$172 Cheap Flights from Portland (PDX) to Islip (ISP)

View $172 flight on Tue, Nov 4, 2025Opens in a new window

Popular airlines from Portland International Airport (PDX) to MacArthur Airport (ISP)

Cheap Flights from Portland to Islip (PDX-ISP)

Prices were available within the past 7 days and start at $172 for one-way flights and $369 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Southwest Airlines
Tue, Oct 21 - Fri, Oct 31
PDX
Portland
ISP
Islip
$369 Roundtrip, found 2 days ago
$369
Roundtrip
found 2 days ago
Select Southwest Airlines flight, departing Tue, Oct 21 from Portland to Islip, returning Fri, Oct 31, priced at $369 found 2 days ago
Southwest Airlines
Tue, Oct 21 - Fri, Oct 31
PDX
Portland
ISP
Islip
$374 Roundtrip, found 2 days ago
$374
Roundtrip
found 2 days ago
Select Southwest Airlines flight, departing Tue, Oct 21 from Portland to Islip, returning Fri, Oct 31, priced at $374 found 2 days ago
Southwest Airlines
Sat, Oct 11 - Mon, Nov 3
PDX
Portland
ISP
Islip
$390 Roundtrip, found 17 hours ago
$390
Roundtrip
found 17 hours ago
Select Southwest Airlines flight, departing Sat, Oct 11 from Portland to Islip, returning Mon, Nov 3, priced at $390 found 17 hours ago
Southwest Airlines
Sat, Oct 11 - Mon, Nov 3
PDX
Portland
ISP
Islip
$395 Roundtrip, found 17 hours ago
$395
Roundtrip
found 17 hours ago
Select Southwest Airlines flight, departing Sat, Oct 11 from Portland to Islip, returning Mon, Nov 3, priced at $395 found 17 hours ago
Southwest Airlines
Sat, Oct 11 - Mon, Nov 3
PDX
Portland
ISP
Islip
$400 Roundtrip, found 17 hours ago
$400
Roundtrip
found 17 hours ago
Select Southwest Airlines flight, departing Sat, Oct 11 from Portland to Islip, returning Mon, Nov 3, priced at $400 found 17 hours ago
Southwest Airlines
Sat, Oct 11 - Mon, Nov 3
PDX
Portland
ISP
Islip
$403 Roundtrip, found 17 hours ago
$403
Roundtrip
found 17 hours ago
Select Southwest Airlines flight, departing Sat, Oct 11 from Portland to Islip, returning Mon, Nov 3, priced at $403 found 17 hours ago
Southwest Airlines
Sat, Oct 11 - Mon, Nov 3
PDX
Portland
ISP
Islip
$405 Roundtrip, found 17 hours ago
$405
Roundtrip
found 17 hours ago
Select Southwest Airlines flight, departing Sat, Oct 11 from Portland to Islip, returning Mon, Nov 3, priced at $405 found 17 hours ago
Southwest Airlines
Sat, Oct 11 - Mon, Nov 3
PDX
Portland
ISP
Islip
$411 Roundtrip, found 17 hours ago
$411
Roundtrip
found 17 hours ago
Select Southwest Airlines flight, departing Sat, Oct 11 from Portland to Islip, returning Mon, Nov 3, priced at $411 found 17 hours ago
Southwest Airlines
Sat, Oct 11 - Mon, Nov 3
PDX
Portland
ISP
Islip
$413 Roundtrip, found 17 hours ago
$413
Roundtrip
found 17 hours ago
Select Southwest Airlines flight, departing Sat, Oct 11 from Portland to Islip, returning Mon, Nov 3, priced at $413 found 17 hours ago
Southwest Airlines
Sat, Aug 23 - Sat, Aug 30
PDX
Portland
ISP
Islip
$416 Roundtrip, found 4 days ago
$416
Roundtrip
found 4 days ago
Select Southwest Airlines flight, departing Sat, Aug 23 from Portland to Islip, returning Sat, Aug 30, priced at $416 found 4 days ago
Flights from Portland (PDX) to Islip (ISP)
Origin airport
Portland Intl.
Destination airport
MacArthur
Airlines serving
Southwest Airlines
Roundtrip price
$369
Distance
2475 mi

Portland to Islip Flights

The cheapest times to fly from Portland to Islip

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

 

The best time to book a flight from Portland to Islip

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

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 Islip in 2025. You can also book with separate airlines for your outbound and return journeys, from $172 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 Islip 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 Islip 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. Airport (PDX) to MacArthur Airport (ISP) cost?
Discover the latest flight deals from PDX to ISP 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 PDX to ISP?
The cheapest flights from PDX to ISP 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 PDX to ISP?
Use the filter tool on Expedia to compare airlines and find the cheapest carrier that'll take you from PDX to ISP. Sort your results by "Price (lowest to highest)" to snap up a great deal.
How many flights per day from Portland Intl. Airport (PDX) to MacArthur Airport (ISP)?
You'll need to catch a flight with a layover if you're traveling from Portland Intl. Airport (PDX) to MacArthur Airport (ISP). There are no daily direct flights on this route. However, just filter your search to include one or more stops to discover the best option for your trip.
What day of the week has the most flights from PDX to ISP?
You'll typically find Tuesday the quietest day for flights, while Fridays tend to be the busiest.* However this can change from season to season and during public holidays or peak travel times.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Portland Intl. Airport (PDX) to MacArthur Airport (ISP)?
To avoid potential delays on the Portland Intl. Airport (PDX) to MacArthur Airport (ISP) 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.
What airports do you fly into for Islip from Portland Intl. Airport (PDX)?
If you've booked a direct flight from Portland Intl. Airport (PDX) to Islip, John F. Kennedy Intl. Airport (JFK) is the only airport you can land at.
Is it cheaper to buy a plane ticket from Portland Intl. Airport (PDX) to MacArthur Airport (ISP) last-minute?
Holding off until just before your trip to book your flight from PDX to ISP often results in higher prices. While you may find some last-minute offers, there's no guarantee. Allow some flexibility in your schedule to boost your chances of landing a bargain.
Is it cheaper to book a PDX to ISP flight and hotel package?
You'll generally save money by securing a PDX to ISP 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 everything in one convenient place. After choosing your ideal flights and accommodations, consider adding extras including car rentals, activities and tours.
Can I cancel or change the date of my flight from Portland Intl. Airport (PDX) to MacArthur Airport (ISP)?
If you booked your PDX to ISP flight in the last 24 hours, you may be able to modify or cancel it at no cost. Depending on the airline and the type of fare you have, additional charges may apply for changes beyond that time. Airline policies and contact information can be found in your itinerary or confirmation email. Or, visit our Customer Service portal for further details.

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*Available to One Key members.