$158 Cheap Flights from Portland (PWM) to White Plains (HPN)

View $158 flight on Wed, Dec 24, 2025Opens in a new window

Popular airlines from Portland Intl. Jetport Airport (PWM) to Westchester County Airport (HPN)

Cheap Flights from Portland to White Plains (PWM-HPN)

Prices were available within the past 7 days and start at $158 for one-way flights and $255 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Thu, Nov 13 - Thu, Nov 20
PWM
Portland
HPN
White Plains
$255 Roundtrip, found 4 days ago
$255
Roundtrip
found 4 days ago
Select American Airlines flight, departing Thu, Nov 13 from Portland to White Plains, returning Thu, Nov 20, priced at $255 found 4 days ago
American Airlines
Fri, Nov 14 - Mon, Nov 17
PWM
Portland
HPN
White Plains
$292 Roundtrip, found 2 days ago
$292
Roundtrip
found 2 days ago
Select American Airlines flight, departing Fri, Nov 14 from Portland to White Plains, returning Mon, Nov 17, priced at $292 found 2 days ago
American Airlines
Sat, Jan 17 - Sat, Jan 31
PWM
Portland
HPN
White Plains
$313 Roundtrip, found 1 hour ago
$313
Roundtrip
found 1 hour ago
Select American Airlines flight, departing Sat, Jan 17 from Portland to White Plains, returning Sat, Jan 31, priced at $313 found 1 hour ago
American Airlines
Thu, Nov 13 - Sat, Nov 22
PWM
Portland
HPN
White Plains
$315 Roundtrip, found 4 days ago
$315
Roundtrip
found 4 days ago
Select American Airlines flight, departing Thu, Nov 13 from Portland to White Plains, returning Sat, Nov 22, priced at $315 found 4 days ago
American Airlines
Sat, Nov 15 - Sat, Dec 6
PWM
Portland
HPN
White Plains
$325 Roundtrip, found 5 days ago
$325
Roundtrip
found 5 days ago
Select American Airlines flight, departing Sat, Nov 15 from Portland to White Plains, returning Sat, Dec 6, priced at $325 found 5 days ago
American Airlines
Wed, Dec 17 - Sat, Jan 3
PWM
Portland
HPN
White Plains
$345 Roundtrip, found 1 hour ago
$345
Roundtrip
found 1 hour ago
Select American Airlines flight, departing Wed, Dec 17 from Portland to White Plains, returning Sat, Jan 3, priced at $345 found 1 hour ago
American Airlines
Sat, Nov 15 - Fri, Nov 21
PWM
Portland
HPN
White Plains
$347 Roundtrip, found 2 days ago
$347
Roundtrip
found 2 days ago
Select American Airlines flight, departing Sat, Nov 15 from Portland to White Plains, returning Fri, Nov 21, priced at $347 found 2 days ago
JetBlue Airways
Wed, Dec 24 - Mon, Jan 12
PWM
Portland
HPN
White Plains
$371 Roundtrip, found 1 day ago
$371
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Wed, Dec 24 from Portland to White Plains, returning Mon, Jan 12, priced at $371 found 1 day ago
Breeze Airways
Mon, Nov 17 - Wed, Nov 19
PWM
Portland
HPN
White Plains
$611 Roundtrip, found 2 days ago
$611
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Mon, Nov 17 from Portland to White Plains, returning Wed, Nov 19, priced at $611 found 2 days ago
Delta
Sat, Nov 15 - Sun, Nov 23
PWM
Portland
HPN
White Plains
$867 Roundtrip, found 21 hours ago
$867
Roundtrip
found 21 hours ago
Select Delta flight, departing Sat, Nov 15 from Portland to White Plains, returning Sun, Nov 23, priced at $867 found 21 hours ago

Alternative airports near White Plains

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to John F. Kennedy Intl. JFK. Cheapest option available. Average driving time to city center is 43 minutes. Flights from $150
JFK
John F. Kennedy Intl.
Cheapest
Average driving time to city center43 min
Flights from $150
Select flight to LaGuardia LGA. Average driving time to city center is 35 minutes. Flights from $185
LGA
LaGuardia
Average driving time to city center35 min
Flights from $185

Frequently asked questions

How much does a flight from Portland Intl. Jetport Airport (PWM) to Westchester County Airport (HPN) cost?
Lock in a cheap one-way flight from $158 or cheap return flight from $255 from Portland Intl. Jetport Airport (PWM) to Westchester County Airport (HPN) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to find our cheapest flight offers on this route.
What is the cheapest month to fly from Portland Intl. Jetport Airport (PWM) to Westchester County Airport (HPN)?
November is the least expensive month to fly from PWM to HPN. Traveling during quieter months is often the key to better flight prices.
What is the cheapest airline that flies from Portland Intl. Jetport Airport (PWM) to Westchester County Airport (HPN)?
To find the cheapest airline that'll fly you from PWM to HPN, use Expedia's filter tool. Tailor your search based on your travel style, such as preferred carriers and ideal departure window. You can then sort your results by "Price (lowest to highest)" to see the cheapest flights first.
How many flights per day from Portland Intl. Jetport Airport (PWM) to Westchester County Airport (HPN)?
Direct flights from Portland Intl. Jetport Airport (PWM) to Westchester County Airport (HPN) aren't available daily, so you'll need to take a flight with a layover. Explore your options with Expedia's filter tool. Enter your dates and pick either "1 Stop" or "2+ Stops."
What day of the week has the most flights from PWM to HPN?
Friday is generally the busiest day for flights, while Tuesday is often the quietest.* Keep in mind that flight schedules can change based on a range of factors, such as the time of year and airline.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What airline has the least delays from PWM to HPN?
Breeze Airways has the best performance for on-time direct flights from Portland Intl. Jetport Airport (PWM) to Westchester County Airport (HPN), with an on-time rating of 100%. Use the Expedia App to look up your flight status before you go and get immediate updates about any changes.
What is the best time to fly from Portland Intl. Jetport Airport (PWM) to Westchester County Airport (HPN)?
To reach Westchester County Airport (HPN) on time, choose a flight that leaves from Portland Intl. Jetport Airport (PWM) before 3 PM. The chance of cancellations is 22% higher, on average, for departures after this time.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
What airports do you fly into for White Plains from Portland Intl. Jetport Airport (PWM)?
Touch down at any of these White Plains airports following your direct flight from Portland Intl. Jetport Airport (PWM):

  • Liberty Intl. Airport (EWR)
  • LaGuardia Airport (LGA)
  • John F. Kennedy Intl. Airport (JFK)

Is it cheaper to buy a plane ticket from Portland Intl. Jetport Airport (PWM) to Westchester County Airport (HPN) last-minute?
Booking your plane ticket from PWM to HPN right before your journey is generally more expensive. However, if you're flexible with your schedule, you could land a cheap last-minute fare.
Is it cheaper to book a PWM to HPN flight and hotel package?
You'll typically save money by booking a PWM to HPN flight and hotel package compared to booking separately. In fact, you could save hundreds of dollars by bundling with Expedia. And it's easy to manage it all in one place. Once you've selected your preferred flights and accommodations, consider adding extras such as tours, activities and car rentals.
Can I cancel or change the date of my flight from Portland Intl. Jetport Airport (PWM) to Westchester County Airport (HPN)?
Typically, you're able to cancel or reschedule your PWM to HPN flight. However, additional fees may apply, especially if you booked more than 24 hours ago. Double-check your itinerary for the airline's rules and fees on flight changes, or if you need further information, go to our Customer Service portal.

Travel information

Origin airport
Portland Intl. Jetport
Destination airport
Westchester County
Airlines serving
American Airlines, Delta
Roundtrip price
$254
Distance
248 mi

Book with confidence

Portland to White Plains Flights

The cheapest times to fly from Portland to White Plains

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Portland to White Plains are during the month of November. You can find some of the cheapest flights from Portland to White Plains with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Portland to White Plains

Sunday is one of the best days to book for cheap flights from Portland to White Plains: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Portland to White Plains

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Portland to White Plains in 2025. You can also book with separate airlines for your outbound and return journeys, from $158 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Portland to White Plains flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Portland to White Plains airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Portland to White Plains Flights

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*Available to One Key members.