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$152+ Cheap flights from Islip (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 10/6. Fares are subject to change and may not be available on all flights or dates of travel.
ISP — BOS
oct. 17 — oct. 241
vie. 10/17
vie. 10/24
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 septiembre 17, 2025.

Round-trip from

$263
(Kiwi.com)

One-way from

$152
(Expedia)

Popular in

April

Cheapest in

October

Average price

$197

Good round-trip deal

$497 or less

Good one-way deal

$260 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. 7% potential increase in price ($19 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($3 potential savings vs. average RT price).
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Average for round-trip flights in September 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 septiembre 17, 2025.

This Kiwi.com deal was found by Cheapflights users on 9/17. 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.
dom. 10/269:47 pmISP - BOS
1 stop10h 46mMultiple Airlines
lun. 11/38:40 amBOS - ISP
1 stop5h 05mMultiple Airlines
Deal found 9/17$263
This Kiwi.com deal was found by Cheapflights users on 9/17. 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.
dom. 10/269:47 pmISP - BOS
1 stop10h 46mMultiple Airlines
jue. 10/302:15 pmBOS - ISP
1 stop20h 22mMultiple Airlines
Deal found 9/17$264
This Kiwi.com deal was found by Cheapflights users on 9/16. 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.
mar. 10/149:37 pmISP - BOS
2 stops13h 49mMultiple Airlines
mar. 10/212:15 pmBOS - ISP
1 stop20h 42mMultiple Airlines
Deal found 9/16$267
This Kiwi.com deal was found by Cheapflights users on 9/17. 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.
vie. 10/318:47 pmISP - ALB
1 stop22h 03mMultiple Airlines
dom. 11/21:25 pmALB - ISP
2 stops21h 12mMultiple Airlines
Deal found 9/17$268
This Kiwi.com deal was found by Cheapflights users on 9/17. 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.
dom. 10/269:47 pmISP - BOS
1 stop10h 46mMultiple Airlines
mar. 11/43:00 pmBOS - ISP
2 stops46h 39mMultiple Airlines
Deal found 9/17$274
This Kiwi.com deal was found by Cheapflights users on 9/16. 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.
vie. 10/318:47 pmISP - ALB
1 stop22h 03mBreeze Airways
dom. 11/21:25 pmALB - ISP
1 stop24h 20mBreeze Airways
Deal found 9/16$281
This Kiwi.com deal was found by Cheapflights users on 9/17. 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.
lun. 10/274:58 pmISP - BOS
1 stop20h 22mMultiple Airlines
lun. 11/38:40 amBOS - ISP
1 stop5h 05mMultiple Airlines
Deal found 9/17$281
This Kiwi.com deal was found by Cheapflights users on 9/15. 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.
dom. 10/269:47 pmISP - BOS
1 stop10h 46mMultiple Airlines
mié. 10/296:16 amBOS - ISP
2 stops31h 23mMultiple Airlines
Deal found 9/15$288
This Kiwi.com deal was found by Cheapflights users on 9/17. 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.
jue. 10/306:37 pmISP - BOS
1 stop18h 43mMultiple Airlines
lun. 11/38:40 amBOS - ISP
1 stop5h 05mMultiple Airlines
Deal found 9/17$290
This Kiwi.com deal was found by Cheapflights users on 9/16. 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.
vie. 10/35:05 pmISP - BOS
1 stop20h 43mMultiple Airlines
lun. 10/62:15 pmBOS - ISP
1 stop30h 27mMultiple Airlines
Deal found 9/16$293
This Kiwi.com deal was found by Cheapflights users on 9/16. 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.
vie. 10/318:47 pmISP - ALB
1 stop22h 03mMultiple Airlines
lun. 11/311:29 amALB - ISP
2 stops30h 13mMultiple Airlines
Deal found 9/16$298
This Southwest deal was found by Cheapflights users on 9/16. 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.
vie. 10/3111:25 amISP - ALB
1 stop4h 25mSouthwest
lun. 11/35:40 amALB - ISP
1 stop6h 35mSouthwest
Deal found 9/16$327

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 septiembre 17, 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

mar. 10/14

9:37 pm-11:26 am

2 stops13h 49m

Boston Logan Intl

mar. 10/21

2:15 pm-10:57 am

1 stop20h 42m

$267

IslipAlbany

ISP - ALB

ISPALB

Islip Long Island

vie. 10/31

8:47 pm-6:50 pm

1 stop22h 03m

Albany Intl

dom. 11/2

1:25 pm-10:37 am

2 stops21h 12m

$268

IslipAlbany

ISP - ALB

ISPALB

Islip Long Island

vie. 10/31

8:47 pm-6:50 pm

1 stop22h 03m

Albany Intl

dom. 11/2

1:25 pm-1:45 pm

1 stop24h 20m

$281

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

sáb. 11/15

4:58 pm-9:00 am

2 stops16h 02m

Boston Logan Intl

lun. 11/17

8:40 am-1:45 pm

1 stop5h 05m

$281

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

lun. 10/27

4:58 pm-1:20 pm

1 stop20h 22m

Boston Logan Intl

mar. 11/4

2:15 pm-10:37 am

1 stop20h 22m

$282

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

dom. 10/26

9:47 pm-8:33 am

1 stop10h 46m

Boston Logan Intl

mié. 10/29

6:16 am-1:39 pm

2 stops31h 23m

$288

IslipAlbany

ISP - ALB

ISPALB

Islip Long Island

vie. 10/31

8:47 pm-6:50 pm

1 stop22h 03m

Albany Intl

lun. 11/3

11:29 am-5:42 pm

2 stops30h 13m

$298

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

mié. 10/29

4:58 pm-11:16 am

2 stops18h 18m

Boston Logan Intl

lun. 11/3

8:40 am-1:45 pm

1 stop5h 05m

$298

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

mié. 10/22

4:58 pm-8:33 am

1 stop15h 35m

Boston Logan Intl

vie. 10/24

9:18 am-10:37 am

1 stop25h 19m

$313

IslipAlbany

ISP - ALB

ISPALB

Islip Long Island

vie. 10/31

11:25 am-3:50 pm

1 stop4h 25m

Albany Intl

lun. 11/3

5:40 am-12:15 pm

1 stop6h 35m

$327

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/15

Showing 1-10 of 35 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 to Massachusetts?

Currently, January is the cheapest month in which you can book a flight from Islip to Massachusetts (average of $218). Flying from Islip to Massachusetts in July is currently the most expensive (average of $311). 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 septiembre 17, 2025.

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

Weekly flight availability from Islip 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 septiembre 17, 2025.

The most flights from ISP to USMA are scheduled on a Monday (4 on average). You will have fewer flight options on Sunday, 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 septiembre 17, 2025.
Read through reviews of airlines operating flights from Islip to Massachusetts, such as Southwest and JetBlue. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,242 reviews

Comfort

8.0

Entertainment

7.5

Food

7.0

Boarding

8.1

Crew

8.6

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,242 reviews
Southwest
8.0
Very good
4,242 reviews

Comfort

8.0

Entertainment

7.5

Food

7.0

Boarding

8.1

Crew

8.6

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
JetBlue
7.2
Good
2,914 reviews
Southwest
8.0
Very good
4,242 reviews

Comfort

8.0

Entertainment

7.5

Food

7.0

Boarding

8.1

Crew

8.6

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

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 to Massachusetts?

    There are many flights that can get you from Islip to Massachusetts in 4h 25m. Fly via Breeze Airways or Southwest to get the fastest option. The distance from Islip to Massachusetts is about 140 mi. Both multi-stop and nonstop flights can be found to your destination and back.

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

    For one-way options, check prices for JetBlue. According to our data, you can fly for as low as $152. Users have also found prices from $184 and $424 on Southwest and Cape Air, respectively.

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

    The most popular flight routes from Islip 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 to Massachusetts?

    Looking for the cheapest flight from Islip to Massachusetts? While on average our users pay $405, our data indicates the cheapest price to be $132. The most popular route (Islip Long Island - Boston Logan Intl), is priced around $281.

  • 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 to Massachusetts?

    Currently, January is the cheapest month in which you can book a flight from Islip to Massachusetts (average of $218). Flying from Islip to Massachusetts in July is currently the most expensive (average of $311). 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 septiembre 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$97Average$175FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$254Average$376FlexibilityNo cancel feeOn-time63%
Cape AirCheapest$497Average$520FlexibilityNo cancel feeOn-time63%

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