$99+ Cheap flights from Key West (EYW) to Maine
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 6/3. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — PWM
Mai 30 — Jun 61
Round-trip
1 adult, Economy
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Cheapest flights from Key West to MaineExplore the most affordable flight options available from Key West to Maine. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 30, 2026.
Explore the most affordable flight options available from Key West to Maine. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 30, 2026.
This American Airlines deal was found by Cheapflights users on 4/28. 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.
Do 5/287:40 pm
EYW
- BOS
1 stop5h 19m
American Airlines
Mi 6/38:00 am
BOS
- EYW
1 stop5h 41m
American Airlines
Deal found 4/28![American Airlines logo]()
$197
This American Airlines deal was found by Cheapflights users on 4/29. 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.
Fr 5/225:37 pm
EYW
- BOS
1 stop6h 12m
American Airlines
Mo 5/256:00 am
BOS
- EYW
1 stop6h 16m
American Airlines
Deal found 4/29![American Airlines logo]()
$262
This United Airlines deal was found by Cheapflights users on 4/28. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Do 5/213:55 pm
EYW
- BOS
1 stop9h 19m
United Airlines
Di 5/267:19 am
BOS
- EYW
1 stop7h 48m
United Airlines
Deal found 4/28![United Airlines logo]()
$265
This American Airlines deal was found by Cheapflights users on 4/29. 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.
Do 5/217:29 pm
EYW
- BOS
1 stop5h 11m
American Airlines
Di 5/268:00 am
BOS
- EYW
1 stop8h 07m
American Airlines
Deal found 4/29![American Airlines logo]()
$278
This Kiwi.com deal was found by Cheapflights users on 4/27. 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.
Di 5/121:14 pm
EYW
- BOS
2 stops36h 10m
Multiple Airlines
Sa 5/167:00 am
BOS
- EYW
1 stop28h 25m
Multiple Airlines
Deal found 4/27![Multiple Airlines logo]()
$286
This American Airlines deal was found by Cheapflights users on 4/27. 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.
Di 9/151:59 pm
EYW
- PWM
2 stops9h 25m
American Airlines
Di 9/226:00 am
PWM
- EYW
1 stop7h 42m
American Airlines
Deal found 4/27![American Airlines logo]()
$296
This American Airlines deal was found by Cheapflights users on 4/29. 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.
Mi 9/1612:05 pm
EYW
- PWM
2 stops11h 19m
American Airlines
Mi 9/238:01 am
PWM
- EYW
2 stops10h 26m
American Airlines
Deal found 4/29![American Airlines logo]()
$301
This Kiwi.com deal was found by Cheapflights users on 4/27. 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.
Fr 5/2210:31 am
EYW
- BOS
1 stop22h 24m
Multiple Airlines
Mo 5/2512:01 pm
BOS
- EYW
2 stops47h 05m
Multiple Airlines
Deal found 4/27![Multiple Airlines logo]()
$301
This American Airlines deal was found by Cheapflights users on 4/29. 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.
Do 7/305:34 pm
EYW
- BOS
1 stop6h 15m
American Airlines
Mo 8/36:00 am
BOS
- EYW
1 stop7h 40m
American Airlines
Deal found 4/29![American Airlines logo]()
$307
This Kiwi.com deal was found by Cheapflights users on 4/27. 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.
Fr 5/2210:31 am
EYW
- BOS
1 stop22h 24m
Multiple Airlines
Fr 5/298:44 am
BOS
- EYW
2 stops29h 14m
Multiple Airlines
Deal found 4/27![Multiple Airlines logo]()
$312
This Kiwi.com deal was found by Cheapflights users on 4/29. 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.
Sa 5/302:48 pm
EYW
- BOS
2 stops18h 52m
Multiple Airlines
Sa 6/67:00 am
BOS
- EYW
1 stop28h 25m
Multiple Airlines
Deal found 4/29![Multiple Airlines logo]()
$322
This Kiwi.com deal was found by Cheapflights users on 4/27. 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.
Do 5/712:05 pm
EYW
- PWM
1 stop21h 07m
Breeze Airways
Sa 5/95:01 pm
PWM
- EYW
2 stops18h 24m
Breeze Airways
Deal found 4/27![Breeze Airways logo]()
$350
Best flights from Key West to MaineDiscover carefully curated flight deals from Key West to Maine that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated April 30, 2026.
Discover carefully curated flight deals from Key West to Maine that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated April 30, 2026.
This American Airlines deal was found by Cheapflights users on 4/28. 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.
Do 5/287:40 pm
EYW
- BOS
1 stop5h 19m
American Airlines
Mi 6/38:00 am
BOS
- EYW
1 stop5h 41m
American Airlines
Deal found 4/28![American Airlines logo]()
$197
This United Airlines deal was found by Cheapflights users on 4/28. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Do 5/213:55 pm
EYW
- BOS
1 stop9h 19m
United Airlines
Di 5/267:19 am
BOS
- EYW
1 stop7h 48m
United Airlines
Deal found 4/28![United Airlines logo]()
$265
This Delta deal was found by Cheapflights users on 4/25. 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.
Fr 9/116:00 pm
EYW
- BOS
1 stop7h 06m
Delta
Di 9/159:05 am
BOS
- EYW
1 stop8h 09m
Delta
Deal found 4/25![Delta logo]()
$307
This Kiwi.com deal was found by Cheapflights users on 4/28. 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.
Do 5/289:24 pm
EYW
- BOS
2 stops35h 31m
Allegiant Air
Mi 6/310:03 am
BOS
- EYW
1 stop24h 03m
Allegiant Air
Deal found 4/28![Allegiant Air logo]()
$340
This American Airlines deal was found by Cheapflights users on 4/29. 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.
Do 5/217:40 pm
EYW
- BOS
1 stop5h 19m
American Airlines
Di 5/268:00 am
BOS
- EYW
2 stops8h 07m
American Airlines
Deal found 4/29![American Airlines logo]()
$283
This American Airlines deal was found by Cheapflights users on 4/29. 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.
Mi 9/1612:05 pm
EYW
- PWM
2 stops11h 19m
American Airlines
Mi 9/238:01 am
PWM
- EYW
2 stops10h 26m
American Airlines
Deal found 4/29![American Airlines logo]()
$301
This Delta deal was found by Cheapflights users on 4/25. 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.
Do 9/106:00 pm
EYW
- BOS
1 stop7h 06m
Delta
Di 9/157:30 am
BOS
- EYW
2 stops12h 15m
Delta
Deal found 4/25![Delta logo]()
$366
This United Airlines deal was found by Cheapflights users on 4/26. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sa 9/54:05 pm
EYW
- BOS
1 stop9h 00m
United Airlines
Sa 9/129:30 am
BOS
- EYW
2 stops12h 41m
United Airlines
Deal found 4/26![United Airlines logo]()
$402
This Gotogate deal was found by Cheapflights users on 4/29. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Do 5/1412:05 pm
EYW
- PWM
2 stops29h 28m
Breeze Airways
Mo 5/183:51 pm
PWM
- EYW
3 stops20h 43m
Breeze Airways
Deal found 4/29![Breeze Airways logo]()
$817
This American Airlines deal was found by Cheapflights users on 4/27. 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.
Di 9/155:15 pm
EYW
- PWM
1 stop5h 34m
American Airlines
Di 9/228:01 am
PWM
- EYW
1 stop5h 41m
American Airlines
Deal found 4/27![American Airlines logo]()
$341
This Delta deal was found by Cheapflights users on 4/28. 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.
Mi 6/102:28 pm
EYW
- PWM
1 stop8h 37m
Delta
Mo 6/221:55 pm
PWM
- EYW
1 stop5h 58m
Delta
Deal found 4/28![Delta logo]()
$389
This American Airlines deal was found by Cheapflights users on 4/25. 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.
Mo 8/37:29 pm
EYW
- BOS
1 stop5h 07m
American Airlines
Di 8/48:03 am
BOS
- EYW
1 stop5h 37m
American Airlines
Deal found 4/25![American Airlines logo]()
$347
This Delta deal was found by Cheapflights users on 4/25. 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.
Sa 9/53:10 pm
EYW
- BOS
1 stop7h 39m
Delta
Mo 9/145:45 am
BOS
- EYW
1 stop7h 24m
Delta
Deal found 4/25![Delta logo]()
$393
This American Airlines deal was found by Cheapflights users on 4/29. 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.
Do 5/1411:24 am
EYW
- PWM
2 stops12h 02m
American Airlines
Mo 5/186:00 am
PWM
- EYW
1 stop7h 49m
American Airlines
Deal found 4/29![American Airlines logo]()
$362
This Delta deal was found by Cheapflights users on 4/26. 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.
Sa 9/53:10 pm
EYW
- BOS
1 stop7h 39m
Delta
So 9/136:05 am
BOS
- EYW
2 stops13h 40m
Delta
Deal found 4/26![Delta logo]()
$426
This American Airlines deal was found by Cheapflights users on 4/25. 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.
So 8/162:30 pm
EYW
- BOS
1 stop8h 37m
American Airlines
So 8/235:41 am
BOS
- EYW
1 stop6h 30m
American Airlines
Deal found 4/25![American Airlines logo]()
$393
This American Airlines deal was found by Cheapflights users on 4/28. 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.
Mi 6/1011:28 am
EYW
- PWM
2 stops10h 18m
American Airlines
Mo 6/227:58 am
PWM
- EYW
1 stop5h 43m
American Airlines
Deal found 4/28![American Airlines logo]()
$448
This United Airlines deal was found by Cheapflights users on 4/25. 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.
Di 8/252:20 pm
EYW
- PWM
2 stops9h 39m
United Airlines
Sa 8/296:00 am
PWM
- EYW
1 stop9h 06m
United Airlines
Deal found 4/25![United Airlines logo]()
$775
Last-minute flights from Key West to MaineDiscover last-minute flight deals from Key West to Maine. Data last updated April 30, 2026 and is based on user searches.
Discover last-minute flight deals from Key West to Maine. Data last updated April 30, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 4/27. 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.
Do 5/712:05 pm
EYW
- PWM
1 stop21h 07m
Breeze Airways
Sa 5/95:01 pm
PWM
- EYW
2 stops18h 24m
Breeze Airways
Deal found 4/27![Breeze Airways logo]()
$350
This Kiwi.com deal was found by Cheapflights users on 4/27. 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.
Do 5/712:05 pm
EYW
- PWM
1 stop21h 07m
Breeze Airways
Mo 5/116:13 pm
PWM
- EYW
2 stops40h 53m
Breeze Airways
Deal found 4/27![Breeze Airways logo]()
$376
This Kiwi.com deal was found by Cheapflights users on 4/27. 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.
Fr 5/812:07 pm
EYW
- PWM
1 stop21h 05m
Breeze Airways
Sa 5/95:01 pm
PWM
- EYW
2 stops18h 24m
Breeze Airways
Deal found 4/27![Breeze Airways logo]()
$355
This Kiwi.com deal was found by Cheapflights users on 4/27. 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.
Di 5/121:14 pm
EYW
- BOS
2 stops36h 10m
Multiple Airlines
Sa 5/167:00 am
BOS
- EYW
1 stop28h 25m
Multiple Airlines
Deal found 4/27![Multiple Airlines logo]()
$286
This American Airlines deal was found by Cheapflights users on 4/29. 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.
Do 5/145:42 pm
EYW
- PWM
1 stop5h 44m
American Airlines
Mo 5/187:10 am
PWM
- EYW
1 stop8h 30m
American Airlines
Deal found 4/29![American Airlines logo]()
$357
This United Airlines deal was found by Cheapflights users on 4/28. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Do 5/213:55 pm
EYW
- BOS
1 stop9h 19m
United Airlines
Di 5/267:19 am
BOS
- EYW
1 stop7h 48m
United Airlines
Deal found 4/28![United Airlines logo]()
$265
This American Airlines deal was found by Cheapflights users on 4/29. 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.
Do 5/217:29 pm
EYW
- BOS
1 stop5h 11m
American Airlines
Di 5/268:00 am
BOS
- EYW
1 stop8h 07m
American Airlines
Deal found 4/29![American Airlines logo]()
$278
This American Airlines deal was found by Cheapflights users on 4/29. 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.
Fr 5/225:37 pm
EYW
- BOS
1 stop6h 12m
American Airlines
Mo 5/256:00 am
BOS
- EYW
1 stop6h 16m
American Airlines
Deal found 4/29![American Airlines logo]()
$262
This Kiwi.com deal was found by Cheapflights users on 4/27. 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.
Fr 5/2210:31 am
EYW
- BOS
1 stop22h 24m
Multiple Airlines
Mo 5/2512:01 pm
BOS
- EYW
2 stops47h 05m
Multiple Airlines
Deal found 4/27![Multiple Airlines logo]()
$301
This Kiwi.com deal was found by Cheapflights users on 4/27. 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.
Fr 5/2210:31 am
EYW
- BOS
1 stop22h 24m
Multiple Airlines
Fr 5/298:44 am
BOS
- EYW
2 stops29h 14m
Multiple Airlines
Deal found 4/27![Multiple Airlines logo]()
$312
This American Airlines deal was found by Cheapflights users on 4/28. 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.
Do 5/287:40 pm
EYW
- BOS
1 stop5h 19m
American Airlines
Mi 6/38:00 am
BOS
- EYW
1 stop5h 41m
American Airlines
Deal found 4/28![American Airlines logo]()
$197
This Kiwi.com deal was found by Cheapflights users on 4/29. 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.
Sa 5/302:48 pm
EYW
- BOS
2 stops18h 52m
Multiple Airlines
Sa 6/67:00 am
BOS
- EYW
1 stop28h 25m
Multiple Airlines
Deal found 4/29![Multiple Airlines logo]()
$322
One-way flights from Key West to MaineSearch for one-way flight options from Key West to Maine. Find affordable one-way fares based on user searches. Data last updated April 30, 2026.
Search for one-way flight options from Key West to Maine. Find affordable one-way fares based on user searches. Data last updated April 30, 2026.
This American Airlines deal was found by Cheapflights users on 4/29. 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.
Mi 6/37:29 pm
EYW
- BOS
1 stop5h 11m
American Airlines
Deal found 4/29![American Airlines logo]()
$99
This Delta deal was found by Cheapflights users on 4/28. 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.
Do 5/286:19 pm
EYW
- BOS
1 stop5h 38m
Delta
Deal found 4/28![Delta logo]()
$109
This Kiwi.com deal was found by Cheapflights users on 4/28. 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.
Fr 5/2210:31 am
EYW
- BOS
1 stop22h 24m
Allegiant Air
Deal found 4/28![Allegiant Air logo]()
$123
This Kiwi.com deal was found by Cheapflights users on 4/26. 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.
Do 7/910:55 am
EYW
- BOS
1 stop22h 19m
Allegiant Air
Deal found 4/26![Allegiant Air logo]()
$128
This Kiwi.com deal was found by Cheapflights users on 4/28. 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.
Do 5/2812:00 pm
EYW
- BOS
2 stops43h 49m
Multiple Airlines
Deal found 4/28![Multiple Airlines logo]()
$129
This Kiwi.com deal was found by Cheapflights users on 4/27. 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.
Do 5/1412:05 pm
EYW
- BOS
1 stop21h 07m
Multiple Airlines
Deal found 4/27![Multiple Airlines logo]()
$144
This Kiwi.com deal was found by Cheapflights users on 4/29. 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.
Fr 5/292:51 pm
EYW
- PWM
1 stop18h 21m
Multiple Airlines
Deal found 4/29![Multiple Airlines logo]()
$144
This Kiwi.com deal was found by Cheapflights users on 4/27. 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.
Fr 5/221:11 pm
EYW
- BOS
2 stops34h 43m
Multiple Airlines
Deal found 4/27![Multiple Airlines logo]()
$147
This Kiwi.com deal was found by Cheapflights users on 4/27. 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.
Mi 5/1311:46 am
EYW
- BOS
2 stops13h 38m
Multiple Airlines
Deal found 4/27![Multiple Airlines logo]()
$154
This Kiwi.com deal was found by Cheapflights users on 4/29. 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.
Mo 10/2611:09 am
EYW
- BOS
1 stop23h 33m
Allegiant Air
Deal found 4/29![Allegiant Air logo]()
$156
This Kiwi.com deal was found by Cheapflights users on 4/29. 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.
Mo 5/257:22 pm
EYW
- PWM
1 stop19h 09m
Multiple Airlines
Deal found 4/29![Multiple Airlines logo]()
$164
This Kiwi.com deal was found by Cheapflights users on 4/25. 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.
Do 6/119:16 pm
EYW
- PWM
1 stop11h 56m
Multiple Airlines
Deal found 4/25![Multiple Airlines logo]()
$166
Find flight deals from Key West to Maine
Keep the following information in mind while searching for Key West to Maine flight deals. Data was last updated April 30, 2026.
Round-trip from | $197 (American Airlines) |
|---|---|
One-way from | $99 (American Airlines) |
Cheapflights Fare Finder
Customize your flight search to find flights from Key West to Maine 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 April 30, 2026.
Use the filters below to find and compare flights from Key West to Maine that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Key WestBoston
EYW - BOS
EYWBOS
Key West
Do 5/28
7:40 pm-12:59 am
1 stop5h 19m
Boston Logan Intl
Mi 6/3
8:00 am-1:41 pm
1 stop5h 41m
$197
Key WestBoston
EYW - BOS
EYWBOS
Key West
Do 5/21
3:55 pm-1:14 am
1 stop9h 19m
Boston Logan Intl
Di 5/26
7:19 am-3:07 pm
1 stop7h 48m
$265
Key WestBoston
EYW - BOS
EYWBOS
Key West
Do 5/21
7:40 pm-12:59 am
1 stop5h 19m
Boston Logan Intl
Di 5/26
8:00 am-4:07 pm
2 stops8h 07m
$283
Key WestPortland
EYW - PWM
EYWPWM
Key West
Mi 9/16
12:05 pm-11:24 pm
2 stops11h 19m
Portland
Mi 9/23
8:01 am-6:27 pm
2 stops10h 26m
$301
Key WestBoston
EYW - BOS
EYWBOS
Key West
Fr 9/11
6:00 pm-1:06 am
1 stop7h 06m
Boston Logan Intl
Di 9/15
9:05 am-5:14 pm
1 stop8h 09m
$307
Key WestBoston
EYW - BOS
EYWBOS
Key West
Do 5/28
9:24 pm-8:55 am
2 stops35h 31m
Boston Logan Intl
Mi 6/3
10:03 am-10:06 am
1 stop24h 03m
$340
Key WestPortland
EYW - PWM
EYWPWM
Key West
Di 9/15
5:15 pm-10:49 pm
1 stop5h 34m
Portland
Di 9/22
8:01 am-1:42 pm
1 stop5h 41m
$341
Quickest round-trip
Key WestBoston
EYW - BOS
EYWBOS
Key West
Mo 8/3
7:29 pm-12:36 am
1 stop5h 07m
Boston Logan Intl
Di 8/4
8:03 am-1:40 pm
1 stop5h 37m
$347
Key WestPortland
EYW - PWM
EYWPWM
Key West
Do 5/14
11:24 am-11:26 pm
2 stops12h 02m
Portland
Mo 5/18
6:00 am-1:49 pm
1 stop7h 49m
$362
Key WestBoston
EYW - BOS
EYWBOS
Key West
Do 9/10
6:00 pm-1:06 am
1 stop7h 06m
Boston Logan Intl
Di 9/15
7:30 am-7:45 pm
2 stops12h 15m
$366
Showing 1-10 of 38 resultsSorted by cheapest first
Best time to book a flight from Key West to Maine
Have a flexible travel schedule? Discover the best time to fly to Maine from Key West with our price prediction graph.
EYW-BOS
EYW-PWM
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 Key West to Maine
EYW-USME
EYW-BOS
EYW-PWM
No data available for this route at this time. Please check back soon.
Reviews of airlines servicing Maine
Get insights into the airlines that provide service to Maine. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Maine. Reviews last updated April 30, 2026.
Read reviews from past customers who have flown Delta and American Airlines from Key West to Maine. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Comfort
7.9
Boarding
8.1
Food
7.2
Entertainment
7.8
Crew
8.5
Overall
7.9
Reviews
1 / 20
6.0
Goodpilar,May 2025
RSW - ATL
Comfort
7.9
Boarding
8.1
Food
7.2
Entertainment
7.8
Crew
8.5
Overall
7.9
Reviews
1 / 20
6.0
Goodpilar,May 2025
RSW - ATL
Comfort
7.9
Boarding
8.1
Food
7.2
Entertainment
7.8
Crew
8.5
Overall
7.9
Reviews
1 / 20
6.0
Goodpilar,May 2025
RSW - ATL
Related info for your journey
Find useful and relevant information for your journey from Key West to Maine. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Alternative routes for Key West to Maine
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Complete your trip
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Search flights from Key West to Maine by cabin class
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Key West and Maine flights
Browse other Key West and Maine flight options. Last updated on April 30, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Key West to Maine flights
Consider these flights traveling from Key West to Maine.
Top 2 airlines flying from Key West to Maine
Discover the top 2 airlines that operate flights from Key West to Maine. 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 April 30, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$268 | Average$347 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$274 | Average$353 | FlexibilityNo cancel fee | On-timeN/A |