$115+ Cheap flights from Maine to Key West (EYW)
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/19. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — EYW
Jul 21 — Jul 281
Round-trip
1 adult, Economy
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Find cheap flights from Maine to Key West with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Cheapest flights from Maine to Key WestExplore the most affordable flight options available from Maine to Key West. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 21, 2026.
Explore the most affordable flight options available from Maine to Key West. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 21, 2026.
This Kiwi.com deal was found by Cheapflights users on 6/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/58:41 am
BOS
- EYW
2 stops34h 32m
Multiple Airlines
Fri 8/1410:31 am
EYW
- BOS
1 stop22h 34m
Multiple Airlines
Deal found 6/20![Multiple Airlines logo]()
$267
This Kiwi.com deal was found by Cheapflights users on 6/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/118:37 am
BOS
- EYW
2 stops25h 47m
Multiple Airlines
Thu 7/238:48 pm
EYW
- BOS
1 stop12h 21m
Multiple Airlines
Deal found 6/20![Multiple Airlines logo]()
$279
This Kiwi.com deal was found by Cheapflights users on 6/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/1610:04 am
BOS
- EYW
1 stop28h 33m
Multiple Airlines
Thu 7/238:48 pm
EYW
- BOS
1 stop12h 21m
Multiple Airlines
Deal found 6/20![Multiple Airlines logo]()
$282
This Kiwi.com deal was found by Cheapflights users on 6/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/910:40 am
BOS
- EYW
1 stop23h 01m
Allegiant Air
Fri 8/1410:31 am
EYW
- BOS
1 stop22h 34m
Allegiant Air
Deal found 6/20![Allegiant Air logo]()
$287
This American Airlines deal was found by Cheapflights users on 6/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/18:08 am
PWM
- EYW
1 stop5h 37m
American Airlines
Sat 9/52:31 pm
EYW
- PWM
1 stop7h 26m
American Airlines
Deal found 6/20![American Airlines logo]()
$291
This Kiwi.com deal was found by Cheapflights users on 6/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/118:37 am
BOS
- EYW
2 stops25h 47m
Multiple Airlines
Mon 7/203:27 pm
EYW
- BOS
1 stop17h 42m
Multiple Airlines
Deal found 6/20![Multiple Airlines logo]()
$292
This Kiwi.com deal was found by Cheapflights users on 6/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/88:37 am
BOS
- EYW
2 stops26h 48m
Multiple Airlines
Fri 8/1410:31 am
EYW
- BOS
1 stop22h 34m
Multiple Airlines
Deal found 6/20![Multiple Airlines logo]()
$294
This Kiwi.com deal was found by Cheapflights users on 6/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/1610:04 am
BOS
- EYW
1 stop28h 33m
Multiple Airlines
Mon 7/203:27 pm
EYW
- BOS
1 stop17h 42m
Multiple Airlines
Deal found 6/20![Multiple Airlines logo]()
$295
This Delta deal was found by Cheapflights users on 6/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/16:00 am
PWM
- EYW
2 stops11h 20m
Delta
Sat 9/51:31 pm
EYW
- PWM
1 stop8h 00m
Delta
Deal found 6/20![Delta logo]()
$296
This Kiwi.com deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/158:41 am
BOS
- EYW
2 stops26h 44m
Multiple Airlines
Mon 7/203:27 pm
EYW
- BOS
1 stop17h 42m
Multiple Airlines
Deal found 6/16![Multiple Airlines logo]()
$297
This Kiwi.com deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/2711:05 am
BOS
- EYW
1 stop24h 22m
Multiple Airlines
Mon 8/311:11 pm
EYW
- BOS
2 stops18h 41m
Multiple Airlines
Deal found 6/16![Multiple Airlines logo]()
$307
This American Airlines deal was found by Cheapflights users on 6/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/112:39 pm
BOS
- EYW
1 stop6h 31m
American Airlines
Sat 7/47:55 pm
EYW
- BOS
1 stop5h 04m
American Airlines
Deal found 6/19![American Airlines logo]()
$317
Best flights from Maine to Key WestDiscover carefully curated flight deals from Maine to Key West that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 21, 2026.
Discover carefully curated flight deals from Maine to Key West that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 21, 2026.
This American Airlines deal was found by Cheapflights users on 6/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/18:08 am
PWM
- EYW
1 stop5h 37m
American Airlines
Sat 9/52:31 pm
EYW
- PWM
1 stop7h 26m
American Airlines
Deal found 6/20![American Airlines logo]()
$291
This Delta deal was found by Cheapflights users on 6/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/26:30 am
PWM
- EYW
2 stops10h 50m
Delta
Sat 9/51:31 pm
EYW
- PWM
1 stop8h 00m
Delta
Deal found 6/17![Delta logo]()
$296
This Kiwi.com deal was found by Cheapflights users on 6/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/227:01 pm
BGR
- EYW
1 stop17h 47m
Allegiant Air
Fri 7/3110:31 am
EYW
- BGR
2 stops25h 00m
Allegiant Air
Deal found 6/18![Allegiant Air logo]()
$370
This Breeze Airways deal was found by Cheapflights users on 6/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/115:12 pm
BGR
- EYW
1 stop17h 07m
Breeze Airways
Tue 11/2411:04 am
EYW
- BGR
1 stop5h 28m
Breeze Airways
Deal found 6/17![Breeze Airways logo]()
$386
This United Airlines deal was found by Cheapflights users on 6/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/275:45 am
BOS
- EYW
2 stops9h 34m
United Airlines
Wed 7/14:00 pm
EYW
- BOS
1 stop7h 21m
United Airlines
Deal found 6/17![United Airlines logo]()
$387
This Delta deal was found by Cheapflights users on 6/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/12:14 pm
PWM
- EYW
1 stop5h 43m
Delta
Sat 9/51:31 pm
EYW
- PWM
2 stops11h 28m
Delta
Deal found 6/20![Delta logo]()
$296
This Delta deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/281:35 pm
PWM
- EYW
1 stop6h 08m
Delta
Tue 11/37:00 am
EYW
- PWM
2 stops9h 59m
Delta
Deal found 6/16![Delta logo]()
$296
This American Airlines deal was found by Cheapflights users on 6/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1712:06 pm
PWM
- EYW
1 stop6h 46m
American Airlines
Tue 9/2211:30 am
EYW
- PWM
2 stops10h 43m
American Airlines
Deal found 6/18![American Airlines logo]()
$413
This Delta deal was found by Cheapflights users on 6/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/2912:30 pm
BOS
- EYW
1 stop7h 21m
Delta
Tue 8/46:15 pm
EYW
- BOS
1 stop7h 10m
Delta
Deal found 6/18![Delta logo]()
$347
This United Airlines deal was found by Cheapflights users on 6/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/147:19 am
BOS
- EYW
1 stop8h 00m
United Airlines
Sat 7/182:26 pm
EYW
- BOS
1 stop7h 46m
United Airlines
Deal found 6/19![United Airlines logo]()
$440
This Delta deal was found by Cheapflights users on 6/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/125:30 am
BOS
- EYW
1 stop5h 30m
Delta
Thu 7/236:18 pm
EYW
- BOS
1 stop7h 02m
Delta
Deal found 6/20![Delta logo]()
$347
This Delta deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/39:05 am
BOS
- EYW
1 stop8h 22m
Delta
Tue 7/146:18 pm
EYW
- BOS
1 stop7h 02m
Delta
Deal found 6/16![Delta logo]()
$347
This Delta deal was found by Cheapflights users on 6/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/155:30 am
BOS
- EYW
1 stop7h 53m
Delta
Thu 7/236:18 pm
EYW
- BOS
1 stop7h 02m
Delta
Deal found 6/20![Delta logo]()
$347
This American Airlines deal was found by Cheapflights users on 6/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/115:26 am
BGR
- EYW
2 stops10h 46m
American Airlines
Tue 11/2412:40 pm
EYW
- BGR
2 stops10h 34m
American Airlines
Deal found 6/17![American Airlines logo]()
$517
This Kiwi.com deal was found by Cheapflights users on 6/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/57:00 am
PWM
- EYW
2 stops27h 27m
Breeze Airways
Thu 7/912:05 pm
EYW
- PWM
1 stop21h 07m
Breeze Airways
Deal found 6/20![Breeze Airways logo]()
$592
This Delta deal was found by Cheapflights users on 6/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/125:30 am
BOS
- EYW
1 stop5h 17m
Delta
Wed 9/166:19 pm
EYW
- BOS
1 stop6h 58m
Delta
Deal found 6/18![Delta logo]()
$347
This United Airlines deal was found by Cheapflights users on 6/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/86:00 am
PWM
- EYW
1 stop9h 19m
United Airlines
Tue 7/142:26 pm
EYW
- PWM
2 stops9h 25m
United Airlines
Deal found 6/17![United Airlines logo]()
$578
This American Airlines deal was found by Cheapflights users on 6/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/226:30 am
BGR
- EYW
2 stops9h 41m
American Airlines
Fri 7/3111:28 am
EYW
- BGR
2 stops12h 31m
American Airlines
Deal found 6/18![American Airlines logo]()
$577
This Delta deal was found by Cheapflights users on 6/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/176:30 am
PWM
- EYW
2 stops13h 20m
Delta
Tue 9/221:57 pm
EYW
- PWM
2 stops9h 20m
Delta
Deal found 6/18![Delta logo]()
$371
This Delta deal was found by Cheapflights users on 6/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/125:30 am
BOS
- EYW
1 stop5h 30m
Delta
Tue 7/216:18 pm
EYW
- BOS
1 stop7h 02m
Delta
Deal found 6/20![Delta logo]()
$389
This American Airlines deal was found by Cheapflights users on 6/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/2411:43 am
BGR
- EYW
2 stops7h 34m
American Airlines
Mon 9/281:47 pm
EYW
- BGR
2 stops10h 00m
American Airlines
Deal found 6/18![American Airlines logo]()
$639
This Delta deal was found by Cheapflights users on 6/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/145:30 am
BOS
- EYW
1 stop5h 30m
Delta
Tue 7/216:18 pm
EYW
- BOS
1 stop7h 02m
Delta
Deal found 6/20![Delta logo]()
$389
This United Airlines deal was found by Cheapflights users on 6/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/16:30 am
BGR
- EYW
1 stop7h 29m
United Airlines
Thu 11/52:55 pm
EYW
- BGR
1 stop7h 09m
United Airlines
Deal found 6/19![United Airlines logo]()
$815
This Delta deal was found by Cheapflights users on 6/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/195:30 am
BOS
- EYW
1 stop5h 30m
Delta
Fri 7/246:18 pm
EYW
- BOS
1 stop7h 02m
Delta
Deal found 6/18![Delta logo]()
$393
This Delta deal was found by Cheapflights users on 6/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/66:30 am
BOS
- EYW
2 stops10h 50m
Delta
Tue 8/117:40 am
EYW
- BOS
1 stop7h 15m
Delta
Deal found 6/20![Delta logo]()
$400
This United Airlines deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/296:00 am
BGR
- EYW
1 stop7h 29m
United Airlines
Wed 9/22:20 pm
EYW
- BGR
1 stop9h 10m
United Airlines
Deal found 6/15![United Airlines logo]()
$948
This Delta deal was found by Cheapflights users on 6/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/175:17 am
BGR
- EYW
2 stops12h 07m
Delta
Tue 9/221:57 pm
EYW
- BGR
2 stops9h 23m
Delta
Deal found 6/18![Delta logo]()
$414
This American Airlines deal was found by Cheapflights users on 6/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/177:06 pm
BGR
- EYW
1 stop18h 58m
American Airlines
Tue 9/222:34 pm
EYW
- BGR
1 stop9h 13m
American Airlines
Deal found 6/18![American Airlines logo]()
$922
This Delta deal was found by Cheapflights users on 6/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/161:55 pm
BOS
- EYW
1 stop5h 56m
Delta
Tue 7/216:18 pm
EYW
- BOS
1 stop7h 02m
Delta
Deal found 6/20![Delta logo]()
$435
This United Airlines deal was found by Cheapflights users on 6/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/2412:06 pm
BGR
- EYW
1 stop25h 23m
United Airlines
Mon 9/282:15 pm
EYW
- BGR
1 stop21h 02m
United Airlines
Deal found 6/18![United Airlines logo]()
$1,092
Last-minute flights from Maine to Key WestDiscover last-minute flight deals from Maine to Key West. Data last updated June 21, 2026 and is based on user searches.
Discover last-minute flight deals from Maine to Key West. Data last updated June 21, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 6/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/112:39 pm
BOS
- EYW
1 stop6h 31m
American Airlines
Sat 7/47:55 pm
EYW
- BOS
1 stop5h 04m
American Airlines
Deal found 6/19![American Airlines logo]()
$317
This American Airlines deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/112:39 pm
BOS
- EYW
1 stop6h 31m
American Airlines
Tue 7/77:33 pm
EYW
- BOS
1 stop5h 04m
American Airlines
Deal found 6/16![American Airlines logo]()
$322
This United Airlines deal was found by Cheapflights users on 6/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/46:00 am
BOS
- EYW
1 stop9h 19m
United Airlines
Wed 7/84:00 pm
EYW
- BOS
1 stop9h 14m
United Airlines
Deal found 6/20![United Airlines logo]()
$338
This American Airlines deal was found by Cheapflights users on 6/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/68:05 am
BOS
- EYW
1 stop8h 06m
American Airlines
Fri 7/105:34 pm
EYW
- BOS
1 stop6h 16m
American Airlines
Deal found 6/17![American Airlines logo]()
$342
This American Airlines deal was found by Cheapflights users on 6/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/136:00 am
BOS
- EYW
1 stop7h 14m
American Airlines
Sat 7/187:55 pm
EYW
- BOS
1 stop5h 04m
American Airlines
Deal found 6/17![American Airlines logo]()
$327
This Kiwi.com deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/158:41 am
BOS
- EYW
2 stops26h 44m
Multiple Airlines
Mon 7/203:27 pm
EYW
- BOS
1 stop17h 42m
Multiple Airlines
Deal found 6/16![Multiple Airlines logo]()
$297
This American Airlines deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/1610:56 am
BOS
- EYW
1 stop8h 10m
American Airlines
Thu 7/231:01 pm
EYW
- BOS
1 stop7h 58m
American Airlines
Deal found 6/16![American Airlines logo]()
$347
This Kiwi.com deal was found by Cheapflights users on 6/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/1610:04 am
BOS
- EYW
1 stop25h 23m
Multiple Airlines
Thu 7/2312:05 pm
EYW
- BOS
1 stop21h 04m
Multiple Airlines
Deal found 6/18![Multiple Airlines logo]()
$350
This American Airlines deal was found by Cheapflights users on 6/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/198:03 am
BOS
- EYW
1 stop5h 37m
American Airlines
Fri 7/247:33 pm
EYW
- BOS
1 stop5h 04m
American Airlines
Deal found 6/17![American Airlines logo]()
$337
This Kiwi.com deal was found by Cheapflights users on 6/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/2310:04 am
BOS
- EYW
1 stop28h 33m
Multiple Airlines
Mon 7/273:27 pm
EYW
- BOS
1 stop17h 42m
Multiple Airlines
Deal found 6/17![Multiple Airlines logo]()
$329
This United Airlines deal was found by Cheapflights users on 6/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/295:45 am
BOS
- EYW
2 stops9h 34m
United Airlines
Wed 8/52:26 pm
EYW
- BOS
1 stop7h 27m
United Airlines
Deal found 6/20![United Airlines logo]()
$343
This Kiwi.com deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/2910:04 am
BOS
- EYW
1 stop27h 18m
Multiple Airlines
Tue 8/41:14 pm
EYW
- BOS
2 stops18h 32m
Multiple Airlines
Deal found 6/16![Multiple Airlines logo]()
$351
One-way flights from Maine to Key WestSearch for one-way flight options from Maine to Key West. Find affordable one-way fares based on user searches. Data last updated June 21, 2026.
Search for one-way flight options from Maine to Key West. Find affordable one-way fares based on user searches. Data last updated June 21, 2026.
This Kiwi.com deal was found by Cheapflights users on 6/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/1911:05 am
BOS
- EYW
1 stop23h 14m
Multiple Airlines
Deal found 6/18![Multiple Airlines logo]()
$115
This Kiwi.com deal was found by Cheapflights users on 6/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/2310:04 am
BOS
- EYW
1 stop28h 33m
Multiple Airlines
Deal found 6/17![Multiple Airlines logo]()
$142
This Kiwi.com deal was found by Cheapflights users on 6/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/88:41 am
BOS
- EYW
2 stops26h 44m
Multiple Airlines
Deal found 6/20![Multiple Airlines logo]()
$144
This Kiwi.com deal was found by Cheapflights users on 6/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/188:37 am
BOS
- EYW
2 stops25h 47m
Multiple Airlines
Deal found 6/20![Multiple Airlines logo]()
$145
This Kiwi.com deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/19:12 am
BOS
- EYW
2 stops25h 54m
Multiple Airlines
Deal found 6/16![Multiple Airlines logo]()
$147
This Kiwi.com deal was found by Cheapflights users on 6/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/158:41 am
BOS
- EYW
2 stops26h 44m
Multiple Airlines
Deal found 6/19![Multiple Airlines logo]()
$148
This Kiwi.com deal was found by Cheapflights users on 6/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/158:37 am
BOS
- EYW
2 stops26h 48m
Multiple Airlines
Deal found 6/17![Multiple Airlines logo]()
$151
This Kiwi.com deal was found by Cheapflights users on 6/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/1610:04 am
BOS
- EYW
1 stop25h 23m
Multiple Airlines
Deal found 6/20![Multiple Airlines logo]()
$154
This Kiwi.com deal was found by Cheapflights users on 6/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/1912:45 pm
BOS
- EYW
2 stops30h 28m
Multiple Airlines
Deal found 6/20![Multiple Airlines logo]()
$155
This Kiwi.com deal was found by Cheapflights users on 6/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/1211:05 am
BOS
- EYW
1 stop23h 14m
Multiple Airlines
Deal found 6/17![Multiple Airlines logo]()
$157
This Kiwi.com deal was found by Cheapflights users on 6/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/305:30 pm
PWM
- EYW
2 stops15h 54m
Breeze Airways
Deal found 6/19![Breeze Airways logo]()
$185
This Kiwi.com deal was found by Cheapflights users on 6/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/211:01 am
BGR
- EYW
1 stop27h 36m
Allegiant Air
Deal found 6/18![Allegiant Air logo]()
$326
Find flight deals from Maine to Key West
Keep the following information in mind while searching for Maine to Key West flight deals. Data was last updated June 21, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $267 (Kiwi.com) |
One-way from | $115 (Kiwi.com) |
Popular in | February |
Cheapest in | August |
Average price | $553 |
Cheapflights Fare Finder
Customize your flight search to find flights from Maine to Key West that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated June 21, 2026.
Use the filters below to find and compare flights from Maine to Key West that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
PortlandKey West
PWM - EYW
PWMEYW
Portland
Tue 9/1
8:08 am-1:45 pm
1 stop5h 37m
Key West
Sat 9/5
2:31 pm-9:57 pm
1 stop7h 26m
$291
PortlandKey West
PWM - EYW
PWMEYW
Portland
Wed 9/2
6:30 am-5:20 pm
2 stops10h 50m
Key West
Sat 9/5
1:31 pm-9:31 pm
1 stop8h 00m
$296
PortlandKey West
PWM - EYW
PWMEYW
Portland
Tue 9/1
2:14 pm-7:57 pm
1 stop5h 43m
Key West
Sat 9/5
1:31 pm-12:59 am
2 stops11h 28m
$296
PortlandKey West
PWM - EYW
PWMEYW
Portland
Wed 10/28
1:35 pm-7:43 pm
1 stop6h 08m
Key West
Tue 11/3
7:00 am-4:59 pm
2 stops9h 59m
$296
BostonKey West
BOS - EYW
BOSEYW
Boston Logan Intl
Wed 7/29
12:30 pm-7:51 pm
1 stop7h 21m
Key West
Tue 8/4
6:15 pm-1:25 am
1 stop7h 10m
$347
BostonKey West
BOS - EYW
BOSEYW
Boston Logan Intl
Sun 7/12
5:30 am-11:00 am
1 stop5h 30m
Key West
Thu 7/23
6:18 pm-1:20 am
1 stop7h 02m
$347
BostonKey West
BOS - EYW
BOSEYW
Boston Logan Intl
Fri 7/3
9:05 am-5:27 pm
1 stop8h 22m
Key West
Tue 7/14
6:18 pm-1:20 am
1 stop7h 02m
$347
BostonKey West
BOS - EYW
BOSEYW
Boston Logan Intl
Wed 7/15
5:30 am-1:23 pm
1 stop7h 53m
Key West
Thu 7/23
6:18 pm-1:20 am
1 stop7h 02m
$347
Quickest round-trip
BostonKey West
BOS - EYW
BOSEYW
Boston Logan Intl
Sat 9/12
5:30 am-10:47 am
1 stop5h 17m
Key West
Wed 9/16
6:19 pm-1:17 am
1 stop6h 58m
$347
BangorKey West
BGR - EYW
BGREYW
Bangor
Wed 7/22
7:01 pm-12:48 pm
1 stop17h 47m
Key West
Fri 7/31
10:31 am-11:31 am
2 stops25h 00m
$370
Showing 1-10 of 45 resultsSorted by cheapest first
Best time to book a flight from Maine to Key West
Have a flexible travel schedule? Discover the best time to fly to Key West from Maine with our price prediction graph.
PWM-EYW
BGR-EYW
BOS-EYW
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Maine to Key West
USME-EYW
PWM-EYW
BGR-EYW
BOS-EYW
What is the cheapest month to book a flight from Maine to Key West?
Currently, May is the cheapest month in which you can book a flight from Maine to Key West (average of $256). Flying from Maine to Key West in July is currently the most expensive (average of $440). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
How much does it cost to fly round-trip from Maine to Key West?
How far ahead should I book a flight from Maine to Key West?
Booking 28 days in advance of your planned departure date is, on average, the best time to get cheap flights from Maine to Key West. The general trend is that the closer you book to the departure date, the more expensive your flight will be.
Related info for your journey
Find useful and relevant information for your journey from Maine to Key West. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes
Complete your trip
Flights by cabin class
Key West flight routes
Other flight options
Popular flights
Top destinations
Alternative routes for Maine to Key West
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Key West by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Maine to Key West by cabin class
Find flights from Maine to Key West, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Other flights to Key West
Explore flights to Key West departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on June 21, 2026.
Maine and Key West flights
Browse other Maine and Key West flight options. Last updated on June 21, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Maine to Key West flights
Consider these flights traveling from Maine to Key West.
Top 3 airlines flying from Maine to Key West
Discover the top 3 airlines that operate flights from Maine to Key West. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated June 21, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$256 | Average$447 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$256 | Average$456 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$268 | Average$516 | FlexibilityNo cancel fee | On-time71% |