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Islip

$126+ 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 5/19. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — ISP
May 23 — May 301
Sat 5/23
Sat 5/30
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 April 23, 2026.

This Kiwi.com deal was found by Cheapflights users on 4/21. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/510:07 am
BOS
-
ISP
1 stop23h 58m
Frontier
Tue 5/195:38 pm
ISP
-
BOS
1 stop15h 34m
Frontier
Deal found 4/21$179
This Kiwi.com deal was found by Cheapflights users on 4/19. 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 5/411:16 am
BOS
-
ISP
1 stop23h 44m
Frontier
Fri 5/86:59 pm
ISP
-
BOS
2 stops30h 25m
Frontier
Deal found 4/19$220
This Kiwi.com deal was found by Cheapflights users on 4/23. 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.
Sat 6/67:00 am
BOS
-
ISP
1 stop27h 05m
Multiple Airlines
Wed 6/1010:48 am
ISP
-
BOS
1 stop8h 27m
Multiple Airlines
Deal found 4/23$247
This Southwest deal was found by Cheapflights users on 4/22. 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.
Tue 5/196:20 am
BOS
-
ISP
1 stop5h 35m
Southwest
Wed 5/209:00 am
ISP
-
BOS
1 stop6h 55m
Southwest
Deal found 4/22$258
This Kiwi.com deal was found by Cheapflights users on 4/19. 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 5/411:16 am
BOS
-
ISP
1 stop23h 44m
Multiple Airlines
Fri 5/82:28 pm
ISP
-
BOS
1 stop20h 38m
Multiple Airlines
Deal found 4/19$272
This Southwest deal was found by Cheapflights users on 4/22. 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.
Mon 6/17:25 pm
BOS
-
ISP
1 stop4h 05m
Southwest
Mon 6/85:50 pm
ISP
-
BOS
1 stop6h 15m
Southwest
Deal found 4/22$273
This Kiwi.com deal was found by Cheapflights users on 4/19. 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 6/35:45 am
BOS
-
ISP
2 stops12h 13m
Multiple Airlines
Sat 6/611:00 am
ISP
-
BOS
1 stop10h 42m
Multiple Airlines
Deal found 4/19$277
This Southwest deal was found by Cheapflights users on 4/23. 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 6/65:50 am
BOS
-
ISP
2 stops9h 00m
Southwest
Wed 6/104:40 pm
ISP
-
BOS
1 stop6h 40m
Southwest
Deal found 4/23$283
This Kiwi.com deal was found by Cheapflights users on 4/19. 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 5/129:20 am
BOS
-
ISP
1 stop24h 45m
Multiple Airlines
Sun 5/177:53 pm
ISP
-
BOS
2 stops36h 51m
Multiple Airlines
Deal found 4/19$292
This Southwest deal was found by Cheapflights users on 4/21. 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.
Fri 9/257:40 am
BOS
-
ISP
1 stop4h 55m
Southwest
Mon 9/2810:20 am
ISP
-
BOS
1 stop5h 25m
Southwest
Deal found 4/21$310
This Southwest deal was found by Cheapflights users on 4/19. 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 6/410:15 pm
BOS
-
ISP
1 stop10h 05m
Southwest
Sun 6/76:00 am
ISP
-
BOS
1 stop3h 50m
Southwest
Deal found 4/19$315
This Kiwi.com deal was found by Cheapflights users on 4/19. 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 5/1310:07 am
BOS
-
ISP
1 stop24h 20m
Multiple Airlines
Sun 5/177:53 pm
ISP
-
BOS
2 stops29h 31m
Multiple Airlines
Deal found 4/19$316

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 April 23, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$179
(Kiwi.com)

One-way from

$126
(Southwest)

Popular in

May

Cheapest in

June

Average price

$475

Good one-way deal

$320 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
High demand for flights, 0% potential price rise
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($30 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 2026
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 April 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

Tue 5/5

10:07 am-10:05 am

1 stop23h 58m

Islip Long Island

Tue 5/19

5:38 pm-9:12 am

1 stop15h 34m

$179
Quickest round-trip

BostonIslip

BOS - ISP

BOSISP

Boston Logan Intl

Sat 9/12

8:10 am-12:05 pm

1 stop3h 55m

Islip Long Island

Mon 9/14

10:20 am-3:45 pm

1 stop5h 25m

$273

BostonIslip

BOS - ISP

BOSISP

Boston Logan Intl

Mon 9/7

9:40 am-4:25 pm

1 stop6h 45m

Islip Long Island

Sat 9/12

5:30 am-9:55 am

1 stop4h 25m

$330

BostonIslip

BOS - ISP

BOSISP

Boston Logan Intl

Wed 5/27

6:20 am-11:55 am

1 stop5h 35m

Islip Long Island

Wed 5/27

4:10 pm-10:40 pm

1 stop6h 30m

$357

BostonIslip

BOS - ISP

BOSISP

Boston Logan Intl

Fri 9/25

1:10 pm-10:05 pm

2 stops8h 55m

Islip Long Island

Mon 9/28

6:10 am-2:55 pm

2 stops8h 45m

$367

BostonIslip

BOS - ISP

BOSISP

Boston Logan Intl

Thu 7/2

1:20 pm-11:40 pm

2 stops10h 20m

Islip Long Island

Fri 7/3

5:50 pm-9:40 pm

1 stop3h 50m

$372

BostonIslip

BOS - ISP

BOSISP

Boston Logan Intl

Tue 8/18

10:05 am-9:05 pm

2 stops11h 00m

Islip Long Island

Fri 8/21

6:10 am-5:20 pm

2 stops11h 10m

$383

BostonIslip

BOS - ISP

BOSISP

Boston Logan Intl

Tue 5/5

12:55 pm-10:10 pm

2 stops9h 15m

Islip Long Island

Tue 5/19

12:30 pm-9:20 pm

2 stops8h 50m

$398

BostonIslip

BOS - ISP

BOSISP

Boston Logan Intl

Mon 5/4

1:20 pm-10:30 pm

2 stops9h 10m

Islip Long Island

Fri 5/8

6:00 am-3:10 pm

2 stops9h 10m

$459
Cheapest one-way

BostonIslip

BOS - ISP

BOSISP

Boston Logan Intl

Tue 5/19

6:20 am-11:55 am

1 stop5h 35m

$126

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/22

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 April.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust 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 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 month to book a flight from Boston to Islip, New York?

Currently, June is the cheapest month in which you can book a flight from Boston to Islip, New York (average of $316). Flying from Boston to Islip, New York in May is currently the most expensive (average of $887). 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 April 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 55% on airfare.

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

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 April 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

Overall

9.3

Comfort

8.6

Food

8.7

Boarding

9.0

Entertainment

8.9
Cape Air
9.3
Wonderful
33 reviews
Cape Air
9.3
Wonderful
33 reviews

Crew

9.4

Overall

9.3

Comfort

8.6

Food

8.7

Boarding

9.0

Entertainment

8.9

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 26m.

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

    Airlines like Frontier and Southwest fly from Boston to Islip, New York in about 3h 55m. The time it takes to get you to your destination can typically vary by up to 20h 03m. Airlines will cover a distance of 153 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • 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 18% 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 $320. On average you can expect to pay $333. The most popular route, (Boston Logan Intl - Islip Long Island), can usually be booked for $181.

  • 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, June is the cheapest month in which you can book a flight from Boston to Islip, New York (average of $316). Flying from Boston to Islip, New York in May is currently the most expensive (average of $887). 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

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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 April 23, 2026.
AirlineCheapestAverageFlexibilityOn-time
Cape AirCheapest$455Average$562FlexibilityNo cancel feeOn-time63%

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