$113+ 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 9/12. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — EYW
Jul 31 — Aug 71
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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Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Maine to Key West
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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 July 1, 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 July 1, 2026.
This Kiwi.com deal was found by Cheapflights users on 6/28. 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 9/2611:05 am
BOS
- EYW
1 stop23h 14m
Multiple Airlines
Mon 10/510:54 am
EYW
- BOS
1 stop23h 48m
Multiple Airlines
Deal found 6/28![Multiple Airlines logo]()
$233
This Kiwi.com deal was found by Cheapflights users on 6/28. 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 9/2611:05 am
BOS
- EYW
1 stop23h 14m
Multiple Airlines
Sat 10/310:04 am
EYW
- BOS
2 stops25h 40m
Multiple Airlines
Deal found 6/28![Multiple Airlines logo]()
$258
This Kiwi.com deal was found by Cheapflights users on 6/28. 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 9/2611:05 am
BOS
- EYW
1 stop23h 14m
Multiple Airlines
Fri 10/212:59 pm
EYW
- BOS
2 stops20h 30m
Multiple Airlines
Deal found 6/28![Multiple Airlines logo]()
$263
This Kiwi.com deal was found by Cheapflights users on 6/28. 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 8/610:04 am
BOS
- EYW
1 stop25h 23m
Multiple Airlines
Thu 8/1312:05 pm
EYW
- BOS
1 stop21h 04m
Multiple Airlines
Deal found 6/28![Multiple Airlines logo]()
$280
This Kiwi.com deal was found by Cheapflights users on 6/28. 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 9/2611:05 am
BOS
- EYW
1 stop23h 14m
Multiple Airlines
Tue 10/61:16 pm
EYW
- BOS
2 stops22h 49m
Multiple Airlines
Deal found 6/28![Multiple Airlines logo]()
$282
This Kiwi.com deal was found by Cheapflights users on 7/1. 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 stops26h 48m
Multiple Airlines
Thu 7/2312:05 pm
EYW
- BOS
1 stop21h 04m
Multiple Airlines
Deal found 7/1![Multiple Airlines logo]()
$284
This American Airlines deal was found by Cheapflights users on 6/29. 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 6/29![American Airlines logo]()
$291
This Kiwi.com deal was found by Cheapflights users on 7/1. 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 7/1810:04 am
BOS
- EYW
1 stop25h 21m
Multiple Airlines
Mon 7/271:11 pm
EYW
- BOS
2 stops45h 53m
Multiple Airlines
Deal found 7/1![Multiple Airlines logo]()
$291
This Kiwi.com deal was found by Cheapflights users on 6/28. 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 8/610:04 am
BOS
- EYW
1 stop25h 23m
Multiple Airlines
Tue 8/111:14 pm
EYW
- BOS
2 stops18h 32m
Multiple Airlines
Deal found 6/28![Multiple Airlines logo]()
$292
This Delta deal was found by Cheapflights users on 6/29. 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 6/29![Delta logo]()
$296
This Kiwi.com deal was found by Cheapflights users on 6/28. 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 10/111:05 am
BOS
- EYW
1 stop23h 14m
Multiple Airlines
Mon 10/510:54 am
EYW
- BOS
1 stop23h 48m
Multiple Airlines
Deal found 6/28![Multiple Airlines logo]()
$296
This Delta deal was found by Cheapflights users on 6/30. 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 10/3110:00 am
PWM
- EYW
2 stops9h 51m
Delta
Tue 11/37:40 am
EYW
- PWM
2 stops11h 49m
Delta
Deal found 6/30![Delta logo]()
$301
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 July 1, 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 July 1, 2026.
This American Airlines deal was found by Cheapflights users on 6/30. 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 10/277:00 am
PWM
- EYW
1 stop6h 54m
American Airlines
Tue 11/32:50 pm
EYW
- PWM
1 stop7h 43m
American Airlines
Deal found 6/30![American Airlines logo]()
$291
This Delta deal was found by Cheapflights users on 6/30. 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 10/276:00 am
PWM
- EYW
2 stops11h 16m
Delta
Tue 11/37:40 am
EYW
- PWM
1 stop5h 24m
Delta
Deal found 6/30![Delta logo]()
$296
This Kiwi.com deal was found by Cheapflights users on 6/26. 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 8/17:00 am
PWM
- EYW
2 stops28h 25m
Multiple Airlines
Fri 8/1411:57 am
EYW
- PWM
1 stop10h 41m
Multiple Airlines
Deal found 6/26![Multiple Airlines logo]()
$412
This United Airlines deal was found by Cheapflights users on 6/30. 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
Tue 7/72:26 pm
EYW
- BOS
1 stop7h 29m
United Airlines
Deal found 6/30![United Airlines logo]()
$457
This Kiwi.com deal was found by Cheapflights users on 6/27. 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 10/810:36 am
BGR
- EYW
2 stops21h 48m
Allegiant Air
Sun 10/119:02 am
EYW
- BGR
1 stop8h 38m
Allegiant Air
Deal found 6/27![Allegiant Air logo]()
$515
This Delta deal was found by Cheapflights users on 6/30. 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 10/282:09 pm
PWM
- EYW
1 stop5h 42m
Delta
Wed 11/47:40 am
EYW
- PWM
1 stop5h 24m
Delta
Deal found 6/30![Delta logo]()
$326
This American Airlines deal was found by Cheapflights users on 6/26. 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 8/187:05 am
BGR
- EYW
1 stop6h 40m
American Airlines
Sat 8/222:31 pm
EYW
- BGR
1 stop7h 42m
American Airlines
Deal found 6/26![American Airlines logo]()
$349
This Delta deal was found by Cheapflights users on 6/28. 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 9/299:05 am
BOS
- EYW
1 stop8h 19m
Delta
Sat 10/32:00 pm
EYW
- BOS
1 stop8h 23m
Delta
Deal found 6/28![Delta logo]()
$327
This Delta deal was found by Cheapflights users on 6/28. 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 9/251:55 pm
BOS
- EYW
1 stop6h 06m
Delta
Fri 10/26:19 pm
EYW
- BOS
1 stop6h 58m
Delta
Deal found 6/28![Delta logo]()
$327
This Delta deal was found by Cheapflights users on 6/28. 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.
Mon 9/285:30 am
BOS
- EYW
1 stop5h 17m
Delta
Fri 10/96:11 pm
EYW
- BOS
1 stop6h 47m
Delta
Deal found 6/28![Delta logo]()
$327
This Delta deal was found by Cheapflights users on 6/30. 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 10/292:09 pm
PWM
- EYW
1 stop5h 42m
Delta
Wed 11/47:40 am
EYW
- PWM
2 stops9h 19m
Delta
Deal found 6/30![Delta logo]()
$331
This United Airlines deal was found by Cheapflights users on 6/30. 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 7/48:00 am
BOS
- EYW
1 stop5h 30m
United Airlines
Mon 7/62:26 pm
EYW
- BOS
2 stops9h 33m
United Airlines
Deal found 6/30![United Airlines logo]()
$503
This Delta deal was found by Cheapflights users on 6/28. 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 8/256:50 am
BOS
- EYW
1 stop6h 10m
Delta
Tue 8/256:15 pm
EYW
- BOS
1 stop7h 10m
Delta
Deal found 6/28![Delta logo]()
$347
This United Airlines deal was found by Cheapflights users on 6/29. 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 6/29![United Airlines logo]()
$547
This Delta deal was found by Cheapflights users on 6/29. 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 9/25:20 am
BGR
- EYW
2 stops12h 00m
Delta
Sat 9/57:40 am
EYW
- BGR
1 stop5h 39m
Delta
Deal found 6/29![Delta logo]()
$354
This Delta deal was found by Cheapflights users on 6/30. 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 10/292:09 pm
PWM
- EYW
1 stop5h 42m
Delta
Sun 11/17:40 am
EYW
- PWM
1 stop5h 24m
Delta
Deal found 6/30![Delta logo]()
$361
This American Airlines deal was found by Cheapflights users on 6/28. 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 10/15:50 am
BGR
- EYW
2 stops13h 27m
American Airlines
Mon 10/512:48 pm
EYW
- BGR
2 stops11h 11m
American Airlines
Deal found 6/28![American Airlines logo]()
$667
This United Airlines deal was found by Cheapflights users on 6/30. 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 7/146:05 am
BOS
- EYW
3 stops33h 14m
United Airlines
Sat 7/182:26 pm
EYW
- BOS
1 stop7h 46m
United Airlines
Deal found 6/30![United Airlines logo]()
$653
This Delta deal was found by Cheapflights users on 6/30. 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 10/288:00 am
PWM
- EYW
2 stops11h 51m
Delta
Mon 11/27:40 am
EYW
- PWM
1 stop5h 24m
Delta
Deal found 6/30![Delta logo]()
$395
This United Airlines deal was found by Cheapflights users on 6/30. 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 8/297:30 am
BOS
- EYW
1 stop5h 59m
United Airlines
Wed 9/22:15 pm
EYW
- BOS
1 stop7h 44m
United Airlines
Deal found 6/30![United Airlines logo]()
$669
This Delta deal was found by Cheapflights users on 6/26. 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 11/191:35 pm
PWM
- EYW
1 stop6h 08m
Delta
Tue 11/247:00 am
EYW
- PWM
2 stops9h 10m
Delta
Deal found 6/26![Delta logo]()
$410
This United Airlines deal was found by Cheapflights users on 6/30. 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 11/144:10 pm
BGR
- EYW
1 stop21h 49m
United Airlines
Tue 11/172:55 pm
EYW
- BGR
1 stop7h 09m
United Airlines
Deal found 6/30![United Airlines logo]()
$698
This Delta deal was found by Cheapflights users on 6/28. 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 10/36:02 am
PWM
- EYW
2 stops11h 22m
Delta
Wed 10/72:00 pm
EYW
- PWM
2 stops9h 19m
Delta
Deal found 6/28![Delta logo]()
$420
This Delta deal was found by Cheapflights users on 6/30. 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 10/306:00 am
PWM
- EYW
2 stops11h 16m
Delta
Mon 11/22:00 pm
EYW
- PWM
2 stops9h 49m
Delta
Deal found 6/30![Delta logo]()
$430
Last-minute flights from Maine to Key WestDiscover last-minute flight deals from Maine to Key West. Data last updated July 1, 2026 and is based on user searches.
Discover last-minute flight deals from Maine to Key West. Data last updated July 1, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 6/27. 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 7/126:01 am
BOS
- EYW
1 stop7h 39m
American Airlines
Thu 7/167:33 pm
EYW
- BOS
1 stop5h 04m
American Airlines
Deal found 6/27![American Airlines logo]()
$357
This Delta deal was found by Cheapflights users on 6/29. 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 7/146:00 am
PWM
- EYW
1 stop7h 23m
Delta
Sat 7/184:00 pm
EYW
- PWM
1 stop7h 14m
Delta
Deal found 6/29![Delta logo]()
$391
This Kiwi.com deal was found by Cheapflights users on 6/27. 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
Tue 7/281:14 pm
EYW
- BOS
2 stops18h 32m
Multiple Airlines
Deal found 6/27![Multiple Airlines logo]()
$358
This Delta deal was found by Cheapflights users on 7/1. 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 7/1712:30 pm
BOS
- EYW
1 stop7h 21m
Delta
Thu 7/236:18 pm
EYW
- BOS
1 stop5h 41m
Delta
Deal found 7/1![Delta logo]()
$342
This Kiwi.com deal was found by Cheapflights users on 7/1. 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 stops26h 48m
Multiple Airlines
Thu 7/2312:05 pm
EYW
- BOS
1 stop21h 04m
Multiple Airlines
Deal found 7/1![Multiple Airlines logo]()
$284
This Kiwi.com deal was found by Cheapflights users on 7/1. 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 7/1810:04 am
BOS
- EYW
1 stop25h 21m
Multiple Airlines
Mon 7/271:11 pm
EYW
- BOS
2 stops45h 53m
Multiple Airlines
Deal found 7/1![Multiple Airlines logo]()
$291
This American Airlines deal was found by Cheapflights users on 6/28. 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 7/196:05 am
BOS
- EYW
1 stop6h 09m
American Airlines
Sat 7/255:34 pm
EYW
- BOS
1 stop6h 16m
American Airlines
Deal found 6/28![American Airlines logo]()
$328
This Delta deal was found by Cheapflights users on 7/1. 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 7/225:30 am
BOS
- EYW
1 stop5h 30m
Delta
Thu 7/236:18 pm
EYW
- BOS
1 stop7h 02m
Delta
Deal found 7/1![Delta logo]()
$347
This Kiwi.com deal was found by Cheapflights users on 6/30. 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 6/30![Multiple Airlines logo]()
$314
This Delta deal was found by Cheapflights users on 6/30. 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 7/241:55 pm
BOS
- EYW
1 stop5h 56m
Delta
Thu 7/306:18 pm
EYW
- BOS
1 stop7h 02m
Delta
Deal found 6/30![Delta logo]()
$327
This United Airlines deal was found by Cheapflights users on 6/29. 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.
Mon 7/278:00 am
BOS
- EYW
1 stop5h 30m
United Airlines
Wed 7/292:26 pm
EYW
- BOS
2 stops9h 33m
United Airlines
Deal found 6/29![United Airlines logo]()
$352
This American Airlines deal was found by Cheapflights users on 6/28. 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.
Fri 7/318:00 am
PWM
- EYW
1 stop5h 40m
American Airlines
Tue 8/44:41 pm
EYW
- PWM
1 stop5h 55m
American Airlines
Deal found 6/28![American Airlines logo]()
$376
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 July 1, 2026.
Search for one-way flight options from Maine to Key West. Find affordable one-way fares based on user searches. Data last updated July 1, 2026.
This Kiwi.com deal was found by Cheapflights users on 6/26. 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 6/26![Multiple Airlines logo]()
$113
This Kiwi.com deal was found by Cheapflights users on 6/28. 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 9/2611:05 am
BOS
- EYW
1 stop23h 14m
Multiple Airlines
Deal found 6/28![Multiple Airlines logo]()
$114
This Kiwi.com deal was found by Cheapflights users on 6/30. 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 8/3010:04 am
BOS
- EYW
1 stop25h 23m
Multiple Airlines
Deal found 6/30![Multiple Airlines logo]()
$135
This Kiwi.com deal was found by Cheapflights users on 6/28. 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.
Mon 8/2412:45 pm
BOS
- EYW
2 stops23h 49m
Multiple Airlines
Deal found 6/28![Multiple Airlines logo]()
$145
This Kiwi.com deal was found by Cheapflights users on 6/28. 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 8/2912:45 pm
BOS
- EYW
2 stops30h 28m
Multiple Airlines
Deal found 6/28![Multiple Airlines logo]()
$146
This Kiwi.com deal was found by Cheapflights users on 6/28. 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 8/2212:45 pm
BOS
- EYW
2 stops30h 28m
Multiple Airlines
Deal found 6/28![Multiple Airlines logo]()
$147
This Kiwi.com deal was found by Cheapflights users on 6/29. 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 7/298:41 am
BOS
- EYW
2 stops34h 32m
Multiple Airlines
Deal found 6/29![Multiple Airlines logo]()
$148
This Kiwi.com deal was found by Cheapflights users on 6/28. 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 7/1810:06 am
BGR
- EYW
1 stop24h 18m
Breeze Airways
Deal found 6/28![Breeze Airways logo]()
$149
This Kiwi.com deal was found by Cheapflights users on 6/29. 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 6/29![Multiple Airlines logo]()
$150
This Kiwi.com deal was found by Cheapflights users on 6/28. 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 8/2612:45 pm
BOS
- EYW
2 stops30h 28m
Multiple Airlines
Deal found 6/28![Multiple Airlines logo]()
$151
This Kiwi.com deal was found by Cheapflights users on 7/1. 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 7/3010:04 am
BOS
- EYW
1 stop25h 23m
Multiple Airlines
Deal found 7/1![Multiple Airlines logo]()
$154
This Kiwi.com deal was found by Cheapflights users on 6/28. 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 7/186:44 pm
BGR
- EYW
2 stops20h 43m
Multiple Airlines
Deal found 6/28![Multiple Airlines logo]()
$185
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 July 1, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $233 (Kiwi.com) |
One-way from | $113 (Kiwi.com) |
Popular in | February |
Cheapest in | August |
Average price | $522 |
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 July 1, 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 10/27
7:00 am-1:54 pm
1 stop6h 54m
Key West
Tue 11/3
2:50 pm-10:33 pm
1 stop7h 43m
$291
PortlandKey West
PWM - EYW
PWMEYW
Portland
Tue 10/27
6:00 am-5:16 pm
2 stops11h 16m
Key West
Tue 11/3
7:40 am-1:04 pm
1 stop5h 24m
$296
Quickest round-trip
PortlandKey West
PWM - EYW
PWMEYW
Portland
Wed 10/28
2:09 pm-7:51 pm
1 stop5h 42m
Key West
Wed 11/4
7:40 am-1:04 pm
1 stop5h 24m
$326
BostonKey West
BOS - EYW
BOSEYW
Boston Logan Intl
Tue 9/29
9:05 am-5:24 pm
1 stop8h 19m
Key West
Sat 10/3
2:00 pm-10:23 pm
1 stop8h 23m
$327
BostonKey West
BOS - EYW
BOSEYW
Boston Logan Intl
Fri 9/25
1:55 pm-8:01 pm
1 stop6h 06m
Key West
Fri 10/2
6:19 pm-1:17 am
1 stop6h 58m
$327
BostonKey West
BOS - EYW
BOSEYW
Boston Logan Intl
Mon 9/28
5:30 am-10:47 am
1 stop5h 17m
Key West
Fri 10/9
6:11 pm-12:58 am
1 stop6h 47m
$327
PortlandKey West
PWM - EYW
PWMEYW
Portland
Thu 10/29
2:09 pm-7:51 pm
1 stop5h 42m
Key West
Wed 11/4
7:40 am-4:59 pm
2 stops9h 19m
$331
BostonKey West
BOS - EYW
BOSEYW
Boston Logan Intl
Tue 8/25
6:50 am-1:00 pm
1 stop6h 10m
Key West
Tue 8/25
6:15 pm-1:25 am
1 stop7h 10m
$347
BangorKey West
BGR - EYW
BGREYW
Bangor
Tue 8/18
7:05 am-1:45 pm
1 stop6h 40m
Key West
Sat 8/22
2:31 pm-10:13 pm
1 stop7h 42m
$349
BangorKey West
BGR - EYW
BGREYW
Bangor
Wed 9/2
5:20 am-5:20 pm
2 stops12h 00m
Key West
Sat 9/5
7:40 am-1:19 pm
1 stop5h 39m
$354
Showing 1-10 of 42 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.
BOS-EYW
BGR-EYW
PWM-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
BOS-EYW
BGR-EYW
PWM-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 June is currently the most expensive (average of $527). 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 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.
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Complete your trip
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Key West flight routes
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Alternative routes for Maine to Key West
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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 July 1, 2026.
Maine and Key West flights
Browse other Maine and Key West flight options. Last updated on July 1, 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 July 1, 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% |