$199+ Cheap flights from Islip, NY to Portland (ISP - PDX)
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 8/28. Fares are subject to change and may not be available on all flights or dates of travel.
ISP — PDX
Sep 12 — Sep 191
Round-trip
1 adult, Economy
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Find cheap flights from Islip to Portland with Cheapflights
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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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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 August 13, 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 August 13, 2026.
This Southwest deal was found by Cheapflights users on 8/10. 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 10/193:10 pm -
2 stops12h 00m
Wed 10/2111:35 pm -
2 stops11h 55m
Deal found 8/10![Southwest logo]()
$317
This Trip.com deal was found by Cheapflights users on 8/10. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/2610:57 am -
2 stops28h 55m
Wed 9/25:56 pm -
2 stops21h 18m
Deal found 8/10![Frontier logo]()
$368
This Southwest deal was found by Cheapflights users on 8/9. 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.
Wed 9/2312:55 pm -
2 stops10h 50m
Sun 9/2710:45 pm -
1 stop7h 55m
Deal found 8/9![Southwest logo]()
$397
This Trip.com deal was found by Cheapflights users on 8/9. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/105:43 pm -
2 stops21h 11m
Thu 9/1712:38 pm -
2 stops25h 20m
Deal found 8/9![Frontier logo]()
$426
This Trip.com deal was found by Cheapflights users on 8/8. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/3010:57 am -
2 stops33h 14m
Wed 9/25:56 pm -
2 stops21h 18m
Deal found 8/8![Frontier logo]()
$472
This Southwest deal was found by Cheapflights users on 8/10. 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 8/266:05 am -
1 stop7h 35m
Wed 9/210:45 pm -
1 stop7h 55m
Deal found 8/10![Southwest logo]()
$473
This Southwest deal was found by Cheapflights users on 8/11. 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 9/1012:35 pm -
2 stops11h 10m
Sun 9/1310:45 pm -
1 stop7h 55m
Deal found 8/11![Southwest logo]()
$482
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 August 13, 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 August 13, 2026.
This Southwest deal was found by Cheapflights users on 8/10. 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 8/266:05 am -
1 stop7h 35m
Wed 9/210:45 pm -
1 stop7h 55m
Deal found 8/10![Southwest logo]()
$473
This Southwest deal was found by Cheapflights users on 8/9. 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.
Thu 9/1012:35 pm -
2 stops11h 40m
Thu 9/1710:45 pm -
1 stop7h 55m
Deal found 8/9![Southwest logo]()
$482
This Southwest deal was found by Cheapflights users on 8/11. 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 9/1012:35 pm -
2 stops11h 10m
Sun 9/1310:45 pm -
1 stop7h 55m
Deal found 8/11![Southwest logo]()
$482
This Southwest deal was found by Cheapflights users on 8/8. 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.
Sat 8/295:30 am -
1 stop10h 00m
Mon 8/3110:45 pm -
1 stop8h 30m
Deal found 8/8![Southwest logo]()
$549
This Southwest deal was found by Cheapflights users on 8/12. 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 9/55:30 am -
1 stop10h 00m
Thu 9/1010:45 pm -
1 stop7h 55m
Deal found 8/12![Southwest logo]()
$549
This Southwest deal was found by Cheapflights users on 8/9. 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.
Sun 8/306:20 am -
1 stop9h 25m
Mon 8/3110:45 pm -
1 stop8h 30m
Deal found 8/9![Southwest logo]()
$549
This Southwest deal was found by Cheapflights users on 8/9. 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.
Sun 8/306:20 am -
1 stop9h 25m
Tue 9/111:30 pm -
2 stops9h 40m
Deal found 8/9![Southwest logo]()
$554
Last-minute flights from Islip to PortlandDiscover last-minute flight deals from Islip to Portland. Data last updated August 13, 2026 and is based on user searches.
Discover last-minute flight deals from Islip to Portland. Data last updated August 13, 2026 and is based on user searches.
This Trip.com deal was found by Cheapflights users on 8/10. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/2610:57 am -
2 stops28h 55m
Wed 9/25:56 pm -
2 stops21h 18m
Deal found 8/10![Frontier logo]()
$368
This Southwest deal was found by Cheapflights users on 8/10. 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 8/266:05 am -
1 stop7h 35m
Wed 9/210:45 pm -
1 stop7h 55m
Deal found 8/10![Southwest logo]()
$473
This Trip.com deal was found by Cheapflights users on 8/8. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/3010:57 am -
2 stops33h 14m
Wed 9/25:56 pm -
2 stops21h 18m
Deal found 8/8![Frontier logo]()
$472
This Southwest deal was found by Cheapflights users on 8/9. 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.
Sun 8/306:20 am -
1 stop9h 25m
Tue 9/110:45 pm -
1 stop8h 30m
Deal found 8/9![Southwest logo]()
$549
This Trip.com deal was found by Cheapflights users on 8/9. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/105:43 pm -
2 stops21h 11m
Thu 9/1712:38 pm -
2 stops25h 20m
Deal found 8/9![Frontier logo]()
$426
This Southwest deal was found by Cheapflights users on 8/11. 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 9/1012:35 pm -
2 stops11h 10m
Sun 9/1310:45 pm -
1 stop7h 55m
Deal found 8/11![Southwest logo]()
$482
This Southwest deal was found by Cheapflights users on 8/9. 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.
Wed 9/2312:55 pm -
2 stops10h 50m
Sun 9/2710:45 pm -
1 stop7h 55m
Deal found 8/9![Southwest logo]()
$397
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 August 13, 2026.
Search for one-way flight options from Islip to Portland. Find affordable one-way fares based on user searches. Data last updated August 13, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/10. 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.
Fri 8/282:28 pm -
3 stops48h 07m
Deal found 8/10![Multiple Airlines logo]()
$199
This Trip.com deal was found by Cheapflights users on 8/10. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/2610:57 am -
2 stops28h 55m
Deal found 8/10![Frontier logo]()
$208
This Kiwi.com deal was found by Cheapflights users on 8/10. 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.
Tue 8/2510:57 am -
2 stops33h 14m
Deal found 8/10![Frontier logo]()
$216
This Kiwi.com deal was found by Cheapflights users on 8/10. 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.
Thu 8/277:09 pm -
2 stops49h 02m
Deal found 8/10![Frontier logo]()
$218
This Kiwi.com deal was found by Cheapflights users on 8/10. 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 8/2611:57 am -
3 stops27h 55m
Deal found 8/10![Multiple Airlines logo]()
$230
This Kiwi.com deal was found by Cheapflights users on 8/10. 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.
Tue 8/255:27 pm -
3 stops26h 44m
Deal found 8/10![Multiple Airlines logo]()
$233
This Kiwi.com deal was found by Cheapflights users on 8/9. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/117:45 pm -
3 stops47h 50m
Deal found 8/9![Multiple Airlines logo]()
$237
This Southwest deal was found by Cheapflights users on 8/11. 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 9/284:05 pm -
2 stops10h 40m
Deal found 8/11![Southwest logo]()
$244
This Kiwi.com deal was found by Cheapflights users on 8/10. 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.
Thu 8/277:49 pm -
3 stops48h 22m
Deal found 8/10![Multiple Airlines logo]()
$245
This Kiwi.com deal was found by Cheapflights users on 8/10. 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.
Fri 8/2810:57 am -
2 stops33h 14m
Deal found 8/10![Frontier logo]()
$260
This Kiwi.com deal was found by Cheapflights users on 8/9. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/114:13 pm -
2 stops27h 22m
Deal found 8/9![Frontier logo]()
$265
This Kiwi.com deal was found by Cheapflights users on 8/10. 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.
Thu 8/2010:57 am -
2 stops33h 14m
Deal found 8/10![Frontier logo]()
$282
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 August 13, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $317 (Southwest) |
One-way from | $199 (Kiwi.com) |
Popular in | December |
Cheapest in | February |
Average price | $476 |
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 2,558,603 searches. Data last updated August 13, 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
Quickest round-trip
IslipPortland
ISP Islip Long Island - PDX Portland
ISPPDX
Islip Long Island
Wed 8/26
6:05 am-10:40 am
1 stop7h 35m
Portland
Wed 9/2
10:45 pm-9:40 am
1 stop7h 55m
$473
IslipPortland
ISP Islip Long Island - PDX Portland
ISPPDX
Islip Long Island
Thu 9/10
12:35 pm-9:15 pm
2 stops11h 40m
Portland
Thu 9/17
10:45 pm-9:40 am
1 stop7h 55m
$482
IslipPortland
ISP Islip Long Island - PDX Portland
ISPPDX
Islip Long Island
Thu 9/10
12:35 pm-8:45 pm
2 stops11h 10m
Portland
Sun 9/13
10:45 pm-9:40 am
1 stop7h 55m
$482
IslipPortland
ISP Islip Long Island - PDX Portland
ISPPDX
Islip Long Island
Sat 8/29
5:30 am-12:30 pm
1 stop10h 00m
Portland
Mon 8/31
10:45 pm-10:15 am
1 stop8h 30m
$549
IslipPortland
ISP Islip Long Island - PDX Portland
ISPPDX
Islip Long Island
Sat 9/5
5:30 am-12:30 pm
1 stop10h 00m
Portland
Thu 9/10
10:45 pm-9:40 am
1 stop7h 55m
$549
IslipPortland
ISP Islip Long Island - PDX Portland
ISPPDX
Islip Long Island
Sun 8/30
6:20 am-12:45 pm
1 stop9h 25m
Portland
Mon 8/31
10:45 pm-10:15 am
1 stop8h 30m
$549
IslipPortland
ISP Islip Long Island - PDX Portland
ISPPDX
Islip Long Island
Sun 8/30
6:20 am-12:45 pm
1 stop9h 25m
Portland
Tue 9/1
11:30 pm-12:10 pm
2 stops9h 40m
$554
Cheapest one-way
IslipPortland
ISP Islip Long Island - PDX Portland
ISPPDX
Islip Long Island
Mon 9/28
6:10 am-3:00 pm
1 stop11h 50m
$244
IslipPortland
ISP Islip Long Island - PDX Portland
ISPPDX
Islip Long Island
Thu 8/27
7:49 pm-5:11 pm
3 stops48h 22m
$245
Quickest one-way
IslipPortland
ISP Islip Long Island - PDX Portland
ISPPDX
Islip Long Island
Wed 8/26
6:05 am-10:40 am
1 stop7h 35m
$299
Showing 1-10 of 15 resultsSorted 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
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Troutdale
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