$192 Cheap Flights from Portland (PDX) to Islip (ISP)

View $192 flight on Wed, Jun 10, 2026Opens in a new window

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

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Cheap Flights from Portland to Islip (PDX-ISP)

Prices were available within the past 7 days and start at $192 for one-way flights and $409 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Southwest Airlines
Mon, May 4 - Mon, May 11
PDX
Portland
ISP
Islip
$409 Roundtrip, found 1 day ago
$409
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Mon, May 4 from Portland to Islip, returning Mon, May 11, priced at $409 found 1 day ago
Southwest Airlines
Wed, May 27 - Sun, May 31
PDX
Portland
ISP
Islip
$435 Roundtrip, found 20 hours ago
$435
Roundtrip
found 20 hours ago
Select Southwest Airlines flight, departing Wed, May 27 from Portland to Islip, returning Sun, May 31, priced at $435 found 20 hours ago
Southwest Airlines
Wed, May 27 - Sun, May 31
PDX
Portland
ISP
Islip
$441 Roundtrip, found 20 hours ago
$441
Roundtrip
found 20 hours ago
Select Southwest Airlines flight, departing Wed, May 27 from Portland to Islip, returning Sun, May 31, priced at $441 found 20 hours ago
Southwest Airlines
Wed, May 27 - Sun, May 31
PDX
Portland
ISP
Islip
$443 Roundtrip, found 20 hours ago
$443
Roundtrip
found 20 hours ago
Select Southwest Airlines flight, departing Wed, May 27 from Portland to Islip, returning Sun, May 31, priced at $443 found 20 hours ago
Southwest Airlines
Wed, May 27 - Sun, May 31
PDX
Portland
ISP
Islip
$445 Roundtrip, found 20 hours ago
$445
Roundtrip
found 20 hours ago
Select Southwest Airlines flight, departing Wed, May 27 from Portland to Islip, returning Sun, May 31, priced at $445 found 20 hours ago
Southwest Airlines
Wed, May 27 - Sun, May 31
PDX
Portland
ISP
Islip
$446 Roundtrip, found 20 hours ago
$446
Roundtrip
found 20 hours ago
Select Southwest Airlines flight, departing Wed, May 27 from Portland to Islip, returning Sun, May 31, priced at $446 found 20 hours ago
Southwest Airlines
Wed, May 27 - Sun, May 31
PDX
Portland
ISP
Islip
$449 Roundtrip, found 20 hours ago
$449
Roundtrip
found 20 hours ago
Select Southwest Airlines flight, departing Wed, May 27 from Portland to Islip, returning Sun, May 31, priced at $449 found 20 hours ago
Southwest Airlines
Wed, May 27 - Sun, May 31
PDX
Portland
ISP
Islip
$449 Roundtrip, found 3 days ago
$449
Roundtrip
found 3 days ago
Select Southwest Airlines flight, departing Wed, May 27 from Portland to Islip, returning Sun, May 31, priced at $449 found 3 days ago
Southwest Airlines
Wed, May 27 - Sun, May 31
PDX
Portland
ISP
Islip
$451 Roundtrip, found 20 hours ago
$451
Roundtrip
found 20 hours ago
Select Southwest Airlines flight, departing Wed, May 27 from Portland to Islip, returning Sun, May 31, priced at $451 found 20 hours ago
Southwest Airlines
Wed, May 27 - Sun, May 31
PDX
Portland
ISP
Islip
$453 Roundtrip, found 20 hours ago
$453
Roundtrip
found 20 hours ago
Select Southwest Airlines flight, departing Wed, May 27 from Portland to Islip, returning Sun, May 31, priced at $453 found 20 hours ago

Alternative airports near Islip

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

Select flight to MacArthur ISP. Cheapest and Closest option available. Average driving time to city center is 14 minutes. Flights from $1,319
ISP
MacArthur
CheapestClosest
Average driving time to city center14 min
Flights from $1,319

Frequently asked questions

How much does a flight from Portland, OR (PDX-Portland Intl.) to Islip, NY (ISP-MacArthur) cost?
You can find cheap one-way flights from $192 and cheap return flights from $409 Portland, OR (PDX-Portland Intl.) to Islip, NY (ISP-MacArthur) with Expedia. Roundtrip flights usually range from $516 to $1369. 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 the cheapest fares first, and use the Price Tracking tool to receive alerts when Portland, OR (PDX-Portland Intl.) to Islip, NY (ISP-MacArthur) ticket fares go up or down.*Typical price ranges based on flights available on Expedia in the last year. Prices include multi-airline options.
What is the cheapest month to fly from Portland, OR (PDX-Portland Intl.) to Islip, NY (ISP-MacArthur)?
The cheapest month to fly from PDX to ISP is May 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're able to. Use the calendar view in your search to see which months have low fares on this route.
Which airlines fly direct from Portland, OR (PDX-Portland Intl.) to Islip, NY (ISP-MacArthur)?
Enter PDX to ISP and your travel dates, then apply the 'Nonstop' filter to see only direct flights.
What is the cheapest airline that flies from Portland, OR (PDX-Portland Intl.) to Islip, NY (ISP-MacArthur)?
Southwest Airlines is one of the cheapest airlines offering connecting flights from Portland, OR (PDX) to Islip, NY (ISP) with a layover in Sky Harbor Intl. (PHX) starting from around $426. 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.*Prices based on flights available on Expedia in the last year.
How do I find cheap flights from Portland, OR (PDX-Portland Intl.) to Islip, NY (ISP-MacArthur)?
To find a cheap flight from Portland, OR (PDX-Portland Intl.) to Islip, NY (ISP-MacArthur), 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 Portland, OR (PDX-Portland Intl.) to Islip, NY (ISP-MacArthur)?
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.
What is the earliest flight from Portland, OR (PDX-Portland Intl.) to Islip, NY (ISP-MacArthur)?
The earliest flight from Portland (PDX) to Islip (ISP) usually departs at around 12:40 AM, operated by Delta. This is a seasonal service active in July and October, allowing you to arrive in Islip early in the day. 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 Portland, OR (PDX-Portland Intl.) to Islip, NY (ISP-MacArthur)?
a Thursday typically has the most flights from Portland Intl. (PDX) to MacArthur (ISP), with approximately 28 flights available. This gives you plenty of options for your travel plans. Major airlines on this route include Delta, United, and Alaska Airlines.
What are the most popular departure times for flights from Portland, OR (PDX-Portland Intl.) to Islip, NY (ISP-MacArthur)?
The most popular departure times for flights from Portland, OR (PDX) to Islip, NY (ISP) are in the late morning, from 9am to 12pm. About 26% of passengers prefer this time window. Many major carriers, including Southwest Airlines, offer flights during this window. This timing is popular because it allows you to arrive in Islip in the early afternoon, giving you the rest of the day to enjoy.
How long does it take to fly from Portland, OR (PDX-Portland Intl.) to Islip, NY (ISP-MacArthur)?
A flight from PDX to ISP with a layover takes around 8 hours 30 minutes, with the route covering approximately 2,475 miles. Keep in mind that actual flight times can vary due to wind patterns, weather, and air traffic.
Can you fly business or first class from Portland, OR (PDX-Portland Intl.) to Islip, NY (ISP-MacArthur)?
Select the "Business class" and "First class" filters when looking for PDX to ISP flights on Expedia. This is the easiest way to compare prices, routes and flight times for your trip.
How do I earn miles on a Portland, OR (PDX-Portland Intl.) to Islip, NY (ISP-MacArthur) flight with Expedia?
It's easy to earn miles on a Portland, OR (PDX-Portland Intl.) to Islip, NY (ISP-MacArthur) 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 Islip from Portland Intl. (PDX)?
From Portland Intl. (PDX), you can fly into MacArthur (ISP) to reach Islip. Some flights may connect through major hubs like Denver Intl. (DEN), Sky Harbor Intl. (PHX), Midway Intl. (MDW) before reaching Islip. 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 Portland, OR (PDX-Portland Intl.) to Islip, NY (ISP-MacArthur) at the last minute?
Typically, booking a last minute flight from Portland, OR (PDX-Portland Intl.) to Islip, NY (ISP-MacArthur) 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 Portland, OR (PDX-Portland Intl.) to Islip, NY (ISP-MacArthur) flight and hotel package?
Securing a Portland, OR (PDX-Portland Intl.) to Islip, NY (ISP-MacArthur) 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 Portland, OR (PDX-Portland Intl.) to Islip, NY (ISP-MacArthur)?
If you booked your Portland, OR (PDX-Portland Intl.) to Islip, NY (ISP-MacArthur) 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
Portland Intl.
Destination airport
MacArthur
Airlines serving
Southwest Airlines
Roundtrip price
$409
Distance
2475 mi

Book with confidence

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 May. 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 2026. You can also book with separate airlines for your outbound and return journeys, from $192 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.

 

Portland to Islip Flights

*Flight schedules are subject to change.

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*Available to One Key members.