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$195+ Cheap flights from White Plains to Portland, ME (HPN - PWM)

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 7/20. Fares are subject to change and may not be available on all flights or dates of travel.
HPN — PWM
Mar 11 — Mar 181
Wed 3/11
Wed 3/18
1 adult, Economy
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Cheap 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 February 9, 2026.

This American Airlines deal was found by Cheapflights users on 2/6. 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 3/115:30 pm
HPN
-
PWM
1 stop6h 25m
American Airlines
Mon 3/166:00 am
PWM
-
HPN
1 stop4h 59m
American Airlines
Deal found 2/6$367
This American Airlines deal was found by Cheapflights users on 2/6. 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 3/275:30 pm
HPN
-
PWM
1 stop6h 25m
American Airlines
Sun 3/295:42 am
PWM
-
HPN
1 stop5h 17m
American Airlines
Deal found 2/6$393
This American Airlines deal was found by Cheapflights users on 2/8. 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 7/185:29 pm
HPN
-
PWM
1 stop6h 16m
American Airlines
Mon 7/206:00 am
PWM
-
HPN
1 stop4h 30m
American Airlines
Deal found 2/8$448
This American Airlines deal was found by Cheapflights users on 2/6. 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 2/216:30 am
HPN
-
PWM
1 stop4h 10m
American Airlines
Wed 2/256:00 am
PWM
-
HPN
1 stop4h 58m
American Airlines
Deal found 2/6$561
This American Airlines deal was found by Cheapflights users on 2/7. 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 2/206:30 am
HPN
-
PWM
1 stop3h 55m
American Airlines
Sat 2/215:29 am
PWM
-
HPN
1 stop5h 29m
American Airlines
Deal found 2/7$585
This American Airlines deal was found by Cheapflights users on 2/6. 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 4/95:16 pm
HPN
-
PWM
1 stop16h 51m
American Airlines
Sun 4/124:53 pm
PWM
-
HPN
2 stops17h 37m
American Airlines
Deal found 2/6$637
This American Airlines deal was found by Cheapflights users on 2/7. 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 4/33:00 pm
HPN
-
PWM
2 stops27h 19m
American Airlines
Sun 4/55:42 am
PWM
-
HPN
1 stop38h 26m
American Airlines
Deal found 2/7$675
This American Airlines deal was found by Cheapflights users on 2/7. 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 7/186:30 am
HPN
-
PWM
1 stop17h 15m
American Airlines
Sun 7/196:00 am
PWM
-
HPN
1 stop28h 30m
American Airlines
Deal found 2/7$708
This Gotogate deal was found by Cheapflights users on 2/5. 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.
Sun 3/228:00 am
HPN
-
PWM
3 stops26h 49m
Breeze Airways
Mon 3/235:06 pm
PWM
-
HPN
1 stop18h 22m
Breeze Airways
Deal found 2/5$729

Find 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 February 9, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$367
(American Airlines)

One-way from

$195
(Kiwi.com)

Popular in

December

Cheapest in

April

Average price

$292
Provider with most accurate pricing for White Plains Westchester County-Portland flight deals.
Search Deals
Provider most trusted by Cheapflights users for White Plains Westchester County-Portland flights.
Search Deals
From White Plains Westchester County to Portland
Search Deals
One-way flight from White Plains Westchester County to Portland
Search Deals
Highest demand for flights based on searches. 11% potential increase in price ($30 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($6 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
Search Deals

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 February 9, 2026.
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

Thu 4/9

6:30 am-10:07 am

1 stop3h 37m

Portland

Sun 4/12

6:00 am-10:30 am

1 stop4h 30m

$367

White PlainsPortland

HPN - PWM

HPNPWM

White Plains Westchester County

Fri 4/3

5:30 pm-11:55 pm

1 stop6h 25m

Portland

Sun 4/5

5:42 am-10:59 am

1 stop5h 17m

$393

White PlainsPortland

HPN - PWM

HPNPWM

White Plains Westchester County

Sat 7/18

5:29 pm-11:45 pm

1 stop6h 16m

Portland

Mon 7/20

6:00 am-10:30 am

1 stop4h 30m

$448

White PlainsPortland

HPN - PWM

HPNPWM

White Plains Westchester County

Sat 2/21

6:30 am-10:40 am

1 stop4h 10m

Portland

Wed 2/25

6:00 am-10:58 am

1 stop4h 58m

$561

White PlainsPortland

HPN - PWM

HPNPWM

White Plains Westchester County

Wed 3/11

6:00 am-10:59 pm

2 stops16h 59m

Portland

Mon 3/16

6:00 am-2:30 pm

1 stop8h 30m

$646

White PlainsPortland

HPN - PWM

HPNPWM

White Plains Westchester County

Sat 7/18

6:30 am-4:24 pm

1 stop9h 54m

Portland

Sun 7/19

1:31 pm-10:30 am

2 stops20h 59m

$723

White PlainsPortland

HPN - PWM

HPNPWM

White Plains Westchester County

Sun 3/22

8:00 am-10:49 am

3 stops26h 49m

Portland

Mon 3/23

5:06 pm-11:28 am

1 stop18h 22m

$729

White PlainsPortland

HPN - PWM

HPNPWM

White Plains Westchester County

Fri 3/27

5:30 pm-10:59 pm

2 stops29h 29m

Portland

Sun 3/29

5:42 am-10:59 am

1 stop5h 17m

$745

White PlainsPortland

HPN - PWM

HPNPWM

White Plains Westchester County

Sat 7/18

12:00 pm-7:16 pm

3 stops31h 16m

Portland

Mon 7/20

3:51 pm-12:33 pm

2 stops20h 42m

$787

White PlainsPortland

HPN - PWM

HPNPWM

White Plains Westchester County

Mon 7/20

8:00 am-5:33 pm

1 stop9h 33m

$195

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/6

Showing 1-10 of 15 results
1
2

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 February.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice 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, 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 June is currently the most expensive (average of $127). 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.

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 3h 37m. 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 June is currently the most expensive (average of $127). 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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