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Islip

$117+ 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 9/4. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — ISP
Aug 18 — Aug 251
Mon 8/18
Mon 8/25
1 adult, Economy
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Cheap flight deals from Massachusetts to Islip

Keep the following information in mind while searching for Massachusetts to Islip flight deals. Data was last updated August 13, 2025.

Round-trip from

$175
(Southwest)

One-way from

$117
(Kiwi.com)

Popular in

February

Cheapest in

October

Average price

$186

Good round-trip deal

$546 or less

Good one-way deal

$251 or less
From Massachusetts to Islip Long Island
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One-way flight from Massachusetts to Islip Long Island
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Highest demand for flights based on searches. 13% potential increase in price ($28 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($5 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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Price to beat on a round-trip flight from Massachusetts to Islip Long Island.
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Price to beat on a one-way flight from Massachusetts to Islip Long Island.
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Find 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 August 13, 2025.

This Southwest deal was found by Cheapflights users on 8/12. 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 10/217:50 amBOS - ISP
1 stop4h 35mSouthwest
Wed 10/2211:40 amISP - BOS
1 stop4h 50mSouthwest
Deal found 8/12$175
This Southwest deal was found by Cheapflights users on 8/12. 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 9/97:25 amALB - ISP
1 stop4h 30mSouthwest
Tue 9/166:05 amISP - ALB
1 stop5h 55mSouthwest
Deal found 8/12$175
This Kiwi.com deal was found by Cheapflights users on 8/12. 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.
Sat 9/1312:20 pmBOS - ISP
1 stop22h 20mMultiple Airlines
Tue 9/1611:25 amISP - BOS
1 stop26h 23mMultiple Airlines
Deal found 8/12$184
This Southwest deal was found by Cheapflights users on 8/11. 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 9/275:20 amBOS - ISP
1 stop6h 45mSouthwest
Tue 9/3012:30 pmISP - BOS
1 stop4h 35mSouthwest
Deal found 8/11$186
This Southwest deal was found by Cheapflights users on 8/11. 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 9/135:20 amBOS - ISP
1 stop6h 45mSouthwest
Sat 9/133:40 pmISP - BOS
1 stop6h 35mSouthwest
Deal found 8/11$197
This Southwest deal was found by Cheapflights users on 8/12. 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 11/168:50 amBOS - ISP
1 stop4h 00mSouthwest
Tue 11/183:55 pmISP - BOS
1 stop6h 20mSouthwest
Deal found 8/12$213
This Southwest deal was found by Cheapflights users on 8/11. 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.
Wed 9/105:50 pmBOS - ISP
1 stop4h 15mSouthwest
Wed 9/1712:30 pmISP - BOS
1 stop4h 35mSouthwest
Deal found 8/11$241
This Southwest deal was found by Cheapflights users on 8/12. 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 9/275:20 amBOS - ISP
1 stop6h 45mSouthwest
Sat 9/273:40 pmISP - BOS
1 stop6h 35mSouthwest
Deal found 8/12$252
This Southwest deal was found by Cheapflights users on 8/10. 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.
Sat 9/135:45 amALB - ISP
1 stop6h 20mSouthwest
Sun 9/147:45 amISP - ALB
1 stop7h 40mSouthwest
Deal found 8/10$252
This Southwest deal was found by Cheapflights users on 8/13. 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 9/63:35 pmALB - ISP
1 stop6h 05mSouthwest
Sun 9/77:45 amISP - ALB
1 stop7h 40mSouthwest
Deal found 8/13$272
This Southwest deal was found by Cheapflights users on 8/12. 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 9/112:30 pmALB - ISP
1 stop8h 25mSouthwest
Thu 9/183:05 pmISP - ALB
1 stop4h 40mSouthwest
Deal found 8/12$312
This Southwest deal was found by Cheapflights users on 8/10. 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.
Sun 9/75:30 amALB - ISP
1 stop7h 00mSouthwest
Sun 9/147:45 amISP - ALB
1 stop7h 40mSouthwest
Deal found 8/10$332

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 August 13, 2025.
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

Tue 10/21

7:50 am-12:25 pm

1 stop4h 35m

Islip Long Island

Wed 10/22

11:40 am-4:30 pm

1 stop4h 50m

$175

AlbanyIslip

ALB - ISP

ALBISP

Albany Intl

Tue 9/9

7:25 am-11:55 am

1 stop4h 30m

Islip Long Island

Tue 9/16

6:05 am-12:00 pm

1 stop5h 55m

$175

BostonIslip

BOS - ISP

BOSISP

Boston Logan Intl

Sat 9/13

12:20 pm-10:40 am

1 stop22h 20m

Islip Long Island

Tue 9/16

11:25 am-1:48 pm

1 stop26h 23m

$184

BostonIslip

BOS - ISP

BOSISP

Boston Logan Intl

Sat 9/27

5:20 am-12:05 pm

1 stop6h 45m

Islip Long Island

Tue 9/30

12:30 pm-5:05 pm

1 stop4h 35m

$186

BostonIslip

BOS - ISP

BOSISP

Boston Logan Intl

Sat 9/13

5:20 am-12:05 pm

1 stop6h 45m

Islip Long Island

Sat 9/13

3:40 pm-10:15 pm

1 stop6h 35m

$197

BostonIslip

BOS - ISP

BOSISP

Boston Logan Intl

Wed 9/10

5:50 pm-10:05 pm

1 stop4h 15m

Islip Long Island

Wed 9/17

12:30 pm-5:05 pm

1 stop4h 35m

$241

BostonIslip

BOS - ISP

BOSISP

Boston Logan Intl

Tue 9/16

5:40 am-11:55 am

1 stop6h 15m

Islip Long Island

Wed 9/17

6:05 am-10:30 am

1 stop4h 25m

$241

AlbanyIslip

ALB - ISP

ALBISP

Albany Intl

Sat 9/13

5:45 am-12:05 pm

1 stop6h 20m

Islip Long Island

Sun 9/14

7:45 am-3:25 pm

1 stop7h 40m

$252

AlbanyIslip

ALB - ISP

ALBISP

Albany Intl

Sat 9/6

3:35 pm-9:40 pm

1 stop6h 05m

Islip Long Island

Sun 9/7

7:45 am-3:25 pm

1 stop7h 40m

$272

AlbanyIslip

ALB - ISP

ALBISP

Albany Intl

Thu 9/11

1:00 pm-10:55 pm

2 stops9h 55m

Islip Long Island

Thu 9/18

3:05 pm-7:45 pm

1 stop4h 40m

$312

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/11

Showing 1-10 of 29 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, January is the cheapest month in which you can book a flight from Massachusetts to Islip, New York (average of $108). Flying from Massachusetts to Islip, New York in November is currently the most expensive (average of $213). 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 August 13, 2025.

When flying from Massachusetts to Islip, New York, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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 August 13, 2025.

The most flights from USMA to ISP are scheduled on a Monday (4 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (4 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.

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

    Looking at all options, your cheapest flight can be booked for $244. While the most popular route (Boston Logan Intl - Islip Long Island) can be booked for $175 on average our data indicates $436 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, January is the cheapest month in which you can book a flight from Massachusetts to Islip, New York (average of $108). Flying from Massachusetts to Islip, New York in November is currently the most expensive (average of $213). 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
Southampton

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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 August 13, 2025.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$77Average$238FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$258Average$341FlexibilityNo cancel feeOn-time63%
Cape AirCheapest$458Average$508FlexibilityNo cancel feeOn-time63%

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