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Islip

$124+ Cheap flights from Maine to Islip, NY (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 5/6. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — ISP
May 1 — May 81
Fri 5/1
Fri 5/8
1 adult, Economy
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Cheap flight deals from Maine to Islip

Cheapest flights from Maine to Islip
Explore the most affordable flight options available from Maine to Islip. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 1, 2026.

This Kiwi.com deal was found by Cheapflights users on 3/29. 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 4/288:16 pm
BOS
-
ISP
2 stops37h 17m
Multiple Airlines
Tue 5/55:38 pm
ISP
-
BOS
1 stop15h 34m
Multiple Airlines
Deal found 3/29$245
This Kiwi.com deal was found by Cheapflights users on 3/29. 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 5/1210:07 am
BOS
-
ISP
1 stop23h 58m
Frontier
Fri 5/1511:00 am
ISP
-
BOS
1 stop22h 12m
Frontier
Deal found 3/29$254
This Kiwi.com deal was found by Cheapflights users on 3/29. 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.
Thu 4/3012:57 pm
BOS
-
ISP
1 stop20h 16m
Multiple Airlines
Mon 5/44:07 pm
ISP
-
BOS
2 stops15h 42m
Multiple Airlines
Deal found 3/29$260
This Kiwi.com deal was found by Cheapflights users on 3/29. 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 5/126:00 am
BOS
-
ISP
2 stops10h 47m
Multiple Airlines
Fri 5/1511:00 am
ISP
-
BOS
1 stop22h 12m
Multiple Airlines
Deal found 3/29$282
This Kiwi.com deal was found by Cheapflights users on 3/30. 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.
Fri 5/2912:01 pm
BOS
-
ISP
2 stops23h 16m
Multiple Airlines
Mon 6/111:00 am
ISP
-
BOS
1 stop10h 42m
Multiple Airlines
Deal found 3/30$294
This Southwest deal was found by Cheapflights users on 3/31. 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 4/302:50 pm
PWM
-
ISP
1 stop5h 35m
Southwest
Mon 5/48:35 am
ISP
-
PWM
1 stop5h 35m
Southwest
Deal found 3/31$311
This Southwest deal was found by Cheapflights users on 3/30. 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 5/14:45 pm
BOS
-
ISP
1 stop3h 40m
Southwest
Wed 5/64:10 pm
ISP
-
BOS
1 stop6h 30m
Southwest
Deal found 3/30$347
This Southwest deal was found by Cheapflights users on 4/1. 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 6/55:20 pm
PWM
-
ISP
1 stop6h 15m
Southwest
Sun 6/75:55 pm
ISP
-
PWM
1 stop6h 10m
Southwest
Deal found 4/1$347
This Southwest deal was found by Cheapflights users on 3/29. 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 4/282:25 pm
BOS
-
ISP
2 stops7h 45m
Southwest
Tue 5/512:30 pm
ISP
-
BOS
2 stops8h 50m
Southwest
Deal found 3/29$357
This Southwest deal was found by Cheapflights users on 3/29. 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 5/14:45 pm
BOS
-
ISP
1 stop6h 45m
Southwest
Mon 5/412:30 pm
ISP
-
BOS
2 stops10h 45m
Southwest
Deal found 3/29$362
This Southwest deal was found by Cheapflights users on 3/29. 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 5/295:30 am
BOS
-
ISP
1 stop6h 20m
Southwest
Sun 5/316:05 am
ISP
-
BOS
1 stop3h 50m
Southwest
Deal found 3/29$367
This Southwest deal was found by Cheapflights users on 3/30. 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 5/266:10 am
PWM
-
ISP
1 stop7h 40m
Southwest
Fri 5/294:30 pm
ISP
-
PWM
1 stop6h 55m
Southwest
Deal found 3/30$408

Find flight deals from Maine to Islip

Keep the following information in mind while searching for Maine to Islip flight deals. Data was last updated April 1, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$245
(Kiwi.com)

One-way from

$124
(Kiwi.com)

Popular in

March

Cheapest in

May

Average price

$188
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 Maine to Islip Long Island
Search Deals
One-way flight from Maine to Islip Long Island
Search Deals
Highest demand for flights based on searches. 6% potential increase in price ($15 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 April 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Maine 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 1, 2026.
Use the filters below to find and compare flights from Maine to Islip that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

PortlandIslip

PWM - ISP

PWMISP

Portland

Thu 4/30

2:50 pm-8:25 pm

1 stop5h 35m

Islip Long Island

Mon 5/4

8:35 am-2:10 pm

1 stop5h 35m

$311
Quickest round-trip

BostonIslip

BOS - ISP

BOSISP

Boston Logan Intl

Thu 9/17

5:50 am-9:40 am

1 stop3h 50m

Islip Long Island

Sun 9/20

6:20 am-10:05 am

1 stop3h 45m

$347

PortlandIslip

PWM - ISP

PWMISP

Portland

Mon 6/22

5:35 am-11:50 am

1 stop6h 15m

Islip Long Island

Fri 6/26

5:50 pm-12:05 am

1 stop6h 15m

$347

PortlandIslip

PWM - ISP

PWMISP

Portland

Fri 6/5

5:20 pm-11:35 pm

1 stop6h 15m

Islip Long Island

Sun 6/7

5:55 pm-12:05 am

1 stop6h 10m

$347

BostonIslip

BOS - ISP

BOSISP

Boston Logan Intl

Tue 4/28

2:25 pm-10:10 pm

2 stops7h 45m

Islip Long Island

Tue 5/5

12:30 pm-9:20 pm

2 stops8h 50m

$357

BostonIslip

BOS - ISP

BOSISP

Boston Logan Intl

Thu 4/16

12:31 pm-1:31 pm

1 stop25h 00m

Islip Long Island

Sun 4/19

8:31 pm-11:25 am

2 stops14h 54m

$369

BostonIslip

BOS - ISP

BOSISP

Boston Logan Intl

Fri 6/5

1:20 pm-11:40 pm

2 stops10h 20m

Islip Long Island

Mon 6/8

3:05 pm-12:10 am

2 stops9h 05m

$387

BostonIslip

BOS - ISP

BOSISP

Boston Logan Intl

Tue 4/28

6:20 am-11:55 am

1 stop5h 35m

Islip Long Island

Wed 4/29

12:30 pm-5:15 pm

1 stop4h 45m

$387

BostonIslip

BOS - ISP

BOSISP

Boston Logan Intl

Thu 7/23

10:15 pm-8:20 am

1 stop10h 05m

Islip Long Island

Sun 7/26

6:00 am-9:50 am

1 stop3h 50m

$388

BostonIslip

BOS - ISP

BOSISP

Boston Logan Intl

Thu 5/7

2:30 pm-8:25 pm

1 stop5h 55m

Islip Long Island

Thu 5/14

4:30 pm-9:50 pm

1 stop5h 20m

$398

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/28

Showing 1-10 of 29 resultsSorted by cheapest first
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Best time to book a flight from Maine to Islip

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

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

Currently, September is the cheapest month in which you can book a flight from Maine to Islip, New York (average of $68). Flying from Maine to Islip, New York in January is currently the most expensive (average of $147). 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 Maine 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 Maine?

    If you book a flight to Islip from Maine, you will be flying to Long Island, which is the city’s only airport. Islip Long Island (ISP) is located 7.2 mi from the center of Islip.

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

    A quick flight from Maine to Islip, New York can take about 5h 35m. Southwest provides one of the quickest options available for as low as $311. Maine and Islip, New York are separated by a distance of 243 mi.

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

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

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

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

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

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

    Currently, September is the cheapest month in which you can book a flight from Maine to Islip, New York (average of $68). Flying from Maine to Islip, New York in January is currently the most expensive (average of $147). 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?

Book flights to Islip if you plan to visit one of these locations
Riverhead

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