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Massachusetts

$70+ Cheap flights from Islip, NY (ISP) to Massachusetts

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 2/2. Fares are subject to change and may not be available on all flights or dates of travel.
ISP — BOS
Feb 6 — Feb 131
Fri 2/6
Fri 2/13
1 adult, Economy
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Cheap flight deals from Islip to Massachusetts

Keep the following information in mind while searching for Islip to Massachusetts flight deals. Data was last updated January 7, 2026.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$185
(Kiwi.com)

One-way from

$70
(Trip.com)

Popular in

April

Cheapest in

November

Average price

$213

Good round-trip deal

$511 or less
Provider with most accurate pricing for New York (NYC)-Boston Logan Intl flight deals.
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Provider most trusted by Cheapflights users for New York (NYC)-Boston Logan Intl flights.
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From Islip Long Island to Massachusetts
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One-way flight from Islip Long Island to Massachusetts
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Highest demand for flights based on searches. 4% potential increase in price ($10 potential increase over avg. RT price).
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Cheapest flight prices on average. 0% potential price decrease ($3 potential savings vs. average RT price).
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Average for round-trip flights in January 2026
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Price to beat on a round-trip flight from Islip Long Island to Massachusetts.
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Find flight deals from Islip to Massachusetts

Cheapest flights from Islip to Massachusetts
Explore the most affordable flight options available from Islip to Massachusetts. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 7, 2026.

This Kiwi.com deal was found by Cheapflights users on 1/5. 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 1/2012:00 pmISP - BOS
1 stop26h 38mMultiple Airlines
Sat 1/243:43 pmBOS - ISP
1 stop16h 57mMultiple Airlines
Deal found 1/5$185
This Kiwi.com deal was found by Cheapflights users on 1/5. 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 1/227:26 pmISP - ALB
2 stops13h 54mBreeze Airways
Mon 1/2610:00 amALB - ISP
1 stop10h 05mBreeze Airways
Deal found 1/5$196
This Kiwi.com deal was found by Cheapflights users on 1/6. 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 2/278:33 amISP - BOS
2 stops15h 11mMultiple Airlines
Sun 3/112:43 pmBOS - ISP
1 stop18h 55mMultiple Airlines
Deal found 1/6$217
This Kiwi.com deal was found by Cheapflights users on 1/6. 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 1/2111:50 amISP - ALB
1 stop23h 31mBreeze Airways
Sun 1/2512:01 pmALB - ISP
1 stop25h 20mBreeze Airways
Deal found 1/6$219
This Kiwi.com deal was found by Cheapflights users on 1/6. 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 1/2012:00 pmISP - BOS
2 stops13h 03mMultiple Airlines
Wed 1/213:43 pmBOS - ISP
1 stop27h 05mMultiple Airlines
Deal found 1/6$238
This Southwest deal was found by Cheapflights users on 1/5. 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 2/46:00 amISP - BOS
1 stop6h 25mSouthwest
Wed 2/119:35 amBOS - ISP
1 stop6h 40mSouthwest
Deal found 1/5$244
This Kiwi.com deal was found by Cheapflights users on 1/5. 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 2/411:50 amISP - BOS
2 stops11h 29mMultiple Airlines
Wed 2/113:43 pmBOS - ISP
1 stop22h 56mMultiple Airlines
Deal found 1/5$257
This Southwest deal was found by Cheapflights users on 1/5. 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 1/286:00 amISP - BOS
1 stop6h 25mSouthwest
Wed 1/285:50 pmBOS - ISP
1 stop4h 05mSouthwest
Deal found 1/5$272
This Kiwi.com deal was found by Cheapflights users on 1/6. 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 1/138:00 amISP - BOS
1 stop30h 38mMultiple Airlines
Tue 1/206:00 amBOS - ISP
2 stops29h 10mMultiple Airlines
Deal found 1/6$273
This Southwest deal was found by Cheapflights users on 1/5. 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 3/244:40 pmISP - BOS
1 stop6h 45mSouthwest
Mon 3/3012:45 pmBOS - ISP
1 stop4h 35mSouthwest
Deal found 1/5$286
This Southwest deal was found by Cheapflights users on 1/6. 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 4/236:00 amISP - BOS
1 stop4h 00mSouthwest
Tue 4/282:25 pmBOS - ISP
2 stops7h 45mSouthwest
Deal found 1/6$291
This Kiwi.com deal was found by Cheapflights users on 1/7. 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 1/87:26 pmISP - ALB
2 stops13h 54mBreeze Airways
Thu 1/1512:01 pmALB - ISP
1 stop25h 20mBreeze Airways
Deal found 1/7$303

Cheapflights Fare Finder

 
Customize your flight search to find flights from Islip to Massachusetts 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 January 7, 2026.
Use the filters below to find and compare flights from Islip to Massachusetts that are best for you.

Fly from

Islip

Fly to

Massachusetts

Route

Depart

Return

Price

IslipAlbany

ISP - ALB

ISPALB

Islip Long Island

Thu 1/22

7:26 pm-9:20 am

2 stops13h 54m

Albany Intl

Mon 1/26

10:00 am-8:05 pm

1 stop10h 05m

$196

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

Fri 2/27

8:33 am-11:44 pm

2 stops15h 11m

Boston Logan Intl

Sun 3/1

12:43 pm-7:38 am

1 stop18h 55m

$217

IslipAlbany

ISP - ALB

ISPALB

Islip Long Island

Wed 1/21

11:50 am-11:21 am

1 stop23h 31m

Albany Intl

Sun 1/25

12:01 pm-1:21 pm

1 stop25h 20m

$219

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

Tue 2/10

3:45 pm-10:05 pm

1 stop6h 20m

Boston Logan Intl

Wed 2/11

5:50 pm-9:55 pm

1 stop4h 05m

$244

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

Wed 2/11

6:00 am-12:25 pm

1 stop6h 25m

Boston Logan Intl

Wed 2/11

5:50 pm-9:55 pm

1 stop4h 05m

$244

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

Wed 2/4

6:00 am-12:25 pm

1 stop6h 25m

Boston Logan Intl

Wed 2/11

9:35 am-4:15 pm

1 stop6h 40m

$244

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

Wed 1/28

6:00 am-12:25 pm

1 stop6h 25m

Boston Logan Intl

Wed 1/28

5:50 pm-9:55 pm

1 stop4h 05m

$272

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

Thu 4/23

6:00 am-10:00 am

1 stop4h 00m

Boston Logan Intl

Tue 4/28

11:40 am-6:30 pm

1 stop6h 50m

$286

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

Tue 3/24

4:40 pm-11:25 pm

1 stop6h 45m

Boston Logan Intl

Mon 3/30

12:45 pm-5:20 pm

1 stop4h 35m

$286

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

Sat 1/17

8:00 am-11:19 pm

1 stop15h 19m

Boston Logan Intl

Mon 1/19

12:10 pm-8:09 pm

1 stop7h 59m

$332

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/4

Showing 1-10 of 30 results
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Best time to book a flight from Islip to Massachusetts

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

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

Currently, April is the cheapest month in which you can book a flight from Islip, New York to Massachusetts (average of $88). Flying from Islip, New York to Massachusetts in July is currently the most expensive (average of $169). 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 ISP to MA?

Find hourly flight availability from Islip to Massachusetts. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated January 7, 2026.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Islip, New York to Massachusetts as you normally would.

Weekly flight availability from Islip, New York to Massachusetts

Explore weekly flight availability from Islip to Massachusetts. 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 January 7, 2026.

The most flights from ISP to USMA 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).

Reviews of airlines servicing Massachusetts

Get insights into the airlines that provide service to Massachusetts. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Massachusetts. Reviews last updated January 7, 2026.
Read through reviews of airlines operating flights from Islip to Massachusetts, such as Cape Air, Southwest, and JetBlue. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Cape Air
9.3
Wonderful
36 reviews

Crew

9.5

Overall

9.3

Comfort

8.7

Boarding

9.1

Entertainment

9.0

Food

8.8
Cape Air
9.3
Wonderful
36 reviews
Cape Air
9.3
Wonderful
36 reviews

Crew

9.5

Overall

9.3

Comfort

8.7

Boarding

9.1

Entertainment

9.0

Food

8.8
Southwest
8.0
Very good
4,249 reviews
Cape Air
9.3
Wonderful
36 reviews

Crew

9.5

Overall

9.3

Comfort

8.7

Boarding

9.1

Entertainment

9.0

Food

8.8
JetBlue
7.2
Good
2,896 reviews
Cape Air
9.3
Wonderful
36 reviews

Crew

9.5

Overall

9.3

Comfort

8.7

Boarding

9.1

Entertainment

9.0

Food

8.8

Related info for your journey

Find useful and relevant information for your journey from Islip to Massachusetts. 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 from for flights from Islip to Massachusetts?

    Most people fly from Islip Long Island (ISP) if they book a flight from Islip to Massachusetts. Islip Long Island is conveniently located just 7.2 mi from Islip’s city center.

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

    Departing from Islip, New York to Massachusetts will take you 6h 20m. The distance from Islip, New York to Massachusetts is about 153 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the cheapest airlines to fly from Islip, New York to Massachusetts one-way?

    $24 is the cheapest one-way deal found within the past few days, from JetBlue. You may also be able to find cheap deals on Southwest and Cape Air, with prices starting from $153 and $244, respectively.

  • What are the most popular routes from Islip, New York to Massachusetts?

    The most popular flight routes from Islip, New York to Massachusetts are Islip Long Island - Boston Logan Intl, Islip Long Island - Albany Intl and Islip Long Island - West Tisbury Martha's Vineyard.

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

    Looking for the cheapest flight from Islip, New York to Massachusetts? While on average our users pay $511, our data indicates the cheapest price to be $475. The most popular route (Islip Long Island - Boston Logan Intl), is priced around $286.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Islip to Massachusetts 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 Islip, New York to Massachusetts?

    Currently, April is the cheapest month in which you can book a flight from Islip, New York to Massachusetts (average of $88). Flying from Islip, New York to Massachusetts in July is currently the most expensive (average of $169). 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

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Top 3 airlines flying from Islip to Massachusetts

Discover the top 3 airlines that operate flights from Islip to Massachusetts. 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 January 7, 2026.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$97Average$175FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$254Average$346FlexibilityNo cancel feeOn-time63%
Cape AirCheapest$497Average$520FlexibilityNo cancel feeOn-time63%

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