$174+ 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 8/19. Fares are subject to change and may not be available on all flights or dates of travel.
ISP — PWM
Jul 2 — Jul 91
Round-trip
1 adult, Economy
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Find cheap flights from Islip to Maine with Cheapflights
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Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Cheapest flights from Islip to MaineExplore 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 June 2, 2026.
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 June 2, 2026.
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.
Mon 8/174:05 pm
ISP
- BOS
1 stop3h 35m
Southwest
Fri 8/215:50 am
BOS
- ISP
1 stop3h 50m
Southwest
Deal found 5/29![Southwest logo]()
$295
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.
Mon 8/104:05 pm
ISP
- PWM
1 stop6h 20m
Southwest
Thu 8/135:55 am
PWM
- ISP
1 stop3h 45m
Southwest
Deal found 5/29![Southwest logo]()
$300
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.
Wed 8/1910:55 am
ISP
- PWM
2 stops11h 10m
Southwest
Sun 8/236:10 am
PWM
- ISP
1 stop3h 45m
Southwest
Deal found 5/28![Southwest logo]()
$323
This Southwest deal was found by Cheapflights users on 5/30. 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.
Sat 8/295:30 am
ISP
- PWM
1 stop6h 15m
Southwest
Mon 8/315:55 am
PWM
- ISP
1 stop3h 45m
Southwest
Deal found 5/30![Southwest logo]()
$327
This Southwest deal was found by Cheapflights users on 5/31. 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.
Mon 8/246:10 am
ISP
- PWM
1 stop6h 15m
Southwest
Sat 8/297:25 am
PWM
- ISP
1 stop7h 05m
Southwest
Deal found 5/31![Southwest logo]()
$332
This Southwest deal was found by Cheapflights users on 6/2. 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.
Mon 11/95:40 pm
ISP
- BOS
1 stop4h 50m
Southwest
Fri 11/137:25 am
BOS
- ISP
1 stop4h 20m
Southwest
Deal found 6/2![Southwest logo]()
$347
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.
Wed 12/26:25 am
ISP
- BOS
2 stops9h 25m
Southwest
Mon 12/75:30 pm
BOS
- ISP
1 stop4h 10m
Southwest
Deal found 5/28![Southwest logo]()
$352
This Southwest deal was found by Cheapflights users on 6/1. 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.
Wed 7/18:55 am
ISP
- BOS
1 stop6h 45m
Southwest
Tue 7/78:55 am
BOS
- ISP
1 stop4h 50m
Southwest
Deal found 6/1![Southwest logo]()
$357
This Southwest deal was found by Cheapflights users on 5/30. 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.
Sat 6/275:35 pm
ISP
- BOS
1 stop6h 00m
Southwest
Sat 7/48:45 am
BOS
- ISP
1 stop5h 05m
Southwest
Deal found 5/30![Southwest logo]()
$367
This Southwest deal was found by Cheapflights users on 5/31. 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.
Sun 8/236:20 am
ISP
- PWM
1 stop4h 15m
Southwest
Sun 8/306:10 am
PWM
- ISP
1 stop3h 45m
Southwest
Deal found 5/31![Southwest logo]()
$377
This Southwest deal was found by Cheapflights users on 6/1. 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.
Thu 10/86:00 am
ISP
- BOS
1 stop3h 45m
Southwest
Sun 10/1110:20 am
BOS
- ISP
1 stop6h 50m
Southwest
Deal found 6/1![Southwest logo]()
$382
This Southwest deal was found by Cheapflights users on 6/1. 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 9/412:35 pm
ISP
- PWM
2 stops8h 55m
Southwest
Tue 9/85:45 am
PWM
- ISP
1 stop4h 30m
Southwest
Deal found 6/1![Southwest logo]()
$382
Best flights from Islip to MaineDiscover carefully curated flight deals from Islip to Maine that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 2, 2026.
Discover carefully curated flight deals from Islip to Maine that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 2, 2026.
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.
Mon 8/104:05 pm
ISP
- PWM
1 stop6h 20m
Southwest
Thu 8/135:55 am
PWM
- ISP
1 stop3h 45m
Southwest
Deal found 5/29![Southwest logo]()
$300
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.
Wed 8/1910:55 am
ISP
- PWM
2 stops11h 10m
Southwest
Sun 8/236:10 am
PWM
- ISP
1 stop3h 45m
Southwest
Deal found 5/28![Southwest logo]()
$323
This Southwest deal was found by Cheapflights users on 5/30. 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.
Sat 8/295:30 am
ISP
- PWM
1 stop6h 15m
Southwest
Mon 8/315:55 am
PWM
- ISP
1 stop3h 45m
Southwest
Deal found 5/30![Southwest logo]()
$327
This Kiwi.com deal was found by Cheapflights users on 6/1. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/127:50 pm
ISP
- BGR
1 stop13h 36m
Multiple Airlines
Sat 6/136:59 pm
BGR
- ISP
2 stops25h 58m
Multiple Airlines
Deal found 6/1![Multiple Airlines logo]()
$752
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.
Mon 8/1712:35 pm
ISP
- BOS
2 stops9h 15m
Southwest
Fri 8/215:50 am
BOS
- ISP
1 stop3h 50m
Southwest
Deal found 5/29![Southwest logo]()
$337
This Southwest deal was found by Cheapflights users on 5/30. 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.
Wed 9/2312:55 pm
ISP
- BOS
1 stop5h 40m
Southwest
Sun 9/275:55 am
BOS
- ISP
1 stop4h 00m
Southwest
Deal found 5/30![Southwest logo]()
$347
This Southwest deal was found by Cheapflights users on 6/1. 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.
Mon 10/196:00 am
ISP
- BOS
1 stop3h 45m
Southwest
Fri 10/237:40 pm
BOS
- ISP
1 stop3h 55m
Southwest
Deal found 6/1![Southwest logo]()
$347
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.
Wed 7/18:55 am
ISP
- BOS
1 stop6h 45m
Southwest
Sun 7/55:30 am
BOS
- ISP
1 stop6h 15m
Southwest
Deal found 5/28![Southwest logo]()
$347
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.
Wed 7/812:25 pm
ISP
- BOS
1 stop5h 20m
Southwest
Sat 7/114:45 pm
BOS
- ISP
1 stop6h 30m
Southwest
Deal found 5/28![Southwest logo]()
$347
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.
Tue 7/74:40 pm
ISP
- BOS
1 stop6h 45m
Southwest
Sat 7/114:45 pm
BOS
- ISP
1 stop6h 30m
Southwest
Deal found 5/28![Southwest logo]()
$347
This Southwest deal was found by Cheapflights users on 5/31. 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.
Sun 9/274:35 pm
ISP
- BOS
1 stop6h 50m
Southwest
Sat 10/33:10 pm
BOS
- ISP
1 stop6h 40m
Southwest
Deal found 5/31![Southwest logo]()
$347
This Gotogate deal was found by Cheapflights users on 6/1. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/122:28 pm
ISP
- BGR
2 stops18h 58m
Breeze Airways
Sat 6/136:59 pm
BGR
- ISP
3 stops22h 11m
Breeze Airways
Deal found 6/1![Breeze Airways logo]()
$1,653
This Southwest deal was found by Cheapflights users on 6/2. 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.
Fri 7/106:00 pm
ISP
- BOS
1 stop3h 40m
Southwest
Sun 7/125:30 am
BOS
- ISP
1 stop6h 15m
Southwest
Deal found 6/2![Southwest logo]()
$357
This Southwest deal was found by Cheapflights users on 6/2. 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.
Fri 8/712:35 pm
ISP
- BOS
1 stop5h 15m
Southwest
Sun 8/95:55 am
BOS
- ISP
1 stop4h 00m
Southwest
Deal found 6/2![Southwest logo]()
$357
This Southwest deal was found by Cheapflights users on 6/1. 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.
Mon 11/95:35 am
ISP
- BOS
1 stop6h 40m
Southwest
Fri 11/133:30 pm
BOS
- ISP
2 stops8h 00m
Southwest
Deal found 6/1![Southwest logo]()
$372
This Southwest deal was found by Cheapflights users on 5/30. 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.
Mon 6/296:00 am
ISP
- BOS
1 stop3h 50m
Southwest
Mon 7/67:50 pm
BOS
- ISP
1 stop3h 50m
Southwest
Deal found 5/30![Southwest logo]()
$383
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.
Sat 10/36:00 am
ISP
- BOS
1 stop5h 55m
Southwest
Sun 10/1110:20 am
BOS
- ISP
1 stop6h 50m
Southwest
Deal found 5/28![Southwest logo]()
$388
This Southwest deal was found by Cheapflights users on 5/31. 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.
Fri 9/412:35 pm
ISP
- PWM
2 stops8h 55m
Southwest
Tue 9/85:45 am
PWM
- ISP
1 stop4h 30m
Southwest
Deal found 5/31![Southwest logo]()
$392
This Southwest deal was found by Cheapflights users on 5/30. 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.
Mon 7/205:50 pm
ISP
- PWM
1 stop6h 20m
Southwest
Fri 7/245:20 pm
PWM
- ISP
1 stop6h 20m
Southwest
Deal found 5/30![Southwest logo]()
$433
This Southwest deal was found by Cheapflights users on 6/1. 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 6/1912:30 pm
ISP
- PWM
2 stops9h 40m
Southwest
Tue 6/305:30 am
PWM
- ISP
1 stop8h 15m
Southwest
Deal found 6/1![Southwest logo]()
$459
This Southwest deal was found by Cheapflights users on 5/30. 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.
Sat 6/135:35 pm
ISP
- PWM
1 stop6h 05m
Southwest
Sun 6/145:30 am
PWM
- ISP
1 stop6h 15m
Southwest
Deal found 5/30![Southwest logo]()
$473
This Southwest deal was found by Cheapflights users on 5/31. 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.
Fri 7/312:30 pm
ISP
- PWM
2 stops9h 40m
Southwest
Mon 7/65:35 am
PWM
- ISP
1 stop6h 15m
Southwest
Deal found 5/31![Southwest logo]()
$481
This Southwest deal was found by Cheapflights users on 5/31. 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.
Sat 6/136:00 am
ISP
- PWM
1 stop6h 00m
Southwest
Sat 6/205:35 am
PWM
- ISP
1 stop6h 00m
Southwest
Deal found 5/31![Southwest logo]()
$583
Last-minute flights from Islip to MaineDiscover last-minute flight deals from Islip to Maine. Data last updated June 2, 2026 and is based on user searches.
Discover last-minute flight deals from Islip to Maine. Data last updated June 2, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 5/30. 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 6/192:28 pm
ISP
- BOS
1 stop20h 37m
Multiple Airlines
Wed 6/248:47 am
BOS
- ISP
2 stops12h 10m
Multiple Airlines
Deal found 5/30![Multiple Airlines logo]()
$403
This Southwest deal was found by Cheapflights users on 6/1. 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 6/195:50 pm
ISP
- PWM
1 stop6h 15m
Southwest
Tue 6/305:30 am
PWM
- ISP
1 stop8h 15m
Southwest
Deal found 6/1![Southwest logo]()
$449
This Southwest deal was found by Cheapflights users on 5/31. 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.
Tue 6/2312:25 pm
ISP
- BOS
1 stop5h 20m
Southwest
Sat 6/277:15 am
BOS
- ISP
1 stop4h 20m
Southwest
Deal found 5/31![Southwest logo]()
$387
This Southwest deal was found by Cheapflights users on 6/2. 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.
Tue 6/234:40 pm
ISP
- BOS
1 stop6h 40m
Southwest
Thu 6/2510:15 pm
BOS
- ISP
1 stop10h 05m
Southwest
Deal found 6/2![Southwest logo]()
$392
This Southwest deal was found by Cheapflights users on 5/30. 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.
Sat 6/275:35 pm
ISP
- BOS
1 stop6h 00m
Southwest
Sat 7/48:45 am
BOS
- ISP
1 stop5h 05m
Southwest
Deal found 5/30![Southwest logo]()
$367
This Southwest deal was found by Cheapflights users on 5/30. 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.
Mon 6/296:00 am
ISP
- BOS
1 stop3h 50m
Southwest
Mon 7/67:50 pm
BOS
- ISP
1 stop3h 50m
Southwest
Deal found 5/30![Southwest logo]()
$383
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.
Wed 7/18:55 am
ISP
- BOS
1 stop6h 45m
Southwest
Sun 7/55:30 am
BOS
- ISP
1 stop6h 15m
Southwest
Deal found 5/28![Southwest logo]()
$347
This Southwest deal was found by Cheapflights users on 6/1. 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.
Wed 7/18:55 am
ISP
- BOS
1 stop6h 45m
Southwest
Tue 7/78:55 am
BOS
- ISP
1 stop4h 50m
Southwest
Deal found 6/1![Southwest logo]()
$357
This Southwest deal was found by Cheapflights users on 5/31. 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.
Fri 7/35:50 pm
ISP
- PWM
1 stop6h 15m
Southwest
Mon 7/65:35 am
PWM
- ISP
1 stop6h 15m
Southwest
Deal found 5/31![Southwest logo]()
$446
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.
Wed 7/86:00 am
ISP
- BOS
2 stops10h 05m
Southwest
Sat 7/116:45 pm
BOS
- ISP
1 stop4h 30m
Southwest
Deal found 5/28![Southwest logo]()
$388
This Southwest deal was found by Cheapflights users on 6/2. 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.
Fri 7/103:05 pm
ISP
- BOS
2 stops9h 10m
Southwest
Sun 7/127:45 am
BOS
- ISP
1 stop4h 00m
Southwest
Deal found 6/2![Southwest logo]()
$382
This Southwest deal was found by Cheapflights users on 5/30. 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.
Mon 7/205:50 pm
ISP
- PWM
1 stop6h 20m
Southwest
Fri 7/245:20 pm
PWM
- ISP
1 stop6h 20m
Southwest
Deal found 5/30![Southwest logo]()
$433
One-way flights from Islip to MaineSearch for one-way flight options from Islip to Maine. Find affordable one-way fares based on user searches. Data last updated June 2, 2026.
Search for one-way flight options from Islip to Maine. Find affordable one-way fares based on user searches. Data last updated June 2, 2026.
This Southwest deal was found by Cheapflights users on 6/2. 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.
Tue 7/218:55 am
ISP
- BOS
1 stop6h 45m
Southwest
Deal found 6/2![Southwest logo]()
$174
This Kiwi.com deal was found by Cheapflights users on 5/30. 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.
Tue 6/167:18 pm
ISP
- BOS
1 stop15h 47m
Multiple Airlines
Deal found 5/30![Multiple Airlines logo]()
$184
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 6/196:00 am
ISP
- BOS
1 stop6h 10m
Southwest
Deal found 5/29![Southwest logo]()
$194
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 8/74:05 pm
ISP
- PWM
1 stop6h 20m
Southwest
Deal found 5/29![Southwest logo]()
$194
This Kiwi.com deal was found by Cheapflights users on 6/2. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/158:43 pm
ISP
- PWM
2 stops19h 16m
Breeze Airways
Deal found 6/2![Breeze Airways logo]()
$196
This Kiwi.com deal was found by Cheapflights users on 5/31. 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 9/211:57 am
ISP
- BOS
2 stops22h 12m
Multiple Airlines
Deal found 5/31![Multiple Airlines logo]()
$198
This Southwest deal was found by Cheapflights users on 6/2. 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.
Tue 6/304:40 pm
ISP
- PWM
1 stop6h 15m
Southwest
Deal found 6/2![Southwest logo]()
$204
This Kiwi.com deal was found by Cheapflights users on 5/31. 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 8/1911:57 am
ISP
- BOS
2 stops22h 12m
Multiple Airlines
Deal found 5/31![Multiple Airlines logo]()
$218
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 6/125:50 pm
ISP
- BOS
1 stop6h 15m
Southwest
Deal found 5/28![Southwest logo]()
$225
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.
Sat 6/205:35 pm
ISP
- BOS
1 stop6h 00m
Southwest
Deal found 5/28![Southwest logo]()
$229
This Southwest deal was found by Cheapflights users on 5/30. 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 6/168:55 am
ISP
- BOS
2 stops9h 05m
Southwest
Deal found 5/30![Southwest logo]()
$230
This Southwest deal was found by Cheapflights users on 5/31. 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.
Fri 6/195:50 pm
ISP
- PWM
1 stop6h 15m
Southwest
Deal found 5/31![Southwest logo]()
$230
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 June 2, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $295 (Southwest) |
One-way from | $174 (Southwest) |
Popular in | December |
Cheapest in | September |
Average price | $277 |
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 June 2, 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
Cheapest round-trip
IslipPortland
ISP - PWM
ISPPWM
Islip Long Island
Mon 8/10
4:05 pm-10:25 pm
1 stop6h 20m
Portland
Thu 8/13
5:55 am-9:40 am
1 stop3h 45m
$300
IslipPortland
ISP - PWM
ISPPWM
Islip Long Island
Wed 8/19
10:55 am-10:05 pm
2 stops11h 10m
Portland
Sun 8/23
6:10 am-9:55 am
1 stop3h 45m
$323
IslipPortland
ISP - PWM
ISPPWM
Islip Long Island
Sat 8/29
5:30 am-11:45 am
1 stop6h 15m
Portland
Mon 8/31
5:55 am-9:40 am
1 stop3h 45m
$327
IslipBoston
ISP - BOS
ISPBOS
Islip Long Island
Mon 8/17
12:35 pm-9:50 pm
2 stops9h 15m
Boston Logan Intl
Fri 8/21
5:50 am-9:40 am
1 stop3h 50m
$337
IslipBoston
ISP - BOS
ISPBOS
Islip Long Island
Wed 9/23
12:55 pm-6:35 pm
1 stop5h 40m
Boston Logan Intl
Sun 9/27
5:55 am-9:55 am
1 stop4h 00m
$347
Quickest round-trip
IslipBoston
ISP - BOS
ISPBOS
Islip Long Island
Mon 10/19
6:00 am-9:45 am
1 stop3h 45m
Boston Logan Intl
Fri 10/23
7:40 pm-11:35 pm
1 stop3h 55m
$347
IslipBoston
ISP - BOS
ISPBOS
Islip Long Island
Wed 7/1
8:55 am-3:40 pm
1 stop6h 45m
Boston Logan Intl
Sun 7/5
5:30 am-11:45 am
1 stop6h 15m
$347
IslipBoston
ISP - BOS
ISPBOS
Islip Long Island
Wed 7/8
12:25 pm-5:45 pm
1 stop5h 20m
Boston Logan Intl
Sat 7/11
4:45 pm-11:15 pm
1 stop6h 30m
$347
IslipBoston
ISP - BOS
ISPBOS
Islip Long Island
Tue 7/7
4:40 pm-11:25 pm
1 stop6h 45m
Boston Logan Intl
Sat 7/11
4:45 pm-11:15 pm
1 stop6h 30m
$347
IslipBoston
ISP - BOS
ISPBOS
Islip Long Island
Sun 9/27
4:35 pm-11:25 pm
1 stop6h 50m
Boston Logan Intl
Sat 10/3
3:10 pm-9:50 pm
1 stop6h 40m
$347
Showing 1-10 of 49 resultsSorted by cheapest first
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.
ISP-PWM
ISP-BGR
ISP-BOS
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
ISP-USME
ISP-PWM
ISP-BGR
ISP-BOS
No data available for this route at this time. Please check back soon.
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