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Maine

$108+ 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 5/5. Fares are subject to change and may not be available on all flights or dates of travel.
ISP — PWM
May 5 — May 121
Tue 5/5
Tue 5/12
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 April 5, 2026.

This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/311:00 am
ISP
-
BOS
1 stop8h 15m
Multiple Airlines
Wed 6/108:47 am
BOS
-
ISP
2 stops25h 16m
Multiple Airlines
Deal found 3/31$235
This Kiwi.com deal was found by Cheapflights users on 4/3. 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 5/55:38 pm
ISP
-
BOS
1 stop15h 34m
Multiple Airlines
Thu 5/710:07 am
BOS
-
ISP
2 stops27h 21m
Multiple Airlines
Deal found 4/3$257
This Southwest deal was found by Cheapflights users on 4/5. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/54:10 pm
ISP
-
PWM
1 stop6h 25m
Southwest
Tue 5/126:10 am
PWM
-
ISP
1 stop5h 45m
Southwest
Deal found 4/5$287
This Kiwi.com deal was found by Cheapflights users on 4/3. 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 5/55:38 pm
ISP
-
BOS
1 stop15h 34m
Frontier
Thu 5/710:07 am
BOS
-
ISP
1 stop23h 58m
Frontier
Deal found 4/3$290
This Kiwi.com deal was found by Cheapflights users on 4/4. 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 5/48:31 pm
ISP
-
BOS
2 stops28h 53m
Frontier
Mon 5/1110:17 am
BOS
-
ISP
1 stop24h 43m
Frontier
Deal found 4/4$327
This Southwest deal was found by Cheapflights users on 4/2. 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 6/45:50 pm
ISP
-
PWM
1 stop6h 15m
Southwest
Sun 6/75:30 am
PWM
-
ISP
1 stop6h 15m
Southwest
Deal found 4/2$329
This Southwest deal was found by Cheapflights users on 4/4. 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 5/44:30 pm
ISP
-
BOS
1 stop3h 35m
Southwest
Mon 5/114:45 pm
BOS
-
ISP
1 stop6h 45m
Southwest
Deal found 4/4$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 5/88:35 am
ISP
-
PWM
1 stop3h 35m
Southwest
Sun 5/105:30 pm
PWM
-
ISP
1 stop6h 20m
Southwest
Deal found 4/1$347
This Kiwi.com deal was found by Cheapflights users on 4/5. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/1511:50 am
ISP
-
BOS
1 stop23h 43m
Multiple Airlines
Wed 4/226:00 pm
BOS
-
ISP
2 stops43h 31m
Multiple Airlines
Deal found 4/5$349
This Southwest deal was found by Cheapflights users on 4/2. 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 7/25:50 pm
ISP
-
PWM
1 stop6h 15m
Southwest
Tue 7/75:30 am
PWM
-
ISP
1 stop8h 15m
Southwest
Deal found 4/2$352
This Southwest deal was found by Cheapflights users on 4/3. 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 5/56:30 am
ISP
-
BOS
2 stops9h 35m
Southwest
Thu 5/77:10 am
BOS
-
ISP
2 stops9h 20m
Southwest
Deal found 4/3$357
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.
Sat 5/164:40 pm
ISP
-
BOS
1 stop4h 25m
Southwest
Sat 5/232:20 pm
BOS
-
ISP
2 stops8h 20m
Southwest
Deal found 4/1$362

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 April 5, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$235
(Kiwi.com)

One-way from

$108
(Trip.com)

Popular in

December

Cheapest in

September

Average price

$227
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. 8% potential increase in price ($24 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 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 April 5, 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

Tue 5/5

4:10 pm-10:35 pm

1 stop6h 25m

Portland

Tue 5/12

6:10 am-11:55 am

1 stop5h 45m

$287

IslipPortland

ISP - PWM

ISPPWM

Islip Long Island

Thu 6/4

5:50 pm-12:05 am

1 stop6h 15m

Portland

Sun 6/7

5:30 am-11:45 am

1 stop6h 15m

$329

IslipPortland

ISP - PWM

ISPPWM

Islip Long Island

Wed 7/1

4:40 pm-10:55 pm

1 stop6h 15m

Portland

Tue 7/14

5:30 am-11:50 am

1 stop6h 20m

$347

IslipPortland

ISP - PWM

ISPPWM

Islip Long Island

Fri 5/8

8:35 am-12:10 pm

1 stop3h 35m

Portland

Sun 5/10

5:30 pm-11:50 pm

1 stop6h 20m

$347

IslipPortland

ISP - PWM

ISPPWM

Islip Long Island

Thu 7/2

5:50 pm-12:05 am

1 stop6h 15m

Portland

Tue 7/7

5:30 am-1:45 pm

1 stop8h 15m

$352

IslipPortland

ISP - PWM

ISPPWM

Islip Long Island

Fri 5/1

8:35 am-2:10 pm

1 stop5h 35m

Portland

Fri 5/8

12:45 pm-4:30 pm

1 stop3h 45m

$367

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

Sat 6/20

2:45 pm-6:20 pm

1 stop3h 35m

Boston Logan Intl

Sun 6/28

5:30 am-11:45 am

1 stop6h 15m

$367

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

Thu 8/6

10:20 am-2:30 pm

1 stop4h 10m

Boston Logan Intl

Fri 8/7

9:40 am-4:25 pm

1 stop6h 45m

$367

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

Wed 8/12

6:05 am-12:40 pm

1 stop6h 35m

Boston Logan Intl

Fri 8/14

7:40 am-12:35 pm

1 stop4h 55m

$367

IslipPortland

ISP - PWM

ISPPWM

Islip Long Island

Thu 7/23

5:50 pm-12:05 am

1 stop6h 15m

Portland

Sun 7/26

5:30 am-11:45 am

1 stop6h 15m

$377

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/4

Showing 1-10 of 42 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

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

Currently, September is the cheapest month in which you can book a flight from Islip, New York to Maine (average of $65). Flying from Islip, New York to Maine in March is currently the most expensive (average of $167). 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 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 25m. Islip, New York and Maine are separated by a distance of 243 mi.

  • 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, September is the cheapest month in which you can book a flight from Islip, New York to Maine (average of $65). Flying from Islip, New York to Maine in March is currently the most expensive (average of $167). 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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