$389+ 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 10/27. Fares are subject to change and may not be available on all flights or dates of travel.
ISP — PDX
Oct 10 — Oct 171
Round-trip
1 adult, Economy
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Find cheap flights from Islip to Portland with Cheapflights
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
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Islip to Portland
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Best
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 10, 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 10, 2026.
This Southwest deal was found by Cheapflights users on 9/9. 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 10/276:05 am -
2 stops10h 45m
Fri 10/3011:35 pm -
2 stops9h 20m
Deal found 9/9![Southwest logo]()
$389
This Southwest deal was found by Cheapflights users on 9/5. 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.
Sun 11/225:35 am -
2 stops10h 10m
Fri 11/277:35 am -
2 stops12h 55m
Deal found 9/5![Southwest logo]()
$592
This Southwest deal was found by Cheapflights users on 9/8. 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.
Wed 9/236:05 am -
1 stop7h 35m
Sun 9/2710:45 pm -
1 stop7h 55m
Deal found 9/8![Southwest logo]()
$597
This Southwest deal was found by Cheapflights users on 9/6. 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 9/2112:35 pm -
2 stops11h 10m
Fri 9/2511:30 pm -
2 stops12h 00m
Deal found 9/6![Southwest logo]()
$607
This Southwest deal was found by Cheapflights users on 9/9. 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.
Sat 9/195:30 am -
1 stop10h 00m
Tue 9/2210:45 pm -
1 stop8h 30m
Deal found 9/9![Southwest logo]()
$987
This Priceline deal was found by Cheapflights users on 9/9. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/279:59 am -
1 stop13h 01m
Fri 10/309:44 pm -
1 stop10h 21m
Deal found 9/9![Multiple Airlines logo]()
$1,004
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 10, 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 10, 2026.
This Southwest deal was found by Cheapflights users on 9/9. 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 10/276:05 am -
2 stops10h 45m
Fri 10/3011:35 pm -
2 stops9h 20m
Deal found 9/9![Southwest logo]()
$389
This Expedia deal was found by Cheapflights users on 9/9. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/2712:30 pm -
2 stops12h 26m
Fri 10/309:44 pm -
1 stop10h 21m
Deal found 9/9![Multiple Airlines logo]()
$1,009
This Southwest deal was found by Cheapflights users on 9/5. 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.
Sun 11/225:35 am -
2 stops10h 10m
Fri 11/277:35 am -
2 stops12h 55m
Deal found 9/5![Southwest logo]()
$592
This Southwest deal was found by Cheapflights users on 9/8. 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.
Wed 9/236:05 am -
1 stop7h 35m
Sun 9/2710:45 pm -
1 stop7h 55m
Deal found 9/8![Southwest logo]()
$597
This Southwest deal was found by Cheapflights users on 9/6. 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 9/2112:35 pm -
2 stops11h 10m
Fri 9/2511:30 pm -
2 stops12h 00m
Deal found 9/6![Southwest logo]()
$607
Last-minute flights from Islip to PortlandDiscover last-minute flight deals from Islip to Portland. Data last updated September 10, 2026 and is based on user searches.
Discover last-minute flight deals from Islip to Portland. Data last updated September 10, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 9/9. 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.
Sat 9/195:30 am -
1 stop10h 00m
Tue 9/2210:45 pm -
1 stop8h 30m
Deal found 9/9![Southwest logo]()
$987
This Southwest deal was found by Cheapflights users on 9/6. 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 9/2112:35 pm -
2 stops11h 10m
Fri 9/2511:30 pm -
2 stops12h 00m
Deal found 9/6![Southwest logo]()
$607
This Southwest deal was found by Cheapflights users on 9/8. 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.
Wed 9/236:05 am -
1 stop7h 35m
Sun 9/2710:45 pm -
1 stop7h 55m
Deal found 9/8![Southwest logo]()
$597
This Southwest deal was found by Cheapflights users on 9/9. 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 10/276:05 am -
2 stops10h 45m
Fri 10/3011:35 pm -
2 stops9h 20m
Deal found 9/9![Southwest logo]()
$389
This Priceline deal was found by Cheapflights users on 9/9. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/279:59 am -
1 stop13h 01m
Fri 10/309:44 pm -
1 stop10h 21m
Deal found 9/9![Multiple Airlines logo]()
$1,004
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 10, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $389 (Southwest) |
Popular in | December |
Cheapest in | February |
Average price | $436 |
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 10, 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
Tue 10/27
6:05 am-1:50 pm
2 stops10h 45m
Portland
Fri 10/30
11:35 pm-11:55 am
2 stops9h 20m
$389
IslipPortland
ISP Islip Long Island - PDX Portland
ISPPDX
Islip Long Island
Sun 11/22
5:35 am-12:45 pm
2 stops10h 10m
Portland
Fri 11/27
7:35 am-11:30 pm
2 stops12h 55m
$592
Quickest round-trip
IslipPortland
ISP Islip Long Island - PDX Portland
ISPPDX
Islip Long Island
Wed 9/23
6:05 am-10:40 am
1 stop7h 35m
Portland
Sun 9/27
10:45 pm-9:40 am
1 stop7h 55m
$597
IslipPortland
ISP Islip Long Island - PDX Portland
ISPPDX
Islip Long Island
Mon 9/21
12:35 pm-8:45 pm
2 stops11h 10m
Portland
Fri 9/25
11:30 pm-2:30 pm
2 stops12h 00m
$607
IslipPortland
ISP Islip Long Island - PDX Portland
ISPPDX
Islip Long Island
Tue 10/27
12:30 pm-9:56 pm
2 stops12h 26m
Portland
Fri 10/30
9:44 pm-11:05 am
1 stop10h 21m
$1,009
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
Lincoln City
Durham
Longview
Lake Oswego
Vancouver
Kelso
Troutdale
Clackamas
Cannon Beach
McMinnville
The Dalles
Wilsonville
Stevenson
Tillamook
Hillsboro
Astoria
Gresham
Silverton
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