$100+ Cheap flights from Westchester County 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 2/18. Fares are subject to change and may not be available on all flights or dates of travel.
HPN — PWM
Mar 6 — Mar 131
1 adult, Economy
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Find cheap flights from Westchester County to Maine with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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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 Westchester County to Maine
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Cheapest flights from Westchester County to MaineExplore the most affordable flight options available from Westchester County to Maine. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 4, 2026.
Explore the most affordable flight options available from Westchester County to Maine. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 4, 2026.
This Kiwi.com deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” 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 3/1012:08 pm
HPN
- BOS
2 stops9h 53m
Multiple Airlines
Thu 3/1212:56 pm
BOS
- HPN
1 stop22h 32m
Multiple Airlines
Deal found 2/3![Multiple Airlines logo]()
$222
This Kiwi.com deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” 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 3/512:08 pm
HPN
- BOS
2 stops9h 53m
Multiple Airlines
Thu 3/1212:56 pm
BOS
- HPN
1 stop22h 32m
Multiple Airlines
Deal found 2/3![Multiple Airlines logo]()
$265
This American Airlines deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” 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 3/35:30 pm
HPN
- PWM
1 stop6h 20m
American Airlines
Tue 3/106:00 am
PWM
- HPN
1 stop4h 59m
American Airlines
Deal found 2/3![American Airlines logo]()
$267
This Kiwi.com deal was found by Cheapflights users on 2/4. Clicking the “Pick Dates” 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 3/39:23 am
HPN
- BOS
1 stop5h 55m
Multiple Airlines
Sun 3/812:56 pm
BOS
- HPN
1 stop22h 32m
Multiple Airlines
Deal found 2/4![Multiple Airlines logo]()
$310
This Kiwi.com deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” 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 2/99:23 am
HPN
- BOS
1 stop7h 47m
Multiple Airlines
Tue 2/103:43 pm
BOS
- HPN
2 stops21h 04m
Multiple Airlines
Deal found 2/3![Multiple Airlines logo]()
$321
This Expedia deal was found by Cheapflights users on 2/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/229:23 am
HPN
- BOS
1 stop5h 55m
Multiple Airlines
Wed 3/2512:19 pm
BOS
- HPN
1 stop9h 12m
Multiple Airlines
Deal found 2/4![Multiple Airlines logo]()
$324
This Cape Air deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cape Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/39:23 am
HPN
- BOS
1 stop26h 35m
Cape Air
Wed 2/42:24 pm
BOS
- HPN
1 stop18h 28m
Cape Air
Deal found 2/2![Cape Air logo]()
$330
This Expedia deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/177:00 pm
HPN
- BOS
1 stop14h 12m
Multiple Airlines
Sat 2/2112:39 pm
BOS
- HPN
1 stop4h 07m
Multiple Airlines
Deal found 2/2![Multiple Airlines logo]()
$333
This Kiwi.com deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” 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 2/25:16 pm
HPN
- BOS
1 stop18h 42m
Cape Air
Thu 2/512:39 pm
BOS
- HPN
1 stop4h 07m
Cape Air
Deal found 2/2![Cape Air logo]()
$334
This Cape Air deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cape Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/79:23 am
HPN
- BOS
1 stop5h 55m
Cape Air
Mon 2/92:24 pm
BOS
- HPN
1 stop26h 22m
Cape Air
Deal found 2/3![Cape Air logo]()
$335
This Kiwi.com deal was found by Cheapflights users on 2/4. Clicking the “Pick Dates” 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 2/199:23 am
HPN
- BOS
1 stop5h 55m
Multiple Airlines
Mon 2/234:22 pm
BOS
- HPN
2 stops44h 25m
Multiple Airlines
Deal found 2/4![Multiple Airlines logo]()
$337
This American Airlines deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” 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 2/186:30 am
HPN
- PWM
1 stop3h 55m
American Airlines
Sun 2/225:42 am
PWM
- HPN
1 stop5h 16m
American Airlines
Deal found 2/2![American Airlines logo]()
$367
Best flights from Westchester County to MaineDiscover carefully curated flight deals from Westchester County to Maine that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 4, 2026.
Discover carefully curated flight deals from Westchester County to Maine that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 4, 2026.
This Kiwi.com deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” 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 3/512:08 pm
HPN
- BOS
2 stops9h 53m
Multiple Airlines
Thu 3/1212:56 pm
BOS
- HPN
1 stop22h 32m
Multiple Airlines
Deal found 2/3![Multiple Airlines logo]()
$265
This Cape Air deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cape Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/269:23 am
HPN
- BOS
1 stop26h 35m
Cape Air
Fri 3/272:24 pm
BOS
- HPN
1 stop26h 22m
Cape Air
Deal found 2/3![Cape Air logo]()
$330
This American Airlines deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” 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 2/186:30 am
HPN
- PWM
1 stop3h 55m
American Airlines
Sun 2/225:42 am
PWM
- HPN
1 stop5h 16m
American Airlines
Deal found 2/2![American Airlines logo]()
$367
This Kiwi.com deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” 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 3/109:23 am
HPN
- BOS
1 stop5h 55m
Multiple Airlines
Thu 3/1212:56 pm
BOS
- HPN
1 stop22h 32m
Multiple Airlines
Deal found 2/3![Multiple Airlines logo]()
$281
This Cape Air deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cape Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/99:23 am
HPN
- BOS
1 stop26h 35m
Cape Air
Tue 3/102:24 pm
BOS
- HPN
1 stop26h 22m
Cape Air
Deal found 2/2![Cape Air logo]()
$330
This Kiwi.com deal was found by Cheapflights users on 2/4. Clicking the “Pick Dates” 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 3/39:23 am
HPN
- BOS
1 stop5h 55m
Multiple Airlines
Sun 3/812:56 pm
BOS
- HPN
1 stop22h 32m
Multiple Airlines
Deal found 2/4![Multiple Airlines logo]()
$310
This Cape Air deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cape Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/269:23 am
HPN
- BOS
1 stop5h 55m
Cape Air
Thu 3/265:40 pm
BOS
- HPN
1 stop23h 06m
Cape Air
Deal found 2/3![Cape Air logo]()
$330
This Gotogate deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/176:09 pm
HPN
- BGR
2 stops15h 17m
Breeze Airways
Sat 7/186:59 pm
BGR
- HPN
1 stop26h 00m
Breeze Airways
Deal found 2/3![Breeze Airways logo]()
$735
This American Airlines deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/245:29 pm
HPN
- BGR
1 stop6h 28m
American Airlines
Thu 7/305:00 am
BGR
- HPN
1 stop5h 30m
American Airlines
Deal found 2/3![American Airlines logo]()
$371
This Expedia deal was found by Cheapflights users on 2/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/229:23 am
HPN
- BOS
1 stop5h 55m
Multiple Airlines
Wed 3/2512:19 pm
BOS
- HPN
1 stop9h 12m
Multiple Airlines
Deal found 2/4![Multiple Airlines logo]()
$324
This Cape Air deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cape Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/205:16 pm
HPN
- BOS
1 stop22h 02m
Cape Air
Fri 2/272:24 pm
BOS
- HPN
1 stop26h 22m
Cape Air
Deal found 2/3![Cape Air logo]()
$335
This American Airlines deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” 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 3/205:30 pm
HPN
- PWM
1 stop6h 25m
American Airlines
Sun 3/225:42 am
PWM
- HPN
1 stop5h 17m
American Airlines
Deal found 2/2![American Airlines logo]()
$396
This Expedia deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/177:00 pm
HPN
- BOS
1 stop14h 12m
Multiple Airlines
Sat 2/2112:39 pm
BOS
- HPN
1 stop4h 07m
Multiple Airlines
Deal found 2/2![Multiple Airlines logo]()
$333
This Cape Air deal was found by Cheapflights users on 2/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cape Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/199:23 am
HPN
- BOS
1 stop22h 47m
Cape Air
Mon 2/238:48 am
BOS
- HPN
1 stop7h 58m
Cape Air
Deal found 2/4![Cape Air logo]()
$335
This Cape Air deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cape Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/55:16 pm
HPN
- BOS
1 stop23h 54m
Cape Air
Mon 3/92:24 pm
BOS
- HPN
1 stop26h 22m
Cape Air
Deal found 2/3![Cape Air logo]()
$335
This American Airlines deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” 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 2/155:30 pm
HPN
- BGR
1 stop6h 23m
American Airlines
Tue 2/175:15 am
BGR
- HPN
1 stop5h 43m
American Airlines
Deal found 2/3![American Airlines logo]()
$461
This Gotogate deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/179:23 am
HPN
- AUG
2 stops9h 27m
Cape Air
Sat 2/217:55 am
AUG
- HPN
2 stops8h 51m
Cape Air
Deal found 2/2![Cape Air logo]()
$446
This American Airlines deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” 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 3/276:00 am
HPN
- PWM
1 stop4h 28m
American Airlines
Sun 3/295:42 am
PWM
- HPN
1 stop5h 17m
American Airlines
Deal found 2/2![American Airlines logo]()
$544
This American Airlines deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” 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 3/36:30 am
HPN
- PWM
2 stops16h 29m
American Airlines
Tue 3/106:00 am
PWM
- HPN
1 stop4h 59m
American Airlines
Deal found 2/3![American Airlines logo]()
$579
This Cape Air deal was found by Cheapflights users on 2/1. 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 Cape Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/39:23 am
HPN
- AUG
2 stops9h 27m
Cape Air
Wed 3/411:23 am
AUG
- HPN
2 stops29h 23m
Cape Air
Deal found 2/1![Cape Air logo]()
$483
This American Airlines deal was found by Cheapflights users on 2/4. Clicking the “Pick Dates” 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 5/225:29 pm
HPN
- PWM
1 stop6h 16m
American Airlines
Sun 5/246:00 am
PWM
- HPN
1 stop4h 30m
American Airlines
Deal found 2/4![American Airlines logo]()
$584
This Cape Air deal was found by Cheapflights users on 2/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cape Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/199:23 am
HPN
- AUG
2 stops28h 56m
Cape Air
Mon 2/237:55 am
AUG
- HPN
2 stops24h 57m
Cape Air
Deal found 2/4![Cape Air logo]()
$483
This Cape Air deal was found by Cheapflights users on 2/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cape Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/49:23 am
HPN
- AUG
2 stops9h 27m
Cape Air
Wed 3/117:55 am
AUG
- HPN
2 stops32h 51m
Cape Air
Deal found 2/4![Cape Air logo]()
$483
This American Airlines deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” 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 4/256:30 am
HPN
- PWM
1 stop3h 54m
American Airlines
Sun 4/266:00 am
PWM
- HPN
1 stop4h 30m
American Airlines
Deal found 2/2![American Airlines logo]()
$656
This Cape Air deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cape Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/199:23 am
HPN
- BHB
2 stops26h 00m
Cape Air
Mon 2/237:00 am
BHB
- HPN
2 stops9h 46m
Cape Air
Deal found 2/3![Cape Air logo]()
$503
This American Airlines deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” 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 2/155:30 pm
HPN
- PWM
1 stop6h 20m
American Airlines
Tue 2/176:00 am
PWM
- HPN
1 stop4h 58m
American Airlines
Deal found 2/3![American Airlines logo]()
$713
This American Airlines deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” 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 2/155:30 pm
HPN
- PWM
1 stop6h 20m
American Airlines
Mon 2/166:00 am
PWM
- HPN
1 stop4h 58m
American Airlines
Deal found 2/3![American Airlines logo]()
$798
This Cape Air deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cape Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/245:20 pm
HPN
- AUG
2 stops21h 25m
Cape Air
Thu 7/3011:00 am
AUG
- HPN
2 stops29h 40m
Cape Air
Deal found 2/3![Cape Air logo]()
$663
This Cape Air deal was found by Cheapflights users on 2/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cape Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/29:05 am
HPN
- BHB
2 stops10h 15m
Cape Air
Sun 7/59:15 am
BHB
- HPN
2 stops31h 25m
Cape Air
Deal found 2/4![Cape Air logo]()
$704
This Cape Air deal was found by Cheapflights users on 2/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cape Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/245:20 pm
HPN
- BHB
2 stops20h 05m
Cape Air
Sun 7/268:00 am
BHB
- HPN
2 stops24h 40m
Cape Air
Deal found 2/4![Cape Air logo]()
$723
Last-minute flights from Westchester County to MaineDiscover last-minute flight deals from Westchester County to Maine. Data last updated February 4, 2026 and is based on user searches.
Discover last-minute flight deals from Westchester County to Maine. Data last updated February 4, 2026 and is based on user searches.
This Cape Air deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cape Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/49:23 am
HPN
- BOS
1 stop26h 35m
Cape Air
Thu 2/52:24 pm
BOS
- HPN
1 stop18h 28m
Cape Air
Deal found 2/2![Cape Air logo]()
$330
This Cape Air deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cape Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/79:23 am
HPN
- BOS
1 stop5h 55m
Cape Air
Mon 2/92:24 pm
BOS
- HPN
1 stop26h 22m
Cape Air
Deal found 2/3![Cape Air logo]()
$335
This Kiwi.com deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” 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 2/79:23 am
HPN
- BOS
1 stop5h 55m
Multiple Airlines
Mon 2/97:00 am
BOS
- HPN
2 stops28h 28m
Multiple Airlines
Deal found 2/3![Multiple Airlines logo]()
$416
This Kiwi.com deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” 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 2/99:23 am
HPN
- BOS
1 stop7h 47m
Multiple Airlines
Tue 2/103:43 pm
BOS
- HPN
2 stops21h 04m
Multiple Airlines
Deal found 2/3![Multiple Airlines logo]()
$321
This Expedia deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/177:00 pm
HPN
- BOS
1 stop14h 12m
Multiple Airlines
Sat 2/2112:39 pm
BOS
- HPN
1 stop4h 07m
Multiple Airlines
Deal found 2/2![Multiple Airlines logo]()
$333
This American Airlines deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” 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 2/186:30 am
HPN
- PWM
1 stop3h 55m
American Airlines
Sun 2/225:42 am
PWM
- HPN
1 stop5h 16m
American Airlines
Deal found 2/2![American Airlines logo]()
$367
This Kiwi.com deal was found by Cheapflights users on 2/4. Clicking the “Pick Dates” 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 2/199:23 am
HPN
- BOS
1 stop5h 55m
Multiple Airlines
Mon 2/234:22 pm
BOS
- HPN
2 stops44h 25m
Multiple Airlines
Deal found 2/4![Multiple Airlines logo]()
$337
This American Airlines deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” 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 3/35:30 pm
HPN
- PWM
1 stop6h 20m
American Airlines
Tue 3/106:00 am
PWM
- HPN
1 stop4h 59m
American Airlines
Deal found 2/3![American Airlines logo]()
$267
This Kiwi.com deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” 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 3/512:08 pm
HPN
- BOS
2 stops9h 53m
Multiple Airlines
Thu 3/1212:56 pm
BOS
- HPN
1 stop22h 32m
Multiple Airlines
Deal found 2/3![Multiple Airlines logo]()
$265
This Kiwi.com deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” 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 3/1012:08 pm
HPN
- BOS
2 stops9h 53m
Multiple Airlines
Thu 3/1212:56 pm
BOS
- HPN
1 stop22h 32m
Multiple Airlines
Deal found 2/3![Multiple Airlines logo]()
$222
This American Airlines deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” 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 3/205:30 pm
HPN
- PWM
1 stop6h 25m
American Airlines
Sun 3/225:42 am
PWM
- HPN
1 stop5h 17m
American Airlines
Deal found 2/2![American Airlines logo]()
$396
This Expedia deal was found by Cheapflights users on 2/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/229:23 am
HPN
- BOS
1 stop5h 55m
Multiple Airlines
Wed 3/2512:19 pm
BOS
- HPN
1 stop9h 12m
Multiple Airlines
Deal found 2/4![Multiple Airlines logo]()
$324
One-way flights from Westchester County to MaineSearch for one-way flight options from Westchester County to Maine. Find affordable one-way fares based on user searches. Data last updated February 4, 2026.
Search for one-way flight options from Westchester County to Maine. Find affordable one-way fares based on user searches. Data last updated February 4, 2026.
This Kiwi.com deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” 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 2/181:27 pm
HPN
- BOS
1 stop21h 23m
Multiple Airlines
Deal found 2/2![Multiple Airlines logo]()
$100
This Trip.com deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/177:00 pm
HPN
- BOS
1 stop15h 26m
Multiple Airlines
Deal found 2/2![Multiple Airlines logo]()
$122
This Trip.com deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/189:00 pm
HPN
- BOS
1 stop13h 21m
Multiple Airlines
Deal found 2/2![Multiple Airlines logo]()
$128
This Booking.com deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/115:16 pm
HPN
- BOS
1 stop14h 54m
Cape Air
Deal found 2/2![Cape Air logo]()
$159
This Kiwi.com deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” 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 2/168:00 am
HPN
- BOS
2 stops26h 26m
Multiple Airlines
Deal found 2/2![Multiple Airlines logo]()
$190
This Kiwi.com deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” 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 2/111:27 pm
HPN
- BOS
2 stops32h 34m
Multiple Airlines
Deal found 2/2![Multiple Airlines logo]()
$202
This Cape Air deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cape Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/289:23 am
HPN
- AUG
2 stops28h 56m
Cape Air
Deal found 2/3![Cape Air logo]()
$244
This Cape Air deal was found by Cheapflights users on 2/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cape Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/189:23 am
HPN
- BHB
2 stops26h 00m
Cape Air
Deal found 2/4![Cape Air logo]()
$254
This Cape Air deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cape Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/105:16 pm
HPN
- AUG
2 stops17h 12m
Cape Air
Deal found 2/2![Cape Air logo]()
$294
This American Airlines deal was found by Cheapflights users on 2/4. Clicking the “Pick Dates” 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 2/175:30 pm
HPN
- PWM
1 stop6h 20m
American Airlines
Deal found 2/4![American Airlines logo]()
$384
This American Airlines deal was found by Cheapflights users on 2/4. Clicking the “Pick Dates” 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 2/166:30 am
HPN
- PWM
1 stop3h 55m
American Airlines
Deal found 2/4![American Airlines logo]()
$409
This Delta deal was found by Cheapflights users on 2/4. Clicking the “Pick Dates” 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 2/1612:36 pm
HPN
- PWM
2 stops11h 42m
Delta
Deal found 2/4![Delta logo]()
$706
Find flight deals from Westchester County to Maine
Keep the following information in mind while searching for Westchester County to Maine flight deals. Data was last updated February 4, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $222 (Kiwi.com) |
One-way from | $100 (Kiwi.com) |
Popular in | December |
Cheapest in | April |
Average price | $268 |
Cheapflights Fare Finder
Customize your flight search to find flights from Westchester County 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 February 4, 2026.
Use the filters below to find and compare flights from Westchester County to Maine that are best for you.
Fly from
Westchester County
Fly to
Maine
Route
Depart
Return
Price
White PlainsBoston
HPN - BOS
HPNBOS
White Plains Westchester County
Thu 3/5
12:08 pm-10:01 pm
2 stops9h 53m
Boston Logan Intl
Thu 3/12
12:56 pm-11:28 am
1 stop22h 32m
$265
White PlainsBoston
HPN - BOS
HPNBOS
White Plains Westchester County
Tue 3/10
9:23 am-3:18 pm
1 stop5h 55m
Boston Logan Intl
Thu 3/12
12:56 pm-11:28 am
1 stop22h 32m
$281
White PlainsBoston
HPN - BOS
HPNBOS
White Plains Westchester County
Tue 3/3
9:23 am-3:18 pm
1 stop5h 55m
Boston Logan Intl
Sun 3/8
12:56 pm-11:28 am
1 stop22h 32m
$310
White PlainsBoston
HPN - BOS
HPNBOS
White Plains Westchester County
Sun 3/22
9:23 am-3:18 pm
1 stop5h 55m
Boston Logan Intl
Wed 3/25
12:19 pm-9:31 pm
1 stop9h 12m
$324
White PlainsBoston
HPN - BOS
HPNBOS
White Plains Westchester County
Thu 3/26
9:23 am-11:58 am
1 stop26h 35m
Boston Logan Intl
Fri 3/27
2:24 pm-4:46 pm
1 stop26h 22m
$330
White PlainsBoston
HPN - BOS
HPNBOS
White Plains Westchester County
Mon 3/9
9:23 am-11:58 am
1 stop26h 35m
Boston Logan Intl
Tue 3/10
2:24 pm-4:46 pm
1 stop26h 22m
$330
White PlainsBoston
HPN - BOS
HPNBOS
White Plains Westchester County
Thu 3/26
9:23 am-3:18 pm
1 stop5h 55m
Boston Logan Intl
Thu 3/26
5:40 pm-4:46 pm
1 stop23h 06m
$330
White PlainsBoston
HPN - BOS
HPNBOS
White Plains Westchester County
Tue 2/17
7:00 pm-9:12 am
1 stop14h 12m
Boston Logan Intl
Sat 2/21
12:39 pm-4:46 pm
1 stop4h 07m
$333
White PlainsBoston
HPN - BOS
HPNBOS
White Plains Westchester County
Fri 2/20
5:16 pm-3:18 pm
1 stop22h 02m
Boston Logan Intl
Fri 2/27
2:24 pm-4:46 pm
1 stop26h 22m
$335
White PlainsBoston
HPN - BOS
HPNBOS
White Plains Westchester County
Thu 2/19
9:23 am-8:10 am
1 stop22h 47m
Boston Logan Intl
Mon 2/23
8:48 am-4:46 pm
1 stop7h 58m
$335
Showing 1-10 of 48 results
Best time to book a flight from Westchester County to Maine
Have a flexible travel schedule? Discover the best time to fly to Maine from Westchester County with our price prediction graph.
HPN-BOS
HPN-PWM
HPN-AUG
HPN-BHB
HPN-BGR
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 Westchester County to Maine
zzREU-USME
HPN-BOS
HPN-PWM
HPN-AUG
HPN-BHB
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 February 4, 2026.
See what other customers who have flown with American Airlines from Westchester County to Maine have to say. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Comfort
7.2
Overall
7.2
Boarding
7.5
Crew
8.0
Entertainment
6.9
Food
6.4
Reviews
1 / 20
2.0
MediocreSusie,Jan 2026
CLT - TPA
Comfort
7.2
Overall
7.2
Boarding
7.5
Crew
8.0
Entertainment
6.9
Food
6.4
Reviews
1 / 20
2.0
MediocreSusie,Jan 2026
CLT - TPA
Related info for your journey
Find useful and relevant information for your journey from Westchester County to Maine. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Alternative routes for Westchester County 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.
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Westchester County and Maine flights
Browse other Westchester County and Maine flight options. Last updated on February 4, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Find a return flight route from Maine
Find the right flight back to Westchester County after your stay in Maine
Westchester County to Maine flights
Consider these flights traveling from Westchester County to Maine.
Top airline flying from Westchester County to Maine
Discover the top airline that operate flights from Westchester County 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 February 4, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$276 | Average$461 | FlexibilityNo cancel fee | On-time71% |