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$160+ Cheap flights from Islip, NY (ISP) to Maine

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 8/28. Fares are subject to change and may not be available on all flights or dates of travel.
ISP — PWM
Jun 27 — Jul 41
Sat 6/27
Sat 7/4
1 adult, Economy
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Cheap flight deals from Islip to Maine

Cheapest flights from Islip to Maine
Explore the most affordable flight options available from Islip to Maine. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 28, 2026.

This Southwest deal was found by Cheapflights users on 5/25. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/132:45 pm
ISP
-
PWM
1 stop6h 15m
Southwest
Sat 6/205:35 am
PWM
-
ISP
1 stop9h 15m
Southwest
Deal found 5/25$312
This Southwest deal was found by Cheapflights users on 5/23. 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 10/165:55 pm
ISP
-
BOS
1 stop6h 30m
Southwest
Fri 10/235:35 am
BOS
-
ISP
1 stop6h 25m
Southwest
Deal found 5/23$347
This Southwest deal was found by Cheapflights users on 5/24. 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.
Sat 7/185:55 am
ISP
-
BOS
1 stop4h 40m
Southwest
Tue 7/215:35 am
BOS
-
ISP
2 stops8h 10m
Southwest
Deal found 5/24$352
This Southwest deal was found by Cheapflights users on 5/25. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/112:25 pm
ISP
-
BOS
1 stop5h 20m
Southwest
Sun 7/55:30 am
BOS
-
ISP
1 stop6h 15m
Southwest
Deal found 5/25$357
This Southwest deal was found by Cheapflights users on 5/25. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/263:05 pm
ISP
-
BOS
1 stop9h 00m
Southwest
Sun 6/285:30 am
BOS
-
ISP
1 stop6h 15m
Southwest
Deal found 5/25$362
This Kiwi.com deal was found by Cheapflights users on 5/24. 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 8/185:27 pm
ISP
-
BOS
1 stop17h 38m
Multiple Airlines
Fri 8/218:47 am
BOS
-
ISP
1 stop4h 41m
Multiple Airlines
Deal found 5/24$375
This Southwest deal was found by Cheapflights users on 5/25. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/912:25 pm
ISP
-
PWM
1 stop6h 05m
Southwest
Sat 6/135:35 am
PWM
-
ISP
1 stop6h 00m
Southwest
Deal found 5/25$383
This Southwest deal was found by Cheapflights users on 5/26. 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.
Thu 6/185:50 pm
ISP
-
BOS
1 stop6h 15m
Southwest
Sun 6/217:45 am
BOS
-
ISP
1 stop4h 00m
Southwest
Deal found 5/26$387
This Southwest deal was found by Cheapflights users on 5/27. 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.
Sun 8/96:20 am
ISP
-
PWM
1 stop6h 25m
Southwest
Fri 8/145:55 am
PWM
-
ISP
1 stop3h 45m
Southwest
Deal found 5/27$387
This Southwest deal was found by Cheapflights users on 5/26. 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.
Fri 7/103:05 pm
ISP
-
BOS
2 stops9h 10m
Southwest
Mon 7/137:50 pm
BOS
-
ISP
1 stop3h 50m
Southwest
Deal found 5/26$388
This Southwest deal was found by Cheapflights users on 5/26. 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 6/234:40 pm
ISP
-
BOS
1 stop6h 40m
Southwest
Tue 6/302:30 pm
BOS
-
ISP
2 stops8h 05m
Southwest
Deal found 5/26$392
This Southwest deal was found by Cheapflights users on 5/25. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/195:55 pm
ISP
-
BOS
1 stop6h 15m
Southwest
Fri 8/75:30 pm
BOS
-
ISP
1 stop4h 35m
Southwest
Deal found 5/25$393

Find flight deals from Islip to Maine

Keep the following information in mind while searching for Islip to Maine flight deals. Data was last updated May 28, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$312
(Southwest)

One-way from

$160
(Kiwi.com)

Popular in

December

Cheapest in

August

Average price

$237
Provider with most accurate pricing for New York (NYC)-Portland flight deals.
Search Deals
Provider most trusted by Cheapflights users for New York (NYC)-Portland flights.
Search Deals
From Islip Long Island to Maine
Search Deals
One-way flight from Islip Long Island to Maine
Search Deals
Highest demand for flights based on searches. 7% potential increase in price ($19 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($5 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Islip to Maine 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 May 28, 2026.
Use the filters below to find and compare flights from Islip to Maine that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

IslipPortland

ISP - PWM

ISPPWM

Islip Long Island

Sat 6/13

2:45 pm-9:00 pm

1 stop6h 15m

Portland

Sat 6/20

5:35 am-2:50 pm

1 stop9h 15m

$312

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

Sat 9/26

5:30 am-12:20 pm

1 stop6h 50m

Boston Logan Intl

Sun 9/27

5:55 am-9:55 am

1 stop4h 00m

$347

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

Tue 9/1

3:20 pm-9:25 pm

1 stop6h 05m

Boston Logan Intl

Sun 9/6

6:40 am-12:45 pm

1 stop6h 05m

$347

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

Thu 7/30

9:10 am-3:15 pm

1 stop6h 05m

Boston Logan Intl

Sat 8/1

6:45 pm-11:15 pm

1 stop4h 30m

$347

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

Wed 7/22

8:55 am-3:40 pm

1 stop6h 45m

Boston Logan Intl

Fri 7/24

7:50 pm-11:40 pm

1 stop3h 50m

$347
Quickest round-trip

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

Mon 9/28

6:10 am-9:50 am

1 stop3h 40m

Boston Logan Intl

Fri 10/9

5:35 am-9:40 am

1 stop4h 05m

$347

IslipPortland

ISP - PWM

ISPPWM

Islip Long Island

Tue 6/9

12:25 pm-6:30 pm

1 stop6h 05m

Portland

Sat 6/13

5:35 am-11:35 am

1 stop6h 00m

$383

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

Thu 6/18

12:30 pm-5:10 pm

1 stop4h 40m

Boston Logan Intl

Sat 6/20

4:45 pm-11:10 pm

1 stop6h 25m

$387

IslipPortland

ISP - PWM

ISPPWM

Islip Long Island

Sun 8/9

6:20 am-12:45 pm

1 stop6h 25m

Portland

Fri 8/14

5:55 am-9:40 am

1 stop3h 45m

$387

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

Mon 6/22

5:50 pm-9:40 pm

1 stop3h 50m

Boston Logan Intl

Mon 6/29

5:45 am-11:50 am

1 stop6h 05m

$398

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/23

Showing 1-10 of 47 resultsSorted by cheapest first
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Best time to book a flight from Islip to Maine

Have a flexible travel schedule? Discover the best time to fly to Maine from Islip 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 Islip to Maine
No data available for this route at this time. Please check back soon.

Related info for your journey

Find useful and relevant information for your journey from Islip to Maine. 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 from for flights from Islip to Maine?

    Located just 7.2 mi from the city center, Islip Long Island (ISP) is the airport most travelers will use when flying to Maine from Islip.

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

    Departing from Islip, New York to Maine will take you 6h 07m. Islip, New York and Maine are separated by a distance of 352 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

    The most popular route from Islip, New York to Maine is Islip Long Island - Boston Logan Intl. You may also consider Islip Long Island - Portland or Islip Long Island - Bangor.

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

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

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

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

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

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

See more FAQs

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