$309+ 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 10/16. Fares are subject to change and may not be available on all flights or dates of travel.
HPN — PWM
Oct 23 — Oct 301
Round-trip
1 adult, Economy
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Find cheap flights from White Plains to Portland with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from White Plains to Portland
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Best
Last-minute
One-way
Cheapest flights from White Plains to PortlandExplore 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 September 23, 2026.
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 September 23, 2026.
This American Airlines deal was found by Cheapflights users on 9/20. 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 12/45:24 pm -
1 stop6h 30m
Fri 12/115:25 am -
1 stop5h 05m
Deal found 9/20![American Airlines logo]()
$361
This Kiwi.com deal was found by Cheapflights users on 9/18. 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 12/117:45 pm -
1 stop16h 03m
Fri 12/185:35 pm -
1 stop19h 02m
Deal found 9/18![Breeze Airways logo]()
$373
This American Airlines deal was found by Cheapflights users on 9/21. 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 10/75:25 pm -
1 stop6h 34m
Sun 10/116:00 am -
1 stop4h 31m
Deal found 9/21![American Airlines logo]()
$417
This Kiwi.com deal was found by Cheapflights users on 9/20. 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 12/47:45 pm -
1 stop16h 03m
Fri 12/119:48 am -
2 stops11h 12m
Deal found 9/20![Breeze Airways logo]()
$478
This Kiwi.com deal was found by Cheapflights users on 9/20. 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 9/217:45 pm -
1 stop20h 39m
Fri 9/255:35 pm -
1 stop23h 52m
Deal found 9/20![Breeze Airways logo]()
$545
This Kiwi.com deal was found by Cheapflights users on 9/20. 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 9/227:45 pm -
1 stop20h 39m
Fri 9/255:35 pm -
1 stop23h 52m
Deal found 9/20![Breeze Airways logo]()
$551
This American Airlines deal was found by Cheapflights users on 9/20. 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 10/15:23 pm -
1 stop6h 22m
Thu 10/296:00 am -
1 stop4h 30m
Deal found 9/20![American Airlines logo]()
$574
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.
Fri 10/165:25 pm -
1 stop6h 34m
Sun 10/186:00 am -
1 stop4h 31m
Deal found 9/22![American Airlines logo]()
$626
This Booking.com deal was found by Cheapflights users on 9/20. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/57:45 pm -
1 stop20h 39m
Fri 10/93:53 pm -
2 stops29h 07m
Deal found 9/20![Breeze Airways logo]()
$642
This Booking.com 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/167:45 pm -
1 stop20h 39m
Sun 10/187:00 am -
2 stops28h 20m
Deal found 9/22![Breeze Airways logo]()
$654
Best flights from White Plains to PortlandDiscover carefully curated flight deals from White Plains to Portland that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 23, 2026.
Discover carefully curated flight deals from White Plains to Portland that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 23, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/18. 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 12/117:45 pm -
1 stop16h 03m
Fri 12/185:35 pm -
1 stop19h 02m
Deal found 9/18![Breeze Airways logo]()
$373
This American Airlines deal was found by Cheapflights users on 9/21. 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 10/75:25 pm -
1 stop6h 34m
Sun 10/116:00 am -
1 stop4h 31m
Deal found 9/21![American Airlines logo]()
$417
This Justfly.com deal was found by Cheapflights users on 9/20. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/612:00 pm -
2 stops21h 08m
Sun 11/86:30 am -
2 stops27h 30m
Deal found 9/20![Multiple Airlines logo]()
$857
This Orbitz 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/138:59 am -
2 stops14h 55m
Wed 10/146:00 am -
2 stops16h 59m
Deal found 9/23![JetBlue logo]()
$912
This Booking.com deal was found by Cheapflights users on 9/20. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/57:45 pm -
1 stop20h 39m
Fri 10/93:53 pm -
2 stops29h 07m
Deal found 9/20![Breeze Airways logo]()
$642
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.
Sat 10/1011:01 am -
1 stop4h 42m
Mon 10/126:00 am -
1 stop4h 31m
Deal found 9/22![American Airlines logo]()
$667
This Booking.com 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/167:45 pm -
2 stops25h 39m
Sun 10/187:00 am -
2 stops28h 20m
Deal found 9/22![Breeze Airways logo]()
$775
This KAYAK deal was found by Cheapflights users on 9/21. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/157:45 pm -
2 stops18h 12m
Sun 10/187:00 am -
2 stops28h 20m
Deal found 9/21![Breeze Airways logo]()
$799
This American Airlines deal was found by Cheapflights users on 9/20. 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 11/255:24 pm -
1 stop5h 15m
Sun 11/2912:02 pm -
1 stop6h 22m
Deal found 9/20![American Airlines logo]()
$889
This KAYAK deal was found by Cheapflights users on 9/21. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/318:17 am -
2 stops31h 08m
Wed 11/45:09 pm -
3 stops18h 16m
Deal found 9/21![Breeze Airways logo]()
$933
Last-minute flights from White Plains to PortlandDiscover last-minute flight deals from White Plains to Portland. Data last updated September 23, 2026 and is based on user searches.
Discover last-minute flight deals from White Plains to Portland. Data last updated September 23, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 9/20. 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 10/15:23 pm -
1 stop6h 22m
Thu 10/296:00 am -
1 stop4h 30m
Deal found 9/20![American Airlines logo]()
$574
This Booking.com deal was found by Cheapflights users on 9/20. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/57:45 pm -
1 stop20h 39m
Fri 10/93:53 pm -
2 stops29h 07m
Deal found 9/20![Breeze Airways logo]()
$642
This American Airlines deal was found by Cheapflights users on 9/21. 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 10/75:25 pm -
1 stop6h 34m
Sun 10/116:00 am -
1 stop4h 31m
Deal found 9/21![American Airlines logo]()
$417
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.
Thu 10/811:01 am -
1 stop4h 42m
Mon 10/126:00 am -
1 stop4h 31m
Deal found 9/23![American Airlines logo]()
$730
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.
Sat 10/1011:01 am -
1 stop4h 42m
Mon 10/126:00 am -
1 stop4h 31m
Deal found 9/22![American Airlines logo]()
$667
This Trip.com 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/157:45 pm -
2 stops18h 12m
Sun 10/187:00 am -
2 stops28h 20m
Deal found 9/22![Breeze Airways logo]()
$747
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.
Fri 10/165:25 pm -
1 stop6h 34m
Sun 10/186:00 am -
1 stop4h 31m
Deal found 9/22![American Airlines logo]()
$626
This Booking.com 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/167:45 pm -
1 stop20h 39m
Sun 10/187:00 am -
2 stops28h 20m
Deal found 9/22![Breeze Airways logo]()
$654
This KAYAK deal was found by Cheapflights users on 9/21. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/318:17 am -
2 stops31h 08m
Wed 11/45:09 pm -
1 stop27h 51m
Deal found 9/21![Breeze Airways logo]()
$788
One-way flights from White Plains to PortlandSearch for one-way flight options from White Plains to Portland. Find affordable one-way fares based on user searches. Data last updated September 23, 2026.
Search for one-way flight options from White Plains to Portland. Find affordable one-way fares based on user searches. Data last updated September 23, 2026.
This KAYAK deal was found by Cheapflights users on 9/19. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/167:45 pm -
1 stop20h 39m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/19![Breeze Airways logo]()
$309
This Kiwi.com deal was found by Cheapflights users on 9/20. 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.
Sat 10/107:45 pm -
2 stops37h 23m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/20![Breeze Airways logo]()
$344
This Kiwi.com deal was found by Cheapflights users on 9/20. 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.
Sat 10/107:45 pm -
3 stops42h 12m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/20![Multiple Airlines logo]()
$368
This KAYAK deal was found by Cheapflights users on 9/21. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/97:45 pm -
1 stop20h 39m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/21![Breeze Airways logo]()
$399
This American Airlines deal was found by Cheapflights users on 9/20. 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 10/1011:01 am -
1 stop4h 42m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/20![American Airlines logo]()
$429
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.
Sun 11/296:31 am -
1 stop4h 44m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/22![American Airlines logo]()
$654
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 September 23, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $361 (American Airlines) |
One-way from | $309 (KAYAK) |
Popular in | September |
Cheapest in | May |
Average price | $325 |
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 7,457,451 searches. Data last updated September 23, 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
Cheapest round-trip
White PlainsPortland
HPN White Plains Westchester County - PWM Portland
HPNPWM
White Plains Westchester County
Fri 10/16
7:45 pm-4:24 pm
1 stop20h 39m
Portland
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$309
White PlainsPortland
HPN White Plains Westchester County - PWM Portland
HPNPWM
White Plains Westchester County
Sat 10/10
7:45 pm-1:57 pm
3 stops42h 12m
Portland
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$368
White PlainsPortland
HPN White Plains Westchester County - PWM Portland
HPNPWM
White Plains Westchester County
Fri 12/11
7:45 pm-11:48 am
1 stop16h 03m
Portland
Fri 12/18
5:35 pm-12:37 pm
1 stop19h 02m
$373
White PlainsPortland
HPN White Plains Westchester County - PWM Portland
HPNPWM
White Plains Westchester County
Fri 10/9
7:45 pm-4:24 pm
1 stop20h 39m
Portland
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$399
White PlainsPortland
HPN White Plains Westchester County - PWM Portland
HPNPWM
White Plains Westchester County
Wed 10/7
5:25 pm-11:59 pm
1 stop6h 34m
Portland
Sun 10/11
6:00 am-10:31 am
1 stop4h 31m
$417
Quickest round-trip
White PlainsPortland
HPN White Plains Westchester County - PWM Portland
HPNPWM
White Plains Westchester County
Sat 10/10
11:01 am-3:43 pm
1 stop4h 42m
Portland
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$429
White PlainsPortland
HPN White Plains Westchester County - PWM Portland
HPNPWM
White Plains Westchester County
Mon 10/5
7:45 pm-4:24 pm
1 stop20h 39m
Portland
Fri 10/9
3:53 pm-9:00 pm
2 stops29h 07m
$642
White PlainsPortland
HPN White Plains Westchester County - PWM Portland
HPNPWM
White Plains Westchester County
Sun 11/29
6:31 am-11:15 am
1 stop4h 44m
Portland
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$654
White PlainsPortland
HPN White Plains Westchester County - PWM Portland
HPNPWM
White Plains Westchester County
Sat 10/10
11:01 am-3:43 pm
1 stop4h 42m
Portland
Mon 10/12
6:00 am-10:31 am
1 stop4h 31m
$667
White PlainsPortland
HPN White Plains Westchester County - PWM Portland
HPNPWM
White Plains Westchester County
Fri 10/16
7:45 pm-9:24 pm
2 stops25h 39m
Portland
Sun 10/18
7:00 am-11:20 am
2 stops28h 20m
$775
Showing 1-10 of 15 resultsSorted by cheapest first
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.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- 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.
HPN-PWM
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.
Traveling to a place near Portland?
Book flights to Portland if you plan to visit one of these locationsNorth Conway
Lewiston
Brunswick
Conway
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