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$79+ 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 8/26. Fares are subject to change and may not be available on all flights or dates of travel.
ISP — BOS
Jun 19 — Jun 261
Thu 6/19
Thu 6/26
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 June 14, 2025.

Round-trip from

$249
(Southwest)

One-way from

$79
(Southwest)

Popular in

April

Cheapest in

October

Average price

$215

Good round-trip deal

$1,177 or less

Good one-way deal

$253 or less
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. 19% potential increase in price ($46 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($6 potential savings vs. average RT price).
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Average for round-trip flights in June 2025
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Price to beat on a round-trip flight from Islip Long Island to Massachusetts.
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Price to beat on a one-way 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 June 14, 2025.

This Southwest deal was found by Cheapflights users on 6/13. 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.
Wed 7/236:00 amISP - BOS
1 stop3h 50mSouthwest
Wed 7/306:05 pmBOS - ISP
1 stop4h 50mSouthwest
Deal found 6/13$249
This Frontier deal was found by Cheapflights users on 6/12. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/282:05 pmISP - BOS
1 stop10h 39mFrontier
Tue 7/18:00 amBOS - ISP
1 stop7h 41mFrontier
Deal found 6/12$307
This Southwest deal was found by Cheapflights users on 6/13. 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.
Mon 8/45:45 pmISP - ALB
1 stop6h 25mSouthwest
Thu 8/78:15 amALB - ISP
1 stop3h 45mSouthwest
Deal found 6/13$337
This FlightHub deal was found by Cheapflights users on 6/13. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/232:19 pmISP - BOS
Nonstop1h 27mMultiple Airlines
Wed 7/308:00 amBOS - ISP
1 stop29h 04mMultiple Airlines
Deal found 6/13$424
This Gotogate deal was found by Cheapflights users on 6/12. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/157:30 amISP - BOS
Nonstop1h 27mCape Air
Tue 7/1511:53 amBOS - ISP
Nonstop1h 31mCape Air
Deal found 6/12$495
This JetBlue deal was found by Cheapflights users on 6/13. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/2710:38 amISP - BOS
1 stop10h 08mJetBlue
Sun 10/126:00 amBOS - ISP
1 stop8h 44mJetBlue
Deal found 6/13$740
This KAYAK deal was found by Cheapflights users on 6/13. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/1110:36 amISP - ALB
1 stop7h 36mBreeze Airways
Sun 7/1312:11 pmALB - ISP
1 stop27h 08mBreeze Airways
Deal found 6/13$802
This Cape Air deal was found by Cheapflights users on 6/12. 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 Cape Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/104:33 pmISP - MVY
2 stops15h 23mCape Air
Mon 10/135:39 pmMVY - ISP
2 stops17h 19mCape Air
Deal found 6/12$908
This United deal was found by Cheapflights users on 6/12. 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 United is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/77:30 amISP - ALB
2 stops26h 53mMultiple Airlines
Thu 7/107:36 pmALB - ISP
2 stops15h 22mMultiple Airlines
Deal found 6/12$935

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 June 14, 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

Wed 7/23

6:00 am-9:50 am

1 stop3h 50m

Boston Logan Intl

Wed 7/30

6:05 pm-10:55 pm

1 stop4h 50m

$249

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

Sat 6/28

2:05 pm-12:44 am

1 stop10h 39m

Boston Logan Intl

Tue 7/1

8:00 am-3:41 pm

1 stop7h 41m

$307

IslipAlbany

ISP - ALB

ISPALB

Islip Long Island

Mon 8/4

5:45 pm-12:10 am

1 stop6h 25m

Albany Intl

Thu 8/7

8:15 am-12:00 pm

1 stop3h 45m

$337

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

Wed 7/23

2:19 pm-3:46 pm

Nonstop1h 27m

Boston Logan Intl

Wed 7/30

8:00 am-1:04 pm

1 stop29h 04m

$424

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

Tue 7/15

7:30 am-8:57 am

Nonstop1h 27m

Boston Logan Intl

Tue 7/15

11:53 am-1:24 pm

Nonstop1h 31m

$495

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

Fri 6/27

10:38 am-8:46 pm

1 stop10h 08m

Boston Logan Intl

Sun 10/12

6:00 am-2:44 pm

1 stop8h 44m

$740

IslipAlbany

ISP - ALB

ISPALB

Islip Long Island

Fri 7/11

10:36 am-6:12 pm

1 stop7h 36m

Albany Intl

Sun 7/13

12:11 pm-3:19 pm

1 stop27h 08m

$802

IslipWest Tisbury

ISP - MVY

ISPMVY

Islip Long Island

Fri 10/10

4:33 pm-7:56 am

2 stops15h 23m

West Tisbury Martha's Vineyard

Mon 10/13

5:39 pm-10:58 am

2 stops17h 19m

$908

IslipAlbany

ISP - ALB

ISPALB

Islip Long Island

Mon 7/7

7:30 am-10:23 am

2 stops26h 53m

Albany Intl

Thu 7/10

7:36 pm-10:58 am

2 stops15h 22m

$935

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

Tue 8/26

6:05 am-10:30 am

1 stop4h 25m

$79

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/12

Showing 1-10 of 17 results
1
2

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, January is the cheapest month in which you can book a flight from Islip, New York to Massachusetts (average of $218). Flying from Islip, New York to Massachusetts in June is currently the most expensive (average of $306). 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 June 14, 2025.

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.

Rainfall in Massachusetts by month

Plan your trip to Massachusetts by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Massachusetts ranges from 3.1 - 4.0 inches per month. March is typically the wettest month, when rainfall can reach 4.0 in. July is typically the driest time to visit Massachusetts when rainfall is around 3.1 in.

Temperature in Massachusetts by month

Plan your trip to Massachusetts by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Massachusetts, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 30.2 F).

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 June 14, 2025.
Read reviews from past customers who have flown Breeze Airways, Southwest and JetBlue from Islip to Massachusetts. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Breeze Airways
8.1
Very good
179 reviews

Boarding

8.3

Comfort

8.2

Overall

8.1

Entertainment

6.6

Crew

8.8

Food

6.7

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
Breeze Airways
8.1
Very good
179 reviews
Breeze Airways
8.1
Very good
179 reviews

Boarding

8.3

Comfort

8.2

Overall

8.1

Entertainment

6.6

Crew

8.8

Food

6.7

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
Southwest
8.0
Very good
4,283 reviews
Breeze Airways
8.1
Very good
179 reviews

Boarding

8.3

Comfort

8.2

Overall

8.1

Entertainment

6.6

Crew

8.8

Food

6.7

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
JetBlue
7.3
Good
2,923 reviews
Breeze Airways
8.1
Very good
179 reviews

Boarding

8.3

Comfort

8.2

Overall

8.1

Entertainment

6.6

Crew

8.8

Food

6.7

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
Frontier
5.9
Fair
3,296 reviews
Breeze Airways
8.1
Very good
179 reviews

Boarding

8.3

Comfort

8.2

Overall

8.1

Entertainment

6.6

Crew

8.8

Food

6.7

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!

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.

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

    $79 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 Frontier, with prices starting from $138 and $165, 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 - West Tisbury Martha's Vineyard and Islip Long Island - Albany Intl.

  • 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 $3,668, our data indicates the cheapest price to be $248. The most popular route (Islip Long Island - Boston Logan Intl), is priced around $249.

  • 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, January is the cheapest month in which you can book a flight from Islip, New York to Massachusetts (average of $218). Flying from Islip, New York to Massachusetts in June is currently the most expensive (average of $306). 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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Alternative routes for Islip to Massachusetts

See prices for flight routes from nearby airports that may be better suited for you.
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Top 2 airlines flying from Islip to Massachusetts

Discover the top 2 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 June 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$97Average$174FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$271Average$356FlexibilityNo cancel feeOn-time63%

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