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Massachusetts

$132+ 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 11/28. Fares are subject to change and may not be available on all flights or dates of travel.
ISP — BOS
Dec 16 — Dec 231
Tue 12/16
Tue 12/23
1 adult, Economy
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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 November 16, 2025.

This Kiwi.com deal was found by Cheapflights users on 11/13. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/610:19 amISP - BOS
1 stop8h 47mMultiple Airlines
Mon 12/88:11 pmBOS - ISP
1 stop23h 23mMultiple Airlines
Deal found 11/13$154
This Kiwi.com deal was found by Cheapflights users on 11/14. 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 12/1411:15 amISP - BOS
1 stop22h 48mMultiple Airlines
Sun 12/216:00 amBOS - ISP
2 stops31h 09mMultiple Airlines
Deal found 11/14$268
This Kiwi.com deal was found by Cheapflights users on 11/15. 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 12/191:27 pmISP - BOS
1 stop20h 54mMultiple Airlines
Sun 12/2112:29 pmBOS - ISP
1 stop24h 40mMultiple Airlines
Deal found 11/15$300
This Kiwi.com deal was found by Cheapflights users on 11/14. 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 11/236:35 pmISP - ALB
1 stop23h 12mMultiple Airlines
Wed 11/265:19 pmALB - ISP
1 stop24h 36mMultiple Airlines
Deal found 11/14$365
This Kiwi.com deal was found by Cheapflights users on 11/15. 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 11/194:58 pmISP - ALB
2 stops19h 47mMultiple Airlines
Mon 11/246:37 pmALB - ISP
1 stop23h 18mMultiple Airlines
Deal found 11/15$395
This Southwest deal was found by Cheapflights users on 11/14. 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 12/145:50 amISP - BOS
2 stops11h 50mSouthwest
Sun 12/215:35 amBOS - ISP
2 stops11h 30mSouthwest
Deal found 11/14$428
This Kiwi.com deal was found by Cheapflights users on 11/14. 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 11/166:35 pmISP - ALB
1 stop21h 12mMultiple Airlines
Wed 11/199:51 amALB - ISP
1 stop9h 50mMultiple Airlines
Deal found 11/14$445
This Southwest deal was found by Cheapflights users on 11/15. 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 12/1912:40 pmISP - BOS
2 stops10h 25mSouthwest
Sun 12/216:40 amBOS - ISP
2 stops10h 25mSouthwest
Deal found 11/15$454
This Kiwi.com deal was found by Cheapflights users on 11/14. 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 11/299:59 amISP - BOS
Nonstop1h 25mMultiple Airlines
Wed 12/35:45 pmBOS - ISP
1 stop15h 28mMultiple Airlines
Deal found 11/14$455
This Southwest deal was found by Cheapflights users on 11/15. 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 11/193:55 pmISP - ALB
1 stop3h 20mSouthwest
Mon 11/245:30 pmALB - ISP
1 stop6h 20mSouthwest
Deal found 11/15$637
This Kiwi.com deal was found by Cheapflights users on 11/14. 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 11/296:00 amISP - ALB
2 stops12h 50mMultiple Airlines
Wed 12/39:51 amALB - ISP
1 stop9h 50mMultiple Airlines
Deal found 11/14$653
This Southwest deal was found by Cheapflights users on 11/15. 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 11/215:30 pmISP - ALB
1 stop6h 15mSouthwest
Sun 11/237:35 amALB - ISP
1 stop5h 15mSouthwest
Deal found 11/15$657

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 November 16, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$154
(Kiwi.com)

One-way from

$132
(Trip.com)

Popular in

April

Cheapest in

December

Average price

$226

Good round-trip deal

$620 or less

Good one-way deal

$300 or less
Provider with most accurate pricing for New York (NYC)-Boston Logan Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for New York (NYC)-Boston Logan Intl flights.
Search Deals
From Islip Long Island to Massachusetts
Search Deals
One-way flight from Islip Long Island to Massachusetts
Search Deals
Highest demand for flights based on searches. 3% potential increase in price ($7 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 0% potential price decrease ($3 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 2025
Search Deals
Price to beat on a round-trip flight from Islip Long Island to Massachusetts.
Search Deals
Price to beat on a one-way flight from Islip Long Island to Massachusetts.
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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 November 16, 2025.
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

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

Sat 12/6

10:19 am-7:06 pm

1 stop8h 47m

Boston Logan Intl

Mon 12/8

8:11 pm-7:34 pm

1 stop23h 23m

$154

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

Fri 1/9

3:34 pm-11:08 am

1 stop19h 34m

Boston Logan Intl

Sun 1/11

11:06 am-7:51 pm

1 stop8h 45m

$167

IslipAlbany

ISP - ALB

ISPALB

Islip Long Island

Mon 1/5

2:25 pm-11:33 am

1 stop21h 08m

Albany Intl

Sun 1/11

12:01 pm-1:21 pm

1 stop25h 20m

$278

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

Fri 12/19

1:27 pm-10:21 am

1 stop20h 54m

Boston Logan Intl

Sun 12/21

12:29 pm-1:09 pm

1 stop24h 40m

$300

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

Sun 12/14

11:15 am-10:03 am

1 stop22h 48m

Boston Logan Intl

Sun 12/21

12:29 pm-1:09 pm

1 stop24h 40m

$307

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

Sat 4/4

6:00 am-11:55 am

1 stop5h 55m

Boston Logan Intl

Mon 4/6

12:45 pm-5:20 pm

1 stop4h 35m

$347

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

Fri 1/9

6:00 am-5:10 pm

2 stops11h 10m

Boston Logan Intl

Sun 1/11

5:00 am-4:35 pm

2 stops11h 35m

$357

IslipWorcester

ISP - ORH

ISPORH

Islip Long Island

Wed 3/25

8:32 am-4:02 pm

1 stop7h 30m

Worcester

Sat 3/28

4:57 pm-11:55 pm

1 stop6h 58m

$360

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

Fri 1/9

3:34 pm-11:08 am

1 stop19h 34m

Boston Logan Intl

Sun 1/11

9:30 am-11:05 am

Nonstop1h 35m

$365

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

Sun 12/14

5:50 am-5:40 pm

2 stops11h 50m

Boston Logan Intl

Sun 12/21

5:35 am-5:05 pm

2 stops11h 30m

$428

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/13

Showing 1-10 of 25 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, December is the cheapest month in which you can book a flight from Islip, New York to Massachusetts (average of $67). Flying from Islip, New York to Massachusetts in July is currently the most expensive (average of $177). 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 November 16, 2025.

It’s typically best to fly out from Islip, New York to Massachusetts in the morning. Doing so could potentially save you 46% on the flight price compared to flying in the afternoon, which is usually more expensive.

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 November 16, 2025.

The most flights from ISP to USMA are scheduled on a Monday (3 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (1 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 November 16, 2025.
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
39 reviews

Overall

9.3

Comfort

8.8

Boarding

9.2

Entertainment

9.1

Crew

9.5

Food

8.9
Cape Air
9.3
Wonderful
39 reviews
Cape Air
9.3
Wonderful
39 reviews

Overall

9.3

Comfort

8.8

Boarding

9.2

Entertainment

9.1

Crew

9.5

Food

8.9
Southwest
8.0
Very good
4,246 reviews
Cape Air
9.3
Wonderful
39 reviews

Overall

9.3

Comfort

8.8

Boarding

9.2

Entertainment

9.1

Crew

9.5

Food

8.9
JetBlue
7.2
Good
2,904 reviews
Cape Air
9.3
Wonderful
39 reviews

Overall

9.3

Comfort

8.8

Boarding

9.2

Entertainment

9.1

Crew

9.5

Food

8.9

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 7h 30m. The distance from Islip, New York to Massachusetts is about 120 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?

    $233 is the cheapest one-way deal found within the past few days, from Southwest. You may also be able to find cheap deals on JetBlue and Cape Air, with prices starting from $248 and $248, 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 $480, our data indicates the cheapest price to be $300. The most popular route (Islip Long Island - Boston Logan Intl), is priced around $154.

  • 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, December is the cheapest month in which you can book a flight from Islip, New York to Massachusetts (average of $67). Flying from Islip, New York to Massachusetts in July is currently the most expensive (average of $177). 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 November 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$97Average$175FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$254Average$356FlexibilityNo cancel feeOn-time63%
Cape AirCheapest$497Average$520FlexibilityNo cancel feeOn-time63%

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