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Maine

$130+ 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 10/7. Fares are subject to change and may not be available on all flights or dates of travel.
HPN — PWM
Aug 5 — Aug 121
Tue 8/5
Tue 8/12
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 July 31, 2025.

Round-trip from

$246
(JetBlue)

One-way from

$130
(JetBlue)

Popular in

December

Cheapest in

April

Average price

$264
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. 14% potential increase in price ($41 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($8 potential savings vs. average RT price).
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Average for round-trip flights in July 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 July 31, 2025.

This JetBlue deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/59:39 amHPN - BOS
1 stop7h 04mJetBlue
Wed 9/102:20 pmBOS - HPN
1 stop7h 56mJetBlue
Deal found 7/31$246
This American Airlines deal was found by Cheapflights users on 7/29. 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 8/145:29 pmHPN - PWM
1 stop6h 15mAmerican Airlines
Wed 8/202:06 pmPWM - HPN
1 stop4h 17mAmerican Airlines
Deal found 7/29$307
This American Airlines deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/306:30 amHPN - BOS
2 stops9h 21mAmerican Airlines
Sat 9/61:24 pmBOS - HPN
2 stops21h 12mAmerican Airlines
Deal found 7/31$316
This American Airlines deal was found by Cheapflights users on 7/30. 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 8/185:29 pmHPN - BGR
1 stop6h 30mAmerican Airlines
Fri 8/2212:52 pmBGR - HPN
1 stop5h 31mAmerican Airlines
Deal found 7/30$331
This Expedia deal was found by Cheapflights users on 7/29. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/117:30 amHPN - PWM
2 stops14h 37mJetBlue
Mon 9/157:09 amPWM - HPN
2 stops11h 55mJetBlue
Deal found 7/29$367
This Kiwi.com deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/109:18 amHPN - BOS
1 stop8h 00mCape Air
Sun 10/125:48 pmBOS - HPN
1 stop15h 05mCape Air
Deal found 7/31$423
This Mytrip deal was found by Cheapflights users on 7/30. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/148:10 amHPN - BOS
1 stop6h 57mMultiple Airlines
Mon 8/188:43 amBOS - HPN
1 stop8h 08mMultiple Airlines
Deal found 7/30$468
This Delta deal was found by Cheapflights users on 7/30. 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.
Fri 10/316:00 amHPN - BGR
2 stops17h 24mDelta
Tue 11/46:00 amBGR - HPN
2 stops16h 09mDelta
Deal found 7/30$496
This KAYAK deal was found by Cheapflights users on 7/29. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/258:00 amHPN - PWM
1 stop9h 36mBreeze Airways
Sat 8/308:07 pmPWM - HPN
1 stop15h 18mBreeze Airways
Deal found 7/29$600
This Gotogate deal was found by Cheapflights users on 7/30. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/309:18 amHPN - AUG
2 stops9h 27mCape Air
Sat 9/610:43 amAUG - HPN
2 stops6h 08mCape Air
Deal found 7/30$613
This Mytrip deal was found by Cheapflights users on 7/28. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/111:19 pmHPN - PWM
2 stops19h 47mMultiple Airlines
Sun 9/145:33 pmPWM - HPN
3 stops26h 57mMultiple Airlines
Deal found 7/28$796
This Mytrip deal was found by Cheapflights users on 7/29. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/88:00 amHPN - BGR
3 stops27h 04mMultiple Airlines
Sun 8/107:15 pmBGR - HPN
2 stops16h 06mMultiple Airlines
Deal found 7/29$833

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 July 31, 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

Fri 9/5

9:39 am-4:43 pm

1 stop7h 04m

Boston Logan Intl

Wed 9/10

2:20 pm-10:16 pm

1 stop7h 56m

$246

White PlainsPortland

HPN - PWM

HPNPWM

White Plains Westchester County

Thu 8/14

5:29 pm-11:44 pm

1 stop6h 15m

Portland

Wed 8/20

2:06 pm-6:23 pm

1 stop4h 17m

$307

White PlainsBoston

HPN - BOS

HPNBOS

White Plains Westchester County

Sat 8/30

6:30 am-3:51 pm

2 stops9h 21m

Boston Logan Intl

Sat 9/6

1:24 pm-10:36 am

2 stops21h 12m

$316

White PlainsBangor

HPN - BGR

HPNBGR

White Plains Westchester County

Mon 8/18

5:29 pm-11:59 pm

1 stop6h 30m

Bangor

Fri 8/22

12:52 pm-6:23 pm

1 stop5h 31m

$331

White PlainsPortland

HPN - PWM

HPNPWM

White Plains Westchester County

Thu 9/11

7:30 am-10:07 pm

2 stops14h 37m

Portland

Mon 9/15

7:09 am-7:04 pm

2 stops11h 55m

$367

White PlainsBoston

HPN - BOS

HPNBOS

White Plains Westchester County

Fri 10/10

9:18 am-5:18 pm

1 stop8h 00m

Boston Logan Intl

Sun 10/12

5:48 pm-8:53 am

1 stop15h 05m

$423

White PlainsBoston

HPN - BOS

HPNBOS

White Plains Westchester County

Thu 8/14

8:10 am-3:07 pm

1 stop6h 57m

Boston Logan Intl

Mon 8/18

8:43 am-4:51 pm

1 stop8h 08m

$468

White PlainsBangor

HPN - BGR

HPNBGR

White Plains Westchester County

Fri 10/31

6:00 am-11:24 pm

2 stops17h 24m

Bangor

Tue 11/4

6:00 am-10:09 pm

2 stops16h 09m

$496

White PlainsPortland

HPN - PWM

HPNPWM

White Plains Westchester County

Mon 8/25

8:00 am-5:36 pm

1 stop9h 36m

Portland

Sat 8/30

8:07 pm-11:25 am

1 stop15h 18m

$600

White PlainsAugusta

HPN - AUG

HPNAUG

White Plains Westchester County

Sat 8/30

9:18 am-6:45 pm

2 stops9h 27m

Augusta

Sat 9/6

10:43 am-4:51 pm

2 stops6h 08m

$613

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/30

Showing 1-10 of 24 results
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2
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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 July 31, 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 July 31, 2025.
See what other customers who have flown with Delta, Breeze Airways, and JetBlue 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.
Delta
8.0
Very good
7,981 reviews

Food

7.3

Entertainment

7.9

Comfort

7.9

Boarding

8.2

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.
Delta
8.0
Very good
7,981 reviews
Delta
8.0
Very good
7,981 reviews

Food

7.3

Entertainment

7.9

Comfort

7.9

Boarding

8.2

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.
Breeze Airways
8.0
Very good
191 reviews
Delta
8.0
Very good
7,981 reviews

Food

7.3

Entertainment

7.9

Comfort

7.9

Boarding

8.2

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.
JetBlue
7.3
Good
2,914 reviews
Delta
8.0
Very good
7,981 reviews

Food

7.3

Entertainment

7.9

Comfort

7.9

Boarding

8.2

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,981 reviews

Food

7.3

Entertainment

7.9

Comfort

7.9

Boarding

8.2

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.

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.

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

    $130 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 Cape Air, with prices starting from $159 and $214, 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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