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Islip

$68+ 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 1/26. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — ISP
Jan 27 — Feb 31
Tue 1/27
Tue 2/3
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 December 28, 2025.

This Kiwi.com deal was found by Cheapflights users on 12/27. 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.
Wed 12/312:34 pmBOS - ISP
Nonstop1h 36mMultiple Airlines
Wed 1/711:50 amISP - BOS
2 stops26h 48mMultiple Airlines
Deal found 12/27$439
This Kiwi.com deal was found by Cheapflights users on 12/26. 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.
Tue 12/309:30 amBOS - ISP
Nonstop1h 35mMultiple Airlines
Fri 1/22:25 pmISP - BOS
1 stop21h 12mMultiple Airlines
Deal found 12/26$490
This Booking.com deal was found by Cheapflights users on 12/27. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/312:34 pmBOS - ISP
Nonstop1h 36mCape Air
Wed 1/712:30 pmISP - BOS
Nonstop1h 34mCape Air
Deal found 12/27$507
This Booking.com deal was found by Cheapflights users on 12/26. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/309:30 amBOS - ISP
Nonstop1h 35mCape Air
Fri 1/212:30 pmISP - BOS
Nonstop1h 34mCape Air
Deal found 12/26$508
This Cheapflightsfares deal was found by Cheapflights users on 12/27. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/302:34 pmBOS - ISP
Nonstop1h 36mCape Air
Sun 1/47:25 amISP - BOS
Nonstop1h 34mCape Air
Deal found 12/27$515
This Cape Air deal was found by Cheapflights users on 12/26. 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 Cape Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/312:34 pmBOS - ISP
Nonstop1h 36mCape Air
Fri 1/212:30 pmISP - BOS
Nonstop1h 34mCape Air
Deal found 12/26$520
This Kiwi.com deal was found by Cheapflights users on 12/26. 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.
Fri 12/266:19 pmBOS - ISP
Nonstop1h 26mMultiple Airlines
Fri 1/22:25 pmISP - BOS
1 stop21h 12mMultiple Airlines
Deal found 12/26$546
This Kiwi.com deal was found by Cheapflights users on 12/25. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/312:34 pmBOS - ISP
Nonstop1h 36mMultiple Airlines
Thu 1/112:20 pmISP - BOS
2 stops19h 03mMultiple Airlines
Deal found 12/25$567
This Gotogate deal was found by Cheapflights users on 12/26. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/262:34 pmBOS - ISP
Nonstop1h 36mCape Air
Fri 1/212:30 pmISP - BOS
Nonstop1h 34mCape Air
Deal found 12/26$569
This Cheapflightsfares deal was found by Cheapflights users on 12/27. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/282:34 pmBOS - ISP
Nonstop1h 36mCape Air
Sun 1/47:25 amISP - BOS
Nonstop1h 34mCape Air
Deal found 12/27$574
This Southwest deal was found by Cheapflights users on 12/25. 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.
Mon 12/298:35 amALB - ISP
1 stop3h 20mSouthwest
Wed 12/315:40 amISP - ALB
1 stop6h 25mSouthwest
Deal found 12/25$767
This Kiwi.com deal was found by Cheapflights users on 12/25. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/298:03 pmALB - ISP
1 stop21h 52mMultiple Airlines
Wed 12/315:27 pmISP - ALB
2 stops19h 13mMultiple Airlines
Deal found 12/25$833

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 December 28, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$129
(Kiwi.com)

One-way from

$127
(Kiwi.com)

Popular in

June

Cheapest in

November

Average price

$197

Good one-way deal

$260 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. 6% potential increase in price ($14 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 0% potential price decrease ($2 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
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 December 28, 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

Sun 1/11

3:43 pm-7:51 pm

1 stop28h 08m

Islip Long Island

Thu 1/15

9:52 am-11:19 pm

1 stop13h 27m

$176

BostonIslip

BOS - ISP

BOSISP

Boston Logan Intl

Sat 1/24

3:43 pm-8:40 am

1 stop16h 57m

Islip Long Island

Sat 1/31

11:50 am-4:19 pm

2 stops52h 29m

$208

BostonIslip

BOS - ISP

BOSISP

Boston Logan Intl

Sat 1/10

7:00 am-7:08 pm

1 stop12h 08m

Islip Long Island

Wed 1/14

8:00 am-11:57 pm

2 stops15h 57m

$210

BostonIslip

BOS - ISP

BOSISP

Boston Logan Intl

Thu 1/15

5:27 pm-8:09 pm

2 stops26h 42m

Islip Long Island

Thu 1/22

7:43 pm-2:38 pm

1 stop18h 55m

$215

AlbanyIslip

ALB - ISP

ALBISP

Albany Intl

Mon 1/12

10:00 am-8:05 pm

1 stop10h 05m

Islip Long Island

Thu 1/15

7:26 pm-9:20 am

2 stops13h 54m

$235

AlbanyIslip

ALB - ISP

ALBISP

Albany Intl

Mon 3/9

10:00 am-8:05 pm

1 stop10h 05m

Islip Long Island

Thu 3/12

7:26 pm-9:20 am

2 stops13h 54m

$314

BostonIslip

BOS - ISP

BOSISP

Boston Logan Intl

Sat 2/7

9:15 am-3:25 pm

1 stop6h 10m

Islip Long Island

Sun 2/8

6:00 am-12:25 pm

1 stop6h 25m

$327

AlbanyIslip

ALB - ISP

ALBISP

Albany Intl

Mon 3/9

5:35 pm-11:55 pm

1 stop6h 20m

Islip Long Island

Thu 3/12

6:00 am-12:30 pm

1 stop6h 30m

$327

AlbanyIslip

ALB - ISP

ALBISP

Albany Intl

Thu 1/29

1:00 pm-4:15 pm

1 stop3h 15m

Islip Long Island

Sat 1/31

12:15 pm-5:55 pm

1 stop5h 40m

$327

BostonIslip

BOS - ISP

BOSISP

Boston Logan Intl

Sat 1/24

8:00 am-5:50 pm

1 stop9h 50m

Islip Long Island

Sat 1/31

11:05 am-8:20 pm

1 stop9h 15m

$333

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/27

Showing 1-10 of 27 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 $80). Flying from Massachusetts to Islip, New York in March is currently the most expensive (average of $122). 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 December 28, 2025.

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 59% 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 December 28, 2025.

The most flights from USMA to ISP are scheduled on a Monday (3 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (3 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 6h 10m. Fly via Breeze Airways or Southwest to get the fastest option. There are 153 mi between Massachusetts and Islip, New York. This flight may include one or multiple stops.

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

    Looking at all options, your cheapest flight can be booked for $231. While the most popular route (Boston Logan Intl - Islip Long Island) can be booked for $129 on average, our data indicates $273 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 $80). Flying from Massachusetts to Islip, New York in March is currently the most expensive (average of $122). 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 December 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$77Average$238FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$278Average$356FlexibilityNo cancel feeOn-time63%
Cape AirCheapest$455Average$520FlexibilityNo cancel feeOn-time63%

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