$395+ 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 25 — Nov 11
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
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
Cheapest
Best
Last-minute
One-way
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 25, 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 25, 2026.
This Southwest deal was found by Cheapflights users on 9/20. 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 10/274:20 pm -
2 stops9h 50m
Thu 10/298:50 am -
2 stops11h 50m
Deal found 9/20![Southwest logo]()
$395
This Southwest deal was found by Cheapflights users on 9/21. 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 10/612:50 pm -
2 stops12h 25m
Sat 10/106:30 am -
2 stops12h 20m
Deal found 9/21![Southwest logo]()
$627
This United deal was found by Cheapflights users on 9/20. 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.
Tue 10/2712:30 pm -
3 stops35h 32m
Thu 10/292:34 pm -
2 stops17h 35m
Deal found 9/20![Multiple Airlines logo]()
$990
This Mytrip deal was found by Cheapflights users on 9/22. 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.
Thu 10/86:25 pm -
3 stops25h 52m
Mon 10/126:20 pm -
2 stops22h 29m
Deal found 9/22![Multiple Airlines logo]()
$1,087
This Expedia deal was found by Cheapflights users on 9/21. 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 10/67:31 am -
1 stop15h 29m
Sat 10/109:44 pm -
1 stop11h 46m
Deal found 9/21![Multiple Airlines logo]()
$1,204
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 25, 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 25, 2026.
This Southwest deal was found by Cheapflights users on 9/20. 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 10/274:20 pm -
2 stops9h 50m
Thu 10/298:50 am -
2 stops11h 50m
Deal found 9/20![Southwest logo]()
$395
This United deal was found by Cheapflights users on 9/20. 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.
Tue 10/2712:30 pm -
3 stops35h 32m
Thu 10/292:34 pm -
2 stops17h 35m
Deal found 9/20![Multiple Airlines logo]()
$990
This Southwest deal was found by Cheapflights users on 9/22. 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 10/83:10 pm -
2 stops12h 05m
Mon 10/1211:35 pm -
2 stops13h 10m
Deal found 9/22![Southwest logo]()
$627
This Southwest deal was found by Cheapflights users on 9/21. 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 10/612:50 pm -
2 stops12h 25m
Sat 10/106:30 am -
2 stops12h 20m
Deal found 9/21![Southwest logo]()
$627
This Mytrip deal was found by Cheapflights users on 9/22. 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.
Thu 10/86:25 pm -
3 stops25h 52m
Mon 10/126:20 pm -
2 stops22h 29m
Deal found 9/22![Multiple Airlines logo]()
$1,087
This Expedia deal was found by Cheapflights users on 9/21. 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 10/67:31 am -
1 stop15h 29m
Sat 10/109:44 pm -
1 stop11h 46m
Deal found 9/21![Multiple Airlines logo]()
$1,204
Last-minute flights from Islip to PortlandDiscover last-minute flight deals from Islip to Portland. Data last updated September 25, 2026 and is based on user searches.
Discover last-minute flight deals from Islip to Portland. Data last updated September 25, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 9/21. 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 10/612:50 pm -
2 stops12h 25m
Sat 10/106:30 am -
2 stops12h 20m
Deal found 9/21![Southwest logo]()
$627
This Expedia deal was found by Cheapflights users on 9/21. 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 10/67:31 am -
1 stop15h 29m
Sat 10/109:44 pm -
1 stop11h 46m
Deal found 9/21![Multiple Airlines logo]()
$1,204
This Mytrip deal was found by Cheapflights users on 9/22. 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.
Thu 10/86:25 pm -
3 stops25h 52m
Mon 10/126:20 pm -
2 stops22h 29m
Deal found 9/22![Multiple Airlines logo]()
$1,087
This Southwest deal was found by Cheapflights users on 9/20. 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 10/274:20 pm -
2 stops9h 50m
Thu 10/298:50 am -
2 stops11h 50m
Deal found 9/20![Southwest logo]()
$395
This United deal was found by Cheapflights users on 9/20. 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.
Tue 10/2712:30 pm -
3 stops35h 32m
Thu 10/292:34 pm -
2 stops17h 35m
Deal found 9/20![Multiple Airlines logo]()
$990
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 September 25, 2026.
Search for one-way flight options from Islip to Portland. Find affordable one-way fares based on user searches. Data last updated September 25, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/23. 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 11/297:15 pm -
3 stops47h 52m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/23![Multiple Airlines logo]()
$638
This Kiwi.com deal was found by Cheapflights users on 9/23. 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 11/294:40 pm -
2 stops22h 56m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/23![Frontier logo]()
$691
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 25, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $395 (Southwest) |
Popular in | December |
Cheapest in | February |
Average price | $442 |
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 25, 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
Tue 10/27
4:20 pm-11:10 pm
2 stops9h 50m
Portland
Thu 10/29
8:50 am-11:40 pm
2 stops11h 50m
$395
IslipPortland
ISP Islip Long Island - PDX Portland
ISPPDX
Islip Long Island
Thu 10/8
3:10 pm-12:15 am
2 stops12h 05m
Portland
Mon 10/12
11:35 pm-3:45 pm
2 stops13h 10m
$627
IslipPortland
ISP Islip Long Island - PDX Portland
ISPPDX
Islip Long Island
Tue 10/6
12:50 pm-10:15 pm
2 stops12h 25m
Portland
Sat 10/10
6:30 am-9:50 pm
2 stops12h 20m
$627
IslipPortland
ISP Islip Long Island - PDX Portland
ISPPDX
Islip Long Island
Sun 11/29
7:15 pm-4:07 pm
3 stops47h 52m
Portland
Wed 12/31
12:00 am-3:00 am
Nonstop0h 00m
$638
IslipPortland
ISP Islip Long Island - PDX Portland
ISPPDX
Islip Long Island
Sun 11/29
4:40 pm-12:36 pm
2 stops22h 56m
Portland
Wed 12/31
12:00 am-3:00 am
Nonstop0h 00m
$691
IslipPortland
ISP Islip Long Island - PDX Portland
ISPPDX
Islip Long Island
Tue 10/27
12:30 pm-9:02 pm
3 stops35h 32m
Portland
Thu 10/29
2:34 pm-11:09 am
2 stops17h 35m
$990
IslipPortland
ISP Islip Long Island - PDX Portland
ISPPDX
Islip Long Island
Thu 10/8
6:25 pm-5:17 pm
3 stops25h 52m
Portland
Mon 10/12
6:20 pm-7:49 pm
2 stops22h 29m
$1,087
IslipPortland
ISP Islip Long Island - PDX Portland
ISPPDX
Islip Long Island
Tue 10/6
7:31 am-8:00 pm
1 stop15h 29m
Portland
Sat 10/10
9:44 pm-12:30 pm
1 stop11h 46m
$1,204
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
Silverton
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes
Complete your trip
Flights by cabin class
Other flight options
Other flights from Islip
Popular flights
Portland flight routes