$135+ Cheap flights from Islip, NY to Boston (ISP - BOS)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/29. Fares are subject to change and may not be available on all flights or dates of travel.
ISP — BOS
Nov 7 — Nov 141
Round-trip
1 adult, Economy
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Find cheap flights from Islip to Boston with Cheapflights
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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
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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 Islip to Boston
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Cheapest flights from Islip to BostonExplore the most affordable flight options available from Islip to Boston. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 8, 2026.
Explore the most affordable flight options available from Islip to Boston. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 8, 2026.
This Southwest deal was found by Cheapflights users on 10/6. 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 10/265:40 pm -
1 stop6h 30m
Wed 10/285:35 am -
1 stop6h 35m
Deal found 10/6![Southwest logo]()
$289
This Southwest deal was found by Cheapflights users on 10/5. 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 10/295:40 pm -
1 stop6h 30m
Fri 10/305:35 am -
1 stop6h 10m
Deal found 10/5![Southwest logo]()
$307
This Southwest deal was found by Cheapflights users on 10/7. 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 11/155:35 am -
1 stop4h 05m
Wed 11/187:55 am -
1 stop3h 50m
Deal found 10/7![Southwest logo]()
$312
This Southwest deal was found by Cheapflights users on 10/6. 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 11/312:30 pm -
1 stop6h 30m
Tue 11/1011:20 am -
1 stop4h 55m
Deal found 10/6![Southwest logo]()
$332
This Southwest deal was found by Cheapflights users on 10/3. 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 11/25:35 am -
1 stop4h 05m
Mon 11/95:35 am -
1 stop6h 10m
Deal found 10/3![Southwest logo]()
$377
This Southwest deal was found by Cheapflights users on 10/3. 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 11/125:35 am -
1 stop4h 05m
Fri 11/1312:55 pm -
2 stops10h 40m
Deal found 10/3![Southwest logo]()
$382
This Southwest deal was found by Cheapflights users on 10/3. 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 11/205:40 pm -
1 stop4h 55m
Sat 11/215:15 pm -
1 stop6h 30m
Deal found 10/3![Southwest logo]()
$387
This Southwest deal was found by Cheapflights users on 10/3. 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 10/3111:30 am -
1 stop4h 25m
Sat 11/79:30 am -
1 stop5h 25m
Deal found 10/3![Southwest logo]()
$397
This Southwest deal was found by Cheapflights users on 10/7. 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 11/412:30 pm -
2 stops9h 45m
Wed 11/1111:20 am -
1 stop4h 55m
Deal found 10/7![Southwest logo]()
$398
This Southwest deal was found by Cheapflights users on 10/4. 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 11/15:40 pm -
1 stop6h 10m
Wed 11/45:30 am -
2 stops10h 00m
Deal found 10/4![Southwest logo]()
$412
Best flights from Islip to BostonDiscover carefully curated flight deals from Islip to Boston that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 8, 2026.
Discover carefully curated flight deals from Islip to Boston that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 8, 2026.
This Southwest deal was found by Cheapflights users on 10/7. 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 11/155:35 am -
1 stop4h 05m
Wed 11/187:55 am -
1 stop3h 50m
Deal found 10/7![Southwest logo]()
$312
This Southwest deal was found by Cheapflights users on 10/3. 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 11/25:35 am -
1 stop4h 05m
Mon 11/95:35 am -
1 stop6h 10m
Deal found 10/3![Southwest logo]()
$377
This Southwest deal was found by Cheapflights users on 10/6. 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 10/266:00 am -
2 stops8h 25m
Wed 10/285:35 am -
1 stop6h 35m
Deal found 10/6![Southwest logo]()
$380
This Southwest deal was found by Cheapflights users on 10/3. 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 11/125:35 am -
1 stop4h 05m
Fri 11/1312:55 pm -
2 stops10h 40m
Deal found 10/3![Southwest logo]()
$382
This Southwest deal was found by Cheapflights users on 10/4. 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 11/15:40 pm -
1 stop6h 10m
Wed 11/47:55 am -
1 stop3h 50m
Deal found 10/4![Southwest logo]()
$397
This Southwest deal was found by Cheapflights users on 10/3. 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 10/3111:30 am -
1 stop4h 25m
Sat 11/79:30 am -
1 stop5h 25m
Deal found 10/3![Southwest logo]()
$397
This Southwest deal was found by Cheapflights users on 10/7. 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 11/205:35 am -
1 stop4h 05m
Sun 11/227:45 pm -
1 stop3h 50m
Deal found 10/7![Southwest logo]()
$437
This Southwest deal was found by Cheapflights users on 10/4. 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 10/2412:20 pm -
1 stop6h 00m
Mon 10/267:50 pm -
1 stop3h 50m
Deal found 10/4![Southwest logo]()
$448
This Southwest deal was found by Cheapflights users on 10/3. 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 10/2311:00 am -
1 stop5h 05m
Tue 10/271:15 pm -
2 stops9h 25m
Deal found 10/3![Southwest logo]()
$453
This Southwest deal was found by Cheapflights users on 10/4. 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 11/215:05 pm -
2 stops7h 45m
Sun 11/2212:45 pm -
2 stops10h 50m
Deal found 10/4![Southwest logo]()
$456
Last-minute flights from Islip to BostonDiscover last-minute flight deals from Islip to Boston. Data last updated October 8, 2026 and is based on user searches.
Discover last-minute flight deals from Islip to Boston. Data last updated October 8, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 10/6. 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 10/265:40 pm -
1 stop6h 30m
Wed 10/285:35 am -
1 stop6h 35m
Deal found 10/6![Southwest logo]()
$289
This Southwest deal was found by Cheapflights users on 10/5. 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 10/295:40 pm -
1 stop6h 30m
Fri 10/305:35 am -
1 stop6h 10m
Deal found 10/5![Southwest logo]()
$307
This Southwest deal was found by Cheapflights users on 10/3. 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 10/3111:30 am -
1 stop4h 25m
Sat 11/79:30 am -
1 stop5h 25m
Deal found 10/3![Southwest logo]()
$397
This Southwest deal was found by Cheapflights users on 10/4. 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 11/15:40 pm -
1 stop6h 10m
Wed 11/45:30 am -
2 stops10h 00m
Deal found 10/4![Southwest logo]()
$412
This Southwest deal was found by Cheapflights users on 10/3. 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 11/25:35 am -
1 stop4h 05m
Mon 11/95:35 am -
1 stop6h 10m
Deal found 10/3![Southwest logo]()
$377
This Southwest deal was found by Cheapflights users on 10/6. 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 11/312:30 pm -
1 stop6h 30m
Tue 11/1011:20 am -
1 stop4h 55m
Deal found 10/6![Southwest logo]()
$332
This Southwest deal was found by Cheapflights users on 10/7. 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 11/412:30 pm -
2 stops9h 45m
Wed 11/1111:20 am -
1 stop4h 55m
Deal found 10/7![Southwest logo]()
$398
This Southwest deal was found by Cheapflights users on 10/3. 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 11/125:35 am -
1 stop4h 05m
Fri 11/1312:55 pm -
2 stops10h 40m
Deal found 10/3![Southwest logo]()
$382
This Southwest deal was found by Cheapflights users on 10/7. 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 11/155:35 am -
1 stop4h 05m
Wed 11/187:55 am -
1 stop3h 50m
Deal found 10/7![Southwest logo]()
$312
This Southwest deal was found by Cheapflights users on 10/3. 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 11/205:40 pm -
1 stop4h 55m
Sat 11/215:15 pm -
1 stop6h 30m
Deal found 10/3![Southwest logo]()
$387
One-way flights from Islip to BostonSearch for one-way flight options from Islip to Boston. Find affordable one-way fares based on user searches. Data last updated October 8, 2026.
Search for one-way flight options from Islip to Boston. Find affordable one-way fares based on user searches. Data last updated October 8, 2026.
This Southwest deal was found by Cheapflights users on 10/4. 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 10/295:40 pm -
1 stop6h 30m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/4![Southwest logo]()
$135
This Southwest deal was found by Cheapflights users on 10/7. 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 10/265:40 pm -
1 stop6h 30m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/7![Southwest logo]()
$154
This Southwest deal was found by Cheapflights users on 10/4. 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 10/305:40 pm -
1 stop6h 30m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/4![Southwest logo]()
$172
This Southwest deal was found by Cheapflights users on 10/3. 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 11/125:40 pm -
1 stop6h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/3![Southwest logo]()
$189
This Southwest deal was found by Cheapflights users on 10/3. 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 10/316:00 am -
1 stop5h 10m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/3![Southwest logo]()
$209
This Kiwi.com deal was found by Cheapflights users on 10/3. 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 11/1210:57 am -
3 stops46h 32m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/3![Multiple Airlines logo]()
$215
This SmartFares deal was found by Cheapflights users on 10/3. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/259:59 am -
Nonstop1h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/3![Cape Air logo]()
$239
This Southwest deal was found by Cheapflights users on 10/6. 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 10/209:40 am -
1 stop6h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/6![Southwest logo]()
$240
This Booking.com deal was found by Cheapflights users on 10/7. 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.
Mon 10/267:44 am -
Nonstop1h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/7![Cape Air logo]()
$242
This Booking.com deal was found by Cheapflights users on 10/6. 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.
Tue 10/2012:30 pm -
Nonstop1h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/6![Cape Air logo]()
$244
Find flight deals from Islip to Boston
Discover tips and strategies to find the most affordable flight options for your journey from Islip (ISP) to Boston (BOS). 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 October 8, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $289 (Southwest) |
One-way from | $135 (Southwest) |
Popular in | July |
Cheapest in | June |
Average price | $517 |
Good round-trip deal | $562 or less |
Good one-way deal | $260 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Islip to Boston 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 October 8, 2026.
Use the filters below to find and compare flights from Islip to Boston that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
IslipBoston
ISP Islip Long Island - BOS Boston Logan Intl
ISPBOS
Islip Long Island
Mon 10/26
5:40 pm-12:10 am
1 stop6h 30m
Boston Logan Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$154
IslipBoston
ISP Islip Long Island - BOS Boston Logan Intl
ISPBOS
Islip Long Island
Fri 10/30
5:40 pm-12:10 am
1 stop6h 30m
Boston Logan Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$172
IslipBoston
ISP Islip Long Island - BOS Boston Logan Intl
ISPBOS
Islip Long Island
Thu 11/12
5:40 pm-11:55 pm
1 stop6h 15m
Boston Logan Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$189
IslipBoston
ISP Islip Long Island - BOS Boston Logan Intl
ISPBOS
Islip Long Island
Thu 2/11
10:00 am-4:50 pm
1 stop6h 50m
Boston Logan Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$189
IslipBoston
ISP Islip Long Island - BOS Boston Logan Intl
ISPBOS
Islip Long Island
Sat 10/31
11:30 am-3:55 pm
1 stop4h 25m
Boston Logan Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$209
Quickest round-trip
IslipBoston
ISP Islip Long Island - BOS Boston Logan Intl
ISPBOS
Islip Long Island
Sun 10/25
5:40 am-9:55 am
1 stop4h 15m
Boston Logan Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$209
IslipBoston
ISP Islip Long Island - BOS Boston Logan Intl
ISPBOS
Islip Long Island
Thu 11/12
10:57 am-9:29 am
3 stops46h 32m
Boston Logan Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$215
IslipBoston
ISP Islip Long Island - BOS Boston Logan Intl
ISPBOS
Islip Long Island
Tue 10/20
9:40 am-4:05 pm
1 stop6h 25m
Boston Logan Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$240
IslipBoston
ISP Islip Long Island - BOS Boston Logan Intl
ISPBOS
Islip Long Island
Sun 11/15
5:35 am-9:40 am
1 stop4h 05m
Boston Logan Intl
Wed 11/18
7:55 am-11:45 am
1 stop3h 50m
$312
IslipBoston
ISP Islip Long Island - BOS Boston Logan Intl
ISPBOS
Islip Long Island
Mon 11/2
5:35 am-9:40 am
1 stop4h 05m
Boston Logan Intl
Mon 11/9
5:35 am-11:45 am
1 stop6h 10m
$377
Showing 1-10 of 18 resultsSorted by cheapest first
Compare providers for flights from Islip to Boston
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 Islip to Boston in October.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Islip, New York-Boston flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Islip, New York-Boston flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Islip, New York-Boston flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Islip, New York-Boston 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 Islip, New York-Boston 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 Islip to Boston
Have a flexible travel schedule? Discover the best time to fly to Boston from Islip with our price prediction graph.
ISP-BOS
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 Islip to Boston
What is the cheapest time of day to fly from ISP to BOS?
Find hourly flight availability from Islip to Boston. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 8, 2026.
Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Islip, New York to Boston as you normally would.
How much does it cost to fly round-trip from Islip, New York to Boston?
Airfare is below average for this route at the moment.
Islip, New York to Boston flights typically cost between $376 and $650 in October.The cheapest round-trip price found within the last 5 days was $289 on Southwest (Oct 26-Oct 28).
Reviews of airlines servicing Boston
Get insights into the airlines that provide service to Boston. 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 Boston. Reviews last updated October 8, 2026.
See what other customers who have flown with Cape Air from Islip to Boston have to say. Users can see the overall rating for each airline as well as how each is rated 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 Islip to Boston. 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 Boston?
Book flights to Boston if you plan to visit one of these locationsWaltham
Randolph
Concord
Cambridge
Brockton
Dedham
Cranston
Warwick
Pawtucket
Peabody
Auburn
Londonderry
York Beach
Revere
Fitchburg
North Falmouth
Chelsea
Swansea
Braintree
Sandwich
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
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Complete your trip
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Other flight options
Other flights from Islip
Popular flights
Alternative routes for Islip to Boston
See prices for flight routes from nearby airports that may be better suited for you.
Other flights to Boston
Explore flights to Boston departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on October 8, 2026.
Complete your trip
Complete your trip to Boston by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Islip to Boston by cabin class
Find flights from Islip to Boston, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Islip and Boston flights
Browse other Islip and Boston flight options. Last updated on October 8, 2026.
Other flights from Islip
Browse through other flights departing from Islip. Flights are based on user searches made on Cheapflights and were last updated on October 8, 2026.
Popular flight searches
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Top airline flying from Islip to Boston
Discover the top airline that operate flights from Islip to Boston. 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 October 8, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$503 | Average$561 | FlexibilityNo cancel fee | On-time63% |