$198 Cheap Flights from Islip (ISP) to Portland (PDX)

View $198 flight on Wed, Aug 19, 2026Opens 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 $198 for one-way flights and $395 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Southwest Airlines
Wed, Aug 19 - Tue, Aug 25
ISP
Islip
PDX
Portland
$395 Roundtrip, found 1 day ago
$395
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Wed, Aug 19 from Islip to Portland, returning Tue, Aug 25, priced at $395 found 1 day ago
Southwest Airlines
Wed, Oct 14 - Tue, Oct 20
ISP
Islip
PDX
Portland
$405 Roundtrip, found 2 days ago
$405
Roundtrip
found 2 days ago
Select Southwest Airlines flight, departing Wed, Oct 14 from Islip to Portland, returning Tue, Oct 20, priced at $405 found 2 days ago
Southwest Airlines
Thu, Sep 3 - Wed, Sep 9
ISP
Islip
PDX
Portland
$408 Roundtrip, found 5 days ago
$408
Roundtrip
found 5 days ago
Select Southwest Airlines flight, departing Thu, Sep 3 from Islip to Portland, returning Wed, Sep 9, priced at $408 found 5 days ago
Southwest Airlines
Wed, Oct 14 - Tue, Oct 20
ISP
Islip
PDX
Portland
$411 Roundtrip, found 2 days ago
$411
Roundtrip
found 2 days ago
Select Southwest Airlines flight, departing Wed, Oct 14 from Islip to Portland, returning Tue, Oct 20, priced at $411 found 2 days ago
Southwest Airlines
Thu, Sep 3 - Wed, Sep 9
ISP
Islip
PDX
Portland
$413 Roundtrip, found 5 days ago
$413
Roundtrip
found 5 days ago
Select Southwest Airlines flight, departing Thu, Sep 3 from Islip to Portland, returning Wed, Sep 9, priced at $413 found 5 days ago
Southwest Airlines
Wed, Oct 14 - Tue, Oct 20
ISP
Islip
PDX
Portland
$416 Roundtrip, found 2 days ago
$416
Roundtrip
found 2 days ago
Select Southwest Airlines flight, departing Wed, Oct 14 from Islip to Portland, returning Tue, Oct 20, priced at $416 found 2 days ago
Southwest Airlines
Thu, Sep 3 - Wed, Sep 9
ISP
Islip
PDX
Portland
$418 Roundtrip, found 5 days ago
$418
Roundtrip
found 5 days ago
Select Southwest Airlines flight, departing Thu, Sep 3 from Islip to Portland, returning Wed, Sep 9, priced at $418 found 5 days ago
Southwest Airlines
Wed, Oct 14 - Tue, Oct 20
ISP
Islip
PDX
Portland
$420 Roundtrip, found 2 days ago
$420
Roundtrip
found 2 days ago
Select Southwest Airlines flight, departing Wed, Oct 14 from Islip to Portland, returning Tue, Oct 20, priced at $420 found 2 days ago
Southwest Airlines
Wed, Jun 24 - Sat, Jun 27
ISP
Islip
PDX
Portland
$421 Roundtrip, found 3 days ago
$421
Roundtrip
found 3 days ago
Select Southwest Airlines flight, departing Wed, Jun 24 from Islip to Portland, returning Sat, Jun 27, priced at $421 found 3 days ago
JetBlue Airways
Thu, Sep 3 - Mon, Sep 7
ISP
Islip
PDX
Portland
$912 Roundtrip, found 1 day ago
$912
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Thu, Sep 3 from Islip to Portland, returning Mon, Sep 7, priced at $912 found 1 day ago

Frequently asked questions

How much does a flight from Islip, NY (ISP-MacArthur) to Portland, OR (PDX-Portland Intl.) cost?
You can find cheap one-way flights from $198 and cheap return flights from $395 ISP to PDX with Expedia. 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 our cheapest fares first, and use the Price Tracking tool to receive alerts when ISP to PDX ticket fares go up or down.
What is the cheapest month to fly from Islip, NY (ISP-MacArthur) to Portland, OR (PDX-Portland Intl.)?
The cheapest month to fly from ISP to PDX is August 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 Islip, NY (ISP-MacArthur) to Portland, OR (PDX-Portland Intl.)?
Enter ISP to PDX and your travel dates, then apply the 'Nonstop' filter to see only direct flights.
How do I find cheap flights from Islip, NY (ISP-MacArthur) to Portland, OR (PDX-Portland Intl.)?
To find a cheap flight from Islip, NY (ISP-MacArthur) to Portland, OR (PDX-Portland Intl.), 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 Islip, NY (ISP-MacArthur) to Portland, OR (PDX-Portland Intl.)?
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 Islip, NY (ISP-MacArthur) to Portland, OR (PDX-Portland Intl.)?
The earliest flight from MacArthur Airport (ISP) in Islip to Portland International Airport (PDX) typically departs at around 6:00 AM local time, operated by JetBlue Airways. This seasonal service is available in June, making it a great option for early travelers heading to the West Coast. To compare early flights on Expedia, select the "Early Morning" and "Morning" filters in your search.
How long does it take to fly from Islip, NY (ISP-MacArthur) to Portland, OR (PDX-Portland Intl.)?
Flights from ISP to PDX with one stop typically take around 13 hours 50 minutes, 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 Islip, NY (ISP-MacArthur) to Portland, OR (PDX-Portland Intl.)?
Select the "Business class" and "First class" filters when looking for ISP to PDX 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 Islip, NY (ISP-MacArthur) to Portland, OR (PDX-Portland Intl.) flight with Expedia?
It's easy to earn miles on a Islip, NY (ISP-MacArthur) to Portland, OR (PDX-Portland Intl.) 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 Portland from MacArthur (ISP)?
When traveling from MacArthur (ISP) to Portland, you can fly into Portland Intl. Jetport (PWM) and Portland Intl. (PDX). Some flights may connect through major hubs like Logan Intl. (BOS), Baltimore Washington Intl. Thurgood Marshall (BWI), Palm Beach Intl. (PBI) before reaching Portland. 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 Islip, NY (ISP-MacArthur) to Portland, OR (PDX-Portland Intl.) at the last minute?
Typically, booking a last minute flight from Islip, NY (ISP-MacArthur) to Portland, OR (PDX-Portland Intl.) 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 Islip, NY (ISP-MacArthur) to Portland, OR (PDX-Portland Intl.) flight and hotel package?
Securing a Islip, NY (ISP-MacArthur) to Portland, OR (PDX-Portland Intl.) Portland Vacation Packages 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 Islip, NY (ISP-MacArthur) to Portland, OR (PDX-Portland Intl.)?
If you booked your Islip, NY (ISP-MacArthur) to Portland, OR (PDX-Portland Intl.) 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
MacArthur
Destination airport
Portland Intl.
Roundtrip price
$394
Distance
2475 mi

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 August. 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 2026. You can also book with separate airlines for your outbound and return journeys, from $198 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

*Flight schedules are subject to change.

*Available to One Key members.

 

Explore a world of travel with Expedia