
from$73
09:55 — 10:00
+1 day
09:55 — 12:58 DL782 Delta Air Lines Inc.
Boston — Tampa
19h 47m stop
08:45 — 10:00 3M134 Gulfstream International Airlines
Tampa — Key West
24h 5m
including layover
Find flight
from$145
11:13 — 19:30
11:13 — 14:42 AA1201 American Airlines
Boston — Miami
3h 55m stop
18:37 — 19:30 AA4481 American Airlines
Miami — Key West
8h 17m
including layover
Find flight
from$74
13:10 — 19:30
13:10 — 16:43 AA1099 American Airlines
Boston — Miami
1h 54m stop
18:37 — 19:30 AA4481 American Airlines
Miami — Key West
6h 20m
including layover
Find flight
from$65
19:36 — 11:40
+1 day
19:36 — 23:03 NK615 Spirit Airlines
Boston — Miami
11h 32m stop
10:35 — 11:40 UA3093 United Airlines
Miami — Key West
16h 4m
including layover
Find flight
from$120
19:55 — 12:15
+1 day
19:55 — 23:06 NK246 Spirit Airlines
Boston — Orlando
11h 49m stop
10:55 — 12:15 3M75 Gulfstream International Airlines
Orlando — Key West
16h 20m
including layover
Find flight
from$112
05:30 — 13:08
05:30 — 06:56 AA544 American Airlines
Boston — Philadelphia
1h 14m stop
08:10 — 11:18 AA1533 American Airlines
Philadelphia — Miami
53m stop
12:11 — 13:08 AA4396 American Airlines
Miami — Key West
7h 38m
including layover
Find flight
from$152
06:00 — 17:40
06:00 — 07:35 WN1699 Southwest Airlines
Boston — Baltimore
1h 40m stop
09:15 — 11:55 WN1543 Southwest Airlines
Baltimore — Miami
4h 35m stop
16:30 — 17:40 3M94 Gulfstream International Airlines
Miami — Key West
11h 40m
including layover
Find flight
from$123
08:00 — 17:40
08:00 — 09:43 UA6236 United Airlines
Boston — Washington D.C.
57m stop
10:40 — 13:31 UA396 United Airlines
Washington D.C. — Miami
2h 59m stop
16:30 — 17:40 3M94 Gulfstream International Airlines
Miami — Key West
9h 40m
including layover
Find flight
from$126
08:40 — 17:40
08:40 — 11:20 DL1566 Delta Air Lines Inc.
Boston — Atlanta
50m stop
12:10 — 14:00 DL1671 Delta Air Lines Inc.
Atlanta — Miami
2h 30m stop
16:30 — 17:40 3M94 Gulfstream International Airlines
Miami — Key West
9h
including layover
Find flight
from$130
10:04 — 19:30
10:04 — 11:44 AA2130 American Airlines
Boston — Washington D.C.
2h 11m stop
13:55 — 16:48 AA1174 American Airlines
Washington D.C. — Miami
1h 49m stop
18:37 — 19:30 AA4481 American Airlines
Miami — Key West
9h 26m
including layover
Find flight
from$71
10:46 — 10:00
+1 day
10:46 — 12:32 AA1239 American Airlines
Boston — Chicago
2h 39m stop
15:11 — 18:53 NK729 Spirit Airlines
Chicago — Tampa
13h 52m stop
08:45 — 10:00 3M134 Gulfstream International Airlines
Tampa — Key West
23h 14m
including layover
Find flight
from$138
11:30 — 15:40
+1 day
11:30 — 13:10 UA1564 United Airlines
Boston — Chicago
5h 5m stop
18:15 — 22:07 NK929 Spirit Airlines
Chicago — Orlando
16h 13m stop
14:20 — 15:40 3M70 Gulfstream International Airlines
Orlando — Key West
28h 10m
including layover
Find flight
from$121
12:39 — 22:57
12:39 — 14:00 AA1140 American Airlines
Boston — New York
1h 30m stop
15:30 — 19:01 AA243 American Airlines
New York — Miami
2h 58m stop
21:59 — 22:57 AA4694 American Airlines
Miami — Key West
10h 18m
including layover
Find flight
from$71
12:48 — 22:57
12:48 — 15:10 AA1902 American Airlines
Boston — Charlotte
1h 20m stop
16:30 — 18:48 AA85 American Airlines
Charlotte — Miami
3h 11m stop
21:59 — 22:57 AA4694 American Airlines
Miami — Key West
10h 9m
including layover
Find flight
from$69
13:53 — 11:40
+1 day
13:53 — 16:06 NK103 Spirit Airlines
Boston — Myrtle Beach
1h stop
17:06 — 19:06 NK1103 Spirit Airlines
Myrtle Beach — Miami
15h 29m stop
10:35 — 11:40 3M93 Gulfstream International Airlines
Miami — Key West
21h 47m
including layover
Find flight
from$94
14:00 — 22:57
14:00 — 15:18 AA2118 American Airlines
Boston — New York
1h 27m stop
16:45 — 20:12 AA2392 American Airlines
New York — Miami
1h 47m stop
21:59 — 22:57 AA4694 American Airlines
Miami — Key West
8h 57m
including layover
Find flight
from$71
14:00 — 22:57
14:00 — 15:18 AA2118 American Airlines
Boston — New York
2h 11m stop
17:29 — 20:56 AA1389 American Airlines
New York — Miami
1h 3m stop
21:59 — 22:57 AA4694 American Airlines
Miami — Key West
8h 57m
including layover
Find flight
from$71
15:00 — 22:57
15:00 — 16:22 AA2131 American Airlines
Boston — New York
1h 7m stop
17:29 — 20:56 AA1389 American Airlines
New York — Miami
1h 3m stop
21:59 — 22:57 AA4694 American Airlines
Miami — Key West
7h 57m
including layover
Find flight
from$70
15:44 — 11:45
+2 days
15:44 — 17:31 B62711 JetBlue
Boston — Chicago
22h 25m stop
15:56 — 19:39 F91155 Frontier Airlines
Chicago — Orlando
14h 46m stop
10:25 — 11:45 3M75 Gulfstream International Airlines
Orlando — Key West
44h 1m
including layover
Find flight
from$114
17:00 — 11:45
+2 days
17:00 — 18:45 UA2498 United Airlines
Boston — Chicago
21h 11m stop
15:56 — 19:39 F91155 Frontier Airlines
Chicago — Orlando
14h 46m stop
10:25 — 11:45 3M75 Gulfstream International Airlines
Orlando — Key West
42h 45m
including layover
Find flight
from$121
17:20 — 10:00
+1 day
17:20 — 19:05 WN409 Southwest Airlines
Boston — Baltimore
1h 50m stop
20:55 — 23:15 WN1109 Southwest Airlines
Baltimore — Tampa
9h 30m stop
08:45 — 10:00 3M134 Gulfstream International Airlines
Tampa — Key West
16h 40m
including layover
Find flight
from$142
21:15 — 11:45
+2 days
21:15 — 22:55 WN173 Southwest Airlines
Boston — Chicago
7h 5m stop
06:00 — 09:30 WN941 Southwest Airlines
Chicago — Orlando
24h 55m stop
10:25 — 11:45 3M75 Gulfstream International Airlines
Orlando — Key West
38h 30m
including layover
Find flight
from$157
*Departure and arrival times - local. Updated on May 28, 2024

Flight Information

Below we will explain in detail what the flights cost on the destination from Boston to Key West depends on and how to choose the most interesting flight option for you.

Distance between Boston and Key West is 2213 miles. Time difference between the cities is 0h. Airplanes depart 05:30 to 21:40 from 4 Boston airports and arrive 05:30 to 21:40 to 2 Key West airports. Average flight time is 17h 37m.

  • The fastest flight 5h 7m
  • Average flight time 17h 37m
  • The earliest flight 05:30
  • The latest flight 21:40
  • Distance 1376 ml

What is the lowest airfare Boston to Key West?

The cheapest plane ticket found by our users is $65. This airfare is for economy class on one-way AA1099 flight by American Airlines for August 7, 2020 which leaves Logan in Boston at 13:10 am and arrives at Key West Key West Int. at 19:30.

Economy class
$65
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Business class
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First class
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Popular Airlines on the Route

The flight Boston — Key West is served by 7 regular airlines and 4 low-cost airlines. Most of the flights on this route are operated by American Airlines - 98 departures per week at the price of from $ 65 . And the most expensive tickets are offered by Southwest Airlines airline - from $ 690.

Direct flights

There’re no direct flights on this route. Try flights with stops.

Connecting Flights

There are 238 flights with layovers on the route. The fastest connecting flight is DL759 by Delta Air Lines Inc. takes 5h 7m and the cheapest is AA1099 by American Airlines for $65.

  • AA - American Airlines
    from $65
    Find
  • F9 - Frontier Airlines
    from $155
    Find
  • B6 - JetBlue
    from $114
    Find
  • WN - Southwest Airlines
    from $123
    Find
  • DL - Delta Air Lines Inc.
    from $126
    Find
  • UA - United Airlines
    from $121
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  • NK - Spirit Airlines
    from $94
    Find
See more connecting flights

Airports

You can fly from Boston to Key West from 4 airports (Boston City Heliport, Boston RT128 Rail, Boston South Rail, Logan).

Boston airports

  • Boston City Heliport-JBC
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  • Boston RT128 Rail-ZRU
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  • Boston South Rail-ZTO
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  • Logan-BOS
    from $65
    Find

Key West airports

  • NAS-NQX
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  • Key West Int.-EYW
    Find

How to book a plane ticket yourself?

How to book an air ticket yourself?
  • Fill in the search parameters — cities of departure and destination, departure and return dates and click «Find flights»
  • Select the best flight that you like. Please, check the airports of departure and arrival. Select the best fare, but pay attention to the following flight details - airports of departure and arrival, flight duration and layovers. Please use filters and sort to find the best flight.
  • Click «Buy» when you are ready — our system will redirect you to the site that sells the selected flight ticket.
  • Fill in all passenger and payment information — passport and contact information, please double check all passengers’ names and make a payment for your itinerary.
  • That's it — you will receive an email with your e-ticket usually within 10 minutes after your flight is confirmed. Please, print the e-ticket and have it with you at the airport. You would need to have only a passport and/or a required form of ID to travel. Please, check your Visa requirements if you travel outside of the United States or Canada.

    To find a plane ticket, please select dates.

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