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Islip

$141+ 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 4/4. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — ISP
Apr 12 — Apr 191
Sun 4/12
Sun 4/19
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 March 13, 2026.

This Kiwi.com deal was found by Cheapflights users on 3/12. 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 4/2911:16 am
BOS
-
ISP
1 stop22h 17m
Multiple Airlines
Mon 5/48:45 pm
ISP
-
BOS
2 stops36h 27m
Multiple Airlines
Deal found 3/12$290
This Kiwi.com deal was found by Cheapflights users on 3/12. 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 4/2911:16 am
BOS
-
ISP
1 stop22h 17m
Frontier
Mon 5/44:07 pm
ISP
-
BOS
1 stop17h 05m
Frontier
Deal found 3/12$301
This Kiwi.com deal was found by Cheapflights users on 3/12. 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 4/14:23 pm
BOS
-
ISP
1 stop22h 47m
Multiple Airlines
Tue 4/76:00 am
ISP
-
BOS
2 stops29h 44m
Multiple Airlines
Deal found 3/12$307
This Kiwi.com deal was found by Cheapflights users on 3/12. 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 4/14:23 pm
BOS
-
ISP
1 stop22h 47m
Multiple Airlines
Wed 4/82:54 pm
ISP
-
BOS
2 stops34h 32m
Multiple Airlines
Deal found 3/12$313
This Kiwi.com deal was found by Cheapflights users on 3/9. 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 6/1312:25 pm
BOS
-
ISP
1 stop5h 04m
Multiple Airlines
Mon 6/152:28 pm
ISP
-
BOS
1 stop20h 19m
Multiple Airlines
Deal found 3/9$317
This Kiwi.com deal was found by Cheapflights users on 3/12. 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 3/314:23 pm
BOS
-
ISP
1 stop27h 36m
Multiple Airlines
Tue 4/76:00 am
ISP
-
BOS
2 stops29h 44m
Multiple Airlines
Deal found 3/12$319
This Kiwi.com deal was found by Cheapflights users on 3/12. 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 3/314:23 pm
BOS
-
ISP
1 stop27h 36m
Multiple Airlines
Wed 4/82:54 pm
ISP
-
BOS
2 stops34h 32m
Multiple Airlines
Deal found 3/12$325
This KAYAK deal was found by Cheapflights users on 3/9. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/2911:40 am
BOS
-
ISP
1 stop6h 50m
Southwest
Thu 4/308:35 am
ISP
-
BOS
1 stop7h 30m
Southwest
Deal found 3/9$327
This Kiwi.com deal was found by Cheapflights users on 3/12. 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 4/47:14 pm
BOS
-
ISP
1 stop15h 59m
Multiple Airlines
Wed 4/82:54 pm
ISP
-
BOS
2 stops34h 32m
Multiple Airlines
Deal found 3/12$331
This Southwest deal was found by Cheapflights users on 3/9. 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 8/88:10 am
BOS
-
ISP
1 stop6h 20m
Southwest
Wed 8/126:05 am
ISP
-
BOS
2 stops10h 05m
Southwest
Deal found 3/9$332
This Southwest deal was found by Cheapflights users on 3/9. 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 6/1312:35 pm
BOS
-
ISP
1 stop4h 20m
Southwest
Mon 6/1512:30 pm
ISP
-
BOS
2 stops10h 20m
Southwest
Deal found 3/9$342
This Kiwi.com deal was found by Cheapflights users on 3/12. 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 4/211:26 am
BOS
-
ISP
1 stop8h 25m
Frontier
Tue 4/76:00 am
ISP
-
BOS
2 stops29h 44m
Frontier
Deal found 3/12$344

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 March 13, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$317
(Kiwi.com)

One-way from

$141
(Kiwi.com)

Popular in

February

Cheapest in

June

Average price

$569

Good round-trip deal

$601 or less

Good one-way deal

$260 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
Search Deals
One-way flight from Boston Logan Intl to Islip Long Island
Search Deals
Highest demand for flights based on searches. 15% potential increase in price ($96 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($15 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 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 March 13, 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

Mon 8/10

7:40 am-12:35 pm

1 stop4h 55m

Islip Long Island

Fri 8/14

10:20 am-3:45 pm

1 stop5h 25m

$347

BostonIslip

BOS - ISP

BOSISP

Boston Logan Intl

Sat 5/9

7:25 pm-11:20 pm

1 stop3h 55m

Islip Long Island

Sun 5/10

6:05 am-9:55 am

1 stop3h 50m

$347

BostonIslip

BOS - ISP

BOSISP

Boston Logan Intl

Fri 8/21

7:40 am-12:35 pm

1 stop4h 55m

Islip Long Island

Sun 8/23

6:20 am-10:05 am

1 stop3h 45m

$347

BostonIslip

BOS - ISP

BOSISP

Boston Logan Intl

Sat 6/13

5:20 am-2:50 pm

2 stops9h 30m

Islip Long Island

Mon 6/15

12:30 pm-10:50 pm

2 stops10h 20m

$383

BostonIslip

BOS - ISP

BOSISP

Boston Logan Intl

Fri 4/10

2:30 pm-8:25 pm

1 stop5h 55m

Islip Long Island

Sun 4/12

6:05 am-9:55 am

1 stop3h 50m

$393

BostonIslip

BOS - ISP

BOSISP

Boston Logan Intl

Wed 4/1

12:42 pm-3:10 pm

2 stops26h 28m

Islip Long Island

Sun 4/5

9:59 am-11:24 am

Nonstop1h 25m

$406

BostonIslip

BOS - ISP

BOSISP

Boston Logan Intl

Fri 4/10

4:45 pm-8:25 pm

1 stop3h 40m

Islip Long Island

Mon 4/13

12:30 pm-11:15 pm

2 stops10h 45m

$413

BostonIslip

BOS - ISP

BOSISP

Boston Logan Intl

Wed 4/1

4:23 pm-7:51 pm

1 stop27h 28m

Islip Long Island

Mon 4/6

9:59 am-11:24 am

Nonstop1h 25m

$483

BostonIslip

BOS - ISP

BOSISP

Boston Logan Intl

Sat 5/30

9:30 am-11:05 am

Nonstop1h 35m

Islip Long Island

Tue 6/2

12:25 pm-11:27 pm

1 stop11h 02m

$507
Quickest round-trip

BostonIslip

BOS - ISP

BOSISP

Boston Logan Intl

Sat 4/4

5:18 pm-6:44 pm

Nonstop1h 26m

Islip Long Island

Tue 4/7

9:59 am-11:24 am

Nonstop1h 25m

$520

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/9

Showing 1-10 of 22 resultsSorted by cheapest first
1
2
3

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 March.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice 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 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, August is the cheapest month in which you can book a flight from Boston to Islip, New York (average of $57). Flying from Boston to Islip, New York in April is currently the most expensive (average of $110). 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 March 13, 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 afternoon tend to be the most expensive. A flight in the evening could potentially save you up to 60% 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 March 13, 2026.
Get a feel of what it's like to fly with Cape Air,Southwest, andJetBlue 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
36 reviews

Boarding

9.1

Comfort

8.7

Crew

9.5

Food

8.8

Overall

9.3

Entertainment

9.0
Cape Air
9.3
Wonderful
36 reviews
Cape Air
9.3
Wonderful
36 reviews

Boarding

9.1

Comfort

8.7

Crew

9.5

Food

8.8

Overall

9.3

Entertainment

9.0
Southwest
8.0
Very good
4,318 reviews
Cape Air
9.3
Wonderful
36 reviews

Boarding

9.1

Comfort

8.7

Crew

9.5

Food

8.8

Overall

9.3

Entertainment

9.0
JetBlue
7.2
Good
2,904 reviews
Cape Air
9.3
Wonderful
36 reviews

Boarding

9.1

Comfort

8.7

Crew

9.5

Food

8.8

Overall

9.3

Entertainment

9.0

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 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 Southwest fly from Boston to Islip, New York in about 4h 55m. 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 $455, respectively. You may be able to fly from Boston to Islip, New York for 84% 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 $251. On average you can expect to pay $495. The most popular route, (Boston Logan Intl - Islip Long Island), can usually be booked for $327.

  • 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, August is the cheapest month in which you can book a flight from Boston to Islip, New York (average of $57). Flying from Boston to Islip, New York in April is currently the most expensive (average of $110). 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 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 March 13, 2026.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$77Average$239FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$278Average$356FlexibilityNo cancel feeOn-time63%
Cape AirCheapest$455Average$546FlexibilityNo cancel feeOn-time63%

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