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$89+ 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 9/1. Fares are subject to change and may not be available on all flights or dates of travel.
ISP — BOS
Jul 7 — Jul 141
Mon 7/7
Mon 7/14
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 July 2, 2025.

Round-trip from

$228
(Southwest)

One-way from

$89
(Southwest)

Popular in

April

Cheapest in

October

Average price

$172

Good round-trip deal

$502 or less

Good one-way deal

$248 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. 3% potential price decrease ($6 potential savings vs. average RT price).
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Average for round-trip flights in July 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 July 2, 2025.

This Southwest deal was found by Cheapflights users on 6/30. 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 9/2712:15 pmISP - BOS
1 stop5h 05mSouthwest
Tue 9/3010:50 amBOS - ISP
1 stop4h 20mSouthwest
Deal found 6/30$214
This Southwest deal was found by Cheapflights users on 6/30. 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 9/1212:10 pmISP - ALB
1 stop3h 45mSouthwest
Mon 9/156:00 amALB - ISP
1 stop6h 00mSouthwest
Deal found 6/30$228
This Cheapflightsfares deal was found by Cheapflights users on 7/2. 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.
Wed 7/304:45 pmISP - BOS
1 stop7h 53mFrontier
Wed 8/68:00 amBOS - ISP
1 stop7h 42mFrontier
Deal found 7/2$243
This Expedia deal was found by Cheapflights users on 7/2. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/162:19 pmISP - BOS
Nonstop1h 27mMultiple Airlines
Wed 8/68:00 amBOS - ISP
1 stop7h 42mMultiple Airlines
Deal found 7/2$400
This FlightHub deal was found by Cheapflights users on 7/1. 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.
Mon 7/2110:36 amISP - ALB
1 stop7h 36mBreeze Airways
Fri 7/256:52 pmALB - ISP
1 stop18h 40mBreeze Airways
Deal found 7/1$573
This JetBlue Airways deal was found by Cheapflights users on 6/30. 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 Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/164:33 pmISP - MVY
1 stop16h 48mMultiple Airlines
Sun 7/2010:16 amMVY - ISP
1 stop24h 42mMultiple Airlines
Deal found 6/30$866
This Cape Air deal was found by Cheapflights users on 6/30. 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.
Sat 8/24:33 pmISP - MVY
2 stops17h 52mCape Air
Wed 8/610:40 pmMVY - ISP
2 stops14h 44mCape Air
Deal found 6/30$982
This United deal was found by Cheapflights users on 7/2. 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.
Wed 7/97:30 amISP - ALB
2 stops16h 28mMultiple Airlines
Sat 7/197:36 pmALB - ISP
2 stops17h 48mMultiple Airlines
Deal found 7/2$1,141

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 July 2, 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 9/27

12:15 pm-5:20 pm

1 stop5h 05m

Boston Logan Intl

Tue 9/30

10:50 am-3:10 pm

1 stop4h 20m

$214

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

Wed 7/30

4:45 pm-12:38 am

1 stop7h 53m

Boston Logan Intl

Wed 8/6

8:00 am-3:42 pm

1 stop7h 42m

$243

IslipAlbany

ISP - ALB

ISPALB

Islip Long Island

Fri 8/15

3:05 pm-7:45 pm

1 stop4h 40m

Albany Intl

Mon 8/18

4:40 pm-10:55 pm

1 stop6h 15m

$313

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

Wed 7/16

2:19 pm-3:46 pm

Nonstop1h 27m

Boston Logan Intl

Wed 8/6

8:00 am-3:42 pm

1 stop7h 42m

$400

IslipAlbany

ISP - ALB

ISPALB

Islip Long Island

Mon 7/21

10:36 am-6:12 pm

1 stop7h 36m

Albany Intl

Fri 7/25

6:52 pm-1:32 pm

1 stop18h 40m

$573

IslipWest Tisbury

ISP - MVY

ISPMVY

Islip Long Island

Wed 7/16

4:33 pm-9:21 am

1 stop16h 48m

West Tisbury Martha's Vineyard

Sun 7/20

10:16 am-10:58 am

1 stop24h 42m

$866

IslipWest Tisbury

ISP - MVY

ISPMVY

Islip Long Island

Sat 8/2

2:19 pm-9:43 am

2 stops19h 24m

West Tisbury Martha's Vineyard

Wed 8/6

10:40 pm-1:24 pm

2 stops14h 44m

$982

IslipAlbany

ISP - ALB

ISPALB

Islip Long Island

Mon 7/28

4:33 pm-2:17 pm

2 stops21h 44m

Albany Intl

Wed 7/30

6:00 am-1:24 pm

2 stops7h 24m

$1,142

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

Mon 9/1

6:00 am-10:00 am

1 stop4h 00m

$89

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

Fri 7/18

8:37 pm-8:35 am

1 stop11h 58m

$137

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/2

Showing 1-10 of 16 results
1
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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, 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 July 2, 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.

How much does it cost to fly round-trip from Islip, New York to Massachusetts?

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 July 2, 2025.
Read through reviews of airlines operating flights from Islip to Massachusetts, such as Breeze Airways, Southwest, and JetBlue. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Breeze Airways
8.1
Very good
182 reviews

Boarding

8.4

Overall

8.1

Comfort

8.2

Crew

8.8

Entertainment

6.6

Food

6.8

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
182 reviews
Breeze Airways
8.1
Very good
182 reviews

Boarding

8.4

Overall

8.1

Comfort

8.2

Crew

8.8

Entertainment

6.6

Food

6.8

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
4,272 reviews
Breeze Airways
8.1
Very good
182 reviews

Boarding

8.4

Overall

8.1

Comfort

8.2

Crew

8.8

Entertainment

6.6

Food

6.8

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
2,918 reviews
Breeze Airways
8.1
Very good
182 reviews

Boarding

8.4

Overall

8.1

Comfort

8.2

Crew

8.8

Entertainment

6.6

Food

6.8

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
3,290 reviews
Breeze Airways
8.1
Very good
182 reviews

Boarding

8.4

Overall

8.1

Comfort

8.2

Crew

8.8

Entertainment

6.6

Food

6.8

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?

    $89 is the cheapest one-way deal found within the past few days, from Southwest. You may also be able to find cheap deals on Frontier and JetBlue, with prices starting from $159 and $192, 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 $386, our data indicates the cheapest price to be $248. The most popular route (Islip Long Island - Boston Logan Intl), is priced around $262.

  • 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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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 July 2, 2025.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$97Average$174FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$271Average$356FlexibilityNo cancel feeOn-time63%

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