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Islip

$152+ 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 22 — Aug 291
Sat 8/22
Sat 8/29
1 adult, Economy
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Cheap 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 23, 2026.

This Southwest deal was found by Cheapflights users on 7/20. 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 8/205:50 am
BOS
-
ISP
1 stop3h 50m
Southwest
Mon 8/246:10 am
ISP
-
BOS
1 stop3h 40m
Southwest
Deal found 7/20$347
This Southwest deal was found by Cheapflights users on 7/20. 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 8/211:10 pm
BOS
-
ISP
2 stops8h 55m
Southwest
Mon 8/244:05 pm
ISP
-
BOS
1 stop6h 05m
Southwest
Deal found 7/20$352
This Southwest deal was found by Cheapflights users on 7/21. 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 8/205:50 am
BOS
-
ISP
1 stop3h 50m
Southwest
Thu 8/2712:35 pm
ISP
-
BOS
1 stop5h 15m
Southwest
Deal found 7/21$357
This Southwest deal was found by Cheapflights users on 7/22. 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 8/215:30 pm
BOS
-
ISP
1 stop4h 35m
Southwest
Tue 8/2512:55 pm
ISP
-
BOS
2 stops8h 25m
Southwest
Deal found 7/22$362
This Southwest deal was found by Cheapflights users on 7/20. 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 8/173:35 pm
BOS
-
ISP
1 stop6h 30m
Southwest
Mon 8/2410:20 am
ISP
-
BOS
1 stop4h 10m
Southwest
Deal found 7/20$367
This JetBlue deal was found by Cheapflights users on 7/22. 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.
Tue 9/222:40 pm
BOS
-
ISP
1 stop8h 42m
JetBlue
Wed 9/234:26 pm
ISP
-
BOS
1 stop6h 52m
JetBlue
Deal found 7/22$375
This Southwest deal was found by Cheapflights users on 7/20. 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 8/145:30 pm
BOS
-
ISP
1 stop4h 35m
Southwest
Sun 8/1610:20 am
ISP
-
BOS
1 stop6h 10m
Southwest
Deal found 7/20$387
This Southwest deal was found by Cheapflights users on 7/21. 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 8/135:50 am
BOS
-
ISP
1 stop3h 50m
Southwest
Sun 8/1610:20 am
ISP
-
BOS
1 stop6h 10m
Southwest
Deal found 7/21$397
This Southwest deal was found by Cheapflights users on 7/20. 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 8/65:50 am
BOS
-
ISP
1 stop3h 50m
Southwest
Mon 8/106:10 am
ISP
-
BOS
1 stop3h 40m
Southwest
Deal found 7/20$418

Find 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 23, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$347
(Southwest)

One-way from

$152
(Priceline)

Popular in

June

Cheapest in

September

Average price

$640

Good round-trip deal

$580 or less

Good one-way deal

$260 or less
Provider with most accurate pricing for Boston Logan Intl-Islip Long Island flight deals.
Search Deals
Provider most trusted by Cheapflights users for Boston Logan Intl-Islip Long Island flights.
Search Deals
From Boston Logan Intl to Islip Long Island
Search Deals
One-way flight from Boston Logan Intl to Islip Long Island
Search Deals
Highest demand for flights based on searches. 7% potential increase in price ($50 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($13 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 2026
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.
Search Deals

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 23, 2026.
Use the filters below to find and compare flights from Boston to Islip that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

BostonIslip

BOS - ISP

BOSISP

Boston Logan Intl

Fri 9/25

5:30 pm-10:05 pm

1 stop4h 35m

Islip Long Island

Sat 9/26

5:30 am-8:55 am

1 stop3h 25m

$347

BostonIslip

BOS - ISP

BOSISP

Boston Logan Intl

Mon 8/17

5:50 am-9:40 am

1 stop3h 50m

Islip Long Island

Thu 8/20

6:10 am-12:30 pm

1 stop6h 20m

$367

BostonIslip

BOS - ISP

BOSISP

Boston Logan Intl

Tue 8/4

4:55 pm-9:05 pm

1 stop4h 10m

Islip Long Island

Sat 8/8

5:30 am-12:20 pm

1 stop6h 50m

$449

BostonIslip

BOS - ISP

BOSISP

Boston Logan Intl

Fri 9/25

8:55 am-10:30 am

Nonstop1h 35m

Islip Long Island

Sat 9/26

12:00 pm-10:32 am

1 stop22h 32m

$450

BostonIslip

BOS - ISP

BOSISP

Boston Logan Intl

Sat 8/8

5:50 am-12:05 pm

1 stop6h 15m

Islip Long Island

Sun 8/9

6:20 am-10:05 am

1 stop3h 45m

$489

BostonIslip

BOS - ISP

BOSISP

Boston Logan Intl

Tue 9/1

12:30 pm-9:49 pm

1 stop9h 19m

Islip Long Island

Sat 9/5

10:06 am-7:25 pm

1 stop9h 19m

$504
Quickest round-trip

BostonIslip

BOS - ISP

BOSISP

Boston Logan Intl

Tue 9/22

9:21 am-10:56 am

Nonstop1h 35m

Islip Long Island

Wed 9/23

7:31 am-8:56 am

Nonstop1h 25m

$520

BostonIslip

BOS - ISP

BOSISP

Boston Logan Intl

Tue 9/29

6:40 pm-8:15 pm

Nonstop1h 35m

Islip Long Island

Thu 10/1

2:16 pm-3:41 pm

Nonstop1h 25m

$520
Cheapest one-way

BostonIslip

BOS - ISP

BOSISP

Boston Logan Intl

Tue 8/18

2:45 pm-9:05 pm

1 stop6h 20m

$174

BostonIslip

BOS - ISP

BOSISP

Boston Logan Intl

Sun 9/6

8:45 am-12:45 pm

1 stop4h 00m

$174

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/18

Showing 1-10 of 18 resultsSorted by cheapest first
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 July.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
CheapfaremartPrice Accuracy-Trust Score*1 star

*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 FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Boston-Islip, New York flight deals on Cheapflights vs. FlightHub >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 FlightHub the most. FlightHub 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 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 23, 2026.

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 evening tend to be the most expensive. A flight in the morning could potentially save you up to 13% on airfare.

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

Airfare is below average for this route at the moment.

Boston to Islip, New York flights typically cost between $541 and $625 in August.
The cheapest round-trip price found within the last 5 days was $347 on Southwest (Aug 20-Aug 24).

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 23, 2026.
Get a feel of what it's like to fly with Cape Air 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
33 reviews

Crew

9.4

Boarding

9.0

Comfort

8.6

Food

8.7

Entertainment

8.9

Overall

9.3
Cape Air
9.3
Wonderful
33 reviews
Cape Air
9.3
Wonderful
33 reviews

Crew

9.4

Boarding

9.0

Comfort

8.6

Food

8.7

Entertainment

8.9

Overall

9.3

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 1 airline has flights from Logan Intl (BOS) to Long Island (ISP) on a regular basis. There is 1 flight 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 35m.

  • How popular is this Boston to Islip, New York flight route?

    The Boston Logan Intl to Islip Long Island flight path was viewed by 1 users in the past month. Keep an eye out for changes in search interest prior to high and low season.

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

    Airlines like Southwest fly from Boston to Islip, New York in about 4h 35m. 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 is the cheapest airline to fly from Boston to Islip, New York round-trip?

    Flying on Cape Air is currently your cheapest option to Islip, New York, with prices starting at $455. You may be able to fly from Boston to Islip, New York for 24% less than the average price by searching for this airline.

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

    The cheapest flight price from Boston to Islip, New York is $245. On average you can expect to pay $472. The most popular route, (Boston Logan Intl - Islip Long Island), can usually be booked for $347.

  • 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.

See more FAQs

Traveling to a place near Islip?

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

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Top airline flying from Boston to Islip

Discover the top airline 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 23, 2026.
AirlineCheapestAverageFlexibilityOn-time
Cape AirCheapest$455Average$597FlexibilityNo cancel feeOn-time63%

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