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$287+ 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 10/20. Fares are subject to change and may not be available on all flights or dates of travel.
HPN — PWM
oct. 25 — nov. 11
sáb. 10/25
sáb. 11/1
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 septiembre 25, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$287
(American Airlines)

Popular in

April

Cheapest in

October

Average price

$197
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. 8% potential increase in price ($20 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($3 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 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 septiembre 25, 2025.

This American Airlines deal was found by Cheapflights users on 9/24. 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.
lun. 10/205:29 pmHPN - PWM
1 stop6h 22mAmerican Airlines
sáb. 10/2512:34 pmPWM - HPN
1 stop5h 46mAmerican Airlines
Deal found 9/24$287
This American Airlines deal was found by Cheapflights users on 9/23. 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.
sáb. 10/253:00 pmHPN - PWM
1 stop6h 21mAmerican Airlines
lun. 10/272:10 pmPWM - HPN
1 stop4h 10mAmerican Airlines
Deal found 9/23$332
This American Airlines deal was found by Cheapflights users on 9/24. 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.
jue. 11/66:30 amHPN - PWM
1 stop5h 16mAmerican Airlines
dom. 11/95:43 amPWM - HPN
1 stop5h 14mAmerican Airlines
Deal found 9/24$407
This American Airlines deal was found by Cheapflights users on 9/23. 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.
vie. 10/175:29 pmHPN - PWM
1 stop6h 22mAmerican Airlines
vie. 10/246:00 amPWM - HPN
1 stop4h 34mAmerican Airlines
Deal found 9/23$444
This American Airlines deal was found by Cheapflights users on 9/23. 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.
jue. 10/25:29 pmHPN - PWM
1 stop6h 16mAmerican Airlines
lun. 10/65:21 pmPWM - HPN
1 stop6h 08mAmerican Airlines
Deal found 9/23$474
This American Airlines deal was found by Cheapflights users on 9/24. 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.
dom. 11/96:30 amHPN - PWM
1 stop5h 16mAmerican Airlines
mar. 11/115:43 amPWM - HPN
1 stop5h 14mAmerican Airlines
Deal found 9/24$479
This American Airlines deal was found by Cheapflights users on 9/22. 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.
vie. 9/2611:15 amHPN - PWM
1 stop5h 19mAmerican Airlines
dom. 9/285:20 pmPWM - HPN
1 stop6h 06mAmerican Airlines
Deal found 9/22$519
This Expedia deal was found by Cheapflights users on 9/24. 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.
lun. 10/207:30 amHPN - PWM
2 stops15h 34mJetBlue
sáb. 10/257:09 amPWM - HPN
2 stops15h 54mJetBlue
Deal found 9/24$525
This Expedia deal was found by Cheapflights users on 9/22. 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.
lun. 10/207:30 amHPN - PWM
2 stops15h 34mJetBlue
mar. 10/217:09 amPWM - HPN
2 stops15h 54mJetBlue
Deal found 9/22$553
This Kiwi.com deal was found by Cheapflights users on 9/23. 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.
jue. 10/212:09 pmHPN - PWM
2 stops20h 57mBreeze Airways
lun. 10/66:05 pmPWM - HPN
1 stop17h 24mBreeze Airways
Deal found 9/23$567
This Kiwi.com deal was found by Cheapflights users on 9/24. 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.
vie. 10/1012:10 pmHPN - PWM
1 stop22h 31mBreeze Airways
mar. 10/146:29 pmPWM - HPN
2 stops18h 05mBreeze Airways
Deal found 9/24$577

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 septiembre 25, 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

lun. 10/20

5:29 pm-11:51 pm

1 stop6h 22m

Portland

sáb. 10/25

12:34 pm-6:20 pm

1 stop5h 46m

$287

White PlainsPortland

HPN - PWM

HPNPWM

White Plains Westchester County

vie. 11/21

5:21 pm-11:41 pm

1 stop6h 20m

Portland

dom. 11/23

5:43 am-10:57 am

1 stop5h 14m

$287

White PlainsPortland

HPN - PWM

HPNPWM

White Plains Westchester County

vie. 11/7

6:30 am-11:46 am

1 stop5h 16m

Portland

sáb. 11/8

5:43 am-10:57 am

1 stop5h 14m

$332

White PlainsPortland

HPN - PWM

HPNPWM

White Plains Westchester County

sáb. 10/25

3:00 pm-9:21 pm

1 stop6h 21m

Portland

lun. 10/27

2:10 pm-6:20 pm

1 stop4h 10m

$332

White PlainsPortland

HPN - PWM

HPNPWM

White Plains Westchester County

jue. 11/6

6:30 am-11:46 am

1 stop5h 16m

Portland

dom. 11/9

5:43 am-10:57 am

1 stop5h 14m

$407

White PlainsPortland

HPN - PWM

HPNPWM

White Plains Westchester County

vie. 10/17

5:29 pm-11:51 pm

1 stop6h 22m

Portland

vie. 10/24

6:00 am-10:34 am

1 stop4h 34m

$444

White PlainsPortland

HPN - PWM

HPNPWM

White Plains Westchester County

jue. 10/2

5:29 pm-11:45 pm

1 stop6h 16m

Portland

lun. 10/6

5:21 pm-11:29 pm

1 stop6h 08m

$474

White PlainsPortland

HPN - PWM

HPNPWM

White Plains Westchester County

vie. 10/3

5:29 pm-11:45 pm

1 stop6h 16m

Portland

dom. 10/5

5:45 am-10:36 am

1 stop4h 51m

$474

White PlainsPortland

HPN - PWM

HPNPWM

White Plains Westchester County

dom. 11/9

6:30 am-11:46 am

1 stop5h 16m

Portland

mar. 11/11

5:43 am-10:57 am

1 stop5h 14m

$479

White PlainsPortland

HPN - PWM

HPNPWM

White Plains Westchester County

lun. 10/20

7:30 am-11:04 pm

2 stops15h 34m

Portland

sáb. 10/25

7:09 am-11:03 pm

2 stops15h 54m

$525

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/24

Showing 1-10 of 13 results
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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 September.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
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 FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on White Plains-Portland, Maine flight deals on Cheapflights vs. FlightHub >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 FlightHub the most. FlightHub 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, January is the cheapest month in which you can book a flight from White Plains to Portland, Maine (average of $296). Flying from White Plains to Portland, 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.

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 septiembre 25, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from White Plains to Portland, Maine as you normally would.

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 22m. 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, January is the cheapest month in which you can book a flight from White Plains to Portland, Maine (average of $296). Flying from White Plains to Portland, 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

Traveling to a place near Portland?

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

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