$497+ Cheap flights from Islip, NY to Portland (ISP - PDX)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/25. Fares are subject to change and may not be available on all flights or dates of travel.
ISP — PDX
Oct 1 — Oct 81
Round-trip
1 adult, Economy
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1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Last-minute
Cheapest flights from Islip to PortlandExplore the most affordable flight options available from Islip to Portland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 1, 2026.
Explore the most affordable flight options available from Islip to Portland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 1, 2026.
This Southwest deal was found by Cheapflights users on 8/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/2512:35 pm -
2 stops11h 10m
Tue 9/2910:45 pm -
1 stop8h 30m
Deal found 8/31![Southwest logo]()
$497
This Southwest deal was found by Cheapflights users on 8/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/156:05 am -
1 stop7h 35m
Sat 9/1910:45 pm -
1 stop8h 10m
Deal found 8/29![Southwest logo]()
$573
This Southwest deal was found by Cheapflights users on 8/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/1412:35 pm -
2 stops11h 10m
Fri 9/1810:45 pm -
1 stop12h 45m
Deal found 8/30![Southwest logo]()
$825
This United deal was found by Cheapflights users on 8/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/255:34 pm -
3 stops27h 57m
Tue 9/297:02 am -
2 stops10h 13m
Deal found 8/31![Multiple Airlines logo]()
$1,010
Best flights from Islip to PortlandDiscover carefully curated flight deals from Islip to Portland that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 1, 2026.
Discover carefully curated flight deals from Islip to Portland that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 1, 2026.
This Southwest deal was found by Cheapflights users on 8/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/2512:35 pm -
2 stops11h 10m
Tue 9/2910:45 pm -
1 stop8h 30m
Deal found 8/31![Southwest logo]()
$497
This United deal was found by Cheapflights users on 8/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/255:34 pm -
3 stops27h 57m
Tue 9/297:02 am -
2 stops10h 13m
Deal found 8/31![Multiple Airlines logo]()
$1,010
This Southwest deal was found by Cheapflights users on 8/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/156:05 am -
1 stop7h 35m
Sat 9/1910:45 pm -
1 stop8h 10m
Deal found 8/29![Southwest logo]()
$573
This Southwest deal was found by Cheapflights users on 8/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/1412:35 pm -
2 stops11h 10m
Fri 9/1810:45 pm -
1 stop12h 45m
Deal found 8/30![Southwest logo]()
$825
Last-minute flights from Islip to PortlandDiscover last-minute flight deals from Islip to Portland. Data last updated September 1, 2026 and is based on user searches.
Discover last-minute flight deals from Islip to Portland. Data last updated September 1, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 8/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/146:10 am -
1 stop11h 50m
Fri 9/1810:45 pm -
1 stop12h 45m
Deal found 8/30![Southwest logo]()
$825
This Southwest deal was found by Cheapflights users on 8/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/156:05 am -
1 stop7h 35m
Sat 9/1910:45 pm -
1 stop8h 10m
Deal found 8/29![Southwest logo]()
$573
This Southwest deal was found by Cheapflights users on 8/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/2512:35 pm -
2 stops11h 10m
Tue 9/2910:45 pm -
1 stop8h 30m
Deal found 8/31![Southwest logo]()
$497
This United deal was found by Cheapflights users on 8/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/255:34 pm -
3 stops27h 57m
Tue 9/297:02 am -
2 stops10h 13m
Deal found 8/31![Multiple Airlines logo]()
$1,010
Find flight deals from Islip to Portland
Discover tips and strategies to find the most affordable flight options for your journey from Islip (ISP) to Portland (PDX). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated September 1, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $497 (Southwest) |
Popular in | December |
Cheapest in | February |
Average price | $412 |
Cheapflights Fare Finder
Customize your flight search to find flights from Islip to Portland that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 7,457,451 searches. Data last updated September 1, 2026.
Use the filters below to find and compare flights from Islip to Portland that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
IslipPortland
ISP Islip Long Island - PDX Portland
ISPPDX
Islip Long Island
Fri 9/25
12:35 pm-8:45 pm
2 stops11h 10m
Portland
Tue 9/29
10:45 pm-10:15 am
1 stop8h 30m
$497
Quickest round-trip
IslipPortland
ISP Islip Long Island - PDX Portland
ISPPDX
Islip Long Island
Tue 9/15
6:05 am-10:40 am
1 stop7h 35m
Portland
Sat 9/19
10:45 pm-9:55 am
1 stop8h 10m
$573
IslipPortland
ISP Islip Long Island - PDX Portland
ISPPDX
Islip Long Island
Mon 9/14
12:35 pm-8:45 pm
2 stops11h 10m
Portland
Fri 9/18
10:45 pm-2:30 pm
1 stop12h 45m
$825
IslipPortland
ISP Islip Long Island - PDX Portland
ISPPDX
Islip Long Island
Fri 9/25
5:34 pm-6:31 pm
3 stops27h 57m
Portland
Tue 9/29
7:02 am-8:15 pm
2 stops10h 13m
$1,010
Sorted by cheapest first
- Most accurate provider: When it comes to deals on Islip, New York-Portland flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Islip, New York-Portland flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Islip, New York-Portland flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Islip, New York-Portland flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Islip, New York-Portland flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from Islip to Portland
Have a flexible travel schedule? Discover the best time to fly to Portland from Islip with our price prediction graph.
ISP-PDX
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Related info for your journey
Find useful and relevant information for your journey from Islip to Portland. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Portland?
Book flights to Portland if you plan to visit one of these locationsBeaverton
Seaside
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Kelso
Clackamas
Troutdale
Vancouver
Cannon Beach
McMinnville
The Dalles
Wilsonville
Stevenson
Tillamook
Hillsboro
Astoria
Gresham
Silverton
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