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Maine

$109+ 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 11/19. Fares are subject to change and may not be available on all flights or dates of travel.
HPN — PWM
Oct 15 — Oct 221
Wed 10/15
Wed 10/22
1 adult, Economy
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Cheap 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 September 15, 2025.

Round-trip from

$257
(American Airlines)

One-way from

$109
(Kiwi.com)

Popular in

December

Cheapest in

April

Average price

$223
From Westchester County to Maine
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One-way flight from Westchester County to Maine
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Highest demand for flights based on searches. 10% potential increase in price ($29 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($7 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find flight deals from Westchester County to Maine

Cheapest flights from Westchester County to Maine
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 September 15, 2025.

This JetBlue deal was found by Cheapflights users on 9/13. 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.
Sat 10/257:30 amHPN - BOS
1 stop8h 50mJetBlue
Mon 10/272:15 pmBOS - HPN
1 stop9h 07mJetBlue
Deal found 9/13$228
This JetBlue deal was found by Cheapflights users on 9/13. 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.
Tue 10/286:30 amHPN - BOS
1 stop6h 47mJetBlue
Tue 11/42:15 pmBOS - HPN
1 stop7h 22mJetBlue
Deal found 9/13$238
This American Airlines deal was found by Cheapflights users on 9/14. 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.
Sun 11/235:21 pmHPN - PWM
1 stop6h 20mAmerican Airlines
Fri 11/2812:30 pmPWM - HPN
1 stop5h 49mAmerican Airlines
Deal found 9/14$257
This JetBlue deal was found by Cheapflights users on 9/13. 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.
Tue 9/307:30 amHPN - BOS
1 stop8h 37mJetBlue
Sat 10/412:45 pmBOS - HPN
1 stop10h 01mJetBlue
Deal found 9/13$273
This Kiwi.com deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/298:25 amHPN - BOS
1 stop6h 52mMultiple Airlines
Thu 10/28:47 amBOS - HPN
1 stop26h 41mMultiple Airlines
Deal found 9/15$297
This JetBlue deal was found by Cheapflights users on 9/14. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/167:30 amHPN - BOS
1 stop10h 17mJetBlue
Sun 10/1910:53 amBOS - HPN
1 stop11h 10mJetBlue
Deal found 9/14$303
This Kiwi.com deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/112:00 pmHPN - BOS
1 stop8h 56mMultiple Airlines
Sun 11/910:43 amBOS - HPN
2 stops24h 45mMultiple Airlines
Deal found 9/15$313
This American Airlines deal was found by Cheapflights users on 9/13. 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.
Fri 10/245:29 pmHPN - PWM
1 stop6h 22mAmerican Airlines
Sun 10/266:00 amPWM - HPN
1 stop4h 34mAmerican Airlines
Deal found 9/13$332
This JetBlue deal was found by Cheapflights users on 9/14. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/277:30 amHPN - BOS
1 stop10h 21mJetBlue
Sat 10/42:45 pmBOS - HPN
1 stop8h 44mJetBlue
Deal found 9/14$333
This Kiwi.com deal was found by Cheapflights users on 9/13. 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 11/1412:10 pmHPN - PWM
1 stop22h 31mMultiple Airlines
Sun 11/163:15 pmPWM - HPN
2 stops29h 30mMultiple Airlines
Deal found 9/13$340
This Kiwi.com deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/298:25 amHPN - BOS
1 stop6h 52mMultiple Airlines
Fri 10/36:00 amBOS - HPN
1 stop14h 45mMultiple Airlines
Deal found 9/14$355
This JetBlue deal was found by Cheapflights users on 9/14. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/79:39 amHPN - BOS
1 stop10h 16mJetBlue
Sat 10/113:55 pmBOS - HPN
1 stop7h 12mJetBlue
Deal found 9/14$358

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 September 15, 2025.
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

Sat 10/25

7:30 am-4:20 pm

1 stop8h 50m

Boston Logan Intl

Mon 10/27

2:15 pm-11:22 pm

1 stop9h 07m

$228

White PlainsBoston

HPN - BOS

HPNBOS

White Plains Westchester County

Tue 10/28

6:30 am-1:17 pm

1 stop6h 47m

Boston Logan Intl

Tue 11/4

2:15 pm-9:37 pm

1 stop7h 22m

$238

White PlainsBoston

HPN - BOS

HPNBOS

White Plains Westchester County

Tue 9/30

7:30 am-4:07 pm

1 stop8h 37m

Boston Logan Intl

Sat 10/4

12:45 pm-10:46 pm

1 stop10h 01m

$273

White PlainsBoston

HPN - BOS

HPNBOS

White Plains Westchester County

Thu 10/16

7:30 am-5:47 pm

1 stop10h 17m

Boston Logan Intl

Sun 10/19

10:53 am-10:03 pm

1 stop11h 10m

$303

White PlainsBoston

HPN - BOS

HPNBOS

White Plains Westchester County

Sat 11/1

12:00 pm-8:56 pm

1 stop8h 56m

Boston Logan Intl

Sun 11/9

9:37 am-11:28 am

1 stop25h 51m

$315

White PlainsPortland

HPN - PWM

HPNPWM

White Plains Westchester County

Fri 10/24

5:29 pm-11:51 pm

1 stop6h 22m

Portland

Sun 10/26

6:00 am-10:34 am

1 stop4h 34m

$332

White PlainsBoston

HPN - BOS

HPNBOS

White Plains Westchester County

Sat 9/27

7:30 am-5:51 pm

1 stop10h 21m

Boston Logan Intl

Sat 10/4

2:45 pm-11:29 pm

1 stop8h 44m

$333

White PlainsPortland

HPN - PWM

HPNPWM

White Plains Westchester County

Fri 11/14

12:10 pm-10:41 am

1 stop22h 31m

Portland

Sun 11/16

3:15 pm-8:45 pm

2 stops29h 30m

$340

White PlainsBoston

HPN - BOS

HPNBOS

White Plains Westchester County

Tue 10/7

9:39 am-7:55 pm

1 stop10h 16m

Boston Logan Intl

Sat 10/11

3:55 pm-11:07 pm

1 stop7h 12m

$358

White PlainsBoston

HPN - BOS

HPNBOS

White Plains Westchester County

Wed 10/8

9:39 am-5:03 pm

1 stop7h 24m

Boston Logan Intl

Sat 10/11

3:55 pm-11:07 pm

1 stop7h 12m

$358

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/14

Showing 1-10 of 49 results
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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.
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

What is the cheapest time of day to fly from REU to ME?

Find hourly flight availability from Westchester County to Maine. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 15, 2025.

When flying from Westchester County to Maine, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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 September 15, 2025.
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.
American Airlines
7.2
Good
10,000 reviews

Crew

8.0

Comfort

7.2

Overall

7.2

Entertainment

6.9

Boarding

7.5

Food

6.4

Reviews

1 / 20
2.0
Mediocre

Jeremy,Sep 2025

SAN - PHL

Terrible. Bad customer service and unacceptable delay on the tarmac
American Airlines
7.2
Good
10,000 reviews
American Airlines
7.2
Good
10,000 reviews

Crew

8.0

Comfort

7.2

Overall

7.2

Entertainment

6.9

Boarding

7.5

Food

6.4

Reviews

1 / 20
2.0
Mediocre

Jeremy,Sep 2025

SAN - PHL

Terrible. Bad customer service and unacceptable delay on the tarmac

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.

  • How long is the flight from Westchester County to Maine?

    A quick flight from Westchester County to Maine can take about 6h 22m. JetBlue provides one of the quickest options available for as low as $332. The distance between Westchester County and Maine is about 249 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines to fly from Westchester County to Maine one-way?

    $121 is the cheapest one-way deal found within the past few days, from JetBlue. You may also be able to find cheap deals on American Airlines and Breeze Airways, with prices starting from $157 and $220, respectively.

  • Can I find deals for flights from Westchester County to Maine that include hotel bookings?

    Yes. In addition to deals on Westchester County to Maine flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Westchester County to Maine?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Westchester County to Maine.

  • Can I find deals for business class flights from Westchester County to Maine?

    Yes. Cheapflights offers flight deals from Westchester County to Maine by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Westchester County to Maine?

    Currently, January is the cheapest month in which you can book a flight from Westchester County to Maine (average of $296). Flying from Westchester County to Maine in July is currently the most expensive (average of $394). 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.

See more FAQs

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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 September 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$276Average$672FlexibilityNo cancel feeOn-time71%

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