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Islip

$127+ Cheap flights from Boston to Islip, NY (BOS - ISP)

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 12/17. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — ISP
Nov 26 — Dec 31
Wed 11/26
Wed 12/3
1 adult, Economy
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Find flight deals from Boston to Islip

Cheapest flights from Boston to Islip
Explore the most affordable flight options available from Boston to Islip. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 27, 2025.

This Kiwi.com deal was found by Cheapflights users on 10/24. 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 11/1112:00 pmBOS - ISP
2 stops22h 37mMultiple Airlines
Fri 11/144:58 pmISP - BOS
1 stop15h 30mMultiple Airlines
Deal found 10/24$188
This Kiwi.com deal was found by Cheapflights users on 10/25. 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 11/126:26 pmBOS - ISP
2 stops40h 11mMultiple Airlines
Wed 11/194:58 pmISP - BOS
1 stop23h 52mMultiple Airlines
Deal found 10/25$229
This Kiwi.com deal was found by Cheapflights users on 10/27. 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 12/48:11 pmBOS - ISP
1 stop23h 23mMultiple Airlines
Sun 12/711:40 amISP - BOS
2 stops22h 23mMultiple Airlines
Deal found 10/27$238
This Kiwi.com deal was found by Cheapflights users on 10/26. 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.
Mon 11/108:58 amBOS - ISP
1 stop10h 08mFrontier
Fri 11/144:58 pmISP - BOS
1 stop15h 30mFrontier
Deal found 10/26$251
This Kiwi.com deal was found by Cheapflights users on 10/26. 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.
Mon 11/108:58 amBOS - ISP
1 stop10h 08mMultiple Airlines
Fri 11/144:58 pmISP - BOS
2 stops22h 02mMultiple Airlines
Deal found 10/26$304
This Southwest deal was found by Cheapflights users on 10/26. 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 12/112:10 pmBOS - ISP
1 stop7h 55mSouthwest
Sun 12/1410:55 amISP - BOS
1 stop4h 50mSouthwest
Deal found 10/26$332
This Southwest deal was found by Cheapflights users on 10/27. 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 12/45:30 amBOS - ISP
2 stops9h 50mSouthwest
Sun 12/710:55 amISP - BOS
2 stops11h 35mSouthwest
Deal found 10/27$337
This Southwest deal was found by Cheapflights users on 10/26. 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 12/195:35 amBOS - ISP
2 stops11h 30mSouthwest
Sun 12/215:40 amISP - BOS
1 stop5h 20mSouthwest
Deal found 10/26$342
This Southwest deal was found by Cheapflights users on 10/24. 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 11/115:35 pmBOS - ISP
1 stop4h 30mSouthwest
Fri 11/145:30 pmISP - BOS
1 stop5h 25mSouthwest
Deal found 10/24$388

Cheap flight deals from Boston to Islip

Discover tips and strategies to find the most affordable flight options for your journey from Boston (BOS) to Islip (ISP). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated October 27, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$188
(Kiwi.com)

One-way from

$127
(Trip.com)

Popular in

October

Cheapest in

June

Average price

$660

Good round-trip deal

$600 or less

Good one-way deal

$300 or less
Provider with most accurate pricing for Boston Logan Intl-Islip Long Island flight deals.
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Provider most trusted by Cheapflights users for Boston Logan Intl-Islip Long Island flights.
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From Boston Logan Intl to Islip Long Island
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One-way flight from Boston Logan Intl to Islip Long Island
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Highest demand for flights based on searches. 20% potential increase in price ($109 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($24 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
Search Deals
Price to beat on a round-trip flight from Boston Logan Intl to Islip Long Island.
Search Deals
Price to beat on a one-way flight from Boston Logan Intl to Islip Long Island.
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Boston to Islip 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 October 27, 2025.
Use the filters below to find and compare flights from Boston to Islip that are best for you.

Fly from

Boston

Fly to

Islip

Route

Depart

Return

Price

BostonIslip

BOS - ISP

BOSISP

Boston Logan Intl

Tue 11/11

12:00 pm-10:37 am

2 stops22h 37m

Islip Long Island

Fri 11/14

4:58 pm-8:28 am

1 stop15h 30m

$188

BostonIslip

BOS - ISP

BOSISP

Boston Logan Intl

Wed 11/12

6:26 pm-10:37 am

2 stops40h 11m

Islip Long Island

Wed 11/19

4:58 pm-4:50 pm

1 stop23h 52m

$229

BostonIslip

BOS - ISP

BOSISP

Boston Logan Intl

Thu 12/4

8:11 pm-7:34 pm

1 stop23h 23m

Islip Long Island

Sun 12/7

11:40 am-10:03 am

2 stops22h 23m

$238

BostonIslip

BOS - ISP

BOSISP

Boston Logan Intl

Mon 11/10

8:58 am-7:06 pm

1 stop10h 08m

Islip Long Island

Fri 11/14

4:58 pm-8:28 am

1 stop15h 30m

$251

BostonIslip

BOS - ISP

BOSISP

Boston Logan Intl

Thu 12/11

2:10 pm-10:05 pm

1 stop7h 55m

Islip Long Island

Sun 12/14

10:55 am-3:45 pm

1 stop4h 50m

$332

BostonIslip

BOS - ISP

BOSISP

Boston Logan Intl

Fri 12/19

5:40 pm-11:55 pm

1 stop6h 15m

Islip Long Island

Sun 12/21

5:40 am-12:30 pm

1 stop6h 50m

$337

BostonIslip

BOS - ISP

BOSISP

Boston Logan Intl

Thu 12/4

5:30 am-3:20 pm

2 stops9h 50m

Islip Long Island

Sun 12/7

10:55 am-10:30 pm

2 stops11h 35m

$337

BostonIslip

BOS - ISP

BOSISP

Boston Logan Intl

Tue 11/11

5:35 pm-10:05 pm

1 stop4h 30m

Islip Long Island

Fri 11/14

5:30 pm-10:55 pm

1 stop5h 25m

$388

BostonIslip

BOS - ISP

BOSISP

Boston Logan Intl

Wed 12/17

10:56 am-12:38 am

1 stop13h 42m

$127

BostonIslip

BOS - ISP

BOSISP

Boston Logan Intl

Thu 4/9

2:30 pm-8:25 pm

1 stop5h 55m

$164

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/26

Showing 1-10 of 18 results
1
2

Compare providers for flights from Boston to Islip

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Boston to Islip in October.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars
PricelinePrice Accuracy1 starTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Boston-Islip, New York flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Boston-Islip, New York flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Boston-Islip, New York flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Boston-Islip, New York flights, Cheapflights users trust eDreams the most. eDreams has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Boston-Islip, New York flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Boston to Islip

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

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

Currently, October is the cheapest month in which you can book a flight from Boston to Islip, New York (average of $55). Flying from Boston to Islip, New York in March is currently the most expensive (average of $121). 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 BOS to ISP?

Find hourly flight availability from Boston to Islip. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 27, 2025.

One of the essential ways to save on airfare from Boston to Islip, New York is to remain as flexible as possible. Flights that are in the afternoon tend to be the most expensive. A flight in the evening could potentially save you up to 58% on airfare.

Reviews of airlines servicing Islip

Get insights into the airlines that provide service to Islip. 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 Islip. Reviews last updated October 27, 2025.
Get a feel of what it's like to fly with Cape Air, Southwest, and JetBlue from Boston to Islip by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Cape Air
9.3
Wonderful
39 reviews

Entertainment

9.1

Boarding

9.2

Comfort

8.8

Food

8.9

Overall

9.3

Crew

9.5
Cape Air
9.3
Wonderful
39 reviews
Cape Air
9.3
Wonderful
39 reviews

Entertainment

9.1

Boarding

9.2

Comfort

8.8

Food

8.9

Overall

9.3

Crew

9.5
Southwest
8.0
Very good
4,236 reviews
Cape Air
9.3
Wonderful
39 reviews

Entertainment

9.1

Boarding

9.2

Comfort

8.8

Food

8.9

Overall

9.3

Crew

9.5
JetBlue
7.2
Good
2,907 reviews
Cape Air
9.3
Wonderful
39 reviews

Entertainment

9.1

Boarding

9.2

Comfort

8.8

Food

8.9

Overall

9.3

Crew

9.5

Related info for your journey

Find useful and relevant information for your journey from Boston to Islip. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airports do I use to fly from Boston to Islip?

    You will need to book a flight from Boston Logan Intl to Islip Long Island if you want to fly from Boston to Islip. At least 3 different airlines have flights from Logan Intl (BOS) to Long Island (ISP) on a regular basis. There are 2 flights to Islip from the Boston airport per day. If you manage to book one that is nonstop, then you can expect the flight time from BOS to ISP to be around 1h 26m.

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

    Airlines like Frontier fly from Boston to Islip, New York in about 10h 08m. The time it takes to get you to your destination can typically vary by up to . Airlines will cover a distance of 153 mi.

  • What are the cheapest airlines flying from Boston to Islip, New York round-trip?

    Flying on JetBlue is currently your cheapest option to Islip, New York, with prices starting at $77. Additional round-trip tickets that might be worth considering are offered by Southwest and Cape Air, with the lowest prices starting at $278 and $458, respectively. You may be able to fly from Boston to Islip, New York for 81% less than the average price by searching for these airlines.

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

    The cheapest flight price from Boston to Islip, New York is $260. On average you can expect to pay $485. The most popular route, (Boston Logan Intl - Islip Long Island), can usually be booked for $497.

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

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

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

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

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

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

    Currently, October is the cheapest month in which you can book a flight from Boston to Islip, New York (average of $55). Flying from Boston to Islip, New York in March is currently the most expensive (average of $121). 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

Traveling to a place near Islip?

Book flights to Islip if you plan to visit one of these locations
Riverhead
Southampton

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Alternative routes for Boston to Islip

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Top 3 airlines flying from Boston to Islip

Discover the top 3 airlines that operate flights from Boston to Islip. 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 October 27, 2025.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$77Average$238FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$278Average$346FlexibilityNo cancel feeOn-time63%
Cape AirCheapest$458Average$520FlexibilityNo cancel feeOn-time63%

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