$149 Cheap Flights from Islip (ISP) to Portland (PDX)

View $149 flight on Tue, Nov 4, 2025Opens in a new window

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

Cheap Flights from Islip to Portland (ISP-PDX)

Prices were available within the past 7 days and start at $149 for one-way flights and $357 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Southwest Airlines
Thu, Jan 29 - Sat, Jan 31
ISP
Islip
PDX
Portland
$357 Roundtrip, found 4 days ago
$357
Roundtrip
found 4 days ago
Select Southwest Airlines flight, departing Thu, Jan 29 from Islip to Portland, returning Sat, Jan 31, priced at $357 found 4 days ago
Southwest Airlines
Thu, Jan 29 - Sat, Jan 31
ISP
Islip
PDX
Portland
$362 Roundtrip, found 4 days ago
$362
Roundtrip
found 4 days ago
Select Southwest Airlines flight, departing Thu, Jan 29 from Islip to Portland, returning Sat, Jan 31, priced at $362 found 4 days ago
Southwest Airlines
Thu, Jan 29 - Sat, Jan 31
ISP
Islip
PDX
Portland
$368 Roundtrip, found 4 days ago
$368
Roundtrip
found 4 days ago
Select Southwest Airlines flight, departing Thu, Jan 29 from Islip to Portland, returning Sat, Jan 31, priced at $368 found 4 days ago
Southwest Airlines
Thu, Jan 29 - Sat, Jan 31
ISP
Islip
PDX
Portland
$377 Roundtrip, found 4 days ago
$377
Roundtrip
found 4 days ago
Select Southwest Airlines flight, departing Thu, Jan 29 from Islip to Portland, returning Sat, Jan 31, priced at $377 found 4 days ago
Southwest Airlines
Thu, Jan 29 - Sat, Jan 31
ISP
Islip
PDX
Portland
$382 Roundtrip, found 4 days ago
$382
Roundtrip
found 4 days ago
Select Southwest Airlines flight, departing Thu, Jan 29 from Islip to Portland, returning Sat, Jan 31, priced at $382 found 4 days ago
Southwest Airlines
Sat, Nov 1 - Sat, Nov 8
ISP
Islip
PDX
Portland
$389 Roundtrip, found 3 hours ago
$389
Roundtrip
found 3 hours ago
Select Southwest Airlines flight, departing Sat, Nov 1 from Islip to Portland, returning Sat, Nov 8, priced at $389 found 3 hours ago
Southwest Airlines
Thu, Jan 29 - Sat, Jan 31
ISP
Islip
PDX
Portland
$397 Roundtrip, found 4 days ago
$397
Roundtrip
found 4 days ago
Select Southwest Airlines flight, departing Thu, Jan 29 from Islip to Portland, returning Sat, Jan 31, priced at $397 found 4 days ago
Southwest Airlines
Thu, Jan 29 - Sat, Jan 31
ISP
Islip
PDX
Portland
$402 Roundtrip, found 4 days ago
$402
Roundtrip
found 4 days ago
Select Southwest Airlines flight, departing Thu, Jan 29 from Islip to Portland, returning Sat, Jan 31, priced at $402 found 4 days ago
Southwest Airlines
Thu, Jan 29 - Sat, Jan 31
ISP
Islip
PDX
Portland
$417 Roundtrip, found 4 days ago
$417
Roundtrip
found 4 days ago
Select Southwest Airlines flight, departing Thu, Jan 29 from Islip to Portland, returning Sat, Jan 31, priced at $417 found 4 days ago
Southwest Airlines
Thu, Jan 29 - Sat, Jan 31
ISP
Islip
PDX
Portland
$422 Roundtrip, found 4 days ago
$422
Roundtrip
found 4 days ago
Select Southwest Airlines flight, departing Thu, Jan 29 from Islip to Portland, returning Sat, Jan 31, priced at $422 found 4 days ago

Frequently asked questions

How much does a flight from MacArthur Airport (ISP) to Portland Intl. Airport (PDX) cost?
Secure a cheap one-way flight from $149 or cheap return flight from $357 from MacArthur Airport (ISP) to Portland Intl. Airport (PDX) 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. Airport (PDX)?
Flying in January may help you find better deals, as it's the cheapest month for flights between ISP and PDX. You'll often find the lowest fares during the off-season.
Which airlines fly direct from MacArthur Airport (ISP) to Portland Intl. Airport (PDX)?
There are no direct flights from Islip, NY (ISP-MacArthur) to Portland Intl. Airport (PDX). However, there are other airports offering nonstop flights. Start your journey at John F. Kennedy Intl. Airport (JFK) and travel straight to Portland without any detours.
What is the cheapest airline that flies from MacArthur Airport (ISP) to Portland Intl. Airport (PDX)?
To find the cheapest airline flying from ISP to PDX, use Expedia's filter tool. Customize your search based on what matters most to you, such as preferred carriers and number of stops. You can then sort your results by "Price (lowest to highest)" to see the cheapest flights first.
How many flights per day from MacArthur Airport (ISP) to Portland Intl. Airport (PDX)?
There are no daily nonstop flights available from MacArthur Airport (ISP) to Portland Intl. Airport (PDX). But you can choose flights with layovers. Filter your search results on Expedia to include one or two stops, and you'll be on your way before you know it.
What day of the week has the most flights from ISP to PDX?
Friday is typically the busiest day for flights, while Tuesday is often the quietest.* Just remember that flight schedules can vary depending on various factors, including the time of year 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 MacArthur Airport (ISP) to Portland Intl. Airport (PDX)?
Select a flight from MacArthur Airport (ISP) to Portland Intl. Airport (PDX) that takes off before 3 PM to reduce the likelihood of delays and cancellations. Departures later than this have a 22% higher chance of being canceled, on average.**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. Airport (PDX) last-minute?
Booking your flight from ISP to PDX shortly before your trip is generally more expensive. However, if you're flexible with your travel times and dates, you could score a cheap last-minute fare.
Is it cheaper to book an ISP to PDX flight and hotel package?
You'll generally save money by booking an ISP to PDX flight and hotel package compared to booking separately. In fact, you could save hundreds of dollars by bundling with Expedia. And it's simple to manage everything in one place. After choosing your ideal accommodations and flights, consider adding extras like tours, activities and car rentals.
Can I cancel or change the date of my flight from MacArthur Airport (ISP) to Portland Intl. Airport (PDX)?
If you booked your ISP to PDX flight within the last 24 hours, you may be able to cancel or modify it at no cost. Depending on the airline and the type of fare you purchased, additional charges may apply for changes beyond that time. Airline policies and contact information can be found in your itinerary or confirmation email. Or, go to our Customer Service portal if you'd like more information.

Travel information

Travel information

Origin airport
MacArthur
Destination airport
Portland Intl.
Roundtrip price
$357
Distance
2475 mi

Book with confidence

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 January. 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 $149 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

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*Available to One Key members.