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$142+ 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 1/11. Fares are subject to change and may not be available on all flights or dates of travel.
ISP — BOS
Jan 27 — Feb 31
Tue 1/27
Tue 2/3
1 adult, Economy
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Cheap 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 December 28, 2025.

This Expedia deal was found by Cheapflights users on 12/25. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/289:59 amISP - BOS
Nonstop1h 25mMultiple Airlines
Fri 1/237:30 pmBOS - ISP
1 stop13h 22mMultiple Airlines
Deal found 12/25$351
This Booking.com deal was found by Cheapflights users on 12/25. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/289:59 amISP - BOS
Nonstop1h 25mCape Air
Fri 1/236:19 pmBOS - ISP
Nonstop1h 26mCape Air
Deal found 12/25$507
This Cheapflightsfares deal was found by Cheapflights users on 12/27. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/299:59 amISP - BOS
Nonstop1h 25mCape Air
Sun 1/42:34 pmBOS - ISP
Nonstop1h 36mCape Air
Deal found 12/27$515
This Cape Air deal was found by Cheapflights users on 12/26. 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.
Tue 12/3012:30 pmISP - BOS
Nonstop1h 34mCape Air
Wed 12/312:34 pmBOS - ISP
Nonstop1h 36mCape Air
Deal found 12/26$520
This Cheapflightsfares deal was found by Cheapflights users on 12/27. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/309:59 amISP - BOS
Nonstop1h 25mCape Air
Tue 12/302:34 pmBOS - ISP
Nonstop1h 36mCape Air
Deal found 12/27$569
This Gotogate deal was found by Cheapflights users on 12/26. 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 12/277:25 amISP - BOS
Nonstop1h 34mCape Air
Mon 12/299:30 amBOS - ISP
Nonstop1h 35mCape Air
Deal found 12/26$570
This Cape Air deal was found by Cheapflights users on 12/25. 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.
Sun 12/289:59 amISP - BOS
Nonstop1h 25mCape Air
Sun 12/282:34 pmBOS - ISP
Nonstop1h 36mCape Air
Deal found 12/25$574
This Cape Air deal was found by Cheapflights users on 12/26. 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.
Sun 12/289:59 amISP - BOS
Nonstop1h 25mCape Air
Mon 1/56:19 pmBOS - ISP
Nonstop1h 26mCape Air
Deal found 12/26$580
This Gotogate deal was found by Cheapflights users on 12/26. 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 12/2712:30 pmISP - BOS
Nonstop1h 34mCape Air
Sat 1/36:19 pmBOS - ISP
Nonstop1h 26mCape Air
Deal found 12/26$599
This Cheapflightsfares deal was found by Cheapflights users on 12/27. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/289:59 amISP - BOS
Nonstop1h 25mCape Air
Mon 12/299:30 amBOS - ISP
Nonstop1h 35mCape Air
Deal found 12/27$604

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 December 28, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$142
(Kiwi.com)

Popular in

November

Cheapest in

May

Average price

$520

Good round-trip deal

$511 or less
Provider with most accurate pricing for Islip Long Island-Boston Logan Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Islip Long Island-Boston Logan Intl flights.
Search Deals
From Islip Long Island to Boston Logan Intl
Search Deals
Highest demand for flights based on searches. 26% potential increase in price ($146 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($20 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals
Price to beat on a round-trip flight from Islip Long Island to Boston Logan Intl.
Search Deals

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 December 28, 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

Sun 1/11

8:40 pm-10:46 am

1 stop14h 06m

Boston Logan Intl

Tue 1/13

6:00 am-10:46 pm

2 stops16h 46m

$162

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

Sun 1/25

9:25 am-11:19 pm

1 stop13h 54m

Boston Logan Intl

Sun 2/1

3:43 pm-6:48 pm

1 stop27h 05m

$269

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

Thu 1/8

7:26 pm-2:38 pm

2 stops19h 12m

Boston Logan Intl

Sat 1/10

7:00 am-7:08 pm

1 stop12h 08m

$269

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

Sun 1/25

9:25 am-11:19 pm

1 stop13h 54m

Boston Logan Intl

Mon 1/26

7:00 am-6:48 pm

1 stop11h 48m

$305

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

Mon 1/26

3:45 pm-10:05 pm

1 stop6h 20m

Boston Logan Intl

Tue 1/27

3:20 pm-9:55 pm

1 stop6h 35m

$327

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

Mon 1/26

9:59 am-11:24 am

Nonstop1h 25m

Boston Logan Intl

Tue 1/27

7:30 pm-8:52 am

1 stop13h 22m

$351

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

Sun 1/11

8:40 pm-10:46 am

1 stop14h 06m

Boston Logan Intl

Tue 1/13

6:19 pm-7:45 pm

Nonstop1h 26m

$355

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

Thu 1/22

6:00 am-12:25 pm

1 stop6h 25m

Boston Logan Intl

Fri 1/23

5:50 pm-9:55 pm

1 stop4h 05m

$367

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

Sat 1/24

11:05 am-8:20 pm

1 stop9h 15m

$212

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

Thu 1/1

12:20 pm-7:23 am

2 stops19h 03m

$238

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/27

Showing 1-10 of 19 results
1
2

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 December.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
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 eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Islip, New York-Boston flight deals on Cheapflights vs. eDreams >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 eDreams the most. eDreams 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, December is the cheapest month in which you can book a flight from Islip, New York to Boston (average of $83). Flying from Islip, New York to Boston in July is currently the most expensive (average of $170). 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 December 28, 2025.

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.

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 December 28, 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
36 reviews

Boarding

9.1

Entertainment

9.0

Crew

9.5

Comfort

8.7

Overall

9.3

Food

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

Boarding

9.1

Entertainment

9.0

Crew

9.5

Comfort

8.7

Overall

9.3

Food

8.8
Southwest
8.0
Very good
4,256 reviews
Cape Air
9.3
Wonderful
36 reviews

Boarding

9.1

Entertainment

9.0

Crew

9.5

Comfort

8.7

Overall

9.3

Food

8.8
JetBlue
7.2
Good
2,902 reviews
Cape Air
9.3
Wonderful
36 reviews

Boarding

9.1

Entertainment

9.0

Crew

9.5

Comfort

8.7

Overall

9.3

Food

8.8

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 3 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 fly from Islip, New York to Boston in about 14h 06m. The time it takes to get you to your destination can typically vary by up to . There are 153 mi between Islip, New York and Boston.

  • 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 $475 round-trip. Users have found that JetBlue is 75% cheaper than the other options available to this destination.

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

    One-way options have recently been found by users for as low as $24 on JetBlue. Other airlines that offer cheap prices include Southwest from $153 and Cape Air from $244 one-way.

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

    On average you can expect to pay $511 for a flight from Islip, New York to Boston. The cheapest flight overall is $475 while the most popular route, (Islip Long Island - Boston Logan Intl) is currently priced at $264.

  • 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, December is the cheapest month in which you can book a flight from Islip, New York to Boston (average of $83). Flying from Islip, New York to Boston in July is currently the most expensive (average of $170). 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
Brockton
Cranston
Lincoln
Lowell
Smithfield
Peabody
Quincy
York Beach
Warwick
Londonderry
Swansea
Old Orchard Beach
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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White Plains to New Bedford flights
Rochester to Nantucket flights
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Binghamton to Boston flights
Syracuse to Nantucket flights
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Stewart to Hartford flights
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White Plains to Provincetown flights

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 December 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$97Average$175FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$254Average$346FlexibilityNo cancel feeOn-time63%
Cape AirCheapest$497Average$520FlexibilityNo cancel feeOn-time63%

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