$361+ 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 11/11. Fares are subject to change and may not be available on all flights or dates of travel.
ISP — PDX
Nov 29 — Dec 61
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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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 October 30, 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 October 30, 2026.
This Southwest deal was found by Cheapflights users on 10/27. 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.
Thu 12/1012:30 pm -
2 stops12h 50m
Thu 12/178:25 am -
2 stops12h 10m
Deal found 10/27![Southwest logo]()
$430
This Southwest deal was found by Cheapflights users on 10/29. 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.
Sun 12/65:35 am -
2 stops11h 15m
Mon 12/76:40 am -
2 stops12h 05m
Deal found 10/29![Southwest logo]()
$457
This Southwest deal was found by Cheapflights users on 10/29. 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.
Sun 12/204:55 pm -
2 stops10h 20m
Sun 1/318:00 am -
2 stops12h 40m
Deal found 10/29![Southwest logo]()
$495
This Southwest deal was found by Cheapflights users on 10/25. 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 11/186:05 am -
2 stops10h 05m
Mon 11/3011:30 pm -
2 stops9h 15m
Deal found 10/25![Southwest logo]()
$498
This Southwest deal was found by Cheapflights users on 10/29. 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.
Fri 11/205:40 pm -
2 stops10h 45m
Fri 11/278:25 am -
2 stops12h 10m
Deal found 10/29![Southwest logo]()
$592
This Southwest deal was found by Cheapflights users on 10/25. 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 11/912:25 pm -
2 stops13h 20m
Mon 11/3011:30 pm -
2 stops9h 15m
Deal found 10/25![Southwest logo]()
$617
This Southwest deal was found by Cheapflights users on 10/27. 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 11/1112:30 pm -
2 stops12h 50m
Sun 11/1511:30 pm -
2 stops9h 15m
Deal found 10/27![Southwest logo]()
$647
This Southwest deal was found by Cheapflights users on 10/26. 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 11/106:05 am -
2 stops13h 40m
Sat 11/141:40 pm -
2 stops19h 05m
Deal found 10/26![Southwest logo]()
$659
This Southwest deal was found by Cheapflights users on 10/27. 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 11/112:25 pm -
2 stops13h 15m
Wed 11/46:30 am -
2 stops11h 45m
Deal found 10/27![Southwest logo]()
$1,132
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 October 30, 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 October 30, 2026.
This Southwest deal was found by Cheapflights users on 10/27. 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.
Thu 12/1012:30 pm -
2 stops12h 50m
Thu 12/178:25 am -
2 stops12h 10m
Deal found 10/27![Southwest logo]()
$430
This Southwest deal was found by Cheapflights users on 10/29. 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.
Sun 12/65:35 am -
2 stops11h 15m
Mon 12/76:40 am -
2 stops12h 05m
Deal found 10/29![Southwest logo]()
$457
This Southwest deal was found by Cheapflights users on 10/29. 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.
Sun 12/204:55 pm -
2 stops10h 20m
Sun 1/318:00 am -
2 stops12h 40m
Deal found 10/29![Southwest logo]()
$495
This Southwest deal was found by Cheapflights users on 10/25. 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 11/186:05 am -
2 stops10h 05m
Mon 11/3011:30 pm -
2 stops9h 15m
Deal found 10/25![Southwest logo]()
$498
This Southwest deal was found by Cheapflights users on 10/29. 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.
Fri 11/205:40 pm -
2 stops10h 45m
Fri 11/278:25 am -
2 stops12h 10m
Deal found 10/29![Southwest logo]()
$592
This Southwest deal was found by Cheapflights users on 10/25. 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 11/912:25 pm -
2 stops13h 20m
Mon 11/3011:30 pm -
2 stops9h 15m
Deal found 10/25![Southwest logo]()
$617
This Southwest deal was found by Cheapflights users on 10/27. 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 11/1112:30 pm -
2 stops12h 50m
Sun 11/1511:30 pm -
2 stops9h 15m
Deal found 10/27![Southwest logo]()
$647
This Southwest deal was found by Cheapflights users on 10/26. 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 11/106:05 am -
2 stops13h 40m
Sat 11/141:40 pm -
2 stops19h 05m
Deal found 10/26![Southwest logo]()
$659
Last-minute flights from Islip to PortlandDiscover last-minute flight deals from Islip to Portland. Data last updated October 30, 2026 and is based on user searches.
Discover last-minute flight deals from Islip to Portland. Data last updated October 30, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 10/27. 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 11/112:25 pm -
2 stops13h 15m
Wed 11/46:30 am -
2 stops11h 45m
Deal found 10/27![Southwest logo]()
$1,132
This Southwest deal was found by Cheapflights users on 10/25. 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 11/912:25 pm -
2 stops13h 20m
Mon 11/3011:30 pm -
2 stops9h 15m
Deal found 10/25![Southwest logo]()
$617
This Southwest deal was found by Cheapflights users on 10/26. 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 11/106:05 am -
2 stops13h 40m
Sat 11/141:40 pm -
2 stops19h 05m
Deal found 10/26![Southwest logo]()
$659
This Southwest deal was found by Cheapflights users on 10/27. 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 11/1112:30 pm -
2 stops12h 50m
Sun 11/1511:30 pm -
2 stops9h 15m
Deal found 10/27![Southwest logo]()
$647
This Southwest deal was found by Cheapflights users on 10/25. 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 11/186:05 am -
2 stops10h 05m
Mon 11/3011:30 pm -
2 stops9h 15m
Deal found 10/25![Southwest logo]()
$498
This Southwest deal was found by Cheapflights users on 10/29. 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.
Fri 11/205:40 pm -
2 stops10h 45m
Fri 11/278:25 am -
2 stops12h 10m
Deal found 10/29![Southwest logo]()
$592
One-way flights from Islip to PortlandSearch for one-way flight options from Islip to Portland. Find affordable one-way fares based on user searches. Data last updated October 30, 2026.
Search for one-way flight options from Islip to Portland. Find affordable one-way fares based on user searches. Data last updated October 30, 2026.
This Kiwi.com deal was found by Cheapflights users on 10/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/1112:00 pm -
3 stops50h 36m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/29![Multiple Airlines logo]()
$361
This Southwest deal was found by Cheapflights users on 10/29. 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.
Wed 11/116:05 am -
2 stops10h 05m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/29![Southwest logo]()
$519
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 October 30, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $430 (Southwest) |
One-way from | $361 (Kiwi.com) |
Popular in | December |
Cheapest in | February |
Average price | $449 |
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 October 30, 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
Wed 11/11
12:00 pm-11:36 am
3 stops50h 36m
Portland
Wed 12/31
12:00 am-3:00 am
Nonstop0h 00m
$361
IslipPortland
ISP Islip Long Island - PDX Portland
ISPPDX
Islip Long Island
Thu 12/10
12:30 pm-10:20 pm
2 stops12h 50m
Portland
Thu 12/17
8:25 am-11:35 pm
2 stops12h 10m
$430
IslipPortland
ISP Islip Long Island - PDX Portland
ISPPDX
Islip Long Island
Sun 12/6
5:35 am-1:50 pm
2 stops11h 15m
Portland
Mon 12/7
6:40 am-9:45 pm
2 stops12h 05m
$457
IslipPortland
ISP Islip Long Island - PDX Portland
ISPPDX
Islip Long Island
Sun 12/20
4:55 pm-12:15 am
2 stops10h 20m
Portland
Sun 1/31
8:00 am-11:40 pm
2 stops12h 40m
$495
IslipPortland
ISP Islip Long Island - PDX Portland
ISPPDX
Islip Long Island
Wed 11/18
6:05 am-1:10 pm
2 stops10h 05m
Portland
Mon 11/30
11:30 pm-11:45 am
2 stops9h 15m
$498
Quickest round-trip
IslipPortland
ISP Islip Long Island - PDX Portland
ISPPDX
Islip Long Island
Wed 11/11
6:05 am-1:10 pm
2 stops10h 05m
Portland
Wed 12/31
12:00 am-3:00 am
Nonstop0h 00m
$519
IslipPortland
ISP Islip Long Island - PDX Portland
ISPPDX
Islip Long Island
Fri 11/20
5:40 pm-1:25 am
2 stops10h 45m
Portland
Fri 11/27
8:25 am-11:35 pm
2 stops12h 10m
$592
IslipPortland
ISP Islip Long Island - PDX Portland
ISPPDX
Islip Long Island
Mon 11/9
12:25 pm-10:45 pm
2 stops13h 20m
Portland
Mon 11/30
11:30 pm-11:45 am
2 stops9h 15m
$617
IslipPortland
ISP Islip Long Island - PDX Portland
ISPPDX
Islip Long Island
Wed 11/11
12:30 pm-10:20 pm
2 stops12h 50m
Portland
Sun 11/15
11:30 pm-11:45 am
2 stops9h 15m
$647
IslipPortland
ISP Islip Long Island - PDX Portland
ISPPDX
Islip Long Island
Tue 11/10
6:05 am-4:45 pm
2 stops13h 40m
Portland
Sat 11/14
1:40 pm-11:45 am
2 stops19h 05m
$659
Sorted by cheapest first
Compare providers for flights from Islip to Portland
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Islip to Portland in October.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*3 stars |
- 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
Durham
Cannon Beach
Longview
Lake Oswego
Lincoln City
Vancouver
Kelso
Troutdale
Clackamas
McMinnville
The Dalles
Wilsonville
Stevenson
Hillsboro
Tillamook
Astoria
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