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$138+ Cheap flights from Islip 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 10/6. Fares are subject to change and may not be available on all flights or dates of travel.
ISP — BOS
Oct 16 — Oct 231
Thu 10/16
Thu 10/23
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 September 16, 2025.

Round-trip from

$267
(Kiwi.com)

One-way from

$138
(Kiwi.com)

Popular in

August

Cheapest in

May

Average price

$293

Good round-trip deal

$497 or less

Good one-way deal

$260 or less
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 ($36 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($14 potential savings vs. average RT price).
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Average for round-trip flights in September 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 September 16, 2025.

This Kiwi.com deal was found by Cheapflights users on 9/16. 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 10/149:37 pmISP - BOS
2 stops13h 49mMultiple Airlines
Tue 10/212:15 pmBOS - ISP
1 stop20h 42mMultiple Airlines
Deal found 9/16$267
This Kiwi.com deal was found by Cheapflights users on 9/15. 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.
Sun 10/269:47 pmISP - BOS
1 stop10h 46mMultiple Airlines
Wed 10/296:16 amBOS - ISP
2 stops31h 23mMultiple Airlines
Deal found 9/15$288
This Kiwi.com deal was found by Cheapflights users on 9/16. 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 10/35:05 pmISP - BOS
1 stop20h 43mMultiple Airlines
Mon 10/62:15 pmBOS - ISP
1 stop30h 27mMultiple Airlines
Deal found 9/16$293
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 9/2311:25 amISP - BOS
2 stops44h 27mMultiple Airlines
Tue 9/3012:20 pmBOS - ISP
1 stop22h 20mMultiple Airlines
Deal found 9/15$302
This Kiwi.com deal was found by Cheapflights users on 9/14. 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.
Sat 9/275:05 pmISP - BOS
2 stops16h 53mMultiple Airlines
Wed 10/112:20 pmBOS - ISP
1 stop22h 35mMultiple Airlines
Deal found 9/14$323
This Southwest deal was found by Cheapflights users on 9/14. 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 11/43:55 pmISP - BOS
1 stop6h 20mSouthwest
Fri 11/77:55 pmBOS - ISP
1 stop3h 55mSouthwest
Deal found 9/14$327
This Kiwi.com deal was found by Cheapflights users on 9/15. 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.
Sat 10/254:58 pmISP - BOS
1 stop15h 35mMultiple Airlines
Wed 10/296:16 amBOS - ISP
2 stops31h 23mMultiple Airlines
Deal found 9/15$330

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 September 16, 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

Tue 10/14

9:37 pm-1:20 pm

1 stop15h 43m

Boston Logan Intl

Tue 10/21

2:15 pm-10:57 am

1 stop20h 42m

$271

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

Sun 10/26

9:47 pm-8:33 am

1 stop10h 46m

Boston Logan Intl

Wed 10/29

6:16 am-1:39 pm

2 stops31h 23m

$288

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

Sat 9/27

5:05 pm-9:58 am

2 stops16h 53m

Boston Logan Intl

Wed 10/1

12:20 pm-10:55 am

1 stop22h 35m

$323

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

Tue 11/4

3:55 pm-10:15 pm

1 stop6h 20m

Boston Logan Intl

Fri 11/7

7:55 pm-11:50 pm

1 stop3h 55m

$327

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

Sat 10/25

4:58 pm-8:33 am

1 stop15h 35m

Boston Logan Intl

Wed 10/29

2:15 pm-5:42 pm

1 stop27h 27m

$331

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

Fri 10/17

4:58 pm-1:20 pm

1 stop20h 22m

Boston Logan Intl

Mon 10/20

2:15 pm-8:42 pm

1 stop30h 27m

$351

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

Thu 10/16

5:35 pm-9:00 pm

1 stop3h 25m

Boston Logan Intl

Sat 10/18

5:05 am-12:10 pm

1 stop7h 05m

$362

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

Tue 9/23

4:33 pm-6:00 pm

Nonstop1h 27m

Boston Logan Intl

Tue 9/30

12:20 pm-10:40 am

1 stop22h 20m

$410

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

Mon 9/22

5:05 pm-1:48 pm

1 stop20h 43m

Boston Logan Intl

Fri 9/26

2:53 pm-10:55 am

1 stop20h 02m

$413

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

Mon 10/6

5:05 pm-1:20 pm

1 stop20h 15m

$138

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/14

Showing 1-10 of 15 results
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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 to Boston?

Currently, January is the cheapest month in which you can book a flight from Islip to Boston (average of $218). Flying from Islip to Boston in July is currently the most expensive (average of $311). 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 September 16, 2025.

A simple way to save on the total cost of your ticket is to fly from Islip to Boston in the morning. If you’re flexible enough to do this you can expect to save up to 61% 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 September 16, 2025.
See what other customers who have flown with 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.
Southwest
8.0
Very good
4,242 reviews

Comfort

8.0

Overall

8.0

Entertainment

7.5

Food

7.0

Crew

8.6

Boarding

8.1

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
4,242 reviews
Southwest
8.0
Very good
4,242 reviews

Comfort

8.0

Overall

8.0

Entertainment

7.5

Food

7.0

Crew

8.6

Boarding

8.1

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
2,914 reviews
Southwest
8.0
Very good
4,242 reviews

Comfort

8.0

Overall

8.0

Entertainment

7.5

Food

7.0

Crew

8.6

Boarding

8.1

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 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 to Boston?

    For as low as $327, Southwest can have you in Boston from Islip in 6h 20m. The distance from Islip to Boston is about 153 mi.

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

    According to our current data, JetBlue ($97), Southwest ($254), and Cape Air ($497) offers the cheapest pricing from Islip to Boston. These flights start at 73% lower than the current average price 3 months from now.

  • What are the cheapest flights from Islip to Boston?

    On average you can expect to pay $405 for a flight from Islip to Boston. The cheapest flight overall is $132 while the most popular route, (Islip Long Island - Boston Logan Intl) is currently priced at $327.

  • 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 to Boston?

    Currently, January is the cheapest month in which you can book a flight from Islip to Boston (average of $218). Flying from Islip to Boston in July is currently the most expensive (average of $311). 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
Chelsea
Warwick
Peabody
Quincy
York Beach
Swansea
Old Orchard Beach
Brockton
Waltham

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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 September 16, 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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