$176+ 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 9/15. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — ISP
Oct 1 — Oct 81
Round-trip
1 adult, Economy
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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
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Cheapest flights from Boston to IslipExplore 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 1, 2026.
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 1, 2026.
This Southwest deal was found by Cheapflights users on 8/28. 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 10/167:50 pm -
1 stop3h 50m
Sun 10/185:40 am -
1 stop6h 20m
Deal found 8/28![Southwest logo]()
$357
This Southwest deal was found by Cheapflights users on 8/28. 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 10/11:10 pm -
2 stops10h 25m
Mon 10/511:00 am -
1 stop5h 05m
Deal found 8/28![Southwest logo]()
$362
This Southwest deal was found by Cheapflights users on 8/27. 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 10/302:35 pm -
2 stops8h 40m
Mon 11/25:40 pm -
1 stop6h 10m
Deal found 8/27![Southwest logo]()
$372
This Southwest deal was found by Cheapflights users on 8/30. 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 9/225:25 am -
1 stop4h 50m
Tue 9/296:05 am -
1 stop3h 25m
Deal found 8/30![Southwest logo]()
$377
This Southwest deal was found by Cheapflights users on 8/30. 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.
Sun 9/205:55 am -
1 stop4h 00m
Mon 9/2110:20 am -
1 stop4h 10m
Deal found 8/30![Southwest logo]()
$397
This Southwest deal was found by Cheapflights users on 8/30. 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 10/151:10 pm -
2 stops10h 30m
Fri 10/166:00 am -
2 stops8h 25m
Deal found 8/30![Southwest logo]()
$403
This Southwest deal was found by Cheapflights users on 8/28. 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 10/109:05 am -
2 stops11h 05m
Mon 10/123:10 pm -
1 stop6h 10m
Deal found 8/28![Southwest logo]()
$413
This Southwest deal was found by Cheapflights users on 8/27. 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 9/145:30 pm -
1 stop4h 40m
Thu 9/174:05 pm -
1 stop6h 10m
Deal found 8/27![Southwest logo]()
$428
Best flights from Boston to IslipDiscover carefully curated flight deals from Boston to Islip that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 1, 2026.
Discover carefully curated flight deals from Boston to Islip that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 1, 2026.
This Southwest deal was found by Cheapflights users on 8/28. 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 10/105:40 pm -
1 stop4h 10m
Mon 10/123:10 pm -
1 stop6h 10m
Deal found 8/28![Southwest logo]()
$357
This Southwest deal was found by Cheapflights users on 8/28. 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 10/167:50 pm -
1 stop3h 50m
Sun 10/185:40 am -
1 stop6h 20m
Deal found 8/28![Southwest logo]()
$357
This Southwest deal was found by Cheapflights users on 8/30. 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 10/1610:40 am -
1 stop3h 50m
Fri 10/165:40 pm -
1 stop3h 40m
Deal found 8/30![Southwest logo]()
$357
This Southwest deal was found by Cheapflights users on 8/30. 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 10/159:05 am -
1 stop5h 25m
Fri 10/163:10 pm -
1 stop4h 05m
Deal found 8/30![Southwest logo]()
$357
This Southwest deal was found by Cheapflights users on 8/28. 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 10/17:50 pm -
1 stop3h 45m
Mon 10/511:00 am -
1 stop6h 20m
Deal found 8/28![Southwest logo]()
$357
This Southwest deal was found by Cheapflights users on 8/27. 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 10/302:35 pm -
2 stops8h 40m
Mon 11/25:40 pm -
1 stop6h 10m
Deal found 8/27![Southwest logo]()
$372
This Southwest deal was found by Cheapflights users on 8/30. 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 9/145:50 am -
1 stop3h 50m
Fri 9/1810:20 am -
1 stop4h 10m
Deal found 8/30![Southwest logo]()
$459
Last-minute flights from Boston to IslipDiscover last-minute flight deals from Boston to Islip. Data last updated September 1, 2026 and is based on user searches.
Discover last-minute flight deals from Boston to Islip. Data last updated September 1, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 8/28. 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 9/412:45 pm -
2 stops29h 29m
Fri 9/115:43 pm -
1 stop17h 08m
Deal found 8/28![Frontier logo]()
$459
This Southwest deal was found by Cheapflights users on 8/27. 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 9/115:50 am -
1 stop3h 50m
Tue 9/1512:55 pm -
2 stops8h 30m
Deal found 8/27![Southwest logo]()
$464
This Southwest deal was found by Cheapflights users on 8/27. 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 9/115:50 am -
1 stop3h 50m
Sun 9/136:20 am -
1 stop3h 45m
Deal found 8/27![Southwest logo]()
$468
This Southwest deal was found by Cheapflights users on 8/27. 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 9/145:30 pm -
1 stop4h 40m
Thu 9/174:05 pm -
1 stop6h 10m
Deal found 8/27![Southwest logo]()
$428
This Southwest deal was found by Cheapflights users on 8/31. 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 9/158:30 am -
2 stops8h 30m
Sat 9/195:30 am -
2 stops9h 15m
Deal found 8/31![Southwest logo]()
$469
This Southwest deal was found by Cheapflights users on 8/31. 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 9/198:10 am -
2 stops11h 25m
Sun 9/206:20 am -
1 stop3h 45m
Deal found 8/31![Southwest logo]()
$473
This Southwest deal was found by Cheapflights users on 8/30. 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.
Sun 9/205:55 am -
1 stop4h 00m
Mon 9/2110:20 am -
1 stop4h 10m
Deal found 8/30![Southwest logo]()
$397
This Southwest deal was found by Cheapflights users on 8/30. 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 9/225:25 am -
1 stop4h 50m
Tue 9/296:05 am -
1 stop3h 25m
Deal found 8/30![Southwest logo]()
$377
This Kiwi.com deal was found by Cheapflights users on 8/27. 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 9/289:21 am -
Nonstop1h 35m
Thu 10/15:43 pm -
3 stops39h 46m
Deal found 8/27![Multiple Airlines logo]()
$474
One-way flights from Boston to IslipSearch for one-way flight options from Boston to Islip. Find affordable one-way fares based on user searches. Data last updated September 1, 2026.
Search for one-way flight options from Boston to Islip. Find affordable one-way fares based on user searches. Data last updated September 1, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/28. 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 9/1512:52 pm -
2 stops22h 28m
Deal found 8/28![Multiple Airlines logo]()
$176
This Southwest deal was found by Cheapflights users on 8/29. 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.
Wed 9/3010:50 am -
1 stop6h 10m
Deal found 8/29![Southwest logo]()
$179
This Kiwi.com deal was found by Cheapflights users on 8/29. 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 9/3012:54 pm -
2 stops28h 04m
Deal found 8/29![Frontier logo]()
$180
This Southwest deal was found by Cheapflights users on 8/31. 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 10/17:05 am -
2 stops9h 55m
Deal found 8/31![Southwest logo]()
$184
This Kiwi.com deal was found by Cheapflights users on 8/27. 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 9/2112:54 pm -
2 stops22h 26m
Deal found 8/27![Multiple Airlines logo]()
$193
This Southwest deal was found by Cheapflights users on 8/29. 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 9/195:50 am -
1 stop6h 15m
Deal found 8/29![Southwest logo]()
$199
This Kiwi.com deal was found by Cheapflights users on 8/29. 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 9/1812:54 pm -
2 stops28h 04m
Deal found 8/29![Frontier logo]()
$201
This Lucky2Go deal was found by Cheapflights users on 8/29. 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 Lucky2Go is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/2312:54 pm -
2 stops28h 04m
Deal found 8/29![Frontier logo]()
$214
This Kiwi.com deal was found by Cheapflights users on 8/29. 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 9/3012:54 pm -
3 stops27h 54m
Deal found 8/29![Multiple Airlines logo]()
$216
This Southwest deal was found by Cheapflights users on 8/31. 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 9/268:10 am -
2 stops11h 20m
Deal found 8/31![Southwest logo]()
$220
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 September 1, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $357 (Southwest) |
One-way from | $176 (Kiwi.com) |
Popular in | June |
Cheapest in | September |
Average price | $502 |
Good one-way deal | $260 or less |
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 7,457,451 searches. Data last updated September 1, 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
Cheapest round-trip
BostonIslip
BOS Boston Logan Intl - ISP Islip Long Island
BOSISP
Boston Logan Intl
Sat 10/10
5:40 pm-9:50 pm
1 stop4h 10m
Islip Long Island
Mon 10/12
3:10 pm-9:20 pm
1 stop6h 10m
$357
BostonIslip
BOS Boston Logan Intl - ISP Islip Long Island
BOSISP
Boston Logan Intl
Fri 10/16
7:50 pm-11:40 pm
1 stop3h 50m
Islip Long Island
Sun 10/18
5:40 am-12:00 pm
1 stop6h 20m
$357
Quickest round-trip
BostonIslip
BOS Boston Logan Intl - ISP Islip Long Island
BOSISP
Boston Logan Intl
Fri 10/16
10:40 am-2:30 pm
1 stop3h 50m
Islip Long Island
Fri 10/16
5:40 pm-9:20 pm
1 stop3h 40m
$357
BostonIslip
BOS Boston Logan Intl - ISP Islip Long Island
BOSISP
Boston Logan Intl
Thu 10/15
9:05 am-2:30 pm
1 stop5h 25m
Islip Long Island
Fri 10/16
3:10 pm-7:15 pm
1 stop4h 05m
$357
BostonIslip
BOS Boston Logan Intl - ISP Islip Long Island
BOSISP
Boston Logan Intl
Thu 10/1
7:50 pm-11:35 pm
1 stop3h 45m
Islip Long Island
Mon 10/5
11:00 am-5:20 pm
1 stop6h 20m
$357
BostonIslip
BOS Boston Logan Intl - ISP Islip Long Island
BOSISP
Boston Logan Intl
Fri 10/30
2:35 pm-11:15 pm
2 stops8h 40m
Islip Long Island
Mon 11/2
5:40 pm-11:50 pm
1 stop6h 10m
$372
BostonIslip
BOS Boston Logan Intl - ISP Islip Long Island
BOSISP
Boston Logan Intl
Mon 9/14
5:50 am-9:40 am
1 stop3h 50m
Islip Long Island
Fri 9/18
10:20 am-2:30 pm
1 stop4h 10m
$459
Cheapest one-way
BostonIslip
BOS Boston Logan Intl - ISP Islip Long Island
BOSISP
Boston Logan Intl
Fri 10/23
7:05 am-5:00 pm
2 stops9h 55m
$184
BostonIslip
BOS Boston Logan Intl - ISP Islip Long Island
BOSISP
Boston Logan Intl
Fri 9/18
5:50 am-9:40 am
1 stop3h 50m
$230
BostonIslip
BOS Boston Logan Intl - ISP Islip Long Island
BOSISP
Boston Logan Intl
Sat 9/12
1:00 pm-8:50 pm
2 stops7h 50m
$235
Showing 1-10 of 18 resultsSorted by cheapest first
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 September.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy- | Trust Score*1 star |
- 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.
BOS-ISP
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 September 1, 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 at noon 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 $471 and $569 in October.The cheapest round-trip price found within the last 5 days was $357 on Southwest (Oct 16-Oct 18).
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 1, 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.
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.
Traveling to a place near Islip?
Book flights to Islip if you plan to visit one of these locationsRiverhead
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Other flights to Islip
Explore flights to Islip departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on September 1, 2026.
Boston and Islip flights
Browse other Boston and Islip flight options. Last updated on September 1, 2026.
Other flights from Boston
Browse through other flights departing from Boston. Flights are based on user searches made on Cheapflights and were last updated on September 1, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
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 7,457,451 searches. Data last updated September 1, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$455 | Average$623 | FlexibilityNo cancel fee | On-time63% |