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£238 Cheap Flights from White Plains (HPN) to Portland (PWM)

View £238 flight on Sat, 19 Sept 2026Opens in a new window

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

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

Prices were available within the past 7 days and start at £238 for one-way flights and £446 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

JetBlue Airways
Sat, 19 Sept - Sat, 26 Sept
HPN
White Plains
PWM
Portland
£446 Return, found 1 day ago
£446
Return
found 1 day ago
Select JetBlue Airways flight, departing Sat, 19 Sept from White Plains to Portland, returning Sat, 26 Sept, priced at £446 found 1 day ago
JetBlue Airways
Sat, 19 Sept - Sat, 26 Sept
HPN
White Plains
PWM
Portland
£461 Return, found 1 day ago
£461
Return
found 1 day ago
Select JetBlue Airways flight, departing Sat, 19 Sept from White Plains to Portland, returning Sat, 26 Sept, priced at £461 found 1 day ago
JetBlue Airways
Sat, 19 Sept - Sat, 26 Sept
HPN
White Plains
PWM
Portland
£466 Return, found 1 day ago
£466
Return
found 1 day ago
Select JetBlue Airways flight, departing Sat, 19 Sept from White Plains to Portland, returning Sat, 26 Sept, priced at £466 found 1 day ago
JetBlue Airways
Sat, 19 Sept - Sat, 26 Sept
HPN
White Plains
PWM
Portland
£481 Return, found 1 day ago
£481
Return
found 1 day ago
Select JetBlue Airways flight, departing Sat, 19 Sept from White Plains to Portland, returning Sat, 26 Sept, priced at £481 found 1 day ago
JetBlue Airways
Sat, 19 Sept - Sat, 26 Sept
HPN
White Plains
PWM
Portland
£485 Return, found 1 day ago
£485
Return
found 1 day ago
Select JetBlue Airways flight, departing Sat, 19 Sept from White Plains to Portland, returning Sat, 26 Sept, priced at £485 found 1 day ago
JetBlue Airways
Sat, 19 Sept - Sat, 26 Sept
HPN
White Plains
PWM
Portland
£500 Return, found 1 day ago
£500
Return
found 1 day ago
Select JetBlue Airways flight, departing Sat, 19 Sept from White Plains to Portland, returning Sat, 26 Sept, priced at £500 found 1 day ago
JetBlue Airways
Sat, 19 Sept - Sat, 26 Sept
HPN
White Plains
PWM
Portland
£507 Return, found 1 day ago
£507
Return
found 1 day ago
Select JetBlue Airways flight, departing Sat, 19 Sept from White Plains to Portland, returning Sat, 26 Sept, priced at £507 found 1 day ago
JetBlue Airways
Sat, 19 Sept - Sat, 26 Sept
HPN
White Plains
PWM
Portland
£526 Return, found 1 day ago
£526
Return
found 1 day ago
Select JetBlue Airways flight, departing Sat, 19 Sept from White Plains to Portland, returning Sat, 26 Sept, priced at £526 found 1 day ago
JetBlue Airways
Sat, 19 Sept - Sat, 26 Sept
HPN
White Plains
PWM
Portland
£532 Return, found 1 day ago
£532
Return
found 1 day ago
Select JetBlue Airways flight, departing Sat, 19 Sept from White Plains to Portland, returning Sat, 26 Sept, priced at £532 found 1 day ago
JetBlue Airways
Sat, 19 Sept - Sat, 26 Sept
HPN
White Plains
PWM
Portland
£540 Return, found 1 day ago
£540
Return
found 1 day ago
Select JetBlue Airways flight, departing Sat, 19 Sept from White Plains to Portland, returning Sat, 26 Sept, priced at £540 found 1 day ago

Find the cheapest month to fly from White Plains (HPN) to Portland (PWM)

February is typically the cheapest month to fly

From £189 - £578 per traveller.

Frequently asked questions

How much does a flight from White Plains, NY (HPN-Westchester County) to Portland, ME (PWM-Portland Intl. Jetport) cost?
You can find one-way and return flights from HPN to PWM with Expedia. Flight prices vary based on the month and day of the week you want to travel, as well as the airline and how far in advance you book your ticket. Filter your search on Expedia by "Price (lowest to highest)" to see our cheapest fares first, and use the Price Tracking tool to receive alerts when HPN to PWM ticket fares go up or down.
What is the cheapest month to fly from White Plains, NY (HPN-Westchester County) to Portland, ME (PWM-Portland Intl. Jetport)?
The cheapest months to fly from HPN to PWM are typically during off-peak season when demand is low. Traveling in off-peak or shoulder months is usually a good way to secure cheap tickets, just remember to avoid flying during holidays if you are able to. Use the calendar view in your search to see which months have low fares on this route.
Which airlines fly direct from White Plains, NY (HPN-Westchester County) to Portland, ME (PWM-Portland Intl. Jetport)?
Enter HPN to PWM and your travel dates, then apply the 'Nonstop' filter to see only direct flights.
What is the cheapest airline that flies from White Plains, NY (HPN-Westchester County) to Portland, ME (PWM-Portland Intl. Jetport)?
American Airlines is one of the cheapest airlines offering connecting return flights from White Plains, NY (HPN-Westchester County) to Portland, ME (PWM-Portland Intl. Jetport), with tickets starting from around £395 for flights that can be booked for departure within the next year. These prices are per adult, for economy/coach class. Use Expedia's search tool to compare the prices and schedules of airlines that fly this route to find the best option for your plans and budget.
How do I find cheap flights from White Plains, NY (HPN-Westchester County) to Portland, ME (PWM-Portland Intl. Jetport)?
To find a cheap flight from White Plains, NY (HPN-Westchester County) to Portland, ME (PWM-Portland Intl. Jetport), be flexible with your dates. Traveling outside of peak vacation months and booking a mid-week flight can help you save. Early morning and late night flights are often more affordable, too. Expedia allows you to compare flight times, airlines and routes all in one place to find low fares. You can also set up Price Tracking and receive alerts when fares go up or down.
What is the best time to fly from White Plains, NY (HPN-Westchester County) to Portland, ME (PWM-Portland Intl. Jetport)?
The best time to fly is usually mid-week (Tuesday or Wednesday) and during early morning hours as flights tend to be cheaper, less crowded, and generally more on-time. Avoid major holidays and peak vacation seasons for smoother travel. Combining off-peak days and hours often gives the best combination of cost, comfort, and convenience.
How many flights per day from White Plains, NY (HPN-Westchester County) to Portland, ME (PWM-Portland Intl. Jetport)?
There are approximately 19 connecting flights per day from White Plains, NY (HPN-Westchester County) to Portland, ME (PWM-Portland Intl. Jetport). Some common connection points include Hartsfield-Jackson Atlanta Intl. (ATL), Detroit Metropolitan Wayne County (DTW), and Martha's Vineyard (MVY).
What is the earliest flight from White Plains, NY (HPN-Westchester County) to Portland, ME (PWM-Portland Intl. Jetport)?
The earliest flight from White Plains, NY (HPN-Westchester County) to Portland, ME (PWM-Portland Intl. Jetport) typically departs around 6:00 AM. This service is operated by Delta and is seasonal, active only in October. An early departure like this can help you make the most of your time at your destination. To compare early flights on Expedia, select the "Early Morning" and "Morning" filters in your search.
What day of the week has the most flights from White Plains, NY (HPN-Westchester County) to Portland, ME (PWM-Portland Intl. Jetport)?
You'll typically find the most flights from White Plains, NY (HPN-Westchester County) to Portland, ME (PWM-Portland Intl. Jetport) on a Thursday, with around 14 flights available. This gives you a good selection for your travel plans. Major airlines on this route include American Airlines, Delta, and Cape Air. Flight schedules are consistent throughout the week, so you'll have similar options on other days too.
What are the most popular departure times for flights from White Plains, NY (HPN-Westchester County) to Portland, ME (PWM-Portland Intl. Jetport)?
The most popular departure times for flights from White Plains, NY (HPN-Westchester County) to Portland, ME (PWM-Portland Intl. Jetport) are in the morning, from 9am to 12pm. Many major carriers, including American Airlines, Delta and Cape Air, offer flights during this window. This timing works well because it allows you to start your travel day a bit later and arrive in Portland with plenty of time to settle in.
How long does it take to fly from White Plains, NY (HPN-Westchester County) to Portland, ME (PWM-Portland Intl. Jetport)?
There are no nonstop flights from White Plains, NY (HPN-Westchester County) to Portland, ME (PWM-Portland Intl. Jetport). For this route, which covers a distance of around 399 kilometers, flights with one stop typically take about 6 hours 30 minutes. If you opt for flights with two or more stops, your travel time will be longer, usually around 11 hours. Keep in mind that actual flight times can vary due to factors like layover duration, routing, and weather conditions.
Can you fly business or first class from White Plains, NY (HPN-Westchester County) to Portland, ME (PWM-Portland Intl. Jetport)?
Yes, you can fly first class between HPN and PWM. First class cabins are available on Delta and American Airlines.
How do I earn miles on a White Plains, NY (HPN-Westchester County) to Portland, ME (PWM-Portland Intl. Jetport) flight with Expedia?
It's easy to earn miles on a White Plains, NY (HPN-Westchester County) to Portland, ME (PWM-Portland Intl. Jetport) flight when you book with Expedia. Before you confirm your booking, simply select your frequent flyer program and enter your program number. As a member of One Key™, you can also earn OneKeyCash™* on top of your airline miles when you book with Expedia.*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.
What airports do you fly into for Portland, ME (PWM) from White Plains, NY (HPN)?
If you're planning to travel to Portland from Westchester County (HPN), you can fly directly into Portland Intl. Jetport (PWM) which offers domestic flights and connections. Some flights may connect through major hubs like Detroit Metropolitan Wayne County (DTW), Hartsfield-Jackson Atlanta Intl. (ATL), or Martha's Vineyard (MVY) before reaching Portland. Compare routes and airports on Expedia to find the best flight options for your travel plans.
Is it cheaper to buy a plane ticket from White Plains, NY (HPN-Westchester County) to Portland, ME (PWM-Portland Intl. Jetport) at the last minute?
Typically, booking a last minute flight from White Plains, NY (HPN-Westchester County) to Portland, ME (PWM-Portland Intl. Jetport) will be more expensive than booking in advance. As the departure date approaches, there are usually fewer seats available which can drive up the cost. However, if there's some wiggle room with your travel dates and times, you could bag a cheap last-minute fare.
Is it cheaper to book a White Plains, NY (HPN-Westchester County) to Portland, ME (PWM-Portland Intl. Jetport) flight and hotel package?
Securing a White Plains, NY (HPN-Westchester County) to Portland, ME (PWM-Portland Intl. Jetport) flight and hotel package is usually cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your travels all in one place. Select from our extensive range of stays and then add flights, activities and car rentals to your booking. Bundle everything together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from White Plains, NY (HPN-Westchester County) to Portland, ME (PWM-Portland Intl. Jetport)?
If you booked your White Plains, NY (HPN-Westchester County) to Portland, ME (PWM-Portland Intl. Jetport) flight within the last 24 hours, you may be able to modify or cancel it without any fees. Depending on the airline and the type of ticket you have, additional charges may apply for changes beyond this timeframe. Airline policies and contact information can be found in your itinerary or confirmation email. Or, head to our Customer Service portal if you'd like more information.

Travel information

Origin airport
Westchester County
Destination airport
Portland Intl. Jetport
Return price
£446
Distance
397 km

Book with confidence

Compare flights from White Plains to Portland easily and book with confidence

For travelling on business or for pleasure, Expedia makes it easy to book your flights from White Plains to Portland. Operating between them flights per day, 20 airlines cover the route. And fly direct, getting you to Portland Intl. Jetport in just hours. If you have a preferred carrier, use our advanced search tool to find the right flight from Westchester County to Portland Intl. Jetport.  

To make things even better, in the advanced search, you can also choose to fly economy, premium economy, business or first class, select your maximum number of stops, and pick your preferred departure and arrival time. You can also opt for refundable and direct flights. 

Grab a great deal on your flight from Westchester County (HPN) to Portland Intl. Jetport (PWM)

The easiest way to view the best deals on flights from White Plains to Portland today is to enter your travel dates and hit search. From here, you can sort your results by price to see the cheapest flights first. Right now, return flights from Westchester County to Portland Intl. Jetport start at just £446 and range up to £540.  

To find an even better deal, try  

  • being flexible on your dates – midweek flights can be cheaper
  • looking for other airports near White Plains and Portland
  • booking your flight during September, the cheapest month on this route
  • varying your flight times – early morning and late at night are sometimes cheaper 

Why you should book your White Plains to Portland flight with Expedia!

We cater for all flight types, cabin classes and airlines. So whether you’re booking flights from Westchester County to Portland Intl. Jetport for a budget break or a business trip with a bit of pleasure thrown in, we make it easy to secure the seat that’s right for you.  

Thanks to our supersized inventory that offers great choice all in one place, you know you’ll get a great deal with Expedia. Especially if you bundle your flight together with your hotel, you will unlock amazing savings. For added peace of mind, you can choose flexible bookings or filter to find refundable options, so you won’t pay a fee to change your flight.  

Compare flights from White Plains to Portland easily and book with confidence

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*Available to Expedia members.