HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Islip

$175+ Cheap flights from Boston to Islip (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 9/19. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — ISP
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Boston to Islip with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 September 11, 2025.

Round-trip from

$244
(Southwest)

One-way from

$175
(Kiwi.com)

Popular in

August

Cheapest in

June

Average price

$360

Good round-trip deal

$471 or less

Good one-way deal

$244 or less
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. 18% potential increase in price ($85 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 September 2025
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

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 September 11, 2025.

This Southwest deal was found by Cheapflights users on 9/10. 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 12/169:05 amBOS - ISP
1 stop6h 15mSouthwest
Wed 1/73:45 pmISP - BOS
1 stop6h 20mSouthwest
Deal found 9/10$189
This Southwest deal was found by Cheapflights users on 9/11. 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 11/137:55 pmBOS - ISP
1 stop3h 55mSouthwest
Sat 11/1511:55 amISP - BOS
1 stop5h 10mSouthwest
Deal found 9/11$230
This Southwest deal was found by Cheapflights users on 9/11. 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 11/137:55 pmBOS - ISP
1 stop3h 55mSouthwest
Mon 11/175:40 amISP - BOS
1 stop4h 00mSouthwest
Deal found 9/11$244
This Southwest deal was found by Cheapflights users on 9/10. 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 9/305:40 amBOS - ISP
1 stop6h 15mSouthwest
Fri 10/35:35 pmISP - BOS
1 stop6h 20mSouthwest
Deal found 9/10$298
This Southwest deal was found by Cheapflights users on 9/10. 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 12/18:10 pmBOS - ISP
1 stop3h 45mSouthwest
Fri 12/55:40 amISP - BOS
1 stop4h 00mSouthwest
Deal found 9/10$309
This Kiwi.com deal was found by Cheapflights users on 9/11. 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 11/136:57 pmBOS - ISP
2 stops15h 40mMultiple Airlines
Mon 11/174:58 pmISP - BOS
1 stop29h 10mMultiple Airlines
Deal found 9/11$324
This Kiwi.com deal was found by Cheapflights users on 9/10. 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 9/303:00 pmBOS - ISP
2 stops19h 40mMultiple Airlines
Fri 10/35:12 pmISP - BOS
1 stop14h 59mMultiple Airlines
Deal found 9/10$337
This Kiwi.com deal was found by Cheapflights users on 9/10. 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 9/2512:59 pmBOS - ISP
2 stops21h 41mMultiple Airlines
Mon 9/295:05 pmISP - BOS
1 stop20h 43mMultiple Airlines
Deal found 9/10$344
This Kiwi.com deal was found by Cheapflights users on 9/11. 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 11/136:15 amBOS - ISP
1 stop11h 27mMultiple Airlines
Sat 11/154:58 pmISP - BOS
2 stops16h 02mMultiple Airlines
Deal found 9/11$346
This Southwest deal was found by Cheapflights users on 9/11. 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 12/2311:40 amBOS - ISP
1 stop5h 35mSouthwest
Sun 12/285:40 amISP - BOS
1 stop5h 20mSouthwest
Deal found 9/11$347
This Kiwi.com deal was found by Cheapflights users on 9/11. 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 10/1712:49 pmBOS - ISP
2 stops21h 48mFrontier
Sun 10/199:47 pmISP - BOS
1 stop10h 46mFrontier
Deal found 9/11$352

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 September 11, 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

Thu 11/13

7:55 pm-11:50 pm

1 stop3h 55m

Islip Long Island

Mon 11/17

5:40 am-9:40 am

1 stop4h 00m

$244

BostonIslip

BOS - ISP

BOSISP

Boston Logan Intl

Tue 9/30

5:40 am-11:55 am

1 stop6h 15m

Islip Long Island

Fri 10/3

5:35 pm-11:55 pm

1 stop6h 20m

$298

BostonIslip

BOS - ISP

BOSISP

Boston Logan Intl

Mon 12/1

8:10 pm-11:55 pm

1 stop3h 45m

Islip Long Island

Fri 12/5

5:40 am-9:40 am

1 stop4h 00m

$309

BostonIslip

BOS - ISP

BOSISP

Boston Logan Intl

Thu 9/25

12:59 pm-10:40 am

2 stops21h 41m

Islip Long Island

Mon 9/29

5:05 pm-1:48 pm

1 stop20h 43m

$344

BostonIslip

BOS - ISP

BOSISP

Boston Logan Intl

Thu 9/18

8:47 am-10:40 am

2 stops25h 53m

Islip Long Island

Thu 9/25

11:40 am-1:48 pm

1 stop26h 08m

$376

BostonIslip

BOS - ISP

BOSISP

Boston Logan Intl

Fri 10/3

8:00 pm-11:45 pm

1 stop3h 45m

Islip Long Island

Sun 10/5

5:25 am-12:10 pm

1 stop6h 45m

$411

BostonIslip

BOS - ISP

BOSISP

Boston Logan Intl

Fri 9/26

6:00 am-4:06 pm

1 stop10h 06m

Islip Long Island

Sun 9/28

5:12 pm-7:52 am

2 stops14h 40m

$413

BostonIslip

BOS - ISP

BOSISP

Boston Logan Intl

Wed 9/24

12:20 pm-10:55 am

1 stop22h 35m

Islip Long Island

Sun 9/28

7:36 pm-11:57 pm

2 stops28h 21m

$425

BostonIslip

BOS - ISP

BOSISP

Boston Logan Intl

Tue 9/30

12:20 pm-10:40 am

1 stop22h 20m

Islip Long Island

Fri 10/3

2:19 pm-3:46 pm

Nonstop1h 27m

$452

BostonIslip

BOS - ISP

BOSISP

Boston Logan Intl

Fri 9/19

12:59 pm-10:55 am

2 stops21h 56m

$175

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/10

Showing 1-10 of 19 results
1
2

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?

Currently, January is the cheapest month in which you can book a flight from Boston to Islip (average of $108). Flying from Boston to Islip 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 September 11, 2025.

One of the essential ways to save on airfare from Boston to Islip 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 54% 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 September 11, 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
4,248 reviews

Boarding

8.1

Crew

8.6

Entertainment

7.5

Overall

8.0

Comfort

8.0

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,248 reviews
Southwest
8.0
Very good
4,248 reviews

Boarding

8.1

Crew

8.6

Entertainment

7.5

Overall

8.0

Comfort

8.0

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
JetBlue
7.2
Good
2,913 reviews
Southwest
8.0
Very good
4,248 reviews

Boarding

8.1

Crew

8.6

Entertainment

7.5

Overall

8.0

Comfort

8.0

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

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 31m.

  • How long is the flight from Boston to Islip?

    A quick flight from Boston to Islip can take about 3h 55m. Southwest provides one of the quickest options available for as low as $244. There are 153 mi between Boston and Islip.

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

    JetBlue, at $77, was found to be the cheapest airline from Boston to Islip.Alternate airlines to your destination round-trip include Southwest and Cape Air. JetBlue is currently priced 79% below the average price you’ll pay for this route.

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

    The cheapest airline one-way is Frontier, with whom users have recently found tickets for as low as $175. However, be on the lookout for offers from Southwest and Cape Air, as they are both options that can get you from Boston to Islip for a low price.

  • What are the cheapest flights from Boston to Islip?

    The cheapest flight price from Boston to Islip is $131. On average you can expect to pay $377. The most popular route, (Boston Logan Intl - Islip Long Island), can usually be booked for $189.

  • 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?

    Currently, January is the cheapest month in which you can book a flight from Boston to Islip (average of $108). Flying from Boston to Islip 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Boston to Islip

See prices for flight routes from nearby airports that may be better suited for you.
Boston to LaGuardia flights
Boston to Newark flights
Boston to John F Kennedy Intl flights
Boston to Buffalo flights
Boston to Rochester flights
Boston to White Plains flights
Boston to Syracuse flights
Boston to Stewart flights
Hartford to Buffalo flights
Hartford to John F Kennedy Intl flights
West Tisbury to John F Kennedy Intl flights
Nantucket to John F Kennedy Intl flights
Hyannis to John F Kennedy Intl flights
Hartford to LaGuardia flights
Worcester to John F Kennedy Intl flights
Hartford to Rochester flights
Hartford to Newark flights
Boston to Ithaca flights
Boston to Albany flights
Albany to Buffalo flights
Albany to Newark flights
Albany to John F Kennedy Intl flights
Boston to Saranac Lake flights
Albany to LaGuardia flights
Nantucket to LaGuardia flights
West Tisbury to Newark flights
Worcester to Buffalo flights
Albany to Islip flights
Nantucket to Newark flights
Boston to Binghamton flights
Boston to Watertown flights
Hartford to Syracuse flights
Worcester to Newark flights
West Tisbury to Buffalo flights
Hyannis to Newark flights
Boston to Rutland flights
Nantucket to White Plains flights
Hartford to White Plains flights
Boston to Niagara Falls flights
Albany to White Plains flights
Boston to Elmira flights
Hyannis to LaGuardia flights
Boston to Massena flights
Albany to Stewart flights
Hartford to Stewart flights
Boston to Plattsburgh flights
Albany to Rochester flights
West Tisbury to White Plains flights

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 September 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$77Average$238FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$278Average$346FlexibilityNo cancel feeOn-time63%
Cape AirCheapest$458Average$508FlexibilityNo cancel feeOn-time63%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.