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Islip

$106+ 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 2/10. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — ISP
Feb 25 — Mar 41
Wed 2/25
Wed 3/4
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 January 26, 2026.

This Kiwi.com deal was found by Cheapflights users on 1/25. 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 3/44:22 pm
BOS
-
ISP
1 stop22h 17m
Multiple Airlines
Wed 3/1111:50 am
ISP
-
BOS
1 stop23h 50m
Multiple Airlines
Deal found 1/25$173
This Southwest deal was found by Cheapflights users on 1/24. 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.
Fri 3/612:45 pm
BOS
-
ISP
1 stop4h 35m
Southwest
Sun 3/85:55 pm
ISP
-
BOS
1 stop6h 10m
Southwest
Deal found 1/24$357
This Kiwi.com deal was found by Cheapflights users on 1/24. 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.
Fri 3/66:00 am
BOS
-
ISP
1 stop12h 40m
Multiple Airlines
Sun 3/85:08 pm
ISP
-
BOS
2 stops18h 33m
Multiple Airlines
Deal found 1/24$400
This Kiwi.com deal was found by Cheapflights users on 1/25. 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.
Thu 1/293:43 pm
BOS
-
ISP
2 stops21h 38m
Multiple Airlines
Fri 1/309:43 pm
ISP
-
BOS
1 stop16h 55m
Multiple Airlines
Deal found 1/25$484
This Gotogate deal was found by Cheapflights users on 1/24. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/316:19 pm
BOS
-
ISP
Nonstop1h 26m
Cape Air
Sun 2/19:59 am
ISP
-
BOS
Nonstop1h 25m
Cape Air
Deal found 1/24$498
This Gotogate deal was found by Cheapflights users on 1/25. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/299:30 am
BOS
-
ISP
Nonstop1h 35m
Cape Air
Fri 1/309:59 am
ISP
-
BOS
Nonstop1h 25m
Cape Air
Deal found 1/25$504
This Booking.com deal was found by Cheapflights users on 1/24. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/65:18 pm
BOS
-
ISP
Nonstop1h 26m
Cape Air
Sun 3/89:59 am
ISP
-
BOS
Nonstop1h 25m
Cape Air
Deal found 1/24$508
This Southwest deal was found by Cheapflights users on 1/24. 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.
Sat 1/318:50 am
BOS
-
ISP
1 stop6h 35m
Southwest
Sun 2/111:50 am
ISP
-
BOS
1 stop4h 25m
Southwest
Deal found 1/24$509
This Cape Air deal was found by Cheapflights users on 1/25. 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 Cape Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/299:30 am
BOS
-
ISP
Nonstop1h 35m
Cape Air
Mon 2/29:59 am
ISP
-
BOS
Nonstop1h 25m
Cape Air
Deal found 1/25$520

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 January 26, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

Expedia
3 stars

Round-trip from

$173
(Kiwi.com)

One-way from

$106
(Kiwi.com)

Popular in

October

Cheapest in

June

Average price

$580
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. 14% potential increase in price ($76 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($22 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
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 January 26, 2026.
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

Wed 3/4

4:22 pm-2:39 pm

1 stop22h 17m

Islip Long Island

Wed 3/11

11:50 am-11:40 am

1 stop23h 50m

$173

BostonIslip

BOS - ISP

BOSISP

Boston Logan Intl

Fri 3/6

12:45 pm-5:20 pm

1 stop4h 35m

Islip Long Island

Sun 3/8

5:55 pm-12:05 am

1 stop6h 10m

$357

BostonIslip

BOS - ISP

BOSISP

Boston Logan Intl

Fri 3/6

6:00 am-6:40 pm

1 stop12h 40m

Islip Long Island

Sun 3/8

5:08 pm-11:41 am

2 stops18h 33m

$400

BostonIslip

BOS - ISP

BOSISP

Boston Logan Intl

Thu 1/29

3:43 pm-1:21 pm

2 stops21h 38m

Islip Long Island

Fri 1/30

9:43 pm-2:38 pm

1 stop16h 55m

$484

BostonIslip

BOS - ISP

BOSISP

Boston Logan Intl

Thu 1/29

9:30 am-11:05 am

Nonstop1h 35m

Islip Long Island

Fri 1/30

9:59 am-11:24 am

Nonstop1h 25m

$504

BostonIslip

BOS - ISP

BOSISP

Boston Logan Intl

Wed 3/4

5:18 pm-6:44 pm

Nonstop1h 26m

Islip Long Island

Wed 3/11

9:59 am-11:24 am

Nonstop1h 25m

$504

BostonIslip

BOS - ISP

BOSISP

Boston Logan Intl

Fri 3/6

5:18 pm-6:44 pm

Nonstop1h 26m

Islip Long Island

Sun 3/8

9:59 am-11:24 am

Nonstop1h 25m

$508

BostonIslip

BOS - ISP

BOSISP

Boston Logan Intl

Sat 1/31

8:50 am-3:25 pm

1 stop6h 35m

Islip Long Island

Sun 2/1

11:50 am-4:15 pm

1 stop4h 25m

$509

BostonIslip

BOS - ISP

BOSISP

Boston Logan Intl

Thu 1/29

9:30 am-11:05 am

Nonstop1h 35m

Islip Long Island

Mon 2/2

9:59 am-11:24 am

Nonstop1h 25m

$520

BostonIslip

BOS - ISP

BOSISP

Boston Logan Intl

Tue 2/10

7:00 am-1:13 pm

1 stop30h 13m

$106

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/25

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 January.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
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 Expedia the most. Expedia 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 $109). 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 January 26, 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 at noon tend to be the most expensive. A flight in the evening could potentially save you up to 59% 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 January 26, 2026.
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
36 reviews

Comfort

8.7

Entertainment

9.0

Overall

9.3

Boarding

9.1

Crew

9.5

Food

8.8
Cape Air
9.3
Wonderful
36 reviews
Cape Air
9.3
Wonderful
36 reviews

Comfort

8.7

Entertainment

9.0

Overall

9.3

Boarding

9.1

Crew

9.5

Food

8.8
Southwest
8.0
Very good
4,268 reviews
Cape Air
9.3
Wonderful
36 reviews

Comfort

8.7

Entertainment

9.0

Overall

9.3

Boarding

9.1

Crew

9.5

Food

8.8
JetBlue
7.2
Good
2,891 reviews
Cape Air
9.3
Wonderful
36 reviews

Comfort

8.7

Entertainment

9.0

Overall

9.3

Boarding

9.1

Crew

9.5

Food

8.8

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 3 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 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 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 83% less than the average price by searching for these airlines.

  • 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 $109). 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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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 January 26, 2026.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$77Average$238FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$278Average$363FlexibilityNo cancel feeOn-time63%
Cape AirCheapest$455Average$520FlexibilityNo cancel feeOn-time63%

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