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Islip

$142+ 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 8/22. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — ISP
Jun 29 — Jul 61
Mon 6/29
Mon 7/6
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 May 30, 2026.

This KAYAK deal was found by Cheapflights users on 5/28. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/75:25 am
BOS
-
ISP
1 stop8h 20m
Southwest
Thu 7/912:30 pm
ISP
-
BOS
1 stop9h 10m
Southwest
Deal found 5/28$347
This Southwest deal was found by Cheapflights users on 5/29. 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 8/75:30 pm
BOS
-
ISP
1 stop4h 35m
Southwest
Sun 8/96:20 am
ISP
-
BOS
1 stop6h 20m
Southwest
Deal found 5/29$367
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/88:44 am
BOS
-
ISP
1 stop4h 44m
Multiple Airlines
Tue 6/97:18 pm
ISP
-
BOS
1 stop15h 47m
Multiple Airlines
Deal found 5/26$369
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.
Wed 8/262:45 pm
BOS
-
ISP
1 stop6h 20m
Southwest
Thu 8/2712:35 pm
ISP
-
BOS
2 stops9h 45m
Southwest
Deal found 5/26$372
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/106:30 pm
PWM
-
ISP
2 stops24h 39m
Multiple Airlines
Sun 6/149:52 pm
ISP
-
PWM
1 stop11h 20m
Multiple Airlines
Deal found 5/26$377
This Southwest deal was found by Cheapflights users on 5/28. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/77:40 am
BOS
-
ISP
1 stop4h 55m
Southwest
Tue 8/116:05 am
ISP
-
BOS
2 stops10h 05m
Southwest
Deal found 5/28$382
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 6/95:30 am
PWM
-
ISP
1 stop6h 20m
Southwest
Sat 6/132:45 pm
ISP
-
PWM
1 stop6h 15m
Southwest
Deal found 5/25$383
This Southwest deal was found by Cheapflights users on 5/29. 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 6/195:20 pm
BOS
-
ISP
1 stop6h 15m
Southwest
Sat 6/205:35 pm
ISP
-
BOS
1 stop6h 00m
Southwest
Deal found 5/29$387
This KAYAK 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/235:35 am
BOS
-
ISP
3 stops8h 10m
Southwest
Thu 6/259:10 am
ISP
-
BOS
1 stop6h 05m
Southwest
Deal found 5/27$397
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/126:13 pm
PWM
-
ISP
1 stop19h 20m
Breeze Airways
Mon 6/158:43 pm
ISP
-
PWM
2 stops19h 16m
Breeze Airways
Deal found 5/27$416
This Southwest deal was found by Cheapflights users on 5/28. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/197:50 pm
BOS
-
ISP
1 stop3h 45m
Southwest
Sun 6/216:00 am
ISP
-
BOS
1 stop3h 50m
Southwest
Deal found 5/28$418
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/78:55 am
BOS
-
ISP
Nonstop1h 35m
Multiple Airlines
Tue 6/97:18 pm
ISP
-
BOS
1 stop15h 47m
Multiple Airlines
Deal found 5/26$421

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 May 30, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$347
(Southwest)

One-way from

$142
(Southwest)

Popular in

March

Cheapest in

October

Average price

$184
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. 11% potential increase in price ($29 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($6 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 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 May 30, 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

BostonIslip

BOS - ISP

BOSISP

Boston Logan Intl

Tue 7/7

5:25 am-1:45 pm

1 stop8h 20m

Islip Long Island

Thu 7/9

12:30 pm-9:40 pm

1 stop9h 10m

$347

BostonIslip

BOS - ISP

BOSISP

Boston Logan Intl

Wed 8/26

8:15 am-12:10 pm

1 stop3h 55m

Islip Long Island

Thu 8/27

6:10 am-9:50 am

1 stop3h 40m

$347

BostonIslip

BOS - ISP

BOSISP

Boston Logan Intl

Fri 8/7

7:40 am-12:35 pm

1 stop4h 55m

Islip Long Island

Tue 8/11

10:55 am-2:40 pm

1 stop3h 45m

$367

PortlandIslip

PWM - ISP

PWMISP

Portland

Wed 6/10

6:30 pm-7:09 pm

2 stops24h 39m

Islip Long Island

Sun 6/14

9:52 pm-9:12 am

1 stop11h 20m

$377

BostonIslip

BOS - ISP

BOSISP

Boston Logan Intl

Fri 6/19

7:50 pm-11:35 pm

1 stop3h 45m

Islip Long Island

Sun 6/21

6:00 am-9:50 am

1 stop3h 50m

$418

BostonIslip

BOS - ISP

BOSISP

Boston Logan Intl

Fri 6/19

5:20 pm-11:35 pm

1 stop6h 15m

Islip Long Island

Sat 6/20

2:45 pm-11:15 pm

2 stops8h 30m

$423

PortlandIslip

PWM - ISP

PWMISP

Portland

Sun 7/19

5:30 am-11:45 am

1 stop6h 15m

Islip Long Island

Tue 7/21

4:40 pm-11:00 pm

1 stop6h 20m

$426

PortlandIslip

PWM - ISP

PWMISP

Portland

Tue 6/23

5:30 am-11:50 am

1 stop6h 20m

Islip Long Island

Tue 6/30

4:40 pm-10:55 pm

1 stop6h 15m

$429

BostonIslip

BOS - ISP

BOSISP

Boston Logan Intl

Fri 6/12

8:55 am-2:30 pm

1 stop5h 35m

Islip Long Island

Fri 6/12

5:50 pm-12:05 am

1 stop6h 15m

$449

PortlandIslip

PWM - ISP

PWMISP

Portland

Sat 6/13

5:35 am-11:35 am

1 stop6h 00m

Islip Long Island

Wed 6/17

12:25 pm-6:30 pm

1 stop6h 05m

$459

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/27

Showing 1-10 of 37 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
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 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 8h 20m. Southwest provides one of the quickest options available for as low as $347. Maine and Islip, New York are separated by a distance of 153 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.

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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