$135 Cheap Flights from Portland (PWM) to Islip (ISP)

View $135 flight on Tue, Nov 18, 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 $135 for one-way flights and $318 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Southwest Airlines
Tue, Oct 21 - Wed, Oct 22
PWM
Portland
ISP
Islip
$318 Roundtrip, found 2 days ago
$318
Roundtrip
found 2 days ago
Select Southwest Airlines flight, departing Tue, Oct 21 from Portland to Islip, returning Wed, Oct 22, priced at $318 found 2 days ago
JetBlue Airways
Wed, Oct 29 - Tue, Nov 18
PWM
Portland
ISP
Islip
$323 Roundtrip, found 10 hours ago
$323
Roundtrip
found 10 hours ago
Select JetBlue Airways flight, departing Wed, Oct 29 from Portland to Islip, returning Tue, Nov 18, priced at $323 found 10 hours ago
JetBlue Airways
Sat, Nov 1 - Tue, Nov 18
PWM
Portland
ISP
Islip
$333 Roundtrip, found 10 hours ago
$333
Roundtrip
found 10 hours ago
Select JetBlue Airways flight, departing Sat, Nov 1 from Portland to Islip, returning Tue, Nov 18, priced at $333 found 10 hours ago
Southwest Airlines
Fri, May 8 - Sun, May 10
PWM
Portland
ISP
Islip
$337 Roundtrip, found 5 days ago
$337
Roundtrip
found 5 days ago
Select Southwest Airlines flight, departing Fri, May 8 from Portland to Islip, returning Sun, May 10, priced at $337 found 5 days ago
Southwest Airlines
Tue, Oct 21 - Wed, Oct 22
PWM
Portland
ISP
Islip
$344 Roundtrip, found 2 days ago
$344
Roundtrip
found 2 days ago
Select Southwest Airlines flight, departing Tue, Oct 21 from Portland to Islip, returning Wed, Oct 22, priced at $344 found 2 days ago
JetBlue Airways
Mon, Nov 3 - Tue, Nov 18
PWM
Portland
ISP
Islip
$344 Roundtrip, found 10 hours ago
$344
Roundtrip
found 10 hours ago
Select JetBlue Airways flight, departing Mon, Nov 3 from Portland to Islip, returning Tue, Nov 18, priced at $344 found 10 hours ago
JetBlue Airways
Wed, Nov 19 - Tue, Dec 9
PWM
Portland
ISP
Islip
$346 Roundtrip, found 10 hours ago
$346
Roundtrip
found 10 hours ago
Select JetBlue Airways flight, departing Wed, Nov 19 from Portland to Islip, returning Tue, Dec 9, priced at $346 found 10 hours ago
Southwest Airlines
Fri, Oct 24 - Sun, Oct 26
PWM
Portland
ISP
Islip
$357 Roundtrip, found 17 hours ago
$357
Roundtrip
found 17 hours ago
Select Southwest Airlines flight, departing Fri, Oct 24 from Portland to Islip, returning Sun, Oct 26, priced at $357 found 17 hours ago
JetBlue Airways
Tue, Oct 21 - Tue, Oct 28
PWM
Portland
ISP
Islip
$362 Roundtrip, found 17 hours ago
$362
Roundtrip
found 17 hours ago
Select JetBlue Airways flight, departing Tue, Oct 21 from Portland to Islip, returning Tue, Oct 28, priced at $362 found 17 hours ago
Breeze Airways
Wed, Oct 15 - Thu, Nov 6
PWM
Portland
ISP
Islip
$502 Roundtrip, found 10 hours ago
$502
Roundtrip
found 10 hours ago
Select Breeze Airways flight, departing Wed, Oct 15 from Portland to Islip, returning Thu, Nov 6, priced at $502 found 10 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 $537
ISP
MacArthur
CheapestClosest
Average driving time to city center14 min
Flights from $537

Frequently asked questions

How much does a flight from Portland Intl. Jetport Airport (PWM) to MacArthur Airport (ISP) cost?
Lock in a cheap one-way flight from $135 or cheap return flight from $318 from Portland Intl. Jetport Airport (PWM) to MacArthur Airport (ISP) 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 Portland Intl. Jetport Airport (PWM) to MacArthur Airport (ISP)?
The cheapest month to fly from PWM to ISP is October, when demand is low. Off-peak season is usually when you'll find cheap fares for travel between these airports.
What is the cheapest airline that flies from Portland Intl. Jetport Airport (PWM) to MacArthur Airport (ISP)?
To find the cheapest airline that'll fly you from PWM to ISP, use Expedia's filter tool. Customize your search based on what's important to you, such as preferred carriers and flight duration. You can then sort your results by "Price (lowest to highest)" to see the most affordable options first.
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.

Travel information

Travel information

Origin airport
Portland Intl. Jetport
Destination airport
MacArthur
Airlines serving
Breeze Airways, JetBlue Airways, Southwest Airlines
Roundtrip price
$317
Distance
243 mi

Book with confidence

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 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 $135 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

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