$413+ Cheap flights from Portland, ME to Islip, NY (PWM - 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 10/6. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — ISP
Oct 10 — Oct 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
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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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 September 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 September 10, 2026.
This Southwest deal was found by Cheapflights users on 9/8. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/65:40 am -
1 stop6h 30m
Tue 10/1312:50 pm -
1 stop9h 50m
Deal found 9/8![Southwest logo]()
$413
This Kiwi.com deal was found by Cheapflights users on 9/8. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/65:09 pm -
1 stop18h 11m
Tue 10/1312:00 pm -
2 stops21h 08m
Deal found 9/8![Breeze Airways logo]()
$434
This Southwest deal was found by Cheapflights users on 9/9. 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 9/245:55 am -
1 stop6h 40m
Mon 9/286:10 am -
1 stop3h 40m
Deal found 9/9![Southwest logo]()
$469
This KAYAK deal was found by Cheapflights users on 9/5. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/63:53 pm -
2 stops19h 27m
Sun 11/810:57 am -
2 stops27h 00m
Deal found 9/5![Breeze Airways logo]()
$619
This KAYAK deal was found by Cheapflights users on 9/7. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/912:28 pm -
1 stop21h 49m
Wed 12/167:49 pm -
1 stop14h 02m
Deal found 9/7![Breeze Airways logo]()
$668
This KAYAK deal was found by Cheapflights users on 9/9. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/93:53 pm -
2 stops19h 27m
Mon 10/123:02 pm -
1 stop25h 22m
Deal found 9/9![Breeze Airways logo]()
$684
This KAYAK deal was found by Cheapflights users on 9/5. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/177:00 am -
2 stops27h 17m
Tue 10/2012:00 pm -
1 stop4h 24m
Deal found 9/5![Breeze Airways logo]()
$698
This KAYAK deal was found by Cheapflights users on 9/8. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/183:53 pm -
2 stops19h 27m
Sun 9/207:45 pm -
2 stops21h 10m
Deal found 9/8![Breeze Airways logo]()
$707
This KAYAK deal was found by Cheapflights users on 9/5. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/225:09 pm -
1 stop18h 11m
Sat 9/2612:00 pm -
1 stop4h 24m
Deal found 9/5![Breeze Airways logo]()
$708
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 September 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 September 10, 2026.
This Southwest deal was found by Cheapflights users on 9/8. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/65:40 am -
1 stop6h 30m
Tue 10/1312:50 pm -
1 stop9h 50m
Deal found 9/8![Southwest logo]()
$413
This KAYAK deal was found by Cheapflights users on 9/5. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/63:53 pm -
2 stops19h 27m
Sun 11/810:57 am -
2 stops27h 00m
Deal found 9/5![Breeze Airways logo]()
$619
This Southwest deal was found by Cheapflights users on 9/9. 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 9/245:55 am -
1 stop6h 40m
Mon 9/286:10 am -
1 stop3h 40m
Deal found 9/9![Southwest logo]()
$469
This KAYAK deal was found by Cheapflights users on 9/7. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/912:28 pm -
1 stop21h 49m
Wed 12/167:49 pm -
1 stop14h 02m
Deal found 9/7![Breeze Airways logo]()
$668
This KAYAK deal was found by Cheapflights users on 9/9. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/93:53 pm -
2 stops19h 27m
Mon 10/123:02 pm -
1 stop25h 22m
Deal found 9/9![Breeze Airways logo]()
$684
This KAYAK deal was found by Cheapflights users on 9/5. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/177:00 am -
2 stops27h 17m
Tue 10/2012:00 pm -
1 stop4h 24m
Deal found 9/5![Breeze Airways logo]()
$698
This KAYAK deal was found by Cheapflights users on 9/5. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/225:09 pm -
1 stop18h 11m
Sat 9/2612:00 pm -
1 stop4h 24m
Deal found 9/5![Breeze Airways logo]()
$708
Last-minute flights from Portland to IslipDiscover last-minute flight deals from Portland to Islip. Data last updated September 10, 2026 and is based on user searches.
Discover last-minute flight deals from Portland to Islip. Data last updated September 10, 2026 and is based on user searches.
This KAYAK deal was found by Cheapflights users on 9/8. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/183:53 pm -
2 stops19h 27m
Sun 9/207:45 pm -
2 stops21h 10m
Deal found 9/8![Breeze Airways logo]()
$707
This KAYAK deal was found by Cheapflights users on 9/5. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/225:09 pm -
1 stop18h 11m
Sat 9/2612:00 pm -
1 stop4h 24m
Deal found 9/5![Breeze Airways logo]()
$708
This Southwest deal was found by Cheapflights users on 9/9. 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 9/245:55 am -
1 stop6h 40m
Mon 9/286:10 am -
1 stop3h 40m
Deal found 9/9![Southwest logo]()
$469
This Southwest deal was found by Cheapflights users on 9/8. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/65:40 am -
1 stop6h 30m
Tue 10/1312:50 pm -
1 stop9h 50m
Deal found 9/8![Southwest logo]()
$413
This Kiwi.com deal was found by Cheapflights users on 9/8. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/65:09 pm -
1 stop18h 11m
Tue 10/1312:00 pm -
2 stops21h 08m
Deal found 9/8![Breeze Airways logo]()
$434
This KAYAK deal was found by Cheapflights users on 9/9. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/93:53 pm -
2 stops19h 27m
Mon 10/123:02 pm -
1 stop25h 22m
Deal found 9/9![Breeze Airways logo]()
$684
This KAYAK deal was found by Cheapflights users on 9/5. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/177:00 am -
2 stops27h 17m
Tue 10/2012:00 pm -
1 stop4h 24m
Deal found 9/5![Breeze Airways logo]()
$698
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 September 10, 2026.
Search for one-way flight options from Portland to Islip. Find affordable one-way fares based on user searches. Data last updated September 10, 2026.
This KAYAK deal was found by Cheapflights users on 9/7. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/410:01 am -
2 stops8h 50m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/7![Breeze Airways logo]()
$450
Find flight deals from Portland to Islip
Discover tips and strategies to find the most affordable flight options for your journey from Portland (PWM) 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 September 10, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $413 (Southwest) |
Popular in | March |
Cheapest in | October |
Average price | $248 |
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 September 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
PortlandIslip
PWM Portland - ISP Islip Long Island
PWMISP
Portland
Tue 10/6
5:40 am-12:10 pm
1 stop6h 30m
Islip Long Island
Tue 10/13
12:50 pm-10:40 pm
1 stop9h 50m
$413
Quickest round-trip
PortlandIslip
PWM Portland - ISP Islip Long Island
PWMISP
Portland
Sun 10/4
10:01 am-6:51 pm
2 stops8h 50m
Islip Long Island
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$450
PortlandIslip
PWM Portland - ISP Islip Long Island
PWMISP
Portland
Thu 9/24
5:55 am-12:35 pm
1 stop6h 40m
Islip Long Island
Mon 9/28
6:10 am-9:50 am
1 stop3h 40m
$469
PortlandIslip
PWM Portland - ISP Islip Long Island
PWMISP
Portland
Fri 11/6
3:53 pm-11:20 am
2 stops19h 27m
Islip Long Island
Sun 11/8
10:57 am-1:57 pm
2 stops27h 00m
$619
PortlandIslip
PWM Portland - ISP Islip Long Island
PWMISP
Portland
Wed 12/9
12:28 pm-10:17 am
1 stop21h 49m
Islip Long Island
Wed 12/16
7:49 pm-9:51 am
1 stop14h 02m
$668
PortlandIslip
PWM Portland - ISP Islip Long Island
PWMISP
Portland
Fri 10/9
3:53 pm-11:20 am
2 stops19h 27m
Islip Long Island
Mon 10/12
3:02 pm-4:24 pm
1 stop25h 22m
$684
PortlandIslip
PWM Portland - ISP Islip Long Island
PWMISP
Portland
Sat 10/17
7:00 am-10:17 am
2 stops27h 17m
Islip Long Island
Tue 10/20
12:00 pm-4:24 pm
1 stop4h 24m
$698
PortlandIslip
PWM Portland - ISP Islip Long Island
PWMISP
Portland
Tue 9/22
5:09 pm-11:20 am
1 stop18h 11m
Islip Long Island
Sat 9/26
12:00 pm-4:24 pm
1 stop4h 24m
$708
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 September.
| 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, Maine-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, Maine-Islip, New York flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Portland, Maine-Islip, New York flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Portland, Maine-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, Maine-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.
PWM-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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