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$327+ Cheap flights from White Plains to Portland, ME (HPN - PWM)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 11/21. Fares are subject to change and may not be available on all flights or dates of travel.
HPN — PWM
Dec 12 — Dec 191
Fri 12/12
Fri 12/19
1 adult, Economy
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Cheap flight deals from White Plains to Portland

Discover tips and strategies to find the most affordable flight options for your journey from White Plains (HPN) to Portland (PWM). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated November 12, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$327
(American Airlines)

Popular in

December

Cheapest in

April

Average price

$282
Provider with most accurate pricing for White Plains Westchester County-Portland flight deals.
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Provider most trusted by Cheapflights users for White Plains Westchester County-Portland flights.
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From White Plains Westchester County to Portland
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Highest demand for flights based on searches. 13% potential increase in price ($36 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 November 2025
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Find flight deals from White Plains to Portland

Cheapest flights from White Plains to Portland
Explore the most affordable flight options available from White Plains to Portland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 12, 2025.

This American Airlines deal was found by Cheapflights users on 11/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/215:21 pmHPN - PWM
1 stop6h 20mAmerican Airlines
Sun 11/235:43 amPWM - HPN
1 stop5h 14mAmerican Airlines
Deal found 11/10$327
This American Airlines deal was found by Cheapflights users on 11/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/236:30 amHPN - PWM
1 stop5h 16mAmerican Airlines
Fri 11/2812:26 pmPWM - HPN
1 stop5h 53mAmerican Airlines
Deal found 11/10$352
This American Airlines deal was found by Cheapflights users on 11/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/236:30 amHPN - PWM
1 stop5h 16mAmerican Airlines
Sat 11/295:43 amPWM - HPN
1 stop5h 14mAmerican Airlines
Deal found 11/10$442
This American Airlines deal was found by Cheapflights users on 11/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/276:30 amHPN - PWM
1 stop5h 26mAmerican Airlines
Sat 11/295:43 amPWM - HPN
1 stop5h 14mAmerican Airlines
Deal found 11/11$447
This Kiwi.com deal was found by Cheapflights users on 11/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/2712:09 pmHPN - PWM
2 stops20h 57mBreeze Airways
Mon 12/16:05 pmPWM - HPN
1 stop17h 24mBreeze Airways
Deal found 11/12$488
This American Airlines deal was found by Cheapflights users on 11/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/266:30 amHPN - PWM
1 stop5h 16mAmerican Airlines
Sun 11/305:43 amPWM - HPN
1 stop5h 14mAmerican Airlines
Deal found 11/11$635
This American Airlines deal was found by Cheapflights users on 11/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/2011:27 amHPN - PWM
1 stop5h 13mAmerican Airlines
Fri 11/2112:26 pmPWM - HPN
1 stop5h 53mAmerican Airlines
Deal found 11/12$797
This American Airlines deal was found by Cheapflights users on 11/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/216:30 amHPN - PWM
1 stop5h 16mAmerican Airlines
Sat 11/226:00 amPWM - HPN
2 stops28h 57mAmerican Airlines
Deal found 11/10$811

Cheapflights Fare Finder

 
Customize your flight search to find flights from White Plains to Portland 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 November 12, 2025.
Use the filters below to find and compare flights from White Plains to Portland that are best for you.

Fly from

White Plains

Fly to

Portland

Route

Depart

Return

Price

White PlainsPortland

HPN - PWM

HPNPWM

White Plains Westchester County

Fri 11/21

5:21 pm-11:41 pm

1 stop6h 20m

Portland

Sat 11/22

12:29 pm-6:19 pm

1 stop5h 50m

$327

White PlainsPortland

HPN - PWM

HPNPWM

White Plains Westchester County

Fri 11/21

5:21 pm-11:41 pm

1 stop6h 20m

Portland

Sun 11/23

5:43 am-10:57 am

1 stop5h 14m

$327

White PlainsPortland

HPN - PWM

HPNPWM

White Plains Westchester County

Sun 11/23

6:30 am-11:46 am

1 stop5h 16m

Portland

Fri 11/28

12:26 pm-6:19 pm

1 stop5h 53m

$352

White PlainsPortland

HPN - PWM

HPNPWM

White Plains Westchester County

Sun 11/23

11:27 am-4:41 pm

1 stop5h 14m

Portland

Sat 11/29

5:43 am-10:57 am

1 stop5h 14m

$387

White PlainsPortland

HPN - PWM

HPNPWM

White Plains Westchester County

Thu 11/27

6:30 am-11:56 am

1 stop5h 26m

Portland

Sat 11/29

5:43 am-10:57 am

1 stop5h 14m

$447

White PlainsPortland

HPN - PWM

HPNPWM

White Plains Westchester County

Thu 11/27

12:09 pm-9:06 am

2 stops20h 57m

Portland

Mon 12/1

6:05 pm-11:29 am

1 stop17h 24m

$488

White PlainsPortland

HPN - PWM

HPNPWM

White Plains Westchester County

Wed 11/26

6:30 am-11:46 am

1 stop5h 16m

Portland

Sun 11/30

5:43 am-10:57 am

1 stop5h 14m

$635

White PlainsPortland

HPN - PWM

HPNPWM

White Plains Westchester County

Thu 11/20

11:27 am-4:40 pm

1 stop5h 13m

Portland

Fri 11/21

12:26 pm-6:19 pm

1 stop5h 53m

$797

White PlainsPortland

HPN - PWM

HPNPWM

White Plains Westchester County

Wed 11/19

11:27 am-4:41 pm

1 stop5h 14m

$374

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/10

Compare providers for flights from White Plains to Portland

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from White Plains to Portland in November.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on White Plains-Portland, Maine flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on White Plains-Portland, Maine flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from White Plains-Portland, Maine flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on White Plains-Portland, Maine flights, Cheapflights users trust eDreams the most. eDreams has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for White Plains-Portland, Maine flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from White Plains to Portland

Have a flexible travel schedule? Discover the best time to fly to Portland from White Plains 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 White Plains to Portland

What is the cheapest month to book a flight from White Plains to Portland, Maine?

Currently, April is the cheapest month in which you can book a flight from White Plains to Portland, Maine (average of $58). Flying from White Plains to Portland, Maine in February is currently the most expensive (average of $163). 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.

What is the cheapest time of day to fly from HPN to PWM?

Find hourly flight availability from White Plains to Portland. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated November 12, 2025.

When flying from White Plains to Portland, Maine, the time of day you fly usually plays a role in the price. Save by searching for a flight at noon, which can drop the price by up to 63% versus a flight in the evening.

Related info for your journey

Find useful and relevant information for your journey from White Plains to Portland. 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 White Plains to Portland, Maine?

    Departing from White Plains to Portland, Maine will take you 6h 20m. The distance from White Plains to Portland, Maine is about 249 mi.

  • Can I find deals for flights from White Plains to Portland that include hotel bookings?

    Yes. In addition to deals on White Plains to Portland flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from White Plains to Portland?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from White Plains to Portland.

  • Can I find deals for business class flights from White Plains to Portland?

    Yes. Cheapflights offers flight deals from White Plains to Portland 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 White Plains to Portland, Maine?

    Currently, April is the cheapest month in which you can book a flight from White Plains to Portland, Maine (average of $58). Flying from White Plains to Portland, Maine in February is currently the most expensive (average of $163). 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

Traveling to a place near Portland?

Book flights to Portland if you plan to visit one of these locations
North Conway
Brunswick
Auburn
Conway

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