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$99+ 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 8/19. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — ISP
Aug 3 — Aug 101
Sun 8/3
Sun 8/10
1 adult, Economy
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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 July 29, 2025.

Round-trip from

$293
(Southwest)

One-way from

$99
(Southwest)

Popular in

August

Cheapest in

June

Average price

$506

Good round-trip deal

$506 or less

Good one-way deal

$252 or less
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. 16% potential increase in price ($71 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($16 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 Boston Logan Intl to Islip Long Island.
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Price to beat on a one-way flight from Boston Logan Intl to Islip Long Island.
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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 July 29, 2025.

This Southwest deal was found by Cheapflights users on 7/29. 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 9/56:55 pmBOS - ISP
1 stop4h 00mSouthwest
Sun 9/76:00 amISP - BOS
1 stop3h 45mSouthwest
Deal found 7/29$293
This Mytrip deal was found by Cheapflights users on 7/27. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/289:27 amBOS - ISP
Nonstop1h 31mCape Air
Thu 7/3111:53 amISP - BOS
Nonstop1h 27mCape Air
Deal found 7/27$400
This Mytrip deal was found by Cheapflights users on 7/28. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/281:50 pmBOS - ISP
Nonstop1h 31mMultiple Airlines
Tue 9/21:55 pmISP - BOS
2 stops19h 44mMultiple Airlines
Deal found 7/28$528

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 July 29, 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

Fri 9/5

6:55 pm-10:55 pm

1 stop4h 00m

Islip Long Island

Sun 9/7

6:00 am-9:45 am

1 stop3h 45m

$293

BostonIslip

BOS - ISP

BOSISP

Boston Logan Intl

Tue 8/12

11:53 am-1:24 pm

Nonstop1h 31m

Islip Long Island

Tue 8/12

4:33 pm-6:00 pm

Nonstop1h 27m

$498

BostonIslip

BOS - ISP

BOSISP

Boston Logan Intl

Thu 8/28

1:50 pm-3:21 pm

Nonstop1h 31m

Islip Long Island

Tue 9/2

1:55 pm-9:39 am

2 stops19h 44m

$528

BostonIslip

BOS - ISP

BOSISP

Boston Logan Intl

Tue 8/19

5:40 am-11:55 am

1 stop6h 15m

$99

BostonIslip

BOS - ISP

BOSISP

Boston Logan Intl

Wed 9/10

6:00 am-3:23 pm

1 stop9h 23m

$171

BostonIslip

BOS - ISP

BOSISP

Boston Logan Intl

Wed 8/13

11:53 am-1:24 pm

Nonstop1h 31m

$244

BostonIslip

BOS - ISP

BOSISP

Boston Logan Intl

Thu 8/28

10:34 am-6:59 pm

2 stops8h 25m

$274

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/28

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, January is the cheapest month in which you can book a flight from Boston to Islip, New York (average of $108). Flying from Boston to Islip, New York in November is currently the most expensive (average of $213). 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 July 29, 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 morning tend to be the most expensive. A flight at noon could potentially save you up to 55% on airfare.

Weekly flight availability from Boston to Islip, New York

Explore weekly flight availability from Boston to Islip. 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 July 29, 2025.

The most flights from BOS to ISP are scheduled on a Monday (4 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (4 on average).

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 July 29, 2025.
Get a feel of what it's like to fly with 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.
Southwest
8.0
Very good
4,238 reviews

Food

7.0

Overall

8.0

Boarding

8.1

Entertainment

7.5

Crew

8.6

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Southwest
8.0
Very good
4,238 reviews
Southwest
8.0
Very good
4,238 reviews

Food

7.0

Overall

8.0

Boarding

8.1

Entertainment

7.5

Crew

8.6

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
JetBlue
7.3
Good
2,913 reviews
Southwest
8.0
Very good
4,238 reviews

Food

7.0

Overall

8.0

Boarding

8.1

Entertainment

7.5

Crew

8.6

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.

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 4 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 31m.

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

    Flying on Southwest is currently your cheapest option to Islip, New York, with prices starting at $293. Another option worth looking into is Cape Air, starting at $498 round trip. You may be able to fly from Boston to Islip, New York for 19% less than the average price by searching for these airlines.

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

    To fly one-way, consider booking your trip with Southwest, which is currently one of the cheapest options available, starting at $99. JetBlue flights start at $171 while deals on Cape Air start at $244 one-way.

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

    The cheapest flight price from Boston to Islip, New York is $244. On average you can expect to pay $414. The most popular route, (Boston Logan Intl - Islip Long Island), can usually be booked for $307.

  • 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, January is the cheapest month in which you can book a flight from Boston to Islip, New York (average of $108). Flying from Boston to Islip, New York in November is currently the most expensive (average of $213). 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 July 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$77Average$238FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$258Average$341FlexibilityNo cancel feeOn-time63%
Cape AirCheapest$458Average$520FlexibilityNo cancel feeOn-time63%

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