$136 Cheap Flights from Islip (ISP) to Portland (PWM)

View $136 flight on Tue, Feb 3, 2026Opens in a new window

Popular airlines from MacArthur Airport (ISP) to Portland Intl. Jetport Airport (PWM)

Cheap Flights from Islip to Portland (ISP-PWM)

Prices were available within the past 7 days and start at $136 for one-way flights and $281 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Southwest Airlines
Tue, Feb 3 - Sat, Feb 7
ISP
Islip
PWM
Portland
$281 Roundtrip, found 5 days ago
$281
Roundtrip
found 5 days ago
Select Southwest Airlines flight, departing Tue, Feb 3 from Islip to Portland, returning Sat, Feb 7, priced at $281 found 5 days ago
JetBlue Airways
Tue, Nov 18 - Mon, Dec 8
ISP
Islip
PWM
Portland
$282 Roundtrip, found 2 days ago
$282
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Tue, Nov 18 from Islip to Portland, returning Mon, Dec 8, priced at $282 found 2 days ago
JetBlue Airways
Tue, Dec 9 - Wed, Dec 24
ISP
Islip
PWM
Portland
$286 Roundtrip, found 1 day ago
$286
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Tue, Dec 9 from Islip to Portland, returning Wed, Dec 24, priced at $286 found 1 day ago
Southwest Airlines
Sun, Dec 14 - Tue, Dec 16
ISP
Islip
PWM
Portland
$299 Roundtrip, found 15 hours ago
$299
Roundtrip
found 15 hours ago
Select Southwest Airlines flight, departing Sun, Dec 14 from Islip to Portland, returning Tue, Dec 16, priced at $299 found 15 hours ago
Southwest Airlines
Tue, Dec 2 - Wed, Dec 3
ISP
Islip
PWM
Portland
$304 Roundtrip, found 6 days ago
$304
Roundtrip
found 6 days ago
Select Southwest Airlines flight, departing Tue, Dec 2 from Islip to Portland, returning Wed, Dec 3, priced at $304 found 6 days ago
Southwest Airlines
Wed, Dec 31 - Tue, Jan 6
ISP
Islip
PWM
Portland
$309 Roundtrip, found 4 days ago
$309
Roundtrip
found 4 days ago
Select Southwest Airlines flight, departing Wed, Dec 31 from Islip to Portland, returning Tue, Jan 6, priced at $309 found 4 days ago
JetBlue Airways
Sun, Dec 7 - Wed, Dec 24
ISP
Islip
PWM
Portland
$310 Roundtrip, found 4 days ago
$310
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Sun, Dec 7 from Islip to Portland, returning Wed, Dec 24, priced at $310 found 4 days ago
JetBlue Airways
Tue, Nov 18 - Wed, Dec 10
ISP
Islip
PWM
Portland
$320 Roundtrip, found 2 days ago
$320
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Tue, Nov 18 from Islip to Portland, returning Wed, Dec 10, priced at $320 found 2 days ago
Southwest Airlines
Wed, Dec 31 - Tue, Jan 6
ISP
Islip
PWM
Portland
$329 Roundtrip, found 4 days ago
$329
Roundtrip
found 4 days ago
Select Southwest Airlines flight, departing Wed, Dec 31 from Islip to Portland, returning Tue, Jan 6, priced at $329 found 4 days ago
Breeze Airways
Sun, Feb 15 - Fri, Mar 6
ISP
Islip
PWM
Portland
$512 Roundtrip, found 1 day ago
$512
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Sun, Feb 15 from Islip to Portland, returning Fri, Mar 6, priced at $512 found 1 day ago

Alternative airports near Portland

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

Select flight to Portland Intl. Jetport PWM. Cheapest and Closest option available. Average driving time to city center is 8 minutes. Flights from $426
PWM
Portland Intl. Jetport
CheapestClosest
Average driving time to city center8 min
Flights from $426

Frequently asked questions

How much does a flight from MacArthur Airport (ISP) to Portland Intl. Jetport Airport (PWM) cost?
Snag a cheap one-way flight from $136 or cheap return flight from $281 from MacArthur Airport (ISP) to Portland Intl. Jetport Airport (PWM) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to see our cheapest flight deals on this route.
What is the cheapest month to fly from MacArthur Airport (ISP) to Portland Intl. Jetport Airport (PWM)?
The cheapest month to fly from ISP to PWM is February, when demand is low. Off-peak months are generally when airlines offer better prices between these airports.
Which airlines fly direct from MacArthur Airport (ISP) to Portland Intl. Jetport Airport (PWM)?
Direct flights aren't available from Islip, NY (ISP-MacArthur) to Portland Intl. Jetport Airport (PWM). However, you'll find other airports offering nonstop flights. Board your plane at John F. Kennedy Intl. Airport (JFK) and travel straight to Portland without a layover.
What is the cheapest airline that flies from MacArthur Airport (ISP) to Portland Intl. Jetport Airport (PWM)?
Use the filters on Expedia to compare different airlines and find the most affordable carrier that'll take you from ISP to PWM. Then, sort your results by "Price (lowest to highest)" to snag a great deal.
How many flights per day from MacArthur Airport (ISP) to Portland Intl. Jetport Airport (PWM)?
You'll have to hop on a flight with a layover when traveling from MacArthur Airport (ISP) to Portland Intl. Jetport Airport (PWM). There are no daily direct flights on this route. However, simply filter your search to include one or more stops to discover an option that works for you.
What day of the week has the most flights from ISP to PWM?
Friday is generally the busiest day for flights, while Tuesday is often the quietest.* Keep in mind that flight schedules can vary depending on various factors, including the airline and season.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What airline has the least delays from ISP to PWM?
With 90% of flights usually landing on time, Breeze Airways has the best on-time performance for direct flights from MacArthur Airport (ISP) to Portland Intl. Jetport Airport (PWM). To keep track of your flight status and get notifications if anything changes, simply head to the Expedia App.
What is the best time to fly from MacArthur Airport (ISP) to Portland Intl. Jetport Airport (PWM)?
To avoid potential delays on the MacArthur Airport (ISP) to Portland Intl. Jetport Airport (PWM) route, travel before 3 PM. Later departures have a 22% higher chance of being canceled.**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 MacArthur Airport (ISP) to Portland Intl. Jetport Airport (PWM) last-minute?
Waiting until just before your trip to book a ticket from ISP to PWM often results in higher prices. While you may find some last-minute offers, they aren't always guaranteed. Keep your travel plans flexible for the best chance of landing a bargain.
Is it cheaper to book an ISP to PWM flight and hotel package?
You can save money by booking an ISP to PWM flight and hotel package compared to booking separately. In fact, travelers could save hundreds of dollars by bundling with Expedia. And it's simple to manage it all in one convenient place. Once you've selected your ideal flights and accommodations, consider adding extras including tours, car rentals and activities.
Can I cancel or change the date of my flight from MacArthur Airport (ISP) to Portland Intl. Jetport Airport (PWM)?
Typically, you can reschedule or cancel your ISP to PWM flight. However, there may be additional charges, especially if you made your booking more than 24 hours ago. Double-check your itinerary for the airline's fees and rules on flight changes, or if you need more details, head to our Customer Service portal.

Travel information

Origin airport
MacArthur
Destination airport
Portland Intl. Jetport
Airlines serving
Breeze Airways, JetBlue Airways, Southwest Airlines
Roundtrip price
$280
Distance
243 mi

Book with confidence

Islip to Portland Flights

The cheapest times to fly from Islip 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 Islip to Portland are during the month of February. You can find some of the cheapest flights from Islip to Portland with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Islip to Portland

Sunday is one of the best days to book for cheap flights from Islip 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 Islip 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 Islip to Portland in 2025. You can also book with separate airlines for your outbound and return journeys, from $136 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 Islip 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 Islip 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.

 

Islip to Portland Flights

Explore a world of travel with Expedia

*Available to One Key members.