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$270+ 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 8/11. Fares are subject to change and may not be available on all flights or dates of travel.
ISP — PDX
Aug 22 — Aug 291
Sat 8/22
Sat 8/29
1 adult, Economy
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Cheap flight deals from Islip to Portland

Cheapest flights from Islip to Portland
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 July 23, 2026.

This Southwest deal was found by Cheapflights users on 7/22. 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.
Sat 8/295:30 am
ISP
-
PDX
1 stop10h 00m
Southwest
Mon 8/3110:45 pm
PDX
-
ISP
1 stop8h 30m
Southwest
Deal found 7/22$311
This Southwest deal was found by Cheapflights users on 7/22. 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.
Sun 8/306:20 am
ISP
-
PDX
1 stop9h 25m
Southwest
Mon 8/3110:45 pm
PDX
-
ISP
1 stop8h 30m
Southwest
Deal found 7/22$394
This Southwest deal was found by Cheapflights users on 7/19. 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 8/186:05 am
ISP
-
PDX
1 stop7h 35m
Southwest
Mon 8/2410:45 pm
PDX
-
ISP
1 stop8h 30m
Southwest
Deal found 7/19$402
This Southwest deal was found by Cheapflights users on 7/22. 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.
Wed 12/96:00 am
ISP
-
PDX
2 stops10h 10m
Southwest
Sat 12/2611:30 pm
PDX
-
ISP
2 stops13h 50m
Southwest
Deal found 7/22$434

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 July 23, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$311
(Southwest)

One-way from

$270
(Southwest)

Popular in

December

Cheapest in

February

Average price

$448
Provider with most accurate pricing for Islip Long Island-Portland flight deals.
Search Deals
Provider most trusted by Cheapflights users for Islip Long Island-Portland flights.
Search Deals
From Islip Long Island to Portland
Search Deals
One-way flight from Islip Long Island to Portland
Search Deals
Highest demand for flights based on searches. 10% potential increase in price ($51 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($13 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 2026
Search Deals

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 July 23, 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

Price

Cheapest round-trip

IslipPortland

ISP - PDX

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

$311
Quickest round-trip

IslipPortland

ISP - PDX

ISPPDX

Islip Long Island

Tue 8/18

6:05 am-10:40 am

1 stop7h 35m

Portland

Mon 8/24

10:45 pm-10:15 am

1 stop8h 30m

$402

IslipPortland

ISP - PDX

ISPPDX

Islip Long Island

Wed 12/9

6:00 am-1:10 pm

2 stops10h 10m

Portland

Sat 12/26

11:30 pm-4:20 pm

2 stops13h 50m

$434

IslipPortland

ISP - PDX

ISPPDX

Islip Long Island

Mon 8/3

12:30 pm-9:30 pm

2 stops12h 00m

Portland

Fri 8/7

11:30 pm-2:30 pm

2 stops12h 00m

$597

IslipPortland

ISP - PDX

ISPPDX

Islip Long Island

Fri 8/7

10:20 am-3:00 pm

1 stop7h 40m

Portland

Tue 8/11

10:45 pm-10:15 am

1 stop8h 30m

$597
Cheapest one-way
Quickest one-way

IslipPortland

ISP - PDX

ISPPDX

Islip Long Island

Tue 8/11

6:05 am-10:40 am

1 stop7h 35m

$270

IslipPortland

ISP - PDX

ISPPDX

Islip Long Island

Tue 8/11

11:56 am-4:51 pm

3 stops55h 55m

$291

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/21

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.
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.

  • How long is the flight from Islip, New York to Portland?

    A quick flight from Islip, New York to Portland can take about 10h. Southwest provides one of the quickest options available for as low as $311. There are 2474 mi between Islip, New York and Portland.

  • Can I find deals for flights from Islip to Portland that include hotel bookings?

    Yes. In addition to deals on Islip to Portland flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Islip to Portland?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Islip to Portland.

  • Can I find deals for business class flights from Islip to Portland?

    Yes. Cheapflights offers flight deals from Islip to Portland by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

Traveling to a place near Portland?

Book flights to Portland if you plan to visit one of these locations
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Longview
Lake Oswego
Hillsboro
Kelso
Clackamas
Troutdale
Cannon Beach
Long Beach
McMinnville
The Dalles
Wilsonville
Depoe Bay
Stevenson
Tillamook
Astoria
Gresham

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