$359+ 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 11/16. Fares are subject to change and may not be available on all flights or dates of travel.
ISP — PDX
Oct 31 — Nov 71
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 October 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 October 1, 2026.
This Southwest deal was found by Cheapflights users on 9/29. 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.
Thu 10/293:10 pm -
2 stops12h 05m
Wed 11/46:40 am -
2 stops12h 05m
Deal found 9/29![Southwest logo]()
$407
This Southwest deal was found by Cheapflights users on 9/26. 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.
Sat 10/246:15 am -
2 stops11h 25m
Sat 10/3112:25 pm -
2 stops21h 20m
Deal found 9/26![Southwest logo]()
$441
This Southwest deal was found by Cheapflights users on 9/28. 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 10/134:20 pm -
2 stops9h 50m
Sat 10/177:05 pm -
2 stops12h 15m
Deal found 9/28![Southwest logo]()
$627
This Southwest deal was found by Cheapflights users on 9/27. 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.
Sat 10/1012:20 pm -
2 stops12h 25m
Wed 10/1411:35 pm -
2 stops11h 55m
Deal found 9/27![Southwest logo]()
$822
This United deal was found by Cheapflights users on 9/26. 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 United is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/247:44 am -
2 stops18h 13m
Sat 10/319:00 am -
3 stops24h 09m
Deal found 9/26![Multiple Airlines logo]()
$1,050
This Mytrip deal was found by Cheapflights users on 9/27. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/106:25 pm -
3 stops44h 15m
Wed 10/146:40 pm -
2 stops19h 50m
Deal found 9/27![Multiple Airlines logo]()
$1,142
This Expedia deal was found by Cheapflights users on 10/1. 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.
Fri 10/167:44 am -
2 stops18h 18m
Tue 10/209:44 pm -
1 stop10h 25m
Deal found 10/1![Multiple Airlines logo]()
$1,229
This Expedia deal was found by Cheapflights users on 9/28. 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 10/137:44 am -
1 stop15h 16m
Sat 10/177:03 am -
1 stop9h 46m
Deal found 9/28![Multiple Airlines logo]()
$1,469
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 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 October 1, 2026.
This Southwest deal was found by Cheapflights users on 9/29. 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.
Thu 10/293:10 pm -
2 stops12h 05m
Wed 11/46:40 am -
2 stops12h 05m
Deal found 9/29![Southwest logo]()
$407
This Southwest deal was found by Cheapflights users on 9/26. 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.
Sat 10/246:15 am -
2 stops11h 25m
Sat 10/3112:25 pm -
2 stops21h 20m
Deal found 9/26![Southwest logo]()
$441
This United deal was found by Cheapflights users on 9/26. 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 United is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/247:44 am -
2 stops18h 13m
Sat 10/319:00 am -
3 stops24h 09m
Deal found 9/26![Multiple Airlines logo]()
$1,050
This Southwest deal was found by Cheapflights users on 9/29. 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 3/245:35 am -
2 stops12h 35m
Mon 3/298:45 am -
2 stops12h 05m
Deal found 9/29![Southwest logo]()
$624
This Southwest deal was found by Cheapflights users on 9/28. 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 10/134:20 pm -
2 stops9h 50m
Sat 10/177:05 pm -
2 stops12h 15m
Deal found 9/28![Southwest logo]()
$627
This Southwest deal was found by Cheapflights users on 10/1. 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 10/163:10 pm -
2 stops10h 35m
Tue 10/208:35 am -
2 stops11h 05m
Deal found 10/1![Southwest logo]()
$627
This Southwest deal was found by Cheapflights users on 9/29. 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.
Thu 3/255:35 am -
2 stops13h 25m
Mon 3/298:45 am -
2 stops12h 05m
Deal found 9/29![Southwest logo]()
$741
This Priceline deal was found by Cheapflights users on 10/1. 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.
Fri 10/169:59 am -
1 stop13h 01m
Tue 10/209:44 pm -
1 stop10h 25m
Deal found 10/1![Multiple Airlines logo]()
$1,274
This Expedia deal was found by Cheapflights users on 9/28. 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 10/137:44 am -
1 stop15h 16m
Sat 10/177:03 am -
1 stop9h 46m
Deal found 9/28![Multiple Airlines logo]()
$1,469
Last-minute flights from Islip to PortlandDiscover last-minute flight deals from Islip to Portland. Data last updated October 1, 2026 and is based on user searches.
Discover last-minute flight deals from Islip to Portland. Data last updated October 1, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 9/27. 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.
Sat 10/1012:20 pm -
2 stops12h 25m
Wed 10/1411:35 pm -
2 stops11h 55m
Deal found 9/27![Southwest logo]()
$822
This Mytrip deal was found by Cheapflights users on 9/27. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/106:25 pm -
3 stops44h 15m
Wed 10/146:40 pm -
2 stops19h 50m
Deal found 9/27![Multiple Airlines logo]()
$1,142
This Southwest deal was found by Cheapflights users on 9/28. 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 10/134:20 pm -
2 stops9h 50m
Sat 10/177:05 pm -
2 stops12h 15m
Deal found 9/28![Southwest logo]()
$627
This Expedia deal was found by Cheapflights users on 9/28. 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 10/137:44 am -
1 stop15h 16m
Sat 10/177:03 am -
1 stop9h 46m
Deal found 9/28![Multiple Airlines logo]()
$1,469
This Expedia deal was found by Cheapflights users on 10/1. 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.
Fri 10/167:44 am -
2 stops18h 18m
Tue 10/209:44 pm -
1 stop10h 25m
Deal found 10/1![Multiple Airlines logo]()
$1,229
This Southwest deal was found by Cheapflights users on 9/26. 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.
Sat 10/246:15 am -
2 stops11h 25m
Sat 10/3112:25 pm -
2 stops21h 20m
Deal found 9/26![Southwest logo]()
$441
This United deal was found by Cheapflights users on 9/26. 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 United is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/247:44 am -
2 stops18h 13m
Sat 10/319:00 am -
3 stops24h 09m
Deal found 9/26![Multiple Airlines logo]()
$1,050
This Southwest deal was found by Cheapflights users on 9/29. 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.
Thu 10/293:10 pm -
2 stops12h 05m
Wed 11/46:40 am -
2 stops12h 05m
Deal found 9/29![Southwest logo]()
$407
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 1, 2026.
Search for one-way flight options from Islip to Portland. Find affordable one-way fares based on user searches. Data last updated October 1, 2026.
This Frontier deal was found by Cheapflights users on 9/26. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/166:54 pm -
2 stops19h 13m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/26![Frontier logo]()
$359
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 1, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $407 (Southwest) |
One-way from | $359 (Frontier) |
Popular in | December |
Cheapest in | February |
Average price | $434 |
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 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
Quickest round-trip
IslipPortland
ISP Islip Long Island - PDX Portland
ISPPDX
Islip Long Island
Mon 11/16
6:54 pm-11:07 am
2 stops19h 13m
Portland
Wed 12/31
12:00 am-3:00 am
Nonstop0h 00m
$359
IslipPortland
ISP Islip Long Island - PDX Portland
ISPPDX
Islip Long Island
Thu 10/29
3:10 pm-12:15 am
2 stops12h 05m
Portland
Wed 11/4
6:40 am-9:45 pm
2 stops12h 05m
$407
IslipPortland
ISP Islip Long Island - PDX Portland
ISPPDX
Islip Long Island
Sat 10/24
6:15 am-2:40 pm
2 stops11h 25m
Portland
Sat 10/31
12:25 pm-12:45 pm
2 stops21h 20m
$441
IslipPortland
ISP Islip Long Island - PDX Portland
ISPPDX
Islip Long Island
Wed 3/24
5:35 am-3:10 pm
2 stops12h 35m
Portland
Mon 3/29
8:45 am-11:50 pm
2 stops12h 05m
$624
IslipPortland
ISP Islip Long Island - PDX Portland
ISPPDX
Islip Long Island
Tue 10/13
4:20 pm-11:10 pm
2 stops9h 50m
Portland
Sat 10/17
7:05 pm-10:20 am
2 stops12h 15m
$627
IslipPortland
ISP Islip Long Island - PDX Portland
ISPPDX
Islip Long Island
Fri 10/16
3:10 pm-10:45 pm
2 stops10h 35m
Portland
Tue 10/20
8:35 am-10:40 pm
2 stops11h 05m
$627
IslipPortland
ISP Islip Long Island - PDX Portland
ISPPDX
Islip Long Island
Thu 3/25
5:35 am-4:00 pm
2 stops13h 25m
Portland
Mon 3/29
8:45 am-11:50 pm
2 stops12h 05m
$741
IslipPortland
ISP Islip Long Island - PDX Portland
ISPPDX
Islip Long Island
Sat 10/24
7:44 am-10:57 pm
2 stops18h 13m
Portland
Sat 10/31
9:00 am-12:09 pm
3 stops24h 09m
$1,050
IslipPortland
ISP Islip Long Island - PDX Portland
ISPPDX
Islip Long Island
Fri 10/16
9:59 am-8:00 pm
1 stop13h 01m
Portland
Tue 10/20
9:44 pm-11:09 am
1 stop10h 25m
$1,274
IslipPortland
ISP Islip Long Island - PDX Portland
ISPPDX
Islip Long Island
Tue 10/13
7:44 am-8:00 pm
1 stop15h 16m
Portland
Sat 10/17
7:03 am-7:49 pm
1 stop9h 46m
$1,469
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
Cannon Beach
Vancouver
Kelso
Troutdale
Clackamas
McMinnville
The Dalles
Wilsonville
Stevenson
Tillamook
Hillsboro
Astoria
Gresham
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Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
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