$93+ 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 5/20. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — EYW
Jun 1 — Jun 81
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 May 2, 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 May 2, 2026.
This Kiwi.com deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/122:31 pm
BGR
- EYW
1 stop19h 18m
Allegiant Air
Thu 5/219:24 pm
EYW
- BGR
1 stop12h 03m
Allegiant Air
Deal found 4/27![Allegiant Air logo]()
$240
This Kiwi.com deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/1412:37 pm
BGR
- EYW
1 stop26h 06m
Allegiant Air
Thu 5/219:24 pm
EYW
- BGR
1 stop12h 03m
Allegiant Air
Deal found 4/27![Allegiant Air logo]()
$255
This Kiwi.com deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/136:59 pm
BGR
- EYW
2 stops16h 26m
Multiple Airlines
Thu 5/219:24 pm
EYW
- BGR
1 stop12h 03m
Multiple Airlines
Deal found 4/27![Multiple Airlines logo]()
$277
This American Airlines deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/176:00 am
BOS
- EYW
1 stop7h 27m
American Airlines
Thu 5/217:40 pm
EYW
- BOS
1 stop5h 19m
American Airlines
Deal found 4/30![American Airlines logo]()
$277
This American Airlines deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/2910:13 am
BOS
- EYW
1 stop8h 36m
American Airlines
Fri 6/55:37 pm
EYW
- BOS
1 stop6h 11m
American Airlines
Deal found 5/1![American Airlines logo]()
$278
This United Airlines deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/36:00 am
BOS
- EYW
1 stop7h 30m
United Airlines
Wed 6/102:26 pm
EYW
- BOS
1 stop7h 27m
United Airlines
Deal found 4/28![United Airlines logo]()
$287
This Kiwi.com deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/287:00 am
BOS
- EYW
1 stop28h 27m
Multiple Airlines
Tue 6/21:14 pm
EYW
- BOS
2 stops12h 10m
Multiple Airlines
Deal found 4/30![Multiple Airlines logo]()
$290
This Kiwi.com deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/1012:37 pm
BGR
- EYW
1 stop26h 06m
Allegiant Air
Thu 5/219:24 pm
EYW
- BGR
1 stop12h 03m
Allegiant Air
Deal found 4/27![Allegiant Air logo]()
$292
This United Airlines deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/116:00 am
BOS
- EYW
1 stop7h 45m
United Airlines
Thu 5/144:05 pm
EYW
- BOS
1 stop7h 30m
United Airlines
Deal found 4/27![United Airlines logo]()
$293
This American Airlines deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/86:40 am
BOS
- EYW
1 stop8h 45m
American Airlines
Sat 11/2112:30 pm
EYW
- BOS
Nonstop3h 32m
American Airlines
Deal found 4/29![American Airlines logo]()
$297
This Kiwi.com deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/167:00 am
BOS
- EYW
1 stop28h 25m
Multiple Airlines
Tue 5/191:14 pm
EYW
- BOS
2 stops12h 10m
Multiple Airlines
Deal found 4/27![Multiple Airlines logo]()
$298
This Kiwi.com deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/122:31 pm
BGR
- EYW
1 stop19h 18m
Multiple Airlines
Tue 5/191:14 pm
EYW
- BGR
2 stops29h 05m
Multiple Airlines
Deal found 4/27![Multiple Airlines logo]()
$300
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 May 2, 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 May 2, 2026.
This Delta deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/812:45 pm
BOS
- EYW
1 stop7h 00m
Delta
Fri 9/116:00 pm
EYW
- BOS
1 stop7h 06m
Delta
Deal found 4/29![Delta logo]()
$307
This Kiwi.com deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/1412:37 pm
BGR
- EYW
1 stop26h 06m
Allegiant Air
Mon 5/183:33 pm
EYW
- BGR
1 stop22h 08m
Allegiant Air
Deal found 4/29![Allegiant Air logo]()
$336
This Kiwi.com deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/110:06 am
BGR
- EYW
1 stop24h 18m
Multiple Airlines
Sun 7/58:48 pm
EYW
- BGR
1 stop13h 18m
Multiple Airlines
Deal found 4/30![Multiple Airlines logo]()
$344
This American Airlines deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/18:04 am
PWM
- EYW
1 stop5h 37m
American Airlines
Sat 6/65:07 pm
EYW
- PWM
1 stop5h 22m
American Airlines
Deal found 5/1![American Airlines logo]()
$357
This United Airlines deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/127:30 am
BOS
- EYW
1 stop7h 37m
United Airlines
Tue 5/192:49 pm
EYW
- BOS
2 stops9h 10m
United Airlines
Deal found 4/28![United Airlines logo]()
$390
This Kiwi.com deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/136:26 pm
PWM
- EYW
1 stop15h 58m
Breeze Airways
Sun 5/1712:05 pm
EYW
- PWM
1 stop21h 07m
Breeze Airways
Deal found 4/28![Breeze Airways logo]()
$474
This Delta deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/126:00 am
PWM
- EYW
1 stop6h 27m
Delta
Wed 5/207:30 am
EYW
- PWM
1 stop5h 40m
Delta
Deal found 4/27![Delta logo]()
$337
This Delta deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/136:02 am
PWM
- EYW
2 stops11h 21m
Delta
Wed 5/207:30 am
EYW
- PWM
1 stop5h 40m
Delta
Deal found 4/27![Delta logo]()
$342
This Kiwi.com deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/217:45 pm
BGR
- EYW
1 stop20h 00m
Allegiant Air
Thu 6/259:16 pm
EYW
- BGR
1 stop12h 51m
Allegiant Air
Deal found 4/28![Allegiant Air logo]()
$390
This Kiwi.com deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/136:59 pm
BGR
- EYW
2 stops16h 26m
Multiple Airlines
Sun 5/171:57 pm
EYW
- BGR
1 stop20h 13m
Multiple Airlines
Deal found 4/28![Multiple Airlines logo]()
$419
This Delta deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/1310:16 am
BOS
- EYW
1 stop7h 07m
Delta
Mon 5/187:30 am
EYW
- BOS
1 stop6h 19m
Delta
Deal found 4/29![Delta logo]()
$363
This American Airlines deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/176:00 am
PWM
- EYW
2 stops10h 30m
American Airlines
Thu 5/216:45 am
EYW
- PWM
2 stops10h 22m
American Airlines
Deal found 5/1![American Airlines logo]()
$497
This American Airlines deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/111:11 am
BGR
- EYW
2 stops7h 38m
American Airlines
Sun 7/54:17 pm
EYW
- BGR
1 stop7h 42m
American Airlines
Deal found 4/30![American Airlines logo]()
$499
This Delta deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/126:02 am
PWM
- EYW
2 stops11h 21m
Delta
Tue 5/1911:48 am
EYW
- PWM
2 stops12h 55m
Delta
Deal found 5/1![Delta logo]()
$415
This Kiwi.com deal was found by Cheapflights users on 4/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/2810:30 am
BOS
- EYW
1 stop23h 11m
Multiple Airlines
Sun 5/3112:05 pm
EYW
- BOS
2 stops19h 44m
Multiple Airlines
Deal found 4/26![Multiple Airlines logo]()
$535
This United Airlines deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/125:45 am
BOS
- EYW
2 stops9h 22m
United Airlines
Fri 5/152:49 pm
EYW
- BOS
2 stops9h 10m
United Airlines
Deal found 4/28![United Airlines logo]()
$613
This Delta deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/167:00 am
BOS
- EYW
1 stop6h 30m
Delta
Sat 5/166:19 pm
EYW
- BOS
1 stop7h 09m
Delta
Deal found 4/30![Delta logo]()
$459
This American Airlines deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/77:16 am
PWM
- EYW
1 stop8h 51m
American Airlines
Sun 6/1411:28 am
EYW
- PWM
2 stops10h 18m
American Airlines
Deal found 4/28![American Airlines logo]()
$560
This United Airlines deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/57:30 am
BOS
- EYW
1 stop6h 00m
United Airlines
Mon 6/82:26 pm
EYW
- BOS
1 stop7h 27m
United Airlines
Deal found 4/29![United Airlines logo]()
$668
This American Airlines deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/167:10 am
PWM
- EYW
1 stop6h 11m
American Airlines
Sat 5/237:29 pm
EYW
- PWM
2 stops14h 09m
American Airlines
Deal found 4/30![American Airlines logo]()
$639
This Delta deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/146:55 am
BOS
- EYW
1 stop10h 16m
Delta
Sat 10/176:00 pm
EYW
- BOS
1 stop6h 58m
Delta
Deal found 4/27![Delta logo]()
$542
This American Airlines deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/1412:59 pm
BGR
- EYW
2 stops9h 59m
American Airlines
Mon 5/1811:24 am
EYW
- BGR
2 stops10h 18m
American Airlines
Deal found 4/29![American Airlines logo]()
$657
This Delta deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/127:55 pm
BOS
- EYW
2 stops15h 03m
Delta
Wed 10/146:00 pm
EYW
- BOS
1 stop5h 48m
Delta
Deal found 4/27![Delta logo]()
$569
This Delta deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/135:05 am
BGR
- EYW
1 stop8h 37m
Delta
Wed 5/202:32 pm
EYW
- BGR
1 stop9h 01m
Delta
Deal found 4/27![Delta logo]()
$588
This Delta deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/168:05 am
PWM
- EYW
2 stops9h 18m
Delta
Sat 5/237:30 am
EYW
- PWM
1 stop5h 40m
Delta
Deal found 4/27![Delta logo]()
$597
This Delta deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/136:02 am
PWM
- EYW
2 stops11h 21m
Delta
Thu 5/217:30 am
EYW
- PWM
2 stops17h 13m
Delta
Deal found 4/27![Delta logo]()
$626
This Delta deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/126:02 am
PWM
- EYW
2 stops11h 21m
Delta
Thu 5/217:30 am
EYW
- PWM
2 stops17h 13m
Delta
Deal found 4/27![Delta logo]()
$626
This Delta deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/145:05 am
BGR
- EYW
1 stop8h 37m
Delta
Wed 5/202:32 pm
EYW
- BGR
1 stop9h 01m
Delta
Deal found 4/27![Delta logo]()
$658
This Delta deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/107:05 am
BOS
- EYW
2 stops12h 38m
Delta
Wed 10/146:00 pm
EYW
- BOS
2 stops16h 58m
Delta
Deal found 4/27![Delta logo]()
$658
This Delta deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/145:05 am
BGR
- EYW
2 stops12h 18m
Delta
Tue 5/191:22 pm
EYW
- BGR
2 stops10h 11m
Delta
Deal found 4/27![Delta logo]()
$679
Last-minute flights from Maine to Key WestDiscover last-minute flight deals from Maine to Key West. Data last updated May 2, 2026 and is based on user searches.
Discover last-minute flight deals from Maine to Key West. Data last updated May 2, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/99:10 am
BOS
- EYW
1 stop8h 13m
Delta
Wed 5/132:32 pm
EYW
- BOS
1 stop7h 01m
Delta
Deal found 4/29![Delta logo]()
$302
This Kiwi.com deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/1012:37 pm
BGR
- EYW
1 stop26h 06m
Allegiant Air
Thu 5/219:24 pm
EYW
- BGR
1 stop12h 03m
Allegiant Air
Deal found 4/27![Allegiant Air logo]()
$292
This United Airlines deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/116:00 am
BOS
- EYW
1 stop7h 45m
United Airlines
Thu 5/144:05 pm
EYW
- BOS
1 stop7h 30m
United Airlines
Deal found 4/27![United Airlines logo]()
$293
This Kiwi.com deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/122:31 pm
BGR
- EYW
1 stop19h 18m
Allegiant Air
Thu 5/219:24 pm
EYW
- BGR
1 stop12h 03m
Allegiant Air
Deal found 4/27![Allegiant Air logo]()
$240
This Kiwi.com deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/122:31 pm
BGR
- EYW
1 stop19h 18m
Multiple Airlines
Tue 5/191:14 pm
EYW
- BGR
2 stops29h 05m
Multiple Airlines
Deal found 4/27![Multiple Airlines logo]()
$300
This Kiwi.com deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/136:59 pm
BGR
- EYW
2 stops16h 26m
Multiple Airlines
Thu 5/219:24 pm
EYW
- BGR
1 stop12h 03m
Multiple Airlines
Deal found 4/27![Multiple Airlines logo]()
$277
This Kiwi.com deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/1412:37 pm
BGR
- EYW
1 stop26h 06m
Allegiant Air
Thu 5/219:24 pm
EYW
- BGR
1 stop12h 03m
Allegiant Air
Deal found 4/27![Allegiant Air logo]()
$255
This Kiwi.com deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/167:00 am
BOS
- EYW
1 stop28h 25m
Multiple Airlines
Tue 5/191:14 pm
EYW
- BOS
2 stops12h 10m
Multiple Airlines
Deal found 4/27![Multiple Airlines logo]()
$298
This American Airlines deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/176:00 am
BOS
- EYW
1 stop7h 27m
American Airlines
Thu 5/217:40 pm
EYW
- BOS
1 stop5h 19m
American Airlines
Deal found 4/30![American Airlines logo]()
$277
This Kiwi.com deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/287:00 am
BOS
- EYW
1 stop28h 27m
Multiple Airlines
Tue 6/21:14 pm
EYW
- BOS
2 stops12h 10m
Multiple Airlines
Deal found 4/30![Multiple Airlines logo]()
$290
This American Airlines deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/2910:13 am
BOS
- EYW
1 stop8h 36m
American Airlines
Fri 6/55:37 pm
EYW
- BOS
1 stop6h 11m
American Airlines
Deal found 5/1![American Airlines logo]()
$278
This United Airlines deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/36:00 am
BOS
- EYW
1 stop7h 30m
United Airlines
Wed 6/102:26 pm
EYW
- BOS
1 stop7h 27m
United Airlines
Deal found 4/28![United Airlines logo]()
$287
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 May 2, 2026.
Search for one-way flight options from Maine to Key West. Find affordable one-way fares based on user searches. Data last updated May 2, 2026.
This Kiwi.com deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/2010:07 am
BOS
- EYW
1 stop25h 18m
Multiple Airlines
Deal found 4/28![Multiple Airlines logo]()
$93
This American Airlines deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/18:00 am
BOS
- EYW
1 stop5h 41m
American Airlines
Deal found 4/30![American Airlines logo]()
$99
This United Airlines deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/205:45 am
BOS
- EYW
2 stops9h 22m
United Airlines
Deal found 4/28![United Airlines logo]()
$104
This Delta deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/2412:25 pm
BOS
- EYW
1 stop7h 24m
Delta
Deal found 4/27![Delta logo]()
$109
This United Airlines deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/127:00 am
BOS
- EYW
1 stop6h 45m
United Airlines
Deal found 4/27![United Airlines logo]()
$114
This Kiwi.com deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/265:45 am
BOS
- EYW
2 stops29h 21m
Multiple Airlines
Deal found 4/27![Multiple Airlines logo]()
$123
This Kiwi.com deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/147:00 am
BOS
- EYW
1 stop28h 27m
Multiple Airlines
Deal found 4/28![Multiple Airlines logo]()
$124
This United Airlines deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/76:00 am
BOS
- EYW
1 stop7h 30m
United Airlines
Deal found 4/30![United Airlines logo]()
$128
This Kiwi.com deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/307:00 am
BOS
- EYW
1 stop28h 25m
Multiple Airlines
Deal found 5/1![Multiple Airlines logo]()
$136
This Kiwi.com deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/278:44 am
BOS
- EYW
2 stops26h 41m
Multiple Airlines
Deal found 4/27![Multiple Airlines logo]()
$139
This Kiwi.com deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/206:59 pm
BGR
- EYW
2 stops16h 26m
Breeze Airways
Deal found 4/28![Breeze Airways logo]()
$157
This Kiwi.com deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/206:26 pm
PWM
- EYW
1 stop15h 58m
Breeze Airways
Deal found 4/28![Breeze Airways logo]()
$159
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 May 2, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $240 (Kiwi.com) |
One-way from | $93 (Kiwi.com) |
Popular in | February |
Cheapest in | June |
Average price | $360 |
Cheapflights Fare Finder
Customize your flight search to find flights from Maine to Key West that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated May 2, 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
BostonKey West
BOS - EYW
BOSEYW
Boston Logan Intl
Tue 9/8
12:45 pm-7:45 pm
1 stop7h 00m
Key West
Fri 9/11
6:00 pm-1:06 am
1 stop7h 06m
$307
BangorKey West
BGR - EYW
BGREYW
Bangor
Thu 5/14
12:37 pm-2:43 pm
1 stop26h 06m
Key West
Mon 5/18
3:33 pm-1:41 pm
1 stop22h 08m
$336
PortlandKey West
PWM - EYW
PWMEYW
Portland
Tue 5/12
6:00 am-12:27 pm
1 stop6h 27m
Key West
Wed 5/20
7:30 am-1:10 pm
1 stop5h 40m
$337
PortlandKey West
PWM - EYW
PWMEYW
Portland
Wed 5/13
6:02 am-5:23 pm
2 stops11h 21m
Key West
Wed 5/20
7:30 am-1:10 pm
1 stop5h 40m
$342
BangorKey West
BGR - EYW
BGREYW
Bangor
Wed 7/1
10:06 am-10:24 am
1 stop24h 18m
Key West
Sun 7/5
8:48 pm-10:06 am
1 stop13h 18m
$344
Quickest round-trip
PortlandKey West
PWM - EYW
PWMEYW
Portland
Mon 6/1
8:04 am-1:41 pm
1 stop5h 37m
Key West
Sat 6/6
5:07 pm-10:29 pm
1 stop5h 22m
$357
BostonKey West
BOS - EYW
BOSEYW
Boston Logan Intl
Wed 5/13
10:16 am-5:23 pm
1 stop7h 07m
Key West
Mon 5/18
7:30 am-1:49 pm
1 stop6h 19m
$363
BostonKey West
BOS - EYW
BOSEYW
Boston Logan Intl
Tue 5/12
7:30 am-3:07 pm
1 stop7h 37m
Key West
Tue 5/19
2:49 pm-11:59 pm
2 stops9h 10m
$390
BangorKey West
BGR - EYW
BGREYW
Bangor
Sun 6/21
7:45 pm-3:45 pm
1 stop20h 00m
Key West
Thu 6/25
9:16 pm-10:07 am
1 stop12h 51m
$390
PortlandKey West
PWM - EYW
PWMEYW
Portland
Tue 5/12
6:02 am-5:23 pm
2 stops11h 21m
Key West
Tue 5/19
11:48 am-12:43 am
2 stops12h 55m
$415
Showing 1-10 of 47 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.
BGR-EYW
BOS-EYW
PWM-EYW
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Maine to Key West
USME-EYW
BGR-EYW
BOS-EYW
PWM-EYW
How far ahead should I book a flight from Maine to Key West?
Booking 21 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.
What is the cheapest month to book a flight from Maine to Key West?
Currently, January is the cheapest month in which you can book a flight from Maine to Key West (average of $168). Flying from Maine to Key West in July is currently the most expensive (average of $522). 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 much does it cost to fly round-trip from Maine to Key West?
Related info for your journey
Find useful and relevant information for your journey from Maine to Key West. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes
Complete your trip
Flights by cabin class
Key West flight routes
Other flight options
Popular flights
Top destinations
Alternative routes for Maine to Key West
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Key West by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Maine to Key West by cabin class
Find flights from Maine to Key West, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Other flights to Key West
Explore flights to Key West departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on May 2, 2026.
Maine and Key West flights
Browse other Maine and Key West flight options. Last updated on May 2, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Maine to Key West flights
Consider these flights traveling from Maine to Key West.
Top 3 airlines flying from Maine to Key West
Discover the top 3 airlines that operate flights from Maine to Key West. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated May 2, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$256 | Average$447 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$256 | Average$437 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$268 | Average$491 | FlexibilityNo cancel fee | On-time71% |