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Maine

$142+ Cheap flights from Islip, NY (ISP) to Maine

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 1/11. Fares are subject to change and may not be available on all flights or dates of travel.
ISP — PWM
Jan 27 — Feb 31
Tue 1/27
Tue 2/3
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 December 28, 2025.

This Expedia deal was found by Cheapflights users on 12/25. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/289:59 amISP - BOS
Nonstop1h 25mMultiple Airlines
Fri 1/237:30 pmBOS - ISP
1 stop13h 22mMultiple Airlines
Deal found 12/25$351
This Booking.com deal was found by Cheapflights users on 12/25. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/289:59 amISP - BOS
Nonstop1h 25mCape Air
Fri 1/236:19 pmBOS - ISP
Nonstop1h 26mCape Air
Deal found 12/25$507
This Cheapflightsfares deal was found by Cheapflights users on 12/27. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/299:59 amISP - BOS
Nonstop1h 25mCape Air
Thu 1/16:19 pmBOS - ISP
Nonstop1h 26mCape Air
Deal found 12/27$515
This Cape Air deal was found by Cheapflights users on 12/26. 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 Cape Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/3012:30 pmISP - BOS
Nonstop1h 34mCape Air
Wed 1/72:34 pmBOS - ISP
Nonstop1h 36mCape Air
Deal found 12/26$520
This Cheapflightsfares deal was found by Cheapflights users on 12/27. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/309:59 amISP - BOS
Nonstop1h 25mCape Air
Tue 12/302:34 pmBOS - ISP
Nonstop1h 36mCape Air
Deal found 12/27$569
This Gotogate deal was found by Cheapflights users on 12/26. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/277:25 amISP - BOS
Nonstop1h 34mCape Air
Mon 12/299:30 amBOS - ISP
Nonstop1h 35mCape Air
Deal found 12/26$570
This Cheapflightsfares deal was found by Cheapflights users on 12/28. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/309:59 amISP - BOS
Nonstop1h 25mCape Air
Fri 1/29:30 amBOS - ISP
Nonstop1h 35mCape Air
Deal found 12/28$574
This Cape Air deal was found by Cheapflights users on 12/26. 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 Cape Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/289:59 amISP - BOS
Nonstop1h 25mCape Air
Mon 1/56:19 pmBOS - ISP
Nonstop1h 26mCape Air
Deal found 12/26$580
This Gotogate deal was found by Cheapflights users on 12/26. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/2712:30 pmISP - BOS
Nonstop1h 34mCape Air
Sat 1/36:19 pmBOS - ISP
Nonstop1h 26mCape Air
Deal found 12/26$599
This Cheapflightsfares deal was found by Cheapflights users on 12/28. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/289:59 amISP - BOS
Nonstop1h 25mCape Air
Tue 12/302:34 pmBOS - ISP
Nonstop1h 36mCape Air
Deal found 12/28$604
This Southwest deal was found by Cheapflights users on 12/26. 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 12/305:40 amISP - PWM
1 stop5h 30mSouthwest
Thu 1/13:30 pmPWM - ISP
1 stop6h 35mSouthwest
Deal found 12/26$717
This Southwest deal was found by Cheapflights users on 12/27. 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 12/281:35 pmISP - PWM
2 stops10h 30mSouthwest
Sun 1/45:30 pmPWM - ISP
1 stop6h 25mSouthwest
Deal found 12/27$902

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 December 28, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$142
(Kiwi.com)

Popular in

December

Cheapest in

April

Average price

$319
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
Highest demand for flights based on searches. 12% potential increase in price ($35 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($7 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
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 December 28, 2025.
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

Sun 1/11

8:40 pm-10:46 am

1 stop14h 06m

Boston Logan Intl

Tue 1/13

6:00 am-10:46 pm

2 stops16h 46m

$162

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

Mon 1/12

2:01 pm-1:19 am

2 stops11h 18m

Boston Logan Intl

Fri 1/16

3:43 pm-10:46 pm

1 stop31h 03m

$261

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

Sun 1/25

9:25 am-11:19 pm

1 stop13h 54m

Boston Logan Intl

Sun 2/1

3:43 pm-6:48 pm

1 stop27h 05m

$269

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

Thu 1/8

7:26 pm-2:38 pm

2 stops19h 12m

Boston Logan Intl

Sat 1/10

7:00 am-7:08 pm

1 stop12h 08m

$269

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

Sun 1/25

9:25 am-11:19 pm

1 stop13h 54m

Boston Logan Intl

Mon 1/26

7:00 am-6:48 pm

1 stop11h 48m

$305

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

Mon 1/26

3:45 pm-10:05 pm

1 stop6h 20m

Boston Logan Intl

Tue 1/27

3:20 pm-9:55 pm

1 stop6h 35m

$327

IslipPortland

ISP - PWM

ISPPWM

Islip Long Island

Sun 5/3

11:50 am-4:50 pm

1 stop5h 00m

Portland

Thu 5/7

12:45 pm-4:30 pm

1 stop3h 45m

$347

IslipPortland

ISP - PWM

ISPPWM

Islip Long Island

Tue 3/10

5:45 am-11:55 am

1 stop6h 10m

Portland

Sat 3/21

5:30 am-11:40 am

1 stop6h 10m

$349

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

Mon 1/26

9:59 am-11:24 am

Nonstop1h 25m

Boston Logan Intl

Tue 1/27

7:30 pm-8:52 am

1 stop13h 22m

$351

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

Sun 1/11

8:40 pm-10:46 am

1 stop14h 06m

Boston Logan Intl

Tue 1/13

6:19 pm-7:45 pm

Nonstop1h 26m

$355

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/25

Showing 1-10 of 27 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 February is currently the most expensive (average of $189). 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 December 28, 2025.
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
4,256 reviews

Food

7.0

Overall

8.0

Crew

8.6

Boarding

8.1

Entertainment

7.5

Comfort

8.0

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
4,256 reviews
Southwest
8.0
Very good
4,256 reviews

Food

7.0

Overall

8.0

Crew

8.6

Boarding

8.1

Entertainment

7.5

Comfort

8.0

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 5h. Islip, New York and Maine are separated by a distance of 243 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 February is currently the most expensive (average of $189). 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 December 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$254Average$396FlexibilityNo cancel feeOn-time63%

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