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Islip

$214+ 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 7/24. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — ISP
Jul 1 — Jul 81
Tue 7/1
Tue 7/8
1 adult, Economy
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Cheap 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 June 26, 2025.

Round-trip from

$342
(Southwest)

One-way from

$214
(Southwest)

Popular in

December

Cheapest in

January

Average price

$437
From Portland to Islip Long Island
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One-way flight from Portland to Islip Long Island
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Highest demand for flights based on searches. 7% potential increase in price ($29 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($13 potential savings vs. average RT price).
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Average for round-trip flights in June 2025
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Find flight deals from Portland to Islip

Cheapest flights from Portland to Islip
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 June 26, 2025.

This Southwest deal was found by Cheapflights users on 6/26. 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.
Tue 8/199:05 pmPDX - ISP
1 stop11h 50mSouthwest
Tue 8/266:05 amISP - PDX
1 stop10h 45mSouthwest
Deal found 6/26$342
This Frontier deal was found by Cheapflights users on 6/26. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/196:51 amPDX - ISP
2 stops14h 08mFrontier
Tue 8/266:05 amISP - PDX
2 stops19h 34mFrontier
Deal found 6/26$578
This Mytrip deal was found by Cheapflights users on 6/25. 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 7/1010:23 amPDX - ISP
3 stops25h 56mMultiple Airlines
Mon 7/143:59 pmISP - PDX
3 stops20h 19mMultiple Airlines
Deal found 6/25$797

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 June 26, 2025.
Use the filters below to find and compare flights from Portland to Islip that are best for you.

Fly from

Portland

Fly to

Islip

Route

Depart

Return

Price

PortlandIslip

PDX - ISP

PDXISP

Portland

Tue 8/19

9:05 pm-11:55 am

1 stop11h 50m

Islip Long Island

Tue 8/26

6:05 am-1:50 pm

1 stop10h 45m

$342

PortlandIslip

PDX - ISP

PDXISP

Portland

Tue 8/19

6:51 am-11:59 pm

2 stops14h 08m

Islip Long Island

Tue 8/26

6:05 am-10:39 pm

2 stops19h 34m

$578

PortlandIslip

PDX - ISP

PDXISP

Portland

Thu 7/10

10:23 am-3:19 pm

3 stops25h 56m

Islip Long Island

Mon 7/14

3:59 pm-9:18 am

3 stops20h 19m

$797

PortlandIslip

PDX - ISP

PDXISP

Portland

Thu 7/24

9:15 pm-9:25 am

1 stop9h 10m

$214

PortlandIslip

PDX - ISP

PDXISP

Portland

Sun 7/20

3:10 pm-3:19 pm

3 stops21h 09m

$411

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/24

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.
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 Portland to Islip

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

Currently, January is the cheapest month in which you can book a flight from Portland to Islip, New York (average of $108). Flying from Portland to Islip, New York in November is currently the most expensive (average of $213). 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.

Reviews of airlines servicing Islip

Get insights into the airlines that provide service to Islip. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Islip. Reviews last updated June 26, 2025.
Read through reviews of airlines operating flights from Portland to Islip, such as Southwest and Frontier. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,276 reviews

Entertainment

7.6

Boarding

8.2

Crew

8.6

Overall

8.0

Comfort

8.0

Food

7.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Southwest
8.0
Very good
4,276 reviews
Southwest
8.0
Very good
4,276 reviews

Entertainment

7.6

Boarding

8.2

Crew

8.6

Overall

8.0

Comfort

8.0

Food

7.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Frontier
5.9
Fair
3,296 reviews
Southwest
8.0
Very good
4,276 reviews

Entertainment

7.6

Boarding

8.2

Crew

8.6

Overall

8.0

Comfort

8.0

Food

7.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

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.

  • What are the cheapest airlines flying from Portland to Islip, New York round-trip?

    Currently priced at $342, Southwest will fly you from Portland to Islip, New York and back. In addition to Southwest, many other airlines offer competitively priced options for your trip. Check Cheapflights for deals on Frontier for as low as $578.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Portland 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 Portland to Islip, New York?

    Currently, January is the cheapest month in which you can book a flight from Portland to Islip, New York (average of $108). Flying from Portland to Islip, New York in November is currently the most expensive (average of $213). 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 Portland?

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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 June 26, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$370Average$414FlexibilityNo cancel feeOn-time63%

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