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$139+ 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 9/5. Fares are subject to change and may not be available on all flights or dates of travel.
HPN — PWM
Aug 18 — Aug 251
Mon 8/18
Mon 8/25
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 August 13, 2025.

Round-trip from

$307
(American Airlines)

One-way from

$139
(Kiwi.com)

Popular in

December

Cheapest in

April

Average price

$202
From White Plains Westchester County to Portland
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One-way flight from White Plains Westchester County to Portland
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Highest demand for flights based on searches. 13% potential increase in price ($37 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($7 potential savings vs. average RT price).
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Average for round-trip flights in August 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 August 13, 2025.

This American Airlines deal was found by Cheapflights users on 8/11. 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 8/266:30 amHPN - PWM
1 stop5h 04mAmerican Airlines
Sat 8/306:00 amPWM - HPN
1 stop4h 30mAmerican Airlines
Deal found 8/11$307
This Expedia deal was found by Cheapflights users on 8/11. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/77:30 amHPN - PWM
2 stops14h 31mJetBlue
Wed 10/87:09 amPWM - HPN
2 stops15h 21mJetBlue
Deal found 8/11$339
This American Airlines deal was found by Cheapflights users on 8/12. 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.
Tue 8/195:29 pmHPN - PWM
1 stop6h 15mAmerican Airlines
Tue 8/265:16 pmPWM - HPN
1 stop6h 09mAmerican Airlines
Deal found 8/12$342
This American Airlines deal was found by Cheapflights users on 8/12. 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 9/511:15 amHPN - PWM
1 stop5h 19mAmerican Airlines
Sat 9/612:27 pmPWM - HPN
1 stop5h 53mAmerican Airlines
Deal found 8/12$363
This Expedia deal was found by Cheapflights users on 8/11. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/57:30 amHPN - PWM
2 stops14h 32mJetBlue
Mon 9/87:09 amPWM - HPN
2 stops15h 39mJetBlue
Deal found 8/11$375
This American Airlines deal was found by Cheapflights users on 8/10. 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.
Tue 8/196:30 amHPN - PWM
1 stop5h 04mAmerican Airlines
Sat 8/236:00 amPWM - HPN
1 stop4h 30mAmerican Airlines
Deal found 8/10$377
This American Airlines deal was found by Cheapflights users on 8/11. 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.
Fri 9/55:29 pmHPN - PWM
1 stop6h 16mAmerican Airlines
Mon 9/85:20 pmPWM - HPN
1 stop6h 06mAmerican Airlines
Deal found 8/11$422
This Kiwi.com deal was found by Cheapflights users on 8/11. 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.
Tue 8/268:29 amHPN - PWM
2 stops25h 14mBreeze Airways
Sat 8/308:07 pmPWM - HPN
1 stop15h 18mBreeze Airways
Deal found 8/11$448
This American Airlines deal was found by Cheapflights users on 8/10. 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 9/125:29 pmHPN - PWM
1 stop6h 16mAmerican Airlines
Sun 9/145:45 amPWM - HPN
1 stop4h 51mAmerican Airlines
Deal found 8/10$469
This American Airlines deal was found by Cheapflights users on 8/9. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/155:29 pmHPN - PWM
1 stop6h 15mAmerican Airlines
Sat 8/166:00 amPWM - HPN
1 stop4h 30mAmerican Airlines
Deal found 8/9$504
This American Airlines deal was found by Cheapflights users on 8/10. 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.
Thu 8/146:30 amHPN - PWM
1 stop5h 04mAmerican Airlines
Sat 8/166:00 amPWM - HPN
1 stop4h 30mAmerican Airlines
Deal found 8/10$505
This Kiwi.com deal was found by Cheapflights users on 8/9. 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.
Mon 8/258:00 amHPN - PWM
1 stop9h 36mMultiple Airlines
Fri 8/296:05 pmPWM - HPN
2 stops42h 25mMultiple Airlines
Deal found 8/9$508

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 August 13, 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

Tue 8/26

6:30 am-11:34 am

1 stop5h 04m

Portland

Sat 8/30

6:00 am-10:30 am

1 stop4h 30m

$307

White PlainsPortland

HPN - PWM

HPNPWM

White Plains Westchester County

Tue 9/9

5:29 pm-11:45 pm

1 stop6h 16m

Portland

Tue 9/16

5:20 pm-11:26 pm

1 stop6h 06m

$307

White PlainsPortland

HPN - PWM

HPNPWM

White Plains Westchester County

Tue 10/7

7:30 am-10:01 pm

2 stops14h 31m

Portland

Wed 10/8

7:09 am-10:30 pm

2 stops15h 21m

$339

White PlainsPortland

HPN - PWM

HPNPWM

White Plains Westchester County

Tue 8/19

5:29 pm-11:44 pm

1 stop6h 15m

Portland

Tue 8/26

5:16 pm-11:25 pm

1 stop6h 09m

$342

White PlainsPortland

HPN - PWM

HPNPWM

White Plains Westchester County

Fri 9/5

11:15 am-4:34 pm

1 stop5h 19m

Portland

Sat 9/6

12:27 pm-6:20 pm

1 stop5h 53m

$363

White PlainsPortland

HPN - PWM

HPNPWM

White Plains Westchester County

Fri 9/5

7:30 am-10:02 pm

2 stops14h 32m

Portland

Mon 9/8

7:09 am-10:48 pm

2 stops15h 39m

$375

White PlainsPortland

HPN - PWM

HPNPWM

White Plains Westchester County

Tue 8/19

6:30 am-11:34 am

1 stop5h 04m

Portland

Sat 8/23

6:00 am-10:30 am

1 stop4h 30m

$377

White PlainsPortland

HPN - PWM

HPNPWM

White Plains Westchester County

Fri 8/22

5:29 pm-11:44 pm

1 stop6h 15m

Portland

Sun 8/24

6:00 am-10:30 am

1 stop4h 30m

$377

White PlainsPortland

HPN - PWM

HPNPWM

White Plains Westchester County

Thu 8/21

11:00 am-4:46 pm

1 stop5h 46m

Portland

Sun 8/24

6:00 am-10:30 am

1 stop4h 30m

$377

White PlainsPortland

HPN - PWM

HPNPWM

White Plains Westchester County

Thu 10/9

5:29 pm-11:51 pm

1 stop6h 22m

Portland

Sun 10/12

6:00 am-10:34 am

1 stop4h 34m

$422

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/11

Showing 1-10 of 20 results
1
2

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 August 13, 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.

  • What is the cheapest airline to fly from White Plains to Portland, Maine round-trip?

    Flying on American Airlines is currently your cheapest option to Portland, Maine, with prices starting at $307.

  • 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
Lewiston

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