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$125+ 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 7/12. Fares are subject to change and may not be available on all flights or dates of travel.
ISP — BOS
Jun 17 — Jun 241
Tue 6/17
Tue 6/24
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 June 12, 2025.

Round-trip from

$252
(Southwest)

One-way from

$125
(Southwest)

Popular in

December

Cheapest in

October

Average price

$238

Good round-trip deal

$1,177 or less

Good one-way deal

$253 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. 32% potential increase in price ($145 potential increase over avg. RT price).
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Cheapest flight prices on average. 5% potential price decrease ($17 potential savings vs. average RT price).
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Average for round-trip flights in June 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 June 12, 2025.

This Southwest deal was found by Cheapflights users on 6/10. 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 7/304:40 pmISP - BOS
1 stop6h 40mSouthwest
Mon 8/45:50 amBOS - ISP
1 stop3h 35mSouthwest
Deal found 6/10$252
This Cheapflightsfares deal was found by Cheapflights users on 6/10. 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 8/54:45 pmISP - BOS
1 stop7h 53mFrontier
Wed 8/68:00 amBOS - ISP
1 stop7h 42mFrontier
Deal found 6/10$296
This FlightHub deal was found by Cheapflights users on 6/10. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/204:33 pmISP - BOS
Nonstop1h 27mMultiple Airlines
Thu 9/410:50 amBOS - ISP
1 stop22h 04mMultiple Airlines
Deal found 6/10$429
This Gotogate deal was found by Cheapflights users on 6/11. 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 7/122:19 pmISP - BOS
Nonstop1h 27mCape Air
Sun 7/1311:53 amBOS - ISP
Nonstop1h 31mCape Air
Deal found 6/11$501

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 June 12, 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

Wed 7/30

4:40 pm-11:20 pm

1 stop6h 40m

Boston Logan Intl

Mon 8/4

5:50 am-9:25 am

1 stop3h 35m

$252

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

Tue 8/5

4:45 pm-12:38 am

1 stop7h 53m

Boston Logan Intl

Wed 8/6

8:00 am-3:42 pm

1 stop7h 42m

$296

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

Wed 8/20

4:33 pm-6:00 pm

Nonstop1h 27m

Boston Logan Intl

Thu 9/4

10:50 am-8:54 am

1 stop22h 04m

$429

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

Sat 7/12

2:19 pm-3:46 pm

Nonstop1h 27m

Boston Logan Intl

Sun 7/13

11:53 am-1:24 pm

Nonstop1h 31m

$501

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

Sat 7/12

5:25 pm-9:05 pm

1 stop3h 40m

$125

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

Sat 7/26

11:40 am-8:46 pm

1 stop9h 06m

$137

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

Fri 7/11

8:37 pm-8:35 am

1 stop11h 58m

$165

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

Sat 6/28

8:00 am-10:07 pm

1 stop14h 07m

$183

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

Mon 8/11

4:33 pm-6:00 pm

Nonstop1h 27m

$246

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/10

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, January is the cheapest month in which you can book a flight from Islip, New York to Boston (average of $218). Flying from Islip, New York to Boston in June is currently the most expensive (average of $306). 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 June 12, 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 37% on your trip compared to booking a flight at noon.

Rainfall in Boston by month

Plan your trip to Boston by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Boston ranges from 3.1 - 4.0 inches per month. March is typically the wettest month, when rainfall can reach 4.0 in. July is typically the driest time to visit Boston when rainfall is around 3.1 in.

Temperature in Boston by month

Plan your trip to Boston by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Boston, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 30.2 F).

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 June 12, 2025.
Peruse reviews from past customers who have flown with Southwest, JetBlue and Frontier from Islip to Boston to help guide your decision. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,287 reviews

Food

7.1

Boarding

8.2

Comfort

8.0

Overall

8.0

Entertainment

7.6

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Southwest
8.0
Very good
4,287 reviews
Southwest
8.0
Very good
4,287 reviews

Food

7.1

Boarding

8.2

Comfort

8.0

Overall

8.0

Entertainment

7.6

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
JetBlue
7.3
Good
2,925 reviews
Southwest
8.0
Very good
4,287 reviews

Food

7.1

Boarding

8.2

Comfort

8.0

Overall

8.0

Entertainment

7.6

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Frontier
5.9
Fair
3,295 reviews
Southwest
8.0
Very good
4,287 reviews

Food

7.1

Boarding

8.2

Comfort

8.0

Overall

8.0

Entertainment

7.6

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

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

    Our cheapest airline available from Islip, New York to Boston is Southwest. Our recent data shows that you can find tickets from as low as $252 on this airline. Additional options worth looking into are Frontier and Cape Air, starting at $296 and $501 round-trip. Users have found that Southwest is 16% 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 $125 on Southwest. Other airlines that offer cheap prices include JetBlue from $137 and Frontier from $165 one-way.

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

    On average you can expect to pay $3,668 for a flight from Islip, New York to Boston. The cheapest flight overall is $248 while the most popular route, (Islip Long Island - Boston Logan Intl) is currently priced at $255.

  • 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, January is the cheapest month in which you can book a flight from Islip, New York to Boston (average of $218). Flying from Islip, New York to Boston in June is currently the most expensive (average of $306). 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 Islip?

Book flights to Islip if you plan to visit one of these locations
Cambridge
Medford
Watertown
Warwick
Waltham
Framingham
Seabrook
Cranston
Randolph
Chestnut Hill
Lowell
Chelsea
Marlborough
Brockton
York Beach
Saco
Burlington
West Yarmouth
Smithfield
Swansea

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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 2 airlines flying from Islip to Boston

Discover the top 2 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 June 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$97Average$174FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$271Average$356FlexibilityNo cancel feeOn-time63%

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