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$176+ 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 6/9. Fares are subject to change and may not be available on all flights or dates of travel.
HPN — PWM
Jun 13 — Jun 201
Sat 6/13
Sat 6/20
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 May 14, 2026.

This American Airlines deal was found by Cheapflights users on 5/11. 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.
Tue 5/266:30 am
HPN
-
PWM
1 stop4h 58m
American Airlines
Sat 5/305:00 am
PWM
-
HPN
1 stop5h 30m
American Airlines
Deal found 5/11$307
This Kiwi.com deal was found by Cheapflights users on 5/11. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/278:00 am
HPN
-
PWM
2 stops14h 39m
Breeze Airways
Mon 8/316:29 pm
PWM
-
HPN
1 stop16h 58m
Breeze Airways
Deal found 5/11$370
This Kiwi.com deal was found by Cheapflights users on 5/8. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/56:09 pm
HPN
-
PWM
1 stop22h 07m
Breeze Airways
Fri 6/126:13 pm
PWM
-
HPN
1 stop26h 47m
Breeze Airways
Deal found 5/8$408
This American Airlines deal was found by Cheapflights users on 5/10. 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.
Sat 6/611:00 am
HPN
-
PWM
1 stop5h 37m
American Airlines
Fri 6/125:17 pm
PWM
-
HPN
1 stop6h 09m
American Airlines
Deal found 5/10$413
This American Airlines deal was found by Cheapflights users on 5/11. 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.
Sat 5/166:30 am
HPN
-
PWM
1 stop3h 54m
American Airlines
Sat 5/235:00 am
PWM
-
HPN
1 stop5h 30m
American Airlines
Deal found 5/11$425
This Kiwi.com deal was found by Cheapflights users on 5/8. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/56:09 pm
HPN
-
PWM
1 stop22h 07m
Multiple Airlines
Fri 6/129:52 am
PWM
-
HPN
2 stops25h 28m
Multiple Airlines
Deal found 5/8$433
This Kiwi.com deal was found by Cheapflights users on 5/9. 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.
Tue 7/2812:27 pm
HPN
-
PWM
1 stop8h 52m
Breeze Airways
Fri 7/319:52 am
PWM
-
HPN
2 stops25h 28m
Breeze Airways
Deal found 5/9$438
This Kiwi.com deal was found by Cheapflights users on 5/13. 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 8/218:00 am
HPN
-
PWM
1 stop9h 49m
Breeze Airways
Sun 8/237:00 am
PWM
-
HPN
2 stops14h 00m
Breeze Airways
Deal found 5/13$448
This American Airlines deal was found by Cheapflights users on 5/12. 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.
Fri 5/155:16 pm
HPN
-
PWM
1 stop6h 38m
American Airlines
Sun 5/176:00 am
PWM
-
HPN
1 stop4h 30m
American Airlines
Deal found 5/12$455
This Kiwi.com deal was found by Cheapflights users on 5/13. 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.
Thu 6/118:00 am
HPN
-
PWM
2 stops25h 12m
Multiple Airlines
Wed 6/176:30 pm
PWM
-
HPN
1 stop16h 57m
Multiple Airlines
Deal found 5/13$476
This Kiwi.com deal was found by Cheapflights users on 5/13. 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.
Thu 6/1112:07 pm
HPN
-
PWM
1 stop29h 26m
Breeze Airways
Wed 6/176:30 pm
PWM
-
HPN
1 stop16h 57m
Breeze Airways
Deal found 5/13$490
This American Airlines deal was found by Cheapflights users on 5/11. 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.
Mon 8/311:00 am
HPN
-
PWM
1 stop5h 36m
American Airlines
Sat 8/86:00 am
PWM
-
HPN
1 stop4h 30m
American Airlines
Deal found 5/11$504

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 May 14, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$307
(American Airlines)

One-way from

$176
(Kiwi.com)

Popular in

December

Cheapest in

September

Average price

$227
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. 6% potential increase in price ($19 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($4 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 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 May 14, 2026.
Use the filters below to find and compare flights from White Plains to Portland that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

White PlainsPortland

HPN - PWM

HPNPWM

White Plains Westchester County

Mon 8/3

5:26 pm-12:02 am

1 stop6h 36m

Portland

Sat 8/8

6:00 am-10:30 am

1 stop4h 30m

$504

White PlainsPortland

HPN - PWM

HPNPWM

White Plains Westchester County

Mon 7/20

8:00 am-5:49 pm

1 stop9h 49m

Portland

Fri 7/24

3:51 pm-11:20 am

2 stops19h 29m

$510

White PlainsPortland

HPN - PWM

HPNPWM

White Plains Westchester County

Tue 6/2

6:30 am-11:28 am

1 stop4h 58m

Portland

Sat 6/6

5:10 am-10:30 am

1 stop5h 20m

$512

White PlainsPortland

HPN - PWM

HPNPWM

White Plains Westchester County

Fri 6/5

8:30 pm-1:35 pm

2 stops17h 05m

Portland

Fri 6/12

6:00 am-10:34 pm

2 stops16h 34m

$539

White PlainsPortland

HPN - PWM

HPNPWM

White Plains Westchester County

Mon 7/20

9:35 pm-12:21 pm

2 stops14h 46m

Portland

Fri 7/24

2:49 pm-9:45 am

2 stops18h 56m

$582

White PlainsPortland

HPN - PWM

HPNPWM

White Plains Westchester County

Fri 8/21

5:29 pm-11:51 pm

1 stop6h 22m

Portland

Sun 8/23

5:13 pm-11:29 pm

1 stop6h 16m

$608
Quickest round-trip

White PlainsPortland

HPN - PWM

HPNPWM

White Plains Westchester County

Fri 7/17

6:30 am-12:11 pm

1 stop5h 41m

Portland

Sun 7/19

6:00 am-10:30 am

1 stop4h 30m

$651

White PlainsPortland

HPN - PWM

HPNPWM

White Plains Westchester County

Sat 9/5

9:30 pm-12:21 pm

2 stops14h 51m

Portland

Mon 9/7

6:00 am-8:38 pm

2 stops14h 38m

$699

White PlainsPortland

HPN - PWM

HPNPWM

White Plains Westchester County

Sat 8/8

6:30 am-6:06 pm

2 stops11h 36m

Portland

Fri 8/14

1:30 pm-10:30 am

2 stops21h 00m

$699
Cheapest one-way

White PlainsPortland

HPN - PWM

HPNPWM

White Plains Westchester County

Wed 9/30

6:10 pm-10:19 pm

2 stops28h 09m

$225

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/11

Showing 1-10 of 19 resultsSorted by cheapest first
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 May.
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.

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 36m. The distance from White Plains to Portland, Maine is about 249 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • 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.

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
Lewiston
Conway

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