$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 11/13. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — PWM
Sep 13 — Sep 201
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
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
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
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 Key West to Maine
Cheapest
Best
Last-minute
One-way
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 August 14, 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 August 14, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/162:03 pm -
2 stops19h 26m
Wed 10/2111:05 am -
1 stop25h 33m
Deal found 8/10![Multiple Airlines logo]()
$269
This Kiwi.com deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” 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 10/1210:59 am -
1 stop23h 10m
Wed 10/2111:05 am -
1 stop25h 33m
Deal found 8/10![Multiple Airlines logo]()
$274
This American Airlines deal was found by Cheapflights users on 8/11. Clicking the “Pick Dates” 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 9/102:15 pm -
1 stop8h 09m
Sun 9/136:00 am -
1 stop7h 17m
Deal found 8/11![American Airlines logo]()
$277
This Kiwi.com deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” 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 10/158:45 pm -
1 stop11h 35m
Wed 10/2111:05 am -
1 stop25h 33m
Deal found 8/10![Multiple Airlines logo]()
$291
This Delta deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/216:10 pm -
1 stop5h 25m
Wed 10/282:09 pm -
1 stop5h 52m
Deal found 8/10![Delta logo]()
$301
This American Airlines deal was found by Cheapflights users on 8/11. Clicking the “Pick Dates” 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 9/147:47 pm -
1 stop5h 12m
Fri 9/1811:05 am -
1 stop8h 12m
Deal found 8/11![American Airlines logo]()
$302
This Delta deal was found by Cheapflights users on 8/14. 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.
Wed 10/216:10 pm -
1 stop5h 25m
Tue 10/2711:25 am -
2 stops8h 36m
Deal found 8/14![Delta logo]()
$306
This American Airlines deal was found by Cheapflights users on 8/11. Clicking the “Pick Dates” 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 11/2112:30 pm -
Nonstop3h 32m
Fri 11/275:56 am -
1 stop6h 31m
Deal found 8/11![American Airlines logo]()
$307
This Delta deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/207:40 am -
2 stops8h 22m
Tue 10/2711:25 am -
2 stops8h 36m
Deal found 8/10![Delta logo]()
$311
This Kiwi.com deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” 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 10/1210:59 am -
1 stop23h 10m
Tue 10/2011:28 am -
2 stops24h 34m
Deal found 8/10![Multiple Airlines logo]()
$314
This Kiwi.com deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” 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 10/118:41 pm -
1 stop11h 39m
Wed 10/2111:05 am -
1 stop25h 33m
Deal found 8/10![Multiple Airlines logo]()
$316
This American Airlines deal was found by Cheapflights users on 8/11. Clicking the “Pick Dates” 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 12/228:03 pm -
1 stop4h 56m
Tue 12/296:00 am -
1 stop8h 05m
Deal found 8/11![American Airlines logo]()
$317
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 August 14, 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 August 14, 2026.
This American Airlines deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” 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 10/22:15 pm -
1 stop8h 09m
Wed 10/711:08 am -
1 stop5h 50m
Deal found 8/9![American Airlines logo]()
$277
This Delta deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/216:10 pm -
1 stop5h 25m
Tue 10/276:01 am -
1 stop6h 52m
Deal found 8/10![Delta logo]()
$301
This JetBlue deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” 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.
Thu 10/1512:50 pm -
Nonstop3h 49m
Mon 10/198:00 am -
Nonstop3h 59m
Deal found 8/10![JetBlue logo]()
$412
This United Airlines deal was found by Cheapflights users on 8/13. 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.
Fri 12/112:00 pm -
1 stop7h 33m
Mon 12/147:10 am -
1 stop7h 56m
Deal found 8/13![United Airlines logo]()
$437
This Kiwi.com deal was found by Cheapflights users on 8/11. Clicking the “Pick Dates” 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 11/2110:04 am -
2 stops24h 45m
Fri 11/2712:56 pm -
1 stop20h 12m
Deal found 8/11![Multiple Airlines logo]()
$442
This American Airlines deal was found by Cheapflights users on 8/13. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/214:45 pm -
1 stop5h 51m
Tue 10/277:03 am -
1 stop6h 32m
Deal found 8/13![American Airlines logo]()
$301
This Delta deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/202:00 pm -
2 stops9h 18m
Tue 10/272:09 pm -
1 stop5h 52m
Deal found 8/10![Delta logo]()
$306
This American Airlines deal was found by Cheapflights users on 8/12. 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.
Thu 9/101:47 pm -
2 stops8h 37m
Sun 9/136:00 am -
2 stops7h 17m
Deal found 8/12![American Airlines logo]()
$368
This JetBlue deal was found by Cheapflights users on 8/13. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/111:14 pm -
Nonstop3h 33m
Mon 12/148:29 am -
Nonstop3h 55m
Deal found 8/13![JetBlue logo]()
$412
This Delta deal was found by Cheapflights users on 8/14. 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.
Sat 8/294:00 pm -
1 stop5h 31m
Wed 9/26:30 am -
2 stops10h 50m
Deal found 8/14![Delta logo]()
$406
This JetBlue deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” 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.
Fri 10/1612:50 pm -
Nonstop3h 49m
Mon 10/198:00 am -
Nonstop3h 59m
Deal found 8/10![JetBlue logo]()
$412
This American Airlines deal was found by Cheapflights users on 8/13. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/111:30 am -
2 stops8h 36m
Sat 9/55:00 am -
1 stop8h 05m
Deal found 8/13![American Airlines logo]()
$387
This United Airlines deal was found by Cheapflights users on 8/13. 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.
Fri 12/112:30 pm -
1 stop8h 27m
Sat 12/126:00 am -
1 stop7h 02m
Deal found 8/13![United Airlines logo]()
$499
This American Airlines deal was found by Cheapflights users on 8/14. 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.
Sat 8/294:58 pm -
1 stop5h 17m
Wed 9/25:30 am -
1 stop8h 15m
Deal found 8/14![American Airlines logo]()
$401
Last-minute flights from Key West to MaineDiscover last-minute flight deals from Key West to Maine. Data last updated August 14, 2026 and is based on user searches.
Discover last-minute flight deals from Key West to Maine. Data last updated August 14, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 8/11. Clicking the “Pick Dates” 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 8/1411:30 am -
2 stops11h 20m
Thu 8/202:02 pm -
1 stop5h 37m
Deal found 8/11![American Airlines logo]()
$413
This American Airlines deal was found by Cheapflights users on 8/11. Clicking the “Pick Dates” 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 8/211:50 pm -
1 stop8h 10m
Mon 8/246:02 am -
1 stop5h 34m
Deal found 8/11![American Airlines logo]()
$497
This Delta deal was found by Cheapflights users on 8/11. Clicking the “Pick Dates” 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 8/211:59 pm -
2 stops11h 00m
Mon 8/242:14 pm -
1 stop5h 43m
Deal found 8/11![Delta logo]()
$502
This Kiwi.com deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” 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 8/2310:00 am -
1 stop23h 41m
Wed 8/2612:45 pm -
2 stops30h 28m
Deal found 8/9![Multiple Airlines logo]()
$385
This American Airlines deal was found by Cheapflights users on 8/14. 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.
Sat 8/294:58 pm -
1 stop5h 17m
Wed 9/25:30 am -
1 stop8h 15m
Deal found 8/14![American Airlines logo]()
$401
This Delta deal was found by Cheapflights users on 8/14. 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.
Sat 8/294:00 pm -
1 stop5h 31m
Wed 9/26:30 am -
2 stops10h 50m
Deal found 8/14![Delta logo]()
$406
This American Airlines deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” 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 8/318:09 pm -
1 stop4h 49m
Thu 9/32:02 pm -
1 stop5h 37m
Deal found 8/10![American Airlines logo]()
$317
This American Airlines deal was found by Cheapflights users on 8/13. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/11:40 pm -
1 stop7h 50m
Sat 9/55:00 am -
1 stop8h 05m
Deal found 8/13![American Airlines logo]()
$362
This American Airlines deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/62:31 pm -
1 stop6h 50m
Sun 9/136:00 am -
1 stop6h 17m
Deal found 8/10![American Airlines logo]()
$478
This American Airlines deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” 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 9/72:31 pm -
1 stop6h 50m
Mon 9/147:32 am -
1 stop6h 32m
Deal found 8/10![American Airlines logo]()
$838
This American Airlines deal was found by Cheapflights users on 8/11. Clicking the “Pick Dates” 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 9/102:15 pm -
1 stop8h 09m
Sun 9/136:00 am -
1 stop7h 17m
Deal found 8/11![American Airlines logo]()
$277
This American Airlines deal was found by Cheapflights users on 8/11. Clicking the “Pick Dates” 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 9/147:47 pm -
1 stop5h 12m
Fri 9/1811:05 am -
1 stop8h 12m
Deal found 8/11![American Airlines logo]()
$302
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 August 14, 2026.
Search for one-way flight options from Key West to Maine. Find affordable one-way fares based on user searches. Data last updated August 14, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/13. 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 11/1310:14 am -
1 stop22h 05m
Deal found 8/13![Allegiant Air logo]()
$99
This Kiwi.com deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” 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 -
1 stop22h 05m
Deal found 8/9![Allegiant Air logo]()
$121
This Kiwi.com deal was found by Cheapflights users on 8/12. 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 10/2611:09 am -
1 stop23h 33m
Deal found 8/12![Allegiant Air logo]()
$123
This Kiwi.com deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” 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 11/211:09 am -
1 stop23h 33m
Deal found 8/10![Allegiant Air logo]()
$125
This Kiwi.com deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” 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 -
1 stop23h 52m
Deal found 8/10![Multiple Airlines logo]()
$136
This Kiwi.com deal was found by Cheapflights users on 8/13. 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.
Wed 11/1110:04 am -
2 stops25h 40m
Deal found 8/13![Multiple Airlines logo]()
$139
This Kiwi.com deal was found by Cheapflights users on 8/11. Clicking the “Pick Dates” 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 11/123:03 pm -
1 stop17h 38m
Deal found 8/11![Allegiant Air logo]()
$142
This Kiwi.com deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” 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 10/1210:59 am -
1 stop23h 10m
Deal found 8/9![Multiple Airlines logo]()
$143
This Kiwi.com deal was found by Cheapflights users on 8/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/311:11 pm -
2 stops25h 20m
Deal found 8/11![Breeze Airways logo]()
$167
This Kiwi.com deal was found by Cheapflights users on 8/11. Clicking the “Pick Dates” 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 8/3012:05 pm -
1 stop21h 07m
Deal found 8/11![Breeze Airways logo]()
$168
This Kiwi.com deal was found by Cheapflights users on 8/11. Clicking the “Pick Dates” 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 11/2110:04 am -
1 stop7h 47m
Deal found 8/11![Breeze Airways logo]()
$186
This Kiwi.com deal was found by Cheapflights users on 8/11. Clicking the “Pick Dates” 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 10/1710:04 am -
1 stop7h 47m
Deal found 8/11![Breeze Airways logo]()
$197
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 August 14, 2026.
Round-trip from | $269 (Kiwi.com) |
|---|---|
One-way from | $99 (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 August 14, 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 Key West - BOS Boston Logan Intl
EYWBOS
Key West
Fri 10/2
2:15 pm-10:24 pm
1 stop8h 09m
Boston Logan Intl
Wed 10/7
11:08 am-4:58 pm
1 stop5h 50m
$277
Key WestPortland
EYW Key West - PWM Portland
EYWPWM
Key West
Wed 10/21
6:10 pm-11:35 pm
1 stop5h 25m
Portland
Tue 10/27
6:01 am-12:53 pm
1 stop6h 52m
$301
Key WestPortland
EYW Key West - PWM Portland
EYWPWM
Key West
Wed 10/21
4:45 pm-10:36 pm
1 stop5h 51m
Portland
Tue 10/27
7:03 am-1:35 pm
1 stop6h 32m
$301
Key WestPortland
EYW Key West - PWM Portland
EYWPWM
Key West
Tue 10/20
2:00 pm-11:18 pm
2 stops9h 18m
Portland
Tue 10/27
2:09 pm-8:01 pm
1 stop5h 52m
$306
Key WestBoston
EYW Key West - BOS Boston Logan Intl
EYWBOS
Key West
Thu 9/10
1:47 pm-10:24 pm
2 stops8h 37m
Boston Logan Intl
Sun 9/13
6:00 am-1:17 pm
2 stops7h 17m
$368
Key WestBoston
EYW Key West - BOS Boston Logan Intl
EYWBOS
Key West
Tue 9/1
11:30 am-8:06 pm
2 stops8h 36m
Boston Logan Intl
Sat 9/5
5:00 am-1:05 pm
1 stop8h 05m
$387
Key WestPortland
EYW Key West - PWM Portland
EYWPWM
Key West
Sat 8/29
4:58 pm-10:15 pm
1 stop5h 17m
Portland
Wed 9/2
5:30 am-1:45 pm
1 stop8h 15m
$401
Key WestPortland
EYW Key West - PWM Portland
EYWPWM
Key West
Sat 8/29
4:00 pm-9:31 pm
1 stop5h 31m
Portland
Wed 9/2
6:30 am-5:20 pm
2 stops10h 50m
$406
Key WestBoston
EYW Key West - BOS Boston Logan Intl
EYWBOS
Key West
Thu 10/15
12:50 pm-4:39 pm
Nonstop3h 49m
Boston Logan Intl
Mon 10/19
8:00 am-11:59 am
Nonstop3h 59m
$412
Quickest round-trip
Key WestBoston
EYW Key West - BOS Boston Logan Intl
EYWBOS
Key West
Fri 12/11
1:14 pm-4:47 pm
Nonstop3h 33m
Boston Logan Intl
Mon 12/14
8:29 am-12:24 pm
Nonstop3h 55m
$412
Showing 1-10 of 28 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 August 14, 2026.
Read reviews from past customers who have flown American Airlines from Key West to Maine. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Crew
7.9
Boarding
7.5
Overall
7.1
Comfort
7.2
Entertainment
6.8
Food
6.4
Reviews
1 / 20
8.0
ExcellentOlwin,Jul 2026
MCO - DCA
Crew
7.9
Boarding
7.5
Overall
7.1
Comfort
7.2
Entertainment
6.8
Food
6.4
Reviews
1 / 20
8.0
ExcellentOlwin,Jul 2026
MCO - DCA
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.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes
Complete your trip
Flights by cabin class
Other flight options
Popular flights
Top destinations
Alternative routes for Key West to Maine
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Maine by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Key West to Maine by cabin class
Find flights from Key West to Maine, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Key West and Maine flights
Browse other Key West and Maine flight options. Last updated on August 14, 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 airline flying from Key West to Maine
Discover the top airline 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 August 14, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$276 | Average$402 | FlexibilityNo cancel fee | On-time71% |