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Maine

$100+ 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 2/25. Fares are subject to change and may not be available on all flights or dates of travel.
ISP — PWM
Feb 20 — Feb 271
Fri 2/20
Fri 2/27
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 January 21, 2026.

This Kiwi.com deal was found by Cheapflights users on 1/21. 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.
Wed 1/2811:50 am
ISP
-
BOS
2 stops37h 23m
Multiple Airlines
Wed 2/43:43 pm
BOS
-
ISP
1 stop27h 05m
Multiple Airlines
Deal found 1/21$229
This Southwest deal was found by Cheapflights users on 1/20. 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 2/275:35 pm
ISP
-
BOS
1 stop6h 05m
Southwest
Mon 3/26:40 pm
BOS
-
ISP
1 stop3h 40m
Southwest
Deal found 1/20$327
This Kiwi.com deal was found by Cheapflights users on 1/20. 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 2/275:30 am
ISP
-
BOS
2 stops19h 43m
Multiple Airlines
Mon 3/26:00 am
BOS
-
ISP
1 stop12h 40m
Multiple Airlines
Deal found 1/20$340
This Southwest deal was found by Cheapflights users on 1/21. 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.
Mon 3/96:00 am
ISP
-
BOS
1 stop3h 50m
Southwest
Fri 3/135:30 am
BOS
-
ISP
1 stop6h 10m
Southwest
Deal found 1/21$347
This Kiwi.com deal was found by Cheapflights users on 1/21. 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 2/57:26 pm
ISP
-
BOS
2 stops29h 47m
Multiple Airlines
Mon 2/97:00 am
BOS
-
ISP
1 stop11h 48m
Multiple Airlines
Deal found 1/21$350
This Southwest deal was found by Cheapflights users on 1/21. 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 4/238:35 am
ISP
-
BOS
1 stop3h 35m
Southwest
Tue 4/282:25 pm
BOS
-
ISP
2 stops7h 45m
Southwest
Deal found 1/21$352
This Southwest deal was found by Cheapflights users on 1/19. 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 7/182:45 pm
ISP
-
PWM
1 stop6h 15m
Southwest
Wed 7/225:30 am
PWM
-
ISP
1 stop8h 15m
Southwest
Deal found 1/19$373
This Kiwi.com deal was found by Cheapflights users on 1/20. 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 2/39:59 am
ISP
-
BOS
Nonstop1h 25m
Multiple Airlines
Fri 2/67:00 am
BOS
-
ISP
1 stop13h 47m
Multiple Airlines
Deal found 1/20$376
This Southwest deal was found by Cheapflights users on 1/19. 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 7/2412:30 pm
ISP
-
BOS
1 stop4h 40m
Southwest
Mon 7/275:45 am
BOS
-
ISP
1 stop6h 05m
Southwest
Deal found 1/19$377
This Kiwi.com deal was found by Cheapflights users on 1/21. 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.
Mon 1/269:59 am
ISP
-
BOS
Nonstop1h 25m
Multiple Airlines
Mon 2/95:23 pm
BOS
-
ISP
3 stops41h 47m
Multiple Airlines
Deal found 1/21$401
This Southwest deal was found by Cheapflights users on 1/19. 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 4/32:00 pm
ISP
-
BOS
1 stop7h 05m
Southwest
Sun 4/55:15 am
BOS
-
ISP
1 stop6h 30m
Southwest
Deal found 1/19$402
This Kiwi.com deal was found by Cheapflights users on 1/21. 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.
Sun 2/19:25 am
ISP
-
PWM
1 stop23h 42m
Multiple Airlines
Wed 2/46:18 pm
PWM
-
ISP
2 stops16h 57m
Multiple Airlines
Deal found 1/21$422

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 January 21, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

Expedia
3 stars

Round-trip from

$327
(Southwest)

One-way from

$100
(Kiwi.com)

Popular in

December

Cheapest in

April

Average price

$299
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. 14% potential increase in price ($42 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($5 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 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 January 21, 2026.
Use the filters below to find and compare flights from Islip to Maine that are best for you.

Fly from

Islip

Fly to

Maine

Route

Depart

Return

Price

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

Mon 3/30

5:55 pm-12:05 am

1 stop6h 10m

Boston Logan Intl

Wed 4/1

5:45 am-11:40 am

1 stop5h 55m

$327

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

Mon 3/9

6:00 am-9:50 am

1 stop3h 50m

Boston Logan Intl

Fri 3/13

5:30 am-11:40 am

1 stop6h 10m

$347

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

Thu 2/5

7:26 pm-1:13 am

2 stops29h 47m

Boston Logan Intl

Mon 2/9

7:00 am-6:48 pm

1 stop11h 48m

$350

IslipPortland

ISP - PWM

ISPPWM

Islip Long Island

Sat 7/18

2:45 pm-9:00 pm

1 stop6h 15m

Portland

Wed 7/22

5:30 am-1:45 pm

1 stop8h 15m

$373

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

Tue 2/3

9:59 am-11:24 am

Nonstop1h 25m

Boston Logan Intl

Fri 2/6

7:00 am-8:47 pm

1 stop13h 47m

$376

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

Fri 4/3

9:59 am-11:24 am

Nonstop1h 25m

Boston Logan Intl

Sun 4/5

11:36 am-7:51 pm

1 stop8h 15m

$383

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

Wed 1/28

7:25 am-8:59 am

Nonstop1h 34m

Boston Logan Intl

Wed 2/4

3:43 pm-6:48 pm

1 stop27h 05m

$383

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

Mon 1/26

9:59 am-11:24 am

Nonstop1h 25m

Boston Logan Intl

Mon 2/9

5:23 pm-11:10 am

3 stops41h 47m

$401

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

Fri 4/3

2:00 pm-9:05 pm

1 stop7h 05m

Boston Logan Intl

Sun 4/5

5:15 am-11:45 am

1 stop6h 30m

$402

IslipPortland

ISP - PWM

ISPPWM

Islip Long Island

Sun 2/1

9:25 am-9:07 am

1 stop23h 42m

Portland

Wed 2/4

6:18 pm-11:15 am

2 stops16h 57m

$422

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/20

Showing 1-10 of 22 results
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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

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

Currently, April is the cheapest month in which you can book a flight from Islip, New York to Maine (average of $58). Flying from Islip, New York to Maine in March is currently the most expensive (average of $173). 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 Maine

Get insights into the airlines that provide service to Maine. 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 Maine. Reviews last updated January 21, 2026.
Peruse reviews from past customers who have flown with Southwest from Islip to Maine to help guide your decision. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,266 reviews

Food

7.0

Crew

8.6

Overall

8.0

Comfort

8.0

Boarding

8.1

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Southwest
8.0
Very good
4,266 reviews
Southwest
8.0
Very good
4,266 reviews

Food

7.0

Crew

8.6

Overall

8.0

Comfort

8.0

Boarding

8.1

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

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 10m. Islip, New York and Maine are separated by a distance of 153 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.

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

    Currently, April is the cheapest month in which you can book a flight from Islip, New York to Maine (average of $58). Flying from Islip, New York to Maine in March is currently the most expensive (average of $173). 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

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Alternative routes for Islip to Maine

See prices for flight routes from nearby airports that may be better suited for you.
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Top airline flying from Islip to Maine

Discover the top airline that operate flights from Islip to Maine. 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 January 21, 2026.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$254Average$346FlexibilityNo cancel feeOn-time63%

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