$79 Cheap Flights from Portland (PWM) to Islip (ISP)

View $79 flight on Mon, Oct 27, 2025Opens in a new window

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

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Cheap Flights from Portland to Islip (PWM-ISP)

Prices were available within the past 7 days and start at $79 for one-way flights and $188 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Southwest Airlines
Thu, Sep 11 - Sat, Sep 13
PWM
Portland
ISP
Islip
$188 Roundtrip, found 4 days ago
$188
Roundtrip
found 4 days ago
Select Southwest Airlines flight, departing Thu, Sep 11 from Portland to Islip, returning Sat, Sep 13, priced at $188 found 4 days ago
Southwest Airlines
Thu, Sep 11 - Sat, Sep 13
PWM
Portland
ISP
Islip
$193 Roundtrip, found 4 days ago
$193
Roundtrip
found 4 days ago
Select Southwest Airlines flight, departing Thu, Sep 11 from Portland to Islip, returning Sat, Sep 13, priced at $193 found 4 days ago
Southwest Airlines
Fri, Sep 12 - Wed, Sep 17
PWM
Portland
ISP
Islip
$210 Roundtrip, found 4 days ago
$210
Roundtrip
found 4 days ago
Select Southwest Airlines flight, departing Fri, Sep 12 from Portland to Islip, returning Wed, Sep 17, priced at $210 found 4 days ago
Southwest Airlines
Fri, Sep 12 - Wed, Sep 17
PWM
Portland
ISP
Islip
$215 Roundtrip, found 4 days ago
$215
Roundtrip
found 4 days ago
Select Southwest Airlines flight, departing Fri, Sep 12 from Portland to Islip, returning Wed, Sep 17, priced at $215 found 4 days ago
Southwest Airlines
Fri, Sep 12 - Wed, Sep 17
PWM
Portland
ISP
Islip
$220 Roundtrip, found 4 days ago
$220
Roundtrip
found 4 days ago
Select Southwest Airlines flight, departing Fri, Sep 12 from Portland to Islip, returning Wed, Sep 17, priced at $220 found 4 days ago
Southwest Airlines
Thu, Sep 11 - Sat, Sep 13
PWM
Portland
ISP
Islip
$232 Roundtrip, found 4 days ago
$232
Roundtrip
found 4 days ago
Select Southwest Airlines flight, departing Thu, Sep 11 from Portland to Islip, returning Sat, Sep 13, priced at $232 found 4 days ago
Southwest Airlines
Thu, Sep 11 - Sat, Sep 13
PWM
Portland
ISP
Islip
$237 Roundtrip, found 4 days ago
$237
Roundtrip
found 4 days ago
Select Southwest Airlines flight, departing Thu, Sep 11 from Portland to Islip, returning Sat, Sep 13, priced at $237 found 4 days ago
Southwest Airlines
Fri, Sep 12 - Wed, Sep 17
PWM
Portland
ISP
Islip
$242 Roundtrip, found 4 days ago
$242
Roundtrip
found 4 days ago
Select Southwest Airlines flight, departing Fri, Sep 12 from Portland to Islip, returning Wed, Sep 17, priced at $242 found 4 days ago
JetBlue Airways
Tue, Oct 21 - Tue, Nov 4
PWM
Portland
ISP
Islip
$390 Roundtrip, found 3 days ago
$390
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Tue, Oct 21 from Portland to Islip, returning Tue, Nov 4, priced at $390 found 3 days ago
Breeze Airways
Wed, Sep 3 - Sun, Sep 14
PWM
Portland
ISP
Islip
$483 Roundtrip, found 2 days ago
$483
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Wed, Sep 3 from Portland to Islip, returning Sun, Sep 14, priced at $483 found 2 days ago
Flights from Portland (PWM) to Islip (ISP)
Origin airport
Portland Intl. Jetport
Destination airport
MacArthur
Airlines serving
Breeze Airways, JetBlue Airways, Southwest Airlines
Roundtrip price
$187
Distance
243 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 September. 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 $79 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. Jetport Airport (PWM) to MacArthur Airport (ISP) cost?
Discover the latest flight deals from PWM 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 PWM to ISP?
The cheapest flights from PWM 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 PWM to ISP?
Use the filter tool on Expedia to compare airlines and find the cheapest carrier that'll take you from PWM to ISP. Sort your results by "Price (lowest to highest)" to snap up a great deal.
How many flights per day from Portland Intl. Jetport Airport (PWM) to MacArthur Airport (ISP)?
There are no daily direct flights departing from Portland Intl. Jetport Airport (PWM) to MacArthur Airport (ISP). But you can choose flights with layovers. Filter your search on Expedia to include one or more stops, and you'll be on your way in no time.
What day of the week has the most flights from PWM to ISP?
Generally you'll find the greatest selection of flight options on a Friday. Tuesdays tend to be the quietest.* However, this can change depending on the season, carrier and other factors.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What airline has the least delays from PWM to ISP?
Breeze Airways has the best track record for on-time direct flights from Portland Intl. Jetport Airport (PWM) to MacArthur Airport (ISP), with an on-time rating of 80%. Use the Expedia App to see your flight status before you go and get immediate updates about any changes.
What is the best time to fly from Portland Intl. Jetport Airport (PWM) to MacArthur Airport (ISP)?
To avoid potential delays on the Portland Intl. Jetport Airport (PWM) to MacArthur Airport (ISP) route, aim to fly before 3 PM. Departures after this time 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. Jetport Airport (PWM)?
Take a direct flight from Portland Intl. Jetport Airport (PWM) to Islip and arrive at LaGuardia Airport (LGA). Another arrival point to this city is John F. Kennedy Intl. Airport (JFK).
Is it cheaper to buy a plane ticket from Portland Intl. Jetport Airport (PWM) to MacArthur Airport (ISP) last-minute?
Waiting until just before your departure to book your flight from PWM to ISP often results in higher prices. While you may find some last-minute offers, there's no guarantee. Be flexible with your itinerary to maximize your chances of landing a bargain.
Is it cheaper to book a PWM to ISP flight and hotel package?
Compared with arranging flights and hotels separately, booking a PWM to ISP flight and hotel package with Expedia could lead to significant savings. Better yet, having everything in one easy place takes the hassle out of travel planning. Just secure your flights and select from our extensive range of hotels, then personalize your trip with other add-ons like tours and car rentals.
Can I cancel or change the date of my flight from Portland Intl. Jetport Airport (PWM) to MacArthur Airport (ISP)?
Typically, it's possible to cancel or reschedule your PWM to ISP flight. However, if the booking was made more than 24 hours ago, additional charges may apply. Refer to your airline's policies in your itinerary to see what changes are allowed and whether any costs are involved. You'll also find more details on our Customer Service portal.

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*Available to One Key members.