$234+ Cheap flights from Portland to Islip, NY (PDX - ISP)
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 1/29. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — ISP
Dec 10 — Dec 171
Round-trip
1 adult, Economy
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Find cheap flights from Portland to Islip 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
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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 Portland to Islip
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Best
Last-minute
One-way
Cheapest flights from Portland to IslipExplore the most affordable flight options available from Portland to Islip. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 10, 2026.
Explore the most affordable flight options available from Portland to Islip. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 10, 2026.
This Southwest deal was found by Cheapflights users on 11/9. 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.
Tue 11/2411:30 pm -
2 stops13h 50m
Sat 11/285:05 pm -
2 stops11h 20m
Deal found 11/9![Southwest logo]()
$1,377
This Mytrip deal was found by Cheapflights users on 11/9. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/246:12 pm -
2 stops18h 33m
Sat 11/284:43 pm -
3 stops27h 51m
Deal found 11/9![Multiple Airlines logo]()
$1,943
Best flights from Portland to IslipDiscover carefully curated flight deals from Portland to Islip that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated November 10, 2026.
Discover carefully curated flight deals from Portland to Islip that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated November 10, 2026.
This Southwest deal was found by Cheapflights users on 11/9. 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.
Tue 11/2411:30 pm -
2 stops13h 50m
Sat 11/285:05 pm -
2 stops11h 20m
Deal found 11/9![Southwest logo]()
$1,377
This Mytrip deal was found by Cheapflights users on 11/9. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/246:12 pm -
2 stops18h 33m
Sat 11/284:43 pm -
3 stops27h 51m
Deal found 11/9![Multiple Airlines logo]()
$1,943
Last-minute flights from Portland to IslipDiscover last-minute flight deals from Portland to Islip. Data last updated November 10, 2026 and is based on user searches.
Discover last-minute flight deals from Portland to Islip. Data last updated November 10, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 11/9. 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.
Tue 11/2411:30 pm -
2 stops13h 50m
Sat 11/285:05 pm -
2 stops11h 20m
Deal found 11/9![Southwest logo]()
$1,377
This Mytrip deal was found by Cheapflights users on 11/9. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/246:12 pm -
2 stops18h 33m
Sat 11/284:43 pm -
3 stops27h 51m
Deal found 11/9![Multiple Airlines logo]()
$1,943
One-way flights from Portland to IslipSearch for one-way flight options from Portland to Islip. Find affordable one-way fares based on user searches. Data last updated November 10, 2026.
Search for one-way flight options from Portland to Islip. Find affordable one-way fares based on user searches. Data last updated November 10, 2026.
This Southwest deal was found by Cheapflights users on 11/7. 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 1/296:55 am -
2 stops11h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/7![Southwest logo]()
$234
This Kiwi.com deal was found by Cheapflights users on 11/7. 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 1/2910:59 pm -
3 stops32h 18m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/7![Multiple Airlines logo]()
$284
This Frontier deal was found by Cheapflights users on 11/6. 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.
Thu 1/214:29 pm -
2 stops15h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/6![Frontier logo]()
$459
This Frontier deal was found by Cheapflights users on 11/9. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/311:04 pm -
2 stops18h 27m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/9![Frontier logo]()
$460
This Frontier deal was found by Cheapflights users on 11/9. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/271:04 pm -
2 stops18h 27m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/9![Frontier logo]()
$934
Find flight deals from Portland to Islip
Discover tips and strategies to find the most affordable flight options for your journey from Portland (PDX) to Islip (ISP). 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 November 10, 2026.
Most accurate provider | Expedia 1 star |
|---|---|
Most trusted provider | Expedia 3 stars |
Round-trip from | $1,377 (Southwest) |
One-way from | $234 (Southwest) |
Popular in | December |
Cheapest in | April |
Average price | $470 |
Cheapflights Fare Finder
Customize your flight search to find flights from Portland to Islip 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 November 10, 2026.
Use the filters below to find and compare flights from Portland to Islip that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Quickest round-trip
PortlandIslip
PDX Portland - ISP Islip Long Island
PDXISP
Portland
Fri 1/29
6:55 am-9:35 pm
2 stops11h 40m
Islip Long Island
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$234
PortlandIslip
PDX Portland - ISP Islip Long Island
PDXISP
Portland
Fri 1/29
10:59 pm-10:17 am
3 stops32h 18m
Islip Long Island
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$284
PortlandIslip
PDX Portland - ISP Islip Long Island
PDXISP
Portland
Thu 1/21
4:29 pm-11:04 am
2 stops15h 35m
Islip Long Island
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$459
PortlandIslip
PDX Portland - ISP Islip Long Island
PDXISP
Portland
Thu 12/31
1:04 pm-10:31 am
2 stops18h 27m
Islip Long Island
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$460
PortlandIslip
PDX Portland - ISP Islip Long Island
PDXISP
Portland
Sun 12/27
1:04 pm-10:31 am
2 stops18h 27m
Islip Long Island
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$934
PortlandIslip
PDX Portland - ISP Islip Long Island
PDXISP
Portland
Tue 11/24
11:30 pm-4:20 pm
2 stops13h 50m
Islip Long Island
Sat 11/28
5:05 pm-1:25 am
2 stops11h 20m
$1,377
PortlandIslip
PDX Portland - ISP Islip Long Island
PDXISP
Portland
Tue 11/24
6:12 pm-3:45 pm
2 stops18h 33m
Islip Long Island
Sat 11/28
4:43 pm-5:34 pm
3 stops27h 51m
$1,943
Sorted by cheapest first
- Most accurate provider: When it comes to deals on Portland-Islip, New York flights, users find the pricing of Expedia to be most consistent on Cheapflights vs. Expedia Users can find the same prices on Portland-Islip, New York flight deals on Cheapflights vs. Expedia <90% of the time. Price accuracy is based on data collected from Portland-Islip, New York flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Portland-Islip, New York flights, Cheapflights users trust Expedia the most. Expedia 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 Portland-Islip, New York 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 Portland to Islip
Have a flexible travel schedule? Discover the best time to fly to Islip from Portland with our price prediction graph.
PDX-ISP
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 Portland to Islip. 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 Islip?
Book flights to Islip if you plan to visit one of these locationsRiverhead
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