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$121+ Cheap flights from Islip, NY to Boston (ISP - BOS)

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 11/18. Fares are subject to change and may not be available on all flights or dates of travel.
ISP — BOS
Nov 22 — Nov 291
Sat 11/22
Sat 11/29
1 adult, Economy
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Cheap 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 23, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$166
(Kiwi.com)

One-way from

$121
(JetBlue)

Popular in

August

Cheapest in

May

Average price

$504

Good round-trip deal

$562 or less

Good one-way deal

$300 or less
Provider with most accurate pricing for Islip Long Island-Boston Logan Intl flight deals.
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Provider most trusted by Cheapflights users for Islip Long Island-Boston Logan Intl flights.
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From Islip Long Island to Boston Logan Intl
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One-way flight from Islip Long Island to Boston Logan Intl
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Highest demand for flights based on searches. 9% potential increase in price ($40 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($13 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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Price to beat on a round-trip flight from Islip Long Island to Boston Logan Intl.
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Price to beat on a one-way flight from Islip Long Island to Boston Logan Intl.
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Find flight deals from Islip to Boston

Cheapest flights from Islip to Boston
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 23, 2025.

This Kiwi.com deal was found by Cheapflights users on 10/23. 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 11/1311:40 amISP - BOS
2 stops24h 24mMultiple Airlines
Thu 11/205:45 pmBOS - ISP
1 stop16h 52mMultiple Airlines
Deal found 10/23$244
This Kiwi.com deal was found by Cheapflights users on 10/20. 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 10/314:58 pmISP - BOS
1 stop15h 30mFrontier
Sun 11/28:40 amBOS - ISP
2 stops25h 57mFrontier
Deal found 10/20$267
This Kiwi.com deal was found by Cheapflights users on 10/23. 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 11/2010:02 amISP - BOS
1 stop30h 48mMultiple Airlines
Thu 11/275:45 pmBOS - ISP
1 stop16h 52mMultiple Airlines
Deal found 10/23$269
This Southwest deal was found by Cheapflights users on 10/23. 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 12/113:55 pmISP - BOS
1 stop6h 20mSouthwest
Sun 12/147:55 pmBOS - ISP
1 stop3h 55mSouthwest
Deal found 10/23$285
This Kiwi.com deal was found by Cheapflights users on 10/21. 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 10/294:58 pmISP - BOS
1 stop20h 22mMultiple Airlines
Wed 11/56:16 amBOS - ISP
2 stops35h 26mMultiple Airlines
Deal found 10/21$310
This Southwest deal was found by Cheapflights users on 10/22. 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 12/512:55 pmISP - BOS
1 stop6h 25mSouthwest
Sun 12/77:05 amBOS - ISP
1 stop5h 45mSouthwest
Deal found 10/22$313

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 2,558,603 searches. Data last updated October 23, 2025.
Use the filters below to find and compare flights from Islip to Boston that are best for you.

Fly from

Islip

Fly to

Boston

Route

Depart

Return

Price

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

Fri 10/31

4:58 pm-8:28 am

1 stop15h 30m

Boston Logan Intl

Sun 11/2

8:40 am-10:37 am

2 stops25h 57m

$267

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

Thu 12/11

3:55 pm-10:15 pm

1 stop6h 20m

Boston Logan Intl

Sun 12/14

7:55 pm-11:50 pm

1 stop3h 55m

$285

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

Wed 10/29

4:58 pm-1:20 pm

1 stop20h 22m

Boston Logan Intl

Wed 11/5

6:16 am-5:42 pm

2 stops35h 26m

$310

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

Fri 12/5

12:55 pm-7:20 pm

1 stop6h 25m

Boston Logan Intl

Sun 12/7

7:05 am-12:50 pm

1 stop5h 45m

$313

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

Thu 10/30

6:37 pm-1:20 pm

1 stop18h 43m

Boston Logan Intl

Mon 11/3

12:20 pm-5:42 pm

2 stops29h 22m

$346

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

Mon 12/1

9:02 am-8:49 pm

2 stops35h 47m

Boston Logan Intl

Sun 12/7

9:32 pm-9:13 am

1 stop11h 41m

$356

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

Wed 11/12

12:55 pm-7:20 pm

1 stop6h 25m

Boston Logan Intl

Fri 11/14

7:05 am-12:50 pm

1 stop5h 45m

$367

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

Fri 12/5

7:30 am-9:04 am

Nonstop1h 34m

Boston Logan Intl

Sun 12/7

10:22 am-1:45 pm

1 stop27h 23m

$410

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

Wed 10/29

4:58 pm-12:36 pm

2 stops19h 38m

Boston Logan Intl

Fri 10/31

8:40 am-1:45 pm

1 stop5h 05m

$429

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

Tue 11/18

1:15 pm-11:11 pm

1 stop9h 56m

$121

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/23

Showing 1-10 of 18 results
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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.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust 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 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.
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 month to book a flight from Islip, New York to Boston?

Currently, November is the cheapest month in which you can book a flight from Islip, New York to Boston (average of $58). Flying from Islip, New York to Boston in February is currently the most expensive (average of $124). 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 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 23, 2025.

A simple way to save on the total cost of your ticket is to fly from Islip, New York to Boston in the morning. If you’re flexible enough to do this you can expect to save up to 59% on your trip compared to booking a flight at noon.

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 23, 2025.
See what other customers who have flown with Cape Air, Southwest, and JetBlue 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.
Cape Air
9.3
Wonderful
39 reviews

Food

8.9

Comfort

8.8

Crew

9.5

Boarding

9.2

Overall

9.3

Entertainment

9.1
Cape Air
9.3
Wonderful
39 reviews
Cape Air
9.3
Wonderful
39 reviews

Food

8.9

Comfort

8.8

Crew

9.5

Boarding

9.2

Overall

9.3

Entertainment

9.1
Southwest
8.0
Very good
4,237 reviews
Cape Air
9.3
Wonderful
39 reviews

Food

8.9

Comfort

8.8

Crew

9.5

Boarding

9.2

Overall

9.3

Entertainment

9.1
JetBlue
7.2
Good
2,908 reviews
Cape Air
9.3
Wonderful
39 reviews

Food

8.9

Comfort

8.8

Crew

9.5

Boarding

9.2

Overall

9.3

Entertainment

9.1

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.

  • What airports do I use to fly from Islip to Boston?

    If you book a flight from Islip to Boston, you will be flying from Long Island to Logan Intl. Flights to Boston Logan Intl (BOS) from Islip Long Island (ISP) take 1h 25m for a nonstop flight. There are 2 flights from Long Island to Boston per day from 3 airlines.

  • How long is the flight from Islip, New York to Boston?

    Airlines like Frontier and Southwest fly from Islip, New York to Boston in about 6h 20m. The time it takes to get you to your destination can typically vary by up to 9h 10m. There are 153 mi between Islip, New York and Boston. Both multi-stop and nonstop flights can be found to your destination and back.

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

    Our cheapest airline available from Islip, New York to Boston is JetBlue. Our recent data shows that you can find tickets from as low as $97 on this airline. Additional options worth looking into are Southwest and Cape Air, starting at $254 and $497 round-trip. Users have found that JetBlue is 74% cheaper than the other options available to this destination.

  • What are the cheapest flights from Islip, New York to Boston?

    On average you can expect to pay $472 for a flight from Islip, New York to Boston. The cheapest flight overall is $300 while the most popular route, (Islip Long Island - Boston Logan Intl) is currently priced at $285.

  • Can I find deals for flights from Islip to Boston that include hotel bookings?

    Yes. In addition to deals on Islip to Boston flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Islip to Boston?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Islip to Boston.

  • Can I find deals for business class flights from Islip to Boston?

    Yes. Cheapflights offers flight deals from Islip to Boston 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 Islip, New York to Boston?

    Currently, November is the cheapest month in which you can book a flight from Islip, New York to Boston (average of $58). Flying from Islip, New York to Boston in February is currently the most expensive (average of $124). 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 Boston?

Book flights to Boston if you plan to visit one of these locations
Cambridge
Medford
Hampton Beach
Watertown
Seabrook
Seekonk
Lincoln
Lowell
Smithfield
Cranston
Chestnut Hill
Peabody
Quincy
York Beach
Warwick
Swansea
Old Orchard Beach
Brockton
Waltham
Chelsea

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Alternative routes for Islip to Boston

See prices for flight routes from nearby airports that may be better suited for you.
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Top 3 airlines flying from Islip to Boston

Discover the top 3 airlines 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 2,558,603 searches. Data last updated October 23, 2025.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$97Average$175FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$254Average$376FlexibilityNo cancel feeOn-time63%
Cape AirCheapest$497Average$520FlexibilityNo cancel feeOn-time63%

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