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Islip

$137+ Cheap flights from Massachusetts 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 3/13. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — ISP
Mar 14 — Mar 211
Sat 3/14
Sat 3/21
1 adult, Economy
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Cheap flight deals from Massachusetts to Islip

Cheapest flights from Massachusetts to Islip
Explore the most affordable flight options available from Massachusetts to Islip. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 12, 2026.

This Kiwi.com deal was found by Cheapflights users on 2/11. 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 2/2611:45 am
BOS
-
ISP
1 stop19h 53m
Multiple Airlines
Mon 3/23:34 pm
ISP
-
BOS
2 stops32h 10m
Multiple Airlines
Deal found 2/11$188
This Kiwi.com deal was found by Cheapflights users on 2/9. 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 2/244:22 pm
BOS
-
ISP
1 stop16h 18m
Multiple Airlines
Sat 2/2811:50 am
ISP
-
BOS
1 stop23h 45m
Multiple Airlines
Deal found 2/9$259
This Kiwi.com deal was found by Cheapflights users on 2/10. 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 3/14:22 pm
BOS
-
ISP
1 stop15h 16m
Multiple Airlines
Sun 3/85:08 pm
ISP
-
BOS
2 stops42h 33m
Multiple Airlines
Deal found 2/10$293
This Kiwi.com deal was found by Cheapflights users on 2/10. 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 3/185:49 pm
BOS
-
ISP
2 stops40h 14m
Multiple Airlines
Wed 3/257:35 pm
ISP
-
BOS
1 stop26h 54m
Multiple Airlines
Deal found 2/10$300
This Kiwi.com deal was found by Cheapflights users on 2/9. 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 3/116:00 am
BOS
-
ISP
1 stop12h 55m
Multiple Airlines
Wed 3/1811:50 am
ISP
-
BOS
1 stop23h 50m
Multiple Airlines
Deal found 2/9$309
This Kiwi.com deal was found by Cheapflights users on 2/9. 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 3/94:22 pm
BOS
-
ISP
2 stops42h 48m
Multiple Airlines
Mon 3/167:20 pm
ISP
-
BOS
1 stop27h 09m
Multiple Airlines
Deal found 2/9$326
This Southwest deal was found by Cheapflights users on 2/11. 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 5/307:25 pm
BOS
-
ISP
1 stop3h 55m
Southwest
Mon 6/18:35 am
ISP
-
BOS
1 stop6h 30m
Southwest
Deal found 2/11$327
This Southwest deal was found by Cheapflights users on 2/10. 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 3/187:10 pm
BOS
-
ISP
1 stop3h 40m
Southwest
Wed 3/2512:20 pm
ISP
-
BOS
1 stop6h 15m
Southwest
Deal found 2/10$337
This Southwest deal was found by Cheapflights users on 2/10. 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 2/261:20 pm
ALB
-
ISP
1 stop3h 40m
Southwest
Fri 2/275:35 pm
ISP
-
ALB
1 stop3h 30m
Southwest
Deal found 2/10$429
This Kiwi.com deal was found by Cheapflights users on 2/9. 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 2/1012:13 pm
ALB
-
ISP
1 stop22h 57m
Breeze Airways
Mon 2/162:31 pm
ISP
-
ALB
1 stop21h 02m
Breeze Airways
Deal found 2/9$589
This Kiwi.com deal was found by Cheapflights users on 2/9. 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 2/1012:13 pm
ALB
-
ISP
1 stop22h 57m
Multiple Airlines
Mon 2/168:23 am
ISP
-
ALB
2 stops27h 10m
Multiple Airlines
Deal found 2/9$592
This Southwest deal was found by Cheapflights users on 2/10. 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 2/138:35 am
ALB
-
ISP
1 stop3h 45m
Southwest
Sun 2/1511:50 am
ISP
-
ALB
1 stop7h 25m
Southwest
Deal found 2/10$772

Find flight deals from Massachusetts to Islip

Keep the following information in mind while searching for Massachusetts to Islip flight deals. Data was last updated February 12, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$188
(Kiwi.com)

One-way from

$137
(Kiwi.com)

Popular in

June

Cheapest in

November

Average price

$187

Good one-way deal

$202 or less
Provider with most accurate pricing for Boston Logan Intl-New York (NYC) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Boston Logan Intl-New York (NYC) flights.
Search Deals
From Massachusetts to Islip Long Island
Search Deals
One-way flight from Massachusetts to Islip Long Island
Search Deals
Highest demand for flights based on searches. 7% potential increase in price ($16 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($4 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
Search Deals
Price to beat on a one-way flight from Massachusetts to Islip Long Island.
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Massachusetts 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 February 12, 2026.
Use the filters below to find and compare flights from Massachusetts to Islip that are best for you.

Fly from

Massachusetts

Fly to

Islip

Route

Depart

Return

Price

BostonIslip

BOS - ISP

BOSISP

Boston Logan Intl

Thu 2/26

11:45 am-7:38 am

1 stop19h 53m

Islip Long Island

Mon 3/2

3:34 pm-11:44 pm

2 stops32h 10m

$188

BostonIslip

BOS - ISP

BOSISP

Boston Logan Intl

Tue 2/24

4:22 pm-8:40 am

1 stop16h 18m

Islip Long Island

Sat 2/28

11:50 am-11:35 am

1 stop23h 45m

$259

BostonIslip

BOS - ISP

BOSISP

Boston Logan Intl

Wed 3/18

5:49 pm-10:03 am

2 stops40h 14m

Islip Long Island

Wed 3/25

7:35 pm-10:29 pm

1 stop26h 54m

$300

BostonIslip

BOS - ISP

BOSISP

Boston Logan Intl

Wed 3/11

6:00 am-6:55 pm

1 stop12h 55m

Islip Long Island

Wed 3/18

11:50 am-11:40 am

1 stop23h 50m

$309

BostonIslip

BOS - ISP

BOSISP

Boston Logan Intl

Sun 3/1

12:30 pm-7:38 am

1 stop19h 08m

Islip Long Island

Sun 3/8

5:08 pm-11:48 am

1 stop18h 40m

$322

BostonIslip

BOS - ISP

BOSISP

Boston Logan Intl

Sat 5/30

7:25 pm-11:20 pm

1 stop3h 55m

Islip Long Island

Mon 6/1

8:35 am-3:05 pm

1 stop6h 30m

$327

BostonIslip

BOS - ISP

BOSISP

Boston Logan Intl

Thu 2/26

4:22 pm-7:38 am

1 stop15h 16m

Islip Long Island

Thu 3/12

5:08 pm-9:33 pm

1 stop28h 25m

$343

BostonIslip

BOS - ISP

BOSISP

Boston Logan Intl

Mon 3/23

3:00 pm-11:14 am

1 stop20h 14m

Islip Long Island

Mon 3/30

7:20 pm-10:29 pm

1 stop27h 09m

$354

BostonIslip

BOS - ISP

BOSISP

Boston Logan Intl

Mon 3/9

6:00 am-11:14 am

1 stop29h 14m

Islip Long Island

Mon 3/16

7:20 pm-10:29 pm

1 stop27h 09m

$356

AlbanyIslip

ALB - ISP

ALBISP

Albany Intl

Thu 2/26

1:20 pm-5:00 pm

1 stop3h 40m

Islip Long Island

Fri 2/27

5:35 pm-9:05 pm

1 stop3h 30m

$429

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/10

Showing 1-10 of 23 results
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Best time to book a flight from Massachusetts to Islip

Have a flexible travel schedule? Discover the best time to fly to Islip from Massachusetts 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 Massachusetts to Islip

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

Currently, December is the cheapest month in which you can book a flight from Massachusetts to Islip, New York (average of $77). Flying from Massachusetts to Islip, New York in August is currently the most expensive (average of $118). 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.

What is the cheapest time of day to fly from MA to ISP?

Find hourly flight availability from Massachusetts to Islip. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated February 12, 2026.

One of the essential ways to save on airfare from Massachusetts to Islip, New York is to remain as flexible as possible. Flights that are at noon tend to be the most expensive. A flight in the evening could potentially save you up to 58% on airfare.

Weekly flight availability from Massachusetts to Islip, New York

Explore weekly flight availability from Massachusetts to Islip. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated February 12, 2026.

The most flights from USMA to ISP are scheduled on a Monday (1 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (1 on average).

Related info for your journey

Find useful and relevant information for your journey from Massachusetts 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 Massachusetts?

    For a flight from Massachusetts to Islip, you will be flying into Long Island. Islip Long Island (ISP) is just 7.2 mi from the center of the city.

  • How long is the flight from Massachusetts to Islip, New York?

    There are many flights that can get you from Massachusetts to Islip, New York in 3h 40m. Fly via Southwest to get the fastest option. There are 140 mi between Massachusetts and Islip, New York.

  • What are the cheapest flights from Massachusetts to Islip, New York?

    Looking at all options, your cheapest flight can be booked for $202. While the most popular route (Boston Logan Intl - Islip Long Island) can be booked for $327 on average, our data indicates $251 when flying from Massachusetts to Islip, New York.

  • Can I find deals for flights from Massachusetts to Islip that include hotel bookings?

    Yes. In addition to deals on Massachusetts to Islip flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Massachusetts to Islip?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Massachusetts to Islip.

  • Can I find deals for business class flights from Massachusetts to Islip?

    Yes. Cheapflights offers flight deals from Massachusetts 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.

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

    Currently, December is the cheapest month in which you can book a flight from Massachusetts to Islip, New York (average of $77). Flying from Massachusetts to Islip, New York in August is currently the most expensive (average of $118). 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

Traveling to a place near Islip?

Book flights to Islip if you plan to visit one of these locations
Riverhead

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Alternative routes for Massachusetts to Islip

See prices for flight routes from nearby airports that may be better suited for you.
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Top 3 airlines flying from Massachusetts to Islip

Discover the top 3 airlines that operate flights from Massachusetts to Islip. 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 February 12, 2026.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$77Average$239FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$278Average$356FlexibilityNo cancel feeOn-time63%
Cape AirCheapest$455Average$531FlexibilityNo cancel feeOn-time63%

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