$149+ 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 9/29. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — EYW
Sep 29 — Oct 61
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 August 30, 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 August 30, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/25. 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.
Tue 11/312:15 pm -
2 stops21h 09m
Fri 11/1310:14 am -
1 stop22h 05m
Deal found 8/25![Multiple Airlines logo]()
$272
This Kiwi.com deal was found by Cheapflights users on 8/25. 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.
Tue 10/2712:15 pm -
2 stops21h 09m
Mon 11/211:09 am -
1 stop23h 33m
Deal found 8/25![Multiple Airlines logo]()
$287
This Kiwi.com deal was found by Cheapflights users on 8/25. 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.
Thu 10/2910:32 am -
1 stop22h 32m
Mon 11/211:09 am -
1 stop23h 33m
Deal found 8/25![Allegiant Air logo]()
$300
This Kiwi.com deal was found by Cheapflights users on 8/28. 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 10/3111:27 am -
2 stops26h 11m
Fri 11/1310:14 am -
1 stop22h 05m
Deal found 8/28![Multiple Airlines logo]()
$309
This Kiwi.com deal was found by Cheapflights users on 8/25. 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.
Sun 11/110:32 am -
1 stop23h 47m
Fri 11/610:14 am -
1 stop22h 05m
Deal found 8/25![Allegiant Air logo]()
$311
This Kiwi.com deal was found by Cheapflights users on 8/28. 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.
Tue 11/312:15 pm -
2 stops21h 09m
Fri 11/610:14 am -
1 stop22h 05m
Deal found 8/28![Multiple Airlines logo]()
$312
This Kiwi.com deal was found by Cheapflights users on 8/25. 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.
Wed 10/2812:39 pm -
2 stops21h 26m
Mon 11/211:09 am -
1 stop23h 33m
Deal found 8/25![Multiple Airlines logo]()
$319
This American Airlines deal was found by Cheapflights users on 8/28. 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.
Wed 12/165:25 am -
1 stop7h 04m
Fri 12/254:45 pm -
1 stop6h 20m
Deal found 8/28![American Airlines logo]()
$336
This Kiwi.com deal was found by Cheapflights users on 8/29. 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 12/510:07 am -
1 stop25h 14m
Thu 12/107:22 pm -
1 stop14h 56m
Deal found 8/29![Multiple Airlines logo]()
$337
This Kiwi.com deal was found by Cheapflights users on 8/25. 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.
Sun 11/110:32 am -
1 stop23h 47m
Fri 11/612:59 pm -
2 stops20h 30m
Deal found 8/25![Multiple Airlines logo]()
$342
This United Airlines deal was found by Cheapflights users on 8/27. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/266:00 am -
1 stop7h 54m
Wed 10/282:51 pm -
1 stop7h 08m
Deal found 8/27![United Airlines logo]()
$347
This Delta deal was found by Cheapflights users on 8/27. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/112:10 pm -
1 stop5h 50m
Tue 9/152:00 pm -
2 stops9h 17m
Deal found 8/27![Delta logo]()
$356
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 August 30, 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 August 30, 2026.
This Delta deal was found by Cheapflights users on 8/28. 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.
Wed 1/136:00 am -
1 stop7h 37m
Wed 1/207:00 am -
2 stops9h 59m
Deal found 8/28![Delta logo]()
$306
This United Airlines deal was found by Cheapflights users on 8/25. 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.
Wed 10/287:20 am -
1 stop6h 34m
Fri 10/302:51 pm -
1 stop7h 08m
Deal found 8/25![United Airlines logo]()
$437
This American Airlines deal was found by Cheapflights users on 8/29. 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.
Thu 11/196:23 am -
2 stops12h 24m
Tue 12/15:34 pm -
1 stop5h 44m
Deal found 8/29![American Airlines logo]()
$504
This Kiwi.com deal was found by Cheapflights users on 8/29. 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.
Thu 9/245:33 pm -
1 stop14h 35m
Sun 9/276:11 pm -
1 stop22h 48m
Deal found 8/29![Allegiant Air logo]()
$554
This Delta deal was found by Cheapflights users on 8/30. 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 1/126:00 am -
1 stop7h 37m
Wed 1/207:00 am -
2 stops9h 59m
Deal found 8/30![Delta logo]()
$306
This Kiwi.com deal was found by Cheapflights users on 8/26. 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.
Thu 9/105:34 pm -
1 stop14h 34m
Mon 9/141:26 pm -
2 stops44h 01m
Deal found 8/26![Multiple Airlines logo]()
$660
This JetBlue deal was found by Cheapflights users on 8/28. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/208:00 am -
Nonstop3h 58m
Thu 2/2512:50 pm -
Nonstop3h 36m
Deal found 8/28![JetBlue logo]()
$737
This Delta deal was found by Cheapflights users on 8/26. 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.
Wed 1/65:45 am -
1 stop7h 23m
Wed 1/132:30 pm -
1 stop7h 51m
Deal found 8/26![Delta logo]()
$367
This United Airlines deal was found by Cheapflights users on 8/27. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/265:45 am -
2 stops8h 33m
Sat 10/34:00 pm -
2 stops7h 59m
Deal found 8/27![United Airlines logo]()
$440
This Delta deal was found by Cheapflights users on 8/27. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/155:17 am -
2 stops12h 06m
Tue 9/292:00 pm -
2 stops9h 20m
Deal found 8/27![Delta logo]()
$434
This Delta deal was found by Cheapflights users on 8/27. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/115:17 am -
2 stops12h 06m
Tue 9/152:00 pm -
2 stops9h 20m
Deal found 8/27![Delta logo]()
$439
This American Airlines deal was found by Cheapflights users on 8/27. 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.
Tue 9/155:50 am -
1 stop8h 14m
Tue 9/292:15 pm -
2 stops9h 32m
Deal found 8/27![American Airlines logo]()
$601
This United Airlines deal was found by Cheapflights users on 8/29. 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.
Fri 2/198:30 am -
1 stop8h 32m
Tue 2/232:30 pm -
2 stops9h 24m
Deal found 8/29![United Airlines logo]()
$587
This Delta deal was found by Cheapflights users on 8/25. 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.
Thu 11/56:05 am -
2 stops13h 56m
Wed 11/116:05 pm -
1 stop7h 08m
Deal found 8/25![Delta logo]()
$474
This United Airlines deal was found by Cheapflights users on 8/28. 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.
Wed 1/66:00 am -
1 stop8h 08m
Mon 1/113:04 pm -
2 stops8h 45m
Deal found 8/28![United Airlines logo]()
$643
This American Airlines deal was found by Cheapflights users on 8/26. 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.
Fri 9/257:06 pm -
2 stops14h 45m
Fri 10/210:21 am -
2 stops13h 26m
Deal found 8/26![American Airlines logo]()
$751
This Delta deal was found by Cheapflights users on 8/26. 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 9/105:13 am -
2 stops12h 10m
Mon 9/1411:42 am -
2 stops11h 38m
Deal found 8/26![Delta logo]()
$554
This United Airlines deal was found by Cheapflights users on 8/28. 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.
Sat 10/249:23 am -
3 stops28h 31m
Thu 10/292:50 pm -
1 stop7h 09m
Deal found 8/28![United Airlines logo]()
$685
This deal was found by Cheapflights users on 8/25. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/27:15 am -
1 stop6h 30m
Tue 9/82:31 pm -
1 stop7h 33m
Deal found 8/25![American Airlines logo]()
$852
This United Airlines deal was found by Cheapflights users on 8/26. 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.
Tue 10/209:30 am -
2 stops27h 59m
Fri 10/302:51 pm -
2 stops9h 08m
Deal found 8/26![United Airlines logo]()
$758
This deal was found by Cheapflights users on 8/25. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/35:45 am -
1 stop8h 00m
Tue 9/82:31 pm -
1 stop7h 33m
Deal found 8/25![American Airlines logo]()
$853
This United Airlines deal was found by Cheapflights users on 8/27. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/96:00 am -
1 stop9h 29m
Mon 11/162:50 pm -
2 stops19h 29m
Deal found 8/27![United Airlines logo]()
$777
Last-minute flights from Maine to Key WestDiscover last-minute flight deals from Maine to Key West. Data last updated August 30, 2026 and is based on user searches.
Discover last-minute flight deals from Maine to Key West. Data last updated August 30, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 8/29. 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.
Sun 8/3012:45 pm -
2 stops22h 42m
Thu 12/311:01 am -
1 stop21h 38m
Deal found 8/29![Multiple Airlines logo]()
$405
This American Airlines deal was found by Cheapflights users on 8/27. 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.
Thu 9/1011:05 am -
1 stop8h 12m
Tue 9/157:47 pm -
1 stop5h 12m
Deal found 8/27![American Airlines logo]()
$397
This Delta deal was found by Cheapflights users on 8/27. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/112:10 pm -
1 stop5h 50m
Tue 9/152:00 pm -
2 stops9h 17m
Deal found 8/27![Delta logo]()
$356
This American Airlines deal was found by Cheapflights users on 8/25. 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.
Sat 9/1211:36 am -
1 stop6h 15m
Wed 9/167:47 pm -
1 stop5h 12m
Deal found 8/25![American Airlines logo]()
$362
This American Airlines deal was found by Cheapflights users on 8/27. 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.
Tue 9/157:00 am -
1 stop6h 11m
Tue 9/292:15 pm -
1 stop7h 58m
Deal found 8/27![American Airlines logo]()
$401
This American Airlines deal was found by Cheapflights users on 8/25. 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.
Thu 9/1711:05 am -
1 stop8h 12m
Mon 9/217:47 pm -
1 stop5h 12m
Deal found 8/25![American Airlines logo]()
$402
This American Airlines deal was found by Cheapflights users on 8/25. 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.
Tue 9/226:00 am -
1 stop6h 13m
Tue 9/291:47 pm -
1 stop7h 11m
Deal found 8/25![American Airlines logo]()
$347
This United Airlines deal was found by Cheapflights users on 8/27. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/267:55 am -
1 stop6h 23m
Sat 10/34:00 pm -
2 stops7h 59m
Deal found 8/27![United Airlines logo]()
$378
This United Airlines deal was found by Cheapflights users on 8/29. 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.
Sun 9/277:38 am -
1 stop5h 51m
Sat 10/34:00 pm -
2 stops7h 59m
Deal found 8/29![United Airlines logo]()
$352
This Kiwi.com deal was found by Cheapflights users on 8/25. 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.
Tue 9/2912:52 pm -
2 stops20h 32m
Sun 10/410:59 am -
1 stop23h 52m
Deal found 8/25![Multiple Airlines logo]()
$357
This Delta deal was found by Cheapflights users on 8/25. 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.
Tue 9/291:55 pm -
1 stop6h 05m
Thu 10/16:19 pm -
1 stop6h 58m
Deal found 8/25![Delta logo]()
$367
This Kiwi.com deal was found by Cheapflights users on 8/29. 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 9/3011:32 am -
2 stops20h 10m
Sun 10/410:59 am -
1 stop23h 52m
Deal found 8/29![Multiple Airlines logo]()
$389
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 August 30, 2026.
Search for one-way flight options from Maine to Key West. Find affordable one-way fares based on user searches. Data last updated August 30, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/27. 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.
Tue 9/2912:52 pm -
2 stops20h 32m
Deal found 8/27![Multiple Airlines logo]()
$149
This Kiwi.com deal was found by Cheapflights users on 8/27. 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.
Sat 10/312:54 pm -
2 stops22h 27m
Deal found 8/27![Multiple Airlines logo]()
$161
This Kiwi.com deal was found by Cheapflights users on 8/25. 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.
Sat 10/2411:47 am -
1 stop22h 32m
Deal found 8/25![Multiple Airlines logo]()
$166
This Kiwi.com deal was found by Cheapflights users on 8/25. 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.
Tue 9/2212:52 pm -
2 stops20h 32m
Deal found 8/25![Multiple Airlines logo]()
$174
This Kiwi.com deal was found by Cheapflights users on 8/26. 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.
Mon 11/2311:40 am -
1 stop22h 44m
Deal found 8/26![Multiple Airlines logo]()
$178
This Kiwi.com deal was found by Cheapflights users on 8/25. 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.
Fri 1/112:01 pm -
1 stop20h 08m
Deal found 8/25![Allegiant Air logo]()
$181
This Kiwi.com deal was found by Cheapflights users on 8/29. 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.
Sun 11/1512:34 pm -
2 stops23h 45m
Deal found 8/29![Multiple Airlines logo]()
$183
This Kiwi.com deal was found by Cheapflights users on 8/29. 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.
Tue 10/2711:12 am -
2 stops22h 12m
Deal found 8/29![Multiple Airlines logo]()
$185
This United Airlines deal was found by Cheapflights users on 8/25. 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.
Wed 2/2410:30 am -
1 stop6h 32m
Deal found 8/25![United Airlines logo]()
$189
This Kiwi.com deal was found by Cheapflights users on 8/28. 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 9/235:19 pm -
2 stops41h 00m
Deal found 8/28![Breeze Airways logo]()
$203
This Kiwi.com deal was found by Cheapflights users on 8/28. 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.
Sun 1/3110:54 am -
2 stops29h 52m
Deal found 8/28![Multiple Airlines logo]()
$250
This Kiwi.com deal was found by Cheapflights users on 8/26. 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.
Thu 10/13:05 pm -
3 stops42h 19m
Deal found 8/26![Breeze Airways logo]()
$254
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 August 30, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $272 (Kiwi.com) |
One-way from | $149 (Kiwi.com) |
Popular in | August |
Cheapest in | October |
Average price | $834 |
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 7,457,451 searches. Data last updated August 30, 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 Portland - EYW Key West
PWMEYW
Portland
Wed 1/13
6:00 am-1:37 pm
1 stop7h 37m
Key West
Wed 1/20
7:00 am-4:59 pm
2 stops9h 59m
$306
PortlandKey West
PWM Portland - EYW Key West
PWMEYW
Portland
Tue 1/12
6:00 am-1:37 pm
1 stop7h 37m
Key West
Wed 1/20
7:00 am-4:59 pm
2 stops9h 59m
$306
BostonKey West
BOS Boston Logan Intl - EYW Key West
BOSEYW
Boston Logan Intl
Wed 1/6
5:45 am-1:08 pm
1 stop7h 23m
Key West
Wed 1/13
2:30 pm-10:21 pm
1 stop7h 51m
$367
BangorKey West
BGR Bangor - EYW Key West
BGREYW
Bangor
Tue 9/15
5:17 am-5:23 pm
2 stops12h 06m
Key West
Tue 9/29
2:00 pm-11:20 pm
2 stops9h 20m
$434
BostonKey West
BOS Boston Logan Intl - EYW Key West
BOSEYW
Boston Logan Intl
Wed 10/28
7:20 am-1:54 pm
1 stop6h 34m
Key West
Fri 10/30
2:51 pm-9:59 pm
1 stop7h 08m
$437
BangorKey West
BGR Bangor - EYW Key West
BGREYW
Bangor
Fri 9/11
5:17 am-5:23 pm
2 stops12h 06m
Key West
Tue 9/15
2:00 pm-11:20 pm
2 stops9h 20m
$439
BostonKey West
BOS Boston Logan Intl - EYW Key West
BOSEYW
Boston Logan Intl
Sat 9/26
5:45 am-2:18 pm
2 stops8h 33m
Key West
Sat 10/3
4:00 pm-11:59 pm
2 stops7h 59m
$440
BostonKey West
BOS Boston Logan Intl - EYW Key West
BOSEYW
Boston Logan Intl
Thu 11/5
6:05 am-8:01 pm
2 stops13h 56m
Key West
Wed 11/11
6:05 pm-1:13 am
1 stop7h 08m
$474
BangorKey West
BGR Bangor - EYW Key West
BGREYW
Bangor
Thu 11/19
6:23 am-6:47 pm
2 stops12h 24m
Key West
Tue 12/1
5:34 pm-11:18 pm
1 stop5h 44m
$504
BangorKey West
BGR Bangor - EYW Key West
BGREYW
Bangor
Thu 9/24
5:33 pm-8:08 am
1 stop14h 35m
Key West
Sun 9/27
6:11 pm-4:59 pm
1 stop22h 48m
$554
Showing 1-10 of 39 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
PWM-EYW
BGR-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
PWM-EYW
BGR-EYW
What is the cheapest month to book a flight from Maine to Key West?
Currently, October is the cheapest month in which you can book a flight from Maine to Key West (average of $416). Flying from Maine to Key West in August is currently the most expensive (average of $834). 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 30 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.
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Alternative routes for Maine to Key West
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Complete your trip
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Search flights from Maine to Key West by cabin class
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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 August 30, 2026.
Maine and Key West flights
Browse other Maine and Key West flight options. Last updated on August 30, 2026.
Popular flight searches
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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 7,457,451 searches. Data last updated August 30, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$256 | Average$447 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$256 | Average$562 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$290 | Average$532 | FlexibilityNo cancel fee | On-time71% |