$184 Cheap Flights from Portland (PWM) to White Plains (HPN)

View $184 flight on Wed, Aug 20, 2025Opens in a new window

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

  • Plan, book, fly with confidence

  • trending down icon
    Be in the know
    Get alerts if flight prices drop or rise*
  • bex rewards loyalty icon
    Book smarter
    Save up to 30% on select hotels after you book a flight*
  • one key icon
    Earn twice
    Earn your airline miles on top of our OneKeyCash
    Learn about One Key

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

Prices were available within the past 7 days and start at $184 for one-way flights and $277 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Wed, Aug 20 - Wed, Aug 27
PWM
Portland
HPN
White Plains
$277 Roundtrip, found 16 hours ago
$277
Roundtrip
found 16 hours ago
Select American Airlines flight, departing Wed, Aug 20 from Portland to White Plains, returning Wed, Aug 27, priced at $277 found 16 hours ago
JetBlue Airways
Wed, Jul 23 - Thu, Aug 14
PWM
Portland
HPN
White Plains
$306 Roundtrip, found 7 hours ago
$306
Roundtrip
found 7 hours ago
Select JetBlue Airways flight, departing Wed, Jul 23 from Portland to White Plains, returning Thu, Aug 14, priced at $306 found 7 hours ago
JetBlue Airways
Wed, Aug 27 - Sun, Sep 14
PWM
Portland
HPN
White Plains
$316 Roundtrip, found 7 hours ago
$316
Roundtrip
found 7 hours ago
Select JetBlue Airways flight, departing Wed, Aug 27 from Portland to White Plains, returning Sun, Sep 14, priced at $316 found 7 hours ago
JetBlue Airways
Wed, Aug 20 - Mon, Sep 8
PWM
Portland
HPN
White Plains
$321 Roundtrip, found 7 hours ago
$321
Roundtrip
found 7 hours ago
Select JetBlue Airways flight, departing Wed, Aug 20 from Portland to White Plains, returning Mon, Sep 8, priced at $321 found 7 hours ago
JetBlue Airways
Wed, Aug 20 - Fri, Sep 5
PWM
Portland
HPN
White Plains
$331 Roundtrip, found 7 hours ago
$331
Roundtrip
found 7 hours ago
Select JetBlue Airways flight, departing Wed, Aug 20 from Portland to White Plains, returning Fri, Sep 5, priced at $331 found 7 hours ago
JetBlue Airways
Wed, Jul 23 - Wed, Aug 6
PWM
Portland
HPN
White Plains
$336 Roundtrip, found 4 days ago
$336
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Wed, Jul 23 from Portland to White Plains, returning Wed, Aug 6, priced at $336 found 4 days ago
American Airlines
Tue, Aug 26 - Sat, Sep 13
PWM
Portland
HPN
White Plains
$337 Roundtrip, found 7 hours ago
$337
Roundtrip
found 7 hours ago
Select American Airlines flight, departing Tue, Aug 26 from Portland to White Plains, returning Sat, Sep 13, priced at $337 found 7 hours ago
JetBlue Airways
Tue, Jul 22 - Thu, Aug 14
PWM
Portland
HPN
White Plains
$340 Roundtrip, found 7 hours ago
$340
Roundtrip
found 7 hours ago
Select JetBlue Airways flight, departing Tue, Jul 22 from Portland to White Plains, returning Thu, Aug 14, priced at $340 found 7 hours ago
American Airlines
Wed, Aug 20 - Wed, Aug 27
PWM
Portland
HPN
White Plains
$348 Roundtrip, found 16 hours ago
$348
Roundtrip
found 16 hours ago
Select American Airlines flight, departing Wed, Aug 20 from Portland to White Plains, returning Wed, Aug 27, priced at $348 found 16 hours ago
JetBlue Airways
Tue, Jul 22 - Fri, Aug 8
PWM
Portland
HPN
White Plains
$350 Roundtrip, found 7 hours ago
$350
Roundtrip
found 7 hours ago
Select JetBlue Airways flight, departing Tue, Jul 22 from Portland to White Plains, returning Fri, Aug 8, priced at $350 found 7 hours ago
Flights from Portland (PWM) to White Plains (HPN)
Origin airport
Portland Intl. Jetport
Destination airport
Westchester County
Airlines serving
American Airlines, Delta, JetBlue Airways
Roundtrip price
$276
Distance
248 mi

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 August. 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 $184 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.

 

Frequently asked questions

How much does a flight from Portland Intl. Jetport Airport (PWM) to Westchester County Airport (HPN) cost?
Discover the latest flight deals from PWM to HPN by entering your preferred travel dates and searching on Expedia. Easily compare prices by departure date if you have flexibility with your schedule and use handy filters to explore prices for your preferred journey. As a member of One Key™, our free loyalty program, you can use Price Tracking to watch fares and receive notifications if prices go up or down.
What is the cheapest month to fly from PWM to HPN?
The cheapest flights from PWM to HPN are usually during off-peak season, when demand is lower. To save money, avoid flying during public holidays, school breaks and major local events.
What is the cheapest airline that flies from PWM to HPN?
Use the filter tool on Expedia to compare airlines and find the cheapest carrier that'll take you from PWM to HPN. Sort your results by "Price (lowest to highest)" to snap up a great deal.
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.

Explore a world of travel with Expedia

*Available to One Key members.