$101+ 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 8/7. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — PWM
Jul 17 — Jul 241
Round-trip
1 adult, Economy
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Find cheap flights from Key West to Maine 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 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 June 17, 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 June 17, 2026.
This Kiwi.com deal was found by Cheapflights users on 6/13. 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 7/1610:55 am
EYW
- BOS
1 stop22h 19m
Multiple Airlines
Mon 7/208:41 am
BOS
- EYW
2 stops27h 53m
Multiple Airlines
Deal found 6/13![Multiple Airlines logo]()
$295
This Kiwi.com deal was found by Cheapflights users on 6/12. 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 7/271:11 pm
EYW
- BOS
2 stops42h 35m
Multiple Airlines
Thu 7/3010:04 am
BOS
- EYW
1 stop25h 23m
Multiple Airlines
Deal found 6/12![Multiple Airlines logo]()
$300
This Kiwi.com deal was found by Cheapflights users on 6/13. 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 7/1011:07 am
EYW
- BOS
1 stop24h 54m
Multiple Airlines
Thu 7/1610:04 am
BOS
- EYW
1 stop25h 23m
Multiple Airlines
Deal found 6/13![Multiple Airlines logo]()
$307
This Kiwi.com deal was found by Cheapflights users on 6/12. 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 7/311:07 am
EYW
- BOS
1 stop23h 58m
Multiple Airlines
Wed 7/88:41 am
BOS
- EYW
2 stops26h 44m
Multiple Airlines
Deal found 6/12![Multiple Airlines logo]()
$310
This Kiwi.com deal was found by Cheapflights users on 6/12. 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 7/131:11 pm
EYW
- BOS
2 stops42h 35m
Multiple Airlines
Thu 7/1610:04 am
BOS
- EYW
1 stop25h 23m
Multiple Airlines
Deal found 6/12![Multiple Airlines logo]()
$312
This Kiwi.com deal was found by Cheapflights users on 6/12. 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 7/1011:07 am
EYW
- BOS
1 stop24h 54m
Multiple Airlines
Wed 7/1510:04 am
BOS
- EYW
1 stop25h 21m
Multiple Airlines
Deal found 6/12![Multiple Airlines logo]()
$313
This Kiwi.com deal was found by Cheapflights users on 6/12. 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 7/27:53 pm
EYW
- BOS
2 stops39h 12m
Multiple Airlines
Wed 7/810:04 am
BOS
- EYW
1 stop25h 21m
Multiple Airlines
Deal found 6/12![Multiple Airlines logo]()
$320
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.
Fri 7/37:40 pm
EYW
- BOS
1 stop5h 19m
American Airlines
Mon 9/1411:36 am
BOS
- EYW
1 stop6h 19m
American Airlines
Deal found 6/17![American Airlines logo]()
$322
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.
Tue 7/217:40 pm
EYW
- BOS
1 stop5h 19m
American Airlines
Tue 8/185:35 am
BOS
- EYW
1 stop7h 34m
American Airlines
Deal found 6/17![American Airlines logo]()
$327
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 7/152:26 pm
EYW
- BOS
1 stop7h 27m
United Airlines
Wed 7/225:45 am
BOS
- EYW
2 stops9h 34m
United Airlines
Deal found 6/17![United Airlines logo]()
$332
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.
Thu 7/92:26 pm
EYW
- BOS
1 stop7h 27m
United Airlines
Sun 7/126:00 am
BOS
- EYW
1 stop9h 19m
United Airlines
Deal found 6/15![United Airlines logo]()
$335
This Kiwi.com deal was found by Cheapflights users on 6/12. 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 7/811:46 am
EYW
- BOS
2 stops23h 11m
Multiple Airlines
Thu 7/1610:04 am
BOS
- EYW
1 stop25h 23m
Multiple Airlines
Deal found 6/12![Multiple Airlines logo]()
$336
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 June 17, 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 June 17, 2026.
This American Airlines deal was found by Cheapflights users on 6/14. 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 7/217:40 pm
EYW
- BOS
1 stop5h 19m
American Airlines
Tue 8/185:35 am
BOS
- EYW
1 stop7h 34m
American Airlines
Deal found 6/14![American Airlines logo]()
$327
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 7/152:26 pm
EYW
- BOS
1 stop7h 27m
United Airlines
Wed 7/227:19 am
BOS
- EYW
1 stop8h 00m
United Airlines
Deal found 6/17![United Airlines logo]()
$327
This Delta deal was found by Cheapflights users on 6/12. 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 7/47:50 am
EYW
- BOS
1 stop5h 55m
Delta
Fri 7/101:55 pm
BOS
- EYW
1 stop5h 56m
Delta
Deal found 6/12![Delta logo]()
$383
This Kiwi.com deal was found by Cheapflights users on 6/12. 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 7/1912:17 pm
EYW
- BOS
2 stops20h 52m
Multiple Airlines
Thu 7/2310:40 am
BOS
- EYW
1 stop23h 01m
Multiple Airlines
Deal found 6/12![Multiple Airlines logo]()
$494
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.
Thu 7/92:26 pm
EYW
- BOS
1 stop7h 27m
United Airlines
Sun 7/126:00 am
BOS
- EYW
1 stop9h 19m
United Airlines
Deal found 6/15![United Airlines logo]()
$335
This American Airlines deal was found by Cheapflights users on 6/12. 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 8/37:40 pm
EYW
- BOS
1 stop5h 19m
American Airlines
Tue 8/410:13 am
BOS
- EYW
1 stop5h 58m
American Airlines
Deal found 6/12![American Airlines logo]()
$367
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.
Thu 7/24:00 pm
EYW
- BOS
1 stop9h 14m
United Airlines
Mon 7/66:00 am
BOS
- EYW
1 stop9h 19m
United Airlines
Deal found 6/17![United Airlines logo]()
$357
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/86:19 pm
EYW
- BOS
1 stop6h 58m
Delta
Sun 9/136:55 am
BOS
- EYW
1 stop6h 14m
Delta
Deal found 6/15![Delta logo]()
$431
This American Airlines deal was found by Cheapflights users on 6/14. 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 7/2211:28 am
EYW
- PWM
2 stops11h 08m
American Airlines
Tue 7/288:00 am
PWM
- EYW
1 stop5h 40m
American Airlines
Deal found 6/14![American Airlines logo]()
$428
This Delta deal was found by Cheapflights users on 6/12. 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 7/216:18 pm
EYW
- BOS
1 stop7h 02m
Delta
Mon 7/279:20 pm
BOS
- EYW
2 stops16h 03m
Delta
Deal found 6/12![Delta logo]()
$465
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/37:33 pm
EYW
- BOS
1 stop5h 03m
American Airlines
Mon 9/146:00 am
BOS
- EYW
2 stops7h 11m
American Airlines
Deal found 6/15![American Airlines logo]()
$443
This American Airlines deal was found by Cheapflights users on 6/14. 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 6/2911:28 am
EYW
- PWM
2 stops10h 18m
American Airlines
Fri 7/38:00 am
PWM
- EYW
1 stop5h 40m
American Airlines
Deal found 6/14![American Airlines logo]()
$501
This Delta deal was found by Cheapflights users on 6/14. 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 6/292:38 pm
EYW
- PWM
1 stop8h 27m
Delta
Fri 7/31:55 pm
PWM
- EYW
1 stop5h 58m
Delta
Deal found 6/14![Delta logo]()
$572
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.
Tue 10/272:30 pm
EYW
- PWM
1 stop8h 27m
United Airlines
Sat 10/316:00 am
PWM
- EYW
1 stop7h 02m
United Airlines
Deal found 6/15![United Airlines logo]()
$617
This United Airlines deal was found by Cheapflights users on 6/13. 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 9/12:20 pm
EYW
- PWM
2 stops9h 39m
United Airlines
Sat 9/56:53 pm
PWM
- EYW
1 stop18h 36m
United Airlines
Deal found 6/13![United Airlines logo]()
$706
Last-minute flights from Key West to MaineDiscover last-minute flight deals from Key West to Maine. Data last updated June 17, 2026 and is based on user searches.
Discover last-minute flight deals from Key West to Maine. Data last updated June 17, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 6/12. 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 7/27:53 pm
EYW
- BOS
2 stops39h 12m
Multiple Airlines
Wed 7/810:04 am
BOS
- EYW
1 stop25h 21m
Multiple Airlines
Deal found 6/12![Multiple Airlines logo]()
$320
This Kiwi.com deal was found by Cheapflights users on 6/12. 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 7/311:07 am
EYW
- BOS
1 stop23h 58m
Multiple Airlines
Wed 7/88:41 am
BOS
- EYW
2 stops26h 44m
Multiple Airlines
Deal found 6/12![Multiple Airlines logo]()
$310
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.
Fri 7/37:40 pm
EYW
- BOS
1 stop5h 19m
American Airlines
Mon 9/1411:36 am
BOS
- EYW
1 stop6h 19m
American Airlines
Deal found 6/17![American Airlines logo]()
$322
This Kiwi.com deal was found by Cheapflights users on 6/12. 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 7/811:46 am
EYW
- BOS
2 stops23h 11m
Multiple Airlines
Thu 7/1610:04 am
BOS
- EYW
1 stop25h 23m
Multiple Airlines
Deal found 6/12![Multiple Airlines logo]()
$336
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.
Thu 7/92:26 pm
EYW
- BOS
1 stop7h 27m
United Airlines
Sun 7/126:00 am
BOS
- EYW
1 stop9h 19m
United Airlines
Deal found 6/15![United Airlines logo]()
$335
This Kiwi.com deal was found by Cheapflights users on 6/13. 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 7/1011:07 am
EYW
- BOS
1 stop24h 54m
Multiple Airlines
Thu 7/1610:04 am
BOS
- EYW
1 stop25h 23m
Multiple Airlines
Deal found 6/13![Multiple Airlines logo]()
$307
This Kiwi.com deal was found by Cheapflights users on 6/12. 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 7/1011:07 am
EYW
- BOS
1 stop24h 54m
Multiple Airlines
Wed 7/1510:04 am
BOS
- EYW
1 stop25h 21m
Multiple Airlines
Deal found 6/12![Multiple Airlines logo]()
$313
This Kiwi.com deal was found by Cheapflights users on 6/12. 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 7/131:11 pm
EYW
- BOS
2 stops42h 35m
Multiple Airlines
Thu 7/1610:04 am
BOS
- EYW
1 stop25h 23m
Multiple Airlines
Deal found 6/12![Multiple Airlines logo]()
$312
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 7/152:26 pm
EYW
- BOS
1 stop7h 27m
United Airlines
Wed 7/225:45 am
BOS
- EYW
2 stops9h 34m
United Airlines
Deal found 6/17![United Airlines logo]()
$332
This Kiwi.com deal was found by Cheapflights users on 6/13. 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 7/1610:55 am
EYW
- BOS
1 stop22h 19m
Multiple Airlines
Mon 7/208:41 am
BOS
- EYW
2 stops27h 53m
Multiple Airlines
Deal found 6/13![Multiple Airlines logo]()
$295
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.
Tue 7/217:40 pm
EYW
- BOS
1 stop5h 19m
American Airlines
Tue 8/185:35 am
BOS
- EYW
1 stop7h 34m
American Airlines
Deal found 6/17![American Airlines logo]()
$327
This Kiwi.com deal was found by Cheapflights users on 6/12. 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 7/271:11 pm
EYW
- BOS
2 stops42h 35m
Multiple Airlines
Thu 7/3010:04 am
BOS
- EYW
1 stop25h 23m
Multiple Airlines
Deal found 6/12![Multiple Airlines logo]()
$300
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 June 17, 2026.
Search for one-way flight options from Key West to Maine. Find affordable one-way fares based on user searches. Data last updated June 17, 2026.
This Kiwi.com deal was found by Cheapflights users on 6/13. 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 8/710:31 am
EYW
- BOS
1 stop22h 34m
Allegiant Air
Deal found 6/13![Allegiant Air logo]()
$101
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 7/1610:55 am
EYW
- BOS
1 stop22h 19m
Allegiant Air
Deal found 6/16![Allegiant Air logo]()
$128
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.
Fri 8/1410:31 am
EYW
- BOS
1 stop22h 34m
Allegiant Air
Deal found 6/17![Allegiant Air logo]()
$129
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.
Sun 9/1312:25 pm
EYW
- BOS
1 stop20h 46m
Allegiant Air
Deal found 6/16![Allegiant Air logo]()
$131
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.
Fri 9/1110:59 am
EYW
- BOS
1 stop23h 10m
Multiple Airlines
Deal found 6/16![Multiple Airlines logo]()
$141
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.
Fri 11/610:14 am
EYW
- BOS
1 stop22h 05m
Allegiant Air
Deal found 6/17![Allegiant Air logo]()
$142
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 8/1312:05 pm
EYW
- BOS
2 stops22h 59m
Multiple Airlines
Deal found 6/17![Multiple Airlines logo]()
$146
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.
Tue 8/111:14 pm
EYW
- BOS
2 stops18h 32m
Multiple Airlines
Deal found 6/17![Multiple Airlines logo]()
$147
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.
Fri 9/1110:59 am
EYW
- PWM
1 stop23h 29m
Breeze Airways
Deal found 6/16![Breeze Airways logo]()
$147
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.
Sat 9/1210:04 am
EYW
- PWM
1 stop7h 47m
Breeze Airways
Deal found 6/16![Breeze Airways logo]()
$165
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 9/1712:01 pm
EYW
- PWM
2 stops10h 18m
Breeze Airways
Deal found 6/16![Breeze Airways logo]()
$177
This Kiwi.com deal was found by Cheapflights users on 6/14. 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 9/1210:04 am
EYW
- PWM
3 stops47h 04m
Multiple Airlines
Deal found 6/14![Multiple Airlines logo]()
$284
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 June 17, 2026.
Round-trip from | $295 (Kiwi.com) |
|---|---|
One-way from | $101 (Kiwi.com) |
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 June 17, 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
Tue 7/21
7:40 pm-12:59 am
1 stop5h 19m
Boston Logan Intl
Tue 8/18
5:35 am-1:09 pm
1 stop7h 34m
$327
Key WestBoston
EYW - BOS
EYWBOS
Key West
Wed 7/15
2:26 pm-9:53 pm
1 stop7h 27m
Boston Logan Intl
Wed 7/22
7:19 am-3:19 pm
1 stop8h 00m
$327
Key WestBoston
EYW - BOS
EYWBOS
Key West
Thu 7/9
2:26 pm-9:53 pm
1 stop7h 27m
Boston Logan Intl
Sun 7/12
6:00 am-3:19 pm
1 stop9h 19m
$335
Key WestBoston
EYW - BOS
EYWBOS
Key West
Thu 7/2
4:00 pm-1:14 am
1 stop9h 14m
Boston Logan Intl
Mon 7/6
6:00 am-3:19 pm
1 stop9h 19m
$357
Quickest round-trip
Key WestBoston
EYW - BOS
EYWBOS
Key West
Mon 8/3
7:40 pm-12:59 am
1 stop5h 19m
Boston Logan Intl
Tue 8/4
10:13 am-4:11 pm
1 stop5h 58m
$367
Key WestBoston
EYW - BOS
EYWBOS
Key West
Sat 7/4
7:50 am-1:45 pm
1 stop5h 55m
Boston Logan Intl
Fri 7/10
1:55 pm-7:51 pm
1 stop5h 56m
$383
Key WestPortland
EYW - PWM
EYWPWM
Key West
Wed 7/22
11:28 am-10:36 pm
2 stops11h 08m
Portland
Tue 7/28
8:00 am-1:40 pm
1 stop5h 40m
$428
Key WestBoston
EYW - BOS
EYWBOS
Key West
Tue 9/8
6:19 pm-1:17 am
1 stop6h 58m
Boston Logan Intl
Sun 9/13
6:55 am-1:09 pm
1 stop6h 14m
$431
Key WestBoston
EYW - BOS
EYWBOS
Key West
Fri 7/3
7:33 pm-12:36 am
1 stop5h 03m
Boston Logan Intl
Mon 9/14
6:00 am-1:11 pm
2 stops7h 11m
$443
Key WestBoston
EYW - BOS
EYWBOS
Key West
Tue 7/21
6:18 pm-1:20 am
1 stop7h 02m
Boston Logan Intl
Mon 7/27
9:20 pm-1:23 pm
2 stops16h 03m
$465
Showing 1-10 of 31 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 June 17, 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.
Overall
7.8
Crew
8.5
Food
7.2
Comfort
7.8
Entertainment
7.8
Boarding
8.1
Reviews
1 / 20
6.0
Goodpilar,May 2025
RSW - ATL
Overall
7.8
Crew
8.5
Food
7.2
Comfort
7.8
Entertainment
7.8
Boarding
8.1
Reviews
1 / 20
6.0
Goodpilar,May 2025
RSW - ATL
Overall
7.8
Crew
8.5
Food
7.2
Comfort
7.8
Entertainment
7.8
Boarding
8.1
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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Key West and Maine flights
Browse other Key West and Maine flight options. Last updated on June 17, 2026.
Popular flight searches
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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 June 17, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$268 | Average$402 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$274 | Average$353 | FlexibilityNo cancel fee | On-timeN/A |