$297 Cheap Flights from Newburgh (SWF) to Portland (PWM)

View $297 flight on Thu, Nov 13, 2025Opens in a new window

Popular airlines from Stewart Intl. Airport (SWF) to Portland Intl. Jetport Airport (PWM)

Cheap Flights from Newburgh to Portland (SWF-PWM)

Prices were available within the past 7 days and start at $297 for one-way flights and $583 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Breeze Airways
Sun, Oct 26 - Wed, Nov 12
SWF
Newburgh
PWM
Portland
$583 Roundtrip, found 5 days ago
$583
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Sun, Oct 26 from Newburgh to Portland, returning Wed, Nov 12, priced at $583 found 5 days ago
Breeze Airways
Sun, Oct 26 - Wed, Oct 29
SWF
Newburgh
PWM
Portland
$592 Roundtrip, found 5 days ago
$592
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Sun, Oct 26 from Newburgh to Portland, returning Wed, Oct 29, priced at $592 found 5 days ago
Breeze Airways
Fri, Oct 24 - Wed, Nov 12
SWF
Newburgh
PWM
Portland
$598 Roundtrip, found 5 days ago
$598
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Fri, Oct 24 from Newburgh to Portland, returning Wed, Nov 12, priced at $598 found 5 days ago
Breeze Airways
Fri, Oct 24 - Wed, Oct 29
SWF
Newburgh
PWM
Portland
$607 Roundtrip, found 5 days ago
$607
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Fri, Oct 24 from Newburgh to Portland, returning Wed, Oct 29, priced at $607 found 5 days ago
Breeze Airways
Thu, Mar 12 - Wed, Mar 18
SWF
Newburgh
PWM
Portland
$620 Roundtrip, found 1 day ago
$620
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Thu, Mar 12 from Newburgh to Portland, returning Wed, Mar 18, priced at $620 found 1 day ago
Breeze Airways
Thu, Mar 19 - Wed, Apr 1
SWF
Newburgh
PWM
Portland
$639 Roundtrip, found 2 days ago
$639
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Thu, Mar 19 from Newburgh to Portland, returning Wed, Apr 1, priced at $639 found 2 days ago
Breeze Airways
Sun, Oct 26 - Sat, Nov 15
SWF
Newburgh
PWM
Portland
$648 Roundtrip, found 5 days ago
$648
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Sun, Oct 26 from Newburgh to Portland, returning Sat, Nov 15, priced at $648 found 5 days ago
Breeze Airways
Fri, Oct 24 - Sat, Nov 1
SWF
Newburgh
PWM
Portland
$653 Roundtrip, found 5 days ago
$653
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Fri, Oct 24 from Newburgh to Portland, returning Sat, Nov 1, priced at $653 found 5 days ago
Breeze Airways
Sun, Mar 15 - Wed, Mar 18
SWF
Newburgh
PWM
Portland
$657 Roundtrip, found 1 day ago
$657
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Sun, Mar 15 from Newburgh to Portland, returning Wed, Mar 18, priced at $657 found 1 day ago
Breeze Airways
Fri, Oct 24 - Sat, Nov 15
SWF
Newburgh
PWM
Portland
$663 Roundtrip, found 5 days ago
$663
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Fri, Oct 24 from Newburgh to Portland, returning Sat, Nov 15, priced at $663 found 5 days ago

Frequently asked questions

How much does a flight from Stewart Intl. Airport (SWF) to Portland Intl. Jetport Airport (PWM) cost?
Lock in a cheap one-way flight from $297 or cheap return flight from $583 from Stewart Intl. Airport (SWF) to Portland Intl. Jetport Airport (PWM) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to see our cheapest flight offers on this route.
What is the cheapest month to fly from Stewart Intl. Airport (SWF) to Portland Intl. Jetport Airport (PWM)?
October is the least expensive month to fly from SWF to PWM. Planning your trip for the off-season is often the key to finding better fares.
Which airlines fly direct from Stewart Intl. Airport (SWF) to Portland Intl. Jetport Airport (PWM)?
You can't take a direct flight from Newburgh, NY (SWF-Stewart Intl.) to Portland Intl. Jetport Airport (PWM). However, you can arrive in Portland without any layovers by leaving from John F. Kennedy Intl. Airport (JFK).
What is the cheapest airline that flies from Stewart Intl. Airport (SWF) to Portland Intl. Jetport Airport (PWM)?
Use the filter tool on Expedia to compare airlines and find the most affordable carrier that'll take you from SWF to PWM. Then, sort your results by "Price (lowest to highest)" to snag a great deal.
How many flights per day from Stewart Intl. Airport (SWF) to Portland Intl. Jetport Airport (PWM)?
There aren't any daily direct flights from Stewart Intl. Airport (SWF) to Portland Intl. Jetport Airport (PWM). But you can choose flights with layovers. Filter your search results on Expedia to include one or more stops, and you'll be soaring above the clouds in no time at all.
What day of the week has the most flights from SWF to PWM?
Friday is generally the busiest day for flights, while Tuesday is often the quietest.* Just remember that flight schedules can vary depending on various factors, such as the season and airline.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Stewart Intl. Airport (SWF) to Portland Intl. Jetport Airport (PWM)?
To arrive at Portland Intl. Jetport Airport (PWM) without delays, opt for a flight that takes off from Stewart Intl. Airport (SWF) before 3 PM. The chance of cancellations is 22% higher, on average, for departures after this hour.**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.
Is it cheaper to buy a plane ticket from Stewart Intl. Airport (SWF) to Portland Intl. Jetport Airport (PWM) last-minute?
Last-minute bookings from SWF to PWM are usually more expensive. To secure the cheapest rates, start searching for flights well in advance. That said, if you're flexible with your travel dates, you may land a cheap fare just before your departure.
Is it cheaper to book a SWF to PWM flight and hotel package?
Securing a SWF to PWM flight and hotel package is usually cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your travels in one place. Pick from our wide range of stays and then add activities, car rentals and flights to your booking. Bundle everything together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from Stewart Intl. Airport (SWF) to Portland Intl. Jetport Airport (PWM)?
In most instances, you can reschedule or cancel your SWF to PWM flight. However, there may be additional fees, especially if you made your booking over 24 hours ago. Double-check your itinerary for the airline's fees and guidelines on flight changes, or if you need more information, go to our Customer Service portal.

Travel information

Travel information

Origin airport
Stewart Intl.
Destination airport
Portland Intl. Jetport
Roundtrip price
$583
Distance
242 mi

Book with confidence

Book with confidence

Newburgh to Portland Flights

The cheapest times to fly from Newburgh to Portland

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 Newburgh to Portland are during the month of October. You can find some of the cheapest flights from Newburgh to Portland with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Newburgh to Portland

Sunday is one of the best days to book for cheap flights from Newburgh to Portland: 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 Newburgh to Portland

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 Newburgh to Portland in 2025. You can also book with separate airlines for your outbound and return journeys, from $297 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 Newburgh to Portland 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 Newburgh to Portland 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.

 

Newburgh to Portland Flights

Explore a world of travel with Expedia

Explore a world of travel with Expedia

*Available to One Key members.