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Islip

$430+ Cheap flights from Oregon to Islip, NY (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 4/16. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — ISP
Mar 12 — Mar 191
Thu 3/12
Thu 3/19
1 adult, Economy
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Cheap flight deals from Oregon to Islip

Cheapest flights from Oregon to Islip
Explore the most affordable flight options available from Oregon to Islip. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 10, 2026.

This Southwest deal was found by Cheapflights users on 2/10. 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 4/1611:55 pm
PDX
-
ISP
2 stops8h 55m
Southwest
Sun 4/195:25 pm
ISP
-
PDX
2 stops9h 40m
Southwest
Deal found 2/10$430
This Southwest deal was found by Cheapflights users on 2/10. 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 5/145:10 am
PDX
-
ISP
2 stops8h 20m
Southwest
Sun 5/1711:50 am
ISP
-
PDX
2 stops15h 15m
Southwest
Deal found 2/10$436
This Southwest deal was found by Cheapflights users on 2/10. 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 5/18:05 am
PDX
-
ISP
2 stops12h 25m
Southwest
Sun 5/35:25 pm
ISP
-
PDX
2 stops9h 40m
Southwest
Deal found 2/10$457
This Southwest deal was found by Cheapflights users on 2/10. 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 2/2511:20 am
BOI
-
ISP
2 stops8h 35m
Southwest
Sun 3/11:10 pm
ISP
-
BOI
2 stops13h 00m
Southwest
Deal found 2/10$577
This Gotogate deal was found by Cheapflights users on 2/10. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/412:10 pm
RDM
-
ISP
3 stops46h 23m
Breeze Airways
Sat 5/96:09 pm
ISP
-
RDM
3 stops44h 26m
Breeze Airways
Deal found 2/10$945
This Expedia deal was found by Cheapflights users on 2/10. 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 5/47:33 pm
RDM
-
ISP
2 stops12h 32m
Multiple Airlines
Sat 5/97:25 am
ISP
-
RDM
2 stops19h 33m
Multiple Airlines
Deal found 2/10$981
This Expedia deal was found by Cheapflights users on 2/10. 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.
Sun 5/31:52 pm
RDM
-
ISP
2 stops23h 18m
Multiple Airlines
Sat 5/99:59 am
ISP
-
RDM
2 stops16h 59m
Multiple Airlines
Deal found 2/10$1,018
This Expedia deal was found by Cheapflights users on 2/8. 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.
Sun 5/31:52 pm
RDM
-
ISP
2 stops18h 13m
Multiple Airlines
Fri 5/812:30 pm
ISP
-
RDM
2 stops14h 28m
Multiple Airlines
Deal found 2/8$1,074
This Expedia deal was found by Cheapflights users on 2/10. 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 5/18:30 pm
PDX
-
ISP
2 stops11h 35m
Multiple Airlines
Sun 5/312:30 pm
ISP
-
PDX
1 stop10h 55m
Multiple Airlines
Deal found 2/10$1,085
This Southwest deal was found by Cheapflights users on 2/9. 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.
Thu 2/126:30 am
BOI
-
ISP
2 stops14h 40m
Southwest
Sun 2/155:55 am
ISP
-
BOI
2 stops11h 55m
Southwest
Deal found 2/9$1,087
This Orbitz deal was found by Cheapflights users on 2/10. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/307:30 am
PDX
-
ISP
1 stop9h 15m
Multiple Airlines
Sun 5/37:25 am
ISP
-
PDX
2 stops17h 06m
Multiple Airlines
Deal found 2/10$1,190
This Travelocity deal was found by Cheapflights users on 2/10. 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.
Thu 5/149:46 pm
PDX
-
ISP
1 stop10h 19m
Multiple Airlines
Sun 5/179:59 am
ISP
-
PDX
2 stops17h 12m
Multiple Airlines
Deal found 2/10$1,345

Find flight deals from Oregon to Islip

Keep the following information in mind while searching for Oregon to Islip flight deals. Data was last updated February 10, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$430
(Southwest)

Popular in

December

Cheapest in

February

Average price

$332
Provider with most accurate pricing for Portland-New York (NYC) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Portland-New York (NYC) flights.
Search Deals
From Oregon to Islip Long Island
Search Deals
Highest demand for flights based on searches. 9% potential increase in price ($38 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 February 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Oregon 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 February 10, 2026.
Use the filters below to find and compare flights from Oregon to Islip that are best for you.

Fly from

Oregon

Fly to

Islip

Route

Depart

Return

Price

PortlandIslip

PDX - ISP

PDXISP

Portland

Thu 4/16

11:55 pm-11:50 am

2 stops8h 55m

Islip Long Island

Sun 4/19

5:25 pm-12:05 am

2 stops9h 40m

$430

PortlandIslip

PDX - ISP

PDXISP

Portland

Thu 4/30

11:55 pm-11:50 am

2 stops8h 55m

Islip Long Island

Sun 5/3

5:25 pm-12:05 am

2 stops9h 40m

$430

PortlandIslip

PDX - ISP

PDXISP

Portland

Thu 5/14

5:10 am-4:30 pm

2 stops8h 20m

Islip Long Island

Sun 5/17

11:50 am-12:05 am

2 stops15h 15m

$436

PortlandIslip

PDX - ISP

PDXISP

Portland

Fri 5/1

8:05 am-11:30 pm

2 stops12h 25m

Islip Long Island

Sun 5/3

5:25 pm-12:05 am

2 stops9h 40m

$457

BoiseIslip

BOI - ISP

BOIISP

Boise Air Term. Gowen Fld

Wed 2/25

11:20 am-9:55 pm

2 stops8h 35m

Islip Long Island

Sun 3/1

1:10 pm-12:10 am

2 stops13h 00m

$577

RedmondIslip

RDM - ISP

RDMISP

Bend/Redmond

Mon 5/4

12:10 pm-1:33 pm

3 stops46h 23m

Islip Long Island

Sat 5/9

6:09 pm-11:35 am

3 stops44h 26m

$945

RedmondIslip

RDM - ISP

RDMISP

Bend/Redmond

Mon 5/4

7:33 pm-11:05 am

2 stops12h 32m

Islip Long Island

Sat 5/9

7:25 am-11:58 pm

2 stops19h 33m

$981

RedmondIslip

RDM - ISP

RDMISP

Bend/Redmond

Sun 5/3

1:52 pm-4:10 pm

2 stops23h 18m

Islip Long Island

Sat 5/9

9:59 am-11:58 pm

2 stops16h 59m

$1,018

RedmondIslip

RDM - ISP

RDMISP

Bend/Redmond

Sun 5/3

1:52 pm-11:05 am

2 stops18h 13m

Islip Long Island

Fri 5/8

12:30 pm-11:58 pm

2 stops14h 28m

$1,074

PortlandIslip

PDX - ISP

PDXISP

Portland

Fri 5/1

8:30 pm-11:05 am

2 stops11h 35m

Islip Long Island

Sun 5/3

12:30 pm-8:25 pm

1 stop10h 55m

$1,085

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/10

Showing 1-10 of 14 results
1
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Best time to book a flight from Oregon to Islip

Have a flexible travel schedule? Discover the best time to fly to Islip from Oregon 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.

Cheapflights Insights

Everything you need to know about your flight from Oregon to Islip

What is the cheapest month to book a flight from Oregon to Islip, New York?

Currently, May is the cheapest month in which you can book a flight from Oregon to Islip, New York (average of $158). Flying from Oregon to Islip, New York in October is currently the most expensive (average of $257). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Related info for your journey

Find useful and relevant information for your journey from Oregon to Islip. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Islip from Oregon?

    Islip Long Island (ISP), located 7.2 mi from the city center, is the airport you fly into when you book flights from Oregon to Islip.

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

    Southwest and Breeze Airways can get you from Oregon to Islip, New York in just under 8h 55m. Your travel time can differ by up to 37h 28m. Oregon and Islip, New York are separated by a distance of 2474 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the most popular routes from Oregon to Islip, New York?

    While some choose either Bend/Redmond - Islip Long Island or Portland - Islip Long Island, Boise Air Term. Gowen Fld - Islip Long Island is the most popular route from Oregon to Islip, New York.

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

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

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

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

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

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

  • What is the cheapest month to book a flight from Oregon to Islip, New York?

    Currently, May is the cheapest month in which you can book a flight from Oregon to Islip, New York (average of $158). Flying from Oregon to Islip, New York in October is currently the most expensive (average of $257). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Islip?

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