$147+ Cheap flights from Portland to Islip, NY (PDX - ISP)
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 5/10. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — ISP
May 28 — Jun 41
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
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 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 April 28, 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 April 28, 2026.
This Southwest deal was found by Cheapflights users on 4/27. 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.
Tue 8/185:50 am
PDX
- ISP
2 stops12h 15m
Southwest
Wed 8/196:05 am
ISP
- PDX
1 stop7h 35m
Southwest
Deal found 4/27![Southwest logo]()
$388
This Southwest deal was found by Cheapflights users on 4/27. 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.
Wed 7/229:20 pm
PDX
- ISP
1 stop8h 00m
Southwest
Tue 8/186:05 am
ISP
- PDX
1 stop7h 35m
Southwest
Deal found 4/27![Southwest logo]()
$425
This Southwest deal was found by Cheapflights users on 4/27. 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.
Tue 5/126:40 am
PDX
- ISP
2 stops12h 30m
Southwest
Sat 5/1610:00 am
ISP
- PDX
2 stops11h 45m
Southwest
Deal found 4/27![Southwest logo]()
$597
This Southwest deal was found by Cheapflights users on 4/27. 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.
Tue 4/285:40 am
PDX
- ISP
2 stops9h 50m
Southwest
Tue 5/59:00 am
ISP
- PDX
2 stops13h 15m
Southwest
Deal found 4/27![Southwest logo]()
$1,077
This Expedia deal was found by Cheapflights users on 4/27. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/189:56 pm
PDX
- ISP
1 stop10h 09m
Multiple Airlines
Wed 8/1912:30 pm
ISP
- PDX
1 stop11h 20m
Multiple Airlines
Deal found 4/27![Multiple Airlines logo]()
$1,184
This Expedia deal was found by Cheapflights users on 4/27. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/128:30 pm
PDX
- ISP
2 stops11h 35m
Multiple Airlines
Sat 5/169:59 am
ISP
- PDX
1 stop13h 48m
Multiple Airlines
Deal found 4/27![Multiple Airlines logo]()
$1,245
This Expedia deal was found by Cheapflights users on 4/27. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/287:30 am
PDX
- ISP
1 stop8h 14m
Multiple Airlines
Tue 5/57:25 am
ISP
- PDX
2 stops19h 34m
Multiple Airlines
Deal found 4/27![Multiple Airlines logo]()
$1,410
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 April 28, 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 April 28, 2026.
This Southwest deal was found by Cheapflights users on 4/27. 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.
Tue 8/185:50 am
PDX
- ISP
2 stops12h 15m
Southwest
Wed 8/196:05 am
ISP
- PDX
1 stop7h 35m
Southwest
Deal found 4/27![Southwest logo]()
$388
This Southwest deal was found by Cheapflights users on 4/27. 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.
Wed 7/225:55 pm
PDX
- ISP
2 stops11h 25m
Southwest
Tue 8/186:05 am
ISP
- PDX
1 stop7h 35m
Southwest
Deal found 4/27![Southwest logo]()
$430
This Southwest deal was found by Cheapflights users on 4/27. 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.
Tue 5/126:40 am
PDX
- ISP
2 stops12h 30m
Southwest
Sat 5/1610:00 am
ISP
- PDX
2 stops11h 45m
Southwest
Deal found 4/27![Southwest logo]()
$597
This Expedia deal was found by Cheapflights users on 4/27. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/127:30 am
PDX
- ISP
1 stop9h 15m
Multiple Airlines
Sat 5/169:59 am
ISP
- PDX
1 stop13h 48m
Multiple Airlines
Deal found 4/27![Multiple Airlines logo]()
$1,424
Last-minute flights from Portland to IslipDiscover last-minute flight deals from Portland to Islip. Data last updated April 28, 2026 and is based on user searches.
Discover last-minute flight deals from Portland to Islip. Data last updated April 28, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 4/27. 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.
Tue 4/285:40 am
PDX
- ISP
2 stops9h 50m
Southwest
Tue 5/59:00 am
ISP
- PDX
2 stops13h 15m
Southwest
Deal found 4/27![Southwest logo]()
$1,077
This Expedia deal was found by Cheapflights users on 4/27. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/287:30 am
PDX
- ISP
1 stop8h 14m
Multiple Airlines
Tue 5/57:25 am
ISP
- PDX
2 stops19h 34m
Multiple Airlines
Deal found 4/27![Multiple Airlines logo]()
$1,410
This Southwest deal was found by Cheapflights users on 4/27. 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.
Tue 5/126:40 am
PDX
- ISP
2 stops12h 30m
Southwest
Sat 5/1610:00 am
ISP
- PDX
2 stops11h 45m
Southwest
Deal found 4/27![Southwest logo]()
$597
This Expedia deal was found by Cheapflights users on 4/27. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/128:30 pm
PDX
- ISP
2 stops11h 35m
Multiple Airlines
Sat 5/169:59 am
ISP
- PDX
1 stop13h 48m
Multiple Airlines
Deal found 4/27![Multiple Airlines logo]()
$1,245
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 April 28, 2026.
Search for one-way flight options from Portland to Islip. Find affordable one-way fares based on user searches. Data last updated April 28, 2026.
This Kiwi.com deal was found by Cheapflights users on 4/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/109:46 pm
PDX
- ISP
2 stops34h 14m
Frontier
Deal found 4/27![Frontier logo]()
$147
This Southwest deal was found by Cheapflights users on 4/26. 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.
Mon 5/2511:55 pm
PDX
- ISP
2 stops10h 55m
Southwest
Deal found 4/26![Southwest logo]()
$205
This Southwest deal was found by Cheapflights users on 4/27. 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.
Mon 5/1111:55 pm
PDX
- ISP
2 stops10h 55m
Southwest
Deal found 4/27![Southwest logo]()
$299
This Expedia deal was found by Cheapflights users on 4/26. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/259:46 pm
PDX
- ISP
1 stop10h 19m
Multiple Airlines
Deal found 4/26![Multiple Airlines logo]()
$451
This Expedia deal was found by Cheapflights users on 4/27. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/139:50 pm
PDX
- ISP
1 stop10h 15m
Multiple Airlines
Deal found 4/27![Multiple Airlines logo]()
$573
This Travelocity deal was found by Cheapflights users on 4/27. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/107:30 am
PDX
- ISP
1 stop9h 15m
Multiple Airlines
Deal found 4/27![Multiple Airlines logo]()
$717
This Expedia deal was found by Cheapflights users on 4/27. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/117:30 am
PDX
- ISP
1 stop9h 15m
Multiple Airlines
Deal found 4/27![Multiple Airlines logo]()
$747
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 April 28, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $388 (Southwest) |
One-way from | $147 (Kiwi.com) |
Popular in | December |
Cheapest in | February |
Average price | $367 |
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 2,558,603 searches. Data last updated April 28, 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
PortlandIslip
PDX - ISP
PDXISP
Portland
Tue 8/18
5:50 am-9:05 pm
2 stops12h 15m
Islip Long Island
Wed 8/19
6:05 am-10:40 am
1 stop7h 35m
$388
Quickest round-trip
PortlandIslip
PDX - ISP
PDXISP
Portland
Wed 7/22
5:55 pm-8:20 am
2 stops11h 25m
Islip Long Island
Tue 8/18
6:05 am-10:40 am
1 stop7h 35m
$430
PortlandIslip
PDX - ISP
PDXISP
Portland
Tue 5/12
6:40 am-10:10 pm
2 stops12h 30m
Islip Long Island
Sat 5/16
10:00 am-6:45 pm
2 stops11h 45m
$597
PortlandIslip
PDX - ISP
PDXISP
Portland
Tue 5/12
7:30 am-7:45 pm
1 stop9h 15m
Islip Long Island
Sat 5/16
9:59 am-8:47 pm
1 stop13h 48m
$1,424
Cheapest one-way
PortlandIslip
PDX - ISP
PDXISP
Portland
Mon 5/25
11:55 pm-1:50 pm
2 stops10h 55m
$205
Quickest one-way
PortlandIslip
PDX - ISP
PDXISP
Portland
Tue 5/12
11:55 pm-11:55 am
2 stops9h 00m
$299
PortlandIslip
PDX - ISP
PDXISP
Portland
Mon 5/11
11:55 pm-1:50 pm
2 stops10h 55m
$299
PortlandIslip
PDX - ISP
PDXISP
Portland
Wed 5/13
6:30 am-10:10 pm
2 stops12h 40m
$299
PortlandIslip
PDX - ISP
PDXISP
Portland
Mon 5/25
9:46 pm-11:05 am
1 stop10h 19m
$451
PortlandIslip
PDX - ISP
PDXISP
Portland
Mon 5/11
7:30 am-7:45 pm
1 stop9h 15m
$747
Sorted by cheapest first
Compare providers for flights from Portland to Islip
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Portland to Islip in April.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Portland-Islip, New York flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Portland-Islip, New York flight deals on Cheapflights vs. FlightHub >95% 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 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 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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Other flights to Islip
Explore flights to Islip departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on April 28, 2026.
Portland and Islip flights
Browse other Portland and Islip flight options. Last updated on April 28, 2026.
Other flights from Portland
Browse through other flights departing from Portland. Flights are based on user searches made on Cheapflights and were last updated on April 28, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top airline flying from Portland to Islip
Discover the top airline that operate flights from Portland to Islip. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated April 28, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$361 | Average$437 | FlexibilityNo cancel fee | On-time63% |