What is the cheapest airline to fly 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 $175 on this airline. Users have found that Southwest is 52% cheaper than the other options available to this destination.

What is the cheapest day to fly from Islip, New York to Boston?

Travelers seeking maximum savings on their Islip, New York to Boston flight should consider departing on Saturday mornings when fares are most often at their lowest. Sunday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

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.

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).

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

On average you can expect to pay $412 for a flight from Islip, New York to Boston. The cheapest flight overall is $244 while the most popular route, (Islip Long Island - Boston Logan Intl) is currently priced at $175.

What are the most popular airlines that fly from Islip, New York to Boston?

When booking a flight from Islip, New York to Boston, you may want to consider flying on Cape Air, JetBlue or Southwest as they are the most popular for this route.

What is the cheapest day to fly round-trip from Islip, New York to Boston?

Leaving on a Friday is a viable option for saving on travel. Heavily demanded days of the week can typically drive up the prices you see. Booking your travel for a less competitive day can save up to 171% on the overall cost on flights from Islip, New York to Boston.

How far in advance should I book a flight from Islip, New York to Boston?

Users have found that booking a flight from Islip, New York to Boston at least 40 days early can save you up to 167% on average compared to booking a flight this week. If booking 40 days before your flight isn’t an option for you, users have found flights from Islip, New York to Boston for as little as $187 when booking for a departure date within the next two weeks. You can also check prices now. Some users have found airline tickets as low as $316 for flights departing within the next 3 days.

What is the cheapest month to fly from Islip, New York to Boston?

October is one of the best times of the year to fly to Boston from Islip, New York. Prices for October average $211 per person but you can even find prices for as low as $37. The most expensive prices can be found in the month of April. Opting for a October flight can save you 21% on your journey compared to booking in April

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 27m for a nonstop flight. There are 4 flights from Long Island to Boston per day from 3 airlines.

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.

$88+ Flights from Islip, NY to Boston

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Cheap flight deals from Islip to Boston

Round-trip from	$175 (Southwest)
One-way from	$88 (Southwest)
Popular in	August
Cheapest in	May
Average price	$520
Good round-trip deal	$503 or less
Good one-way deal	$260 or less

From Islip Long Island to Boston Logan Intl

Search Deals

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 ($37 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 August 2025

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Price to beat on a round-trip flight from Islip Long Island to Boston Logan Intl.

Search Deals

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 August 13, 2025.

Tue 9/96:05 amISP - BOS

1 stop4h 25mSouthwest

Tue 9/1610:50 amBOS - ISP

1 stop4h 20mSouthwest

Deal found 8/12

$175

Sat 9/63:40 pmISP - BOS

1 stop6h 35mSouthwest

Mon 9/85:35 amBOS - ISP

1 stop6h 25mSouthwest

Deal found 8/11

$197

Wed 10/154:55 pmISP - BOS

1 stop5h 45mSouthwest

Sat 10/185:05 amBOS - ISP

1 stop7h 05mSouthwest

Deal found 8/12

$229

Wed 9/246:05 amISP - BOS

1 stop4h 25mSouthwest

Sat 9/275:20 amBOS - ISP

1 stop6h 45mSouthwest

Deal found 8/12

$252

Tue 10/144:55 pmISP - BOS

1 stop4h 15mSouthwest

Wed 10/155:30 amBOS - ISP

1 stop6h 55mSouthwest

Deal found 8/12

$256

Fri 9/53:05 pmISP - BOS

1 stop7h 10mSouthwest

Sun 9/77:35 amBOS - ISP

2 stops9h 25mSouthwest

Deal found 8/13

$262

Sat 10/2511:55 amISP - BOS

2 stops8h 55mSouthwest

Mon 10/275:35 amBOS - ISP

1 stop6h 15mSouthwest

Deal found 8/12

$267

Best flights from Islip to Boston
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 August 13, 2025.

Tue 9/96:05 amISP - BOS

1 stop4h 25mSouthwest

Tue 9/165:40 amBOS - ISP

1 stop6h 15mSouthwest

Deal found 8/13

$175

Sat 9/63:40 pmISP - BOS

1 stop6h 35mSouthwest

Mon 9/85:35 amBOS - ISP

1 stop6h 25mSouthwest

Deal found 8/11

$197

Sat 10/2511:55 amISP - BOS

1 stop3h 25mSouthwest

Mon 10/278:00 pmBOS - ISP

1 stop3h 45mSouthwest

Deal found 8/12

$197

Wed 10/154:55 pmISP - BOS

1 stop5h 45mSouthwest

Sat 10/185:05 amBOS - ISP

1 stop7h 05mSouthwest

Deal found 8/12

$229

Wed 9/246:05 amISP - BOS

1 stop4h 25mSouthwest

Sat 9/275:20 amBOS - ISP

1 stop6h 45mSouthwest

Deal found 8/12

$252

Tue 10/144:55 pmISP - BOS

1 stop4h 15mSouthwest

Wed 10/155:30 amBOS - ISP

1 stop6h 55mSouthwest

Deal found 8/12

$256

Fri 9/53:05 pmISP - BOS

1 stop7h 10mSouthwest

Sun 9/77:35 amBOS - ISP

2 stops9h 25mSouthwest

Deal found 8/12

$262

Last-minute flights from Islip to Boston
Discover last-minute flight deals from Islip to Boston. Data last updated August 13, 2025 and is based on user searches.

Mon 8/188:38 pmISP - BOS

1 stop13h 01mMultiple Airlines

Mon 9/16:30 amBOS - ISP

2 stops30h 45mMultiple Airlines

Deal found 8/10

$414

Tue 8/192:19 pmISP - BOS

Nonstop1h 27mMultiple Airlines

Thu 8/2111:24 amBOS - ISP

1 stop8h 42mMultiple Airlines

Deal found 8/11

$455

Tue 8/196:05 amISP - BOS

1 stop4h 25mSouthwest

Tue 8/269:05 amBOS - ISP

1 stop6h 05mSouthwest

Deal found 8/12

$457

Thu 8/217:33 pmISP - BOS

1 stop13h 02mFrontier

Thu 8/2811:24 amBOS - ISP

1 stop8h 42mFrontier

Deal found 8/11

$330

Thu 8/2111:53 amISP - BOS

Nonstop1h 27mMultiple Airlines

Fri 8/229:20 amBOS - ISP

1 stop9h 18mMultiple Airlines

Deal found 8/11

$453

Fri 8/221:11 pmISP - BOS

1 stop22h 03mFrontier

Mon 8/2511:08 amBOS - ISP

1 stop7h 24mFrontier

Deal found 8/13

$383

Fri 8/221:11 pmISP - BOS

1 stop22h 03mMultiple Airlines

Mon 8/251:50 pmBOS - ISP

Nonstop1h 31mMultiple Airlines

Deal found 8/13

$410

Sat 8/237:33 pmISP - BOS

1 stop13h 02mFrontier

Sun 8/2411:24 amBOS - ISP

1 stop24h 52mFrontier

Deal found 8/12

$298

Sat 8/237:33 pmISP - BOS

1 stop13h 02mMultiple Airlines

Sun 8/241:50 pmBOS - ISP

Nonstop1h 31mMultiple Airlines

Deal found 8/12

$409

Fri 9/53:05 pmISP - BOS

1 stop7h 10mSouthwest

Sun 9/77:35 amBOS - ISP

2 stops9h 25mSouthwest

Deal found 8/13

$262

Sat 9/63:40 pmISP - BOS

1 stop6h 35mSouthwest

Mon 9/85:35 amBOS - ISP

1 stop6h 25mSouthwest

Deal found 8/11

$197

Tue 9/96:05 amISP - BOS

1 stop4h 25mSouthwest

Tue 9/1610:50 amBOS - ISP

1 stop4h 20mSouthwest

Deal found 8/12

$175

One-way flights from Islip to Boston
Search for one-way flight options from Islip to Boston. Find affordable one-way fares based on user searches. Data last updated August 13, 2025.

Wed 9/36:05 amISP - BOS

1 stop4h 25mSouthwest

Deal found 8/10

$88

Tue 9/95:30 amISP - BOS

2 stops9h 55mSouthwest

Deal found 8/10

$93

Sat 9/133:40 pmISP - BOS

1 stop6h 35mSouthwest

Deal found 8/11

$99

Sun 10/265:25 amISP - BOS

1 stop4h 15mSouthwest

Deal found 8/12

$126

Thu 9/46:00 amISP - BOS

2 stops9h 20mSouthwest

Deal found 8/11

$131

Tue 8/266:05 amISP - BOS

1 stop7h 43mMultiple Airlines

Deal found 8/12

$134

Sun 9/2811:25 amISP - BOS

1 stop26h 23mMultiple Airlines

Deal found 8/13

$138

Wed 9/2411:35 amISP - BOS

1 stop12h 24mJetBlue

Deal found 8/11

$142

Sat 9/205:05 pmISP - BOS

1 stop20h 43mMultiple Airlines

Deal found 8/11

$144

Thu 9/411:45 amISP - BOS

1 stop26h 03mMultiple Airlines

Deal found 8/11

$147

Wed 9/38:00 amISP - BOS

2 stops15h 12mMultiple Airlines

Deal found 8/10

$152

Wed 9/246:05 amISP - BOS

1 stop4h 25mSouthwest

Deal found 8/12

$154

Fly from

Fly to

Route

Depart

Return

Price

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

Tue 9/9

6:05 am-10:30 am

1 stop4h 25m

Boston Logan Intl

Tue 9/16

5:40 am-11:55 am

1 stop6h 15m

$175

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

Sat 9/6

3:40 pm-10:15 pm

1 stop6h 35m

Boston Logan Intl

Mon 9/8

5:35 am-12:00 pm

1 stop6h 25m

$197

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

Sat 10/25

11:55 am-3:20 pm

1 stop3h 25m

Boston Logan Intl

Mon 10/27

8:00 pm-11:45 pm

1 stop3h 45m

$197

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

Wed 10/15

4:55 pm-10:40 pm

1 stop5h 45m

Boston Logan Intl

Sat 10/18

5:05 am-12:10 pm

1 stop7h 05m

$229

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

Wed 9/24

6:05 am-10:30 am

1 stop4h 25m

Boston Logan Intl

Sat 9/27

5:20 am-12:05 pm

1 stop6h 45m

$252

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

Tue 10/14

4:55 pm-9:10 pm

1 stop4h 15m

Boston Logan Intl

Wed 10/15

5:30 am-12:25 pm

1 stop6h 55m

$256

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

Fri 9/5

3:05 pm-10:15 pm

1 stop7h 10m

Boston Logan Intl

Sun 9/7

7:35 am-5:00 pm

2 stops9h 25m

$262

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

Wed 9/3

6:05 am-10:30 am

1 stop4h 25m

$88

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

Wed 9/10

6:05 am-10:30 am

1 stop4h 25m

$88

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

Tue 9/9

6:05 am-10:30 am

1 stop4h 25m

$88

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/10

Showing 1-10 of 17 results

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 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?

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 36% on your trip compared to booking a flight at noon.

Weekly flight availability from Islip, New York to Boston

The most flights from ISP to BOS are scheduled on a Monday (4 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (4 on average).

Reviews of airlines servicing Boston

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

4,246 reviews

Reviews

1 / 20

8.0

Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.

Southwest

8.0

Very good

4,246 reviews

Southwest

8.0

Very good

4,246 reviews

Reviews

1 / 20

8.0

Excellent

Walter,Aug 2025

OAK - SAN

JetBlue

7.2

Good

2,915 reviews

Southwest

8.0

Very good

4,246 reviews

Reviews

1 / 20

8.0

Excellent

Walter,Aug 2025

OAK - SAN

Related info for your journey

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 27m for a nonstop flight. There are 4 flights from Long Island to Boston per day from 3 airlines.
What is the cheapest airline to fly 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 $175 on this airline. Users have found that Southwest is 52% 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 $412 for a flight from Islip, New York to Boston. The cheapest flight overall is $244 while the most popular route, (Islip Long Island - Boston Logan Intl) is currently priced at $175.
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 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

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Top 3 airlines flying from Islip to Boston

Airline	Cheapest	Average	Flexibility	On-time
JetBlue	Cheapest$97	Average$175	FlexibilityNo cancel fee	On-time62%
Southwest	Cheapest$271	Average$376	FlexibilityNo cancel fee	On-time63%
Cape Air	Cheapest$501	Average$520	FlexibilityNo cancel fee	On-time63%

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$88+ 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 9/3. Fares are subject to change and may not be available on all flights or dates of travel.

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Cheap flight deals from Islip to Boston

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Find flight deals from Islip to Boston

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 August 13, 2025.

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 August 13, 2025.

Cheapflights Fare Finder

Use the filters below to find and compare flights from Islip to Boston that are best for you.

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.

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?

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 August 13, 2025.

Weekly flight availability from Islip, New York to Boston

Explore weekly flight availability from Islip to Boston. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated August 13, 2025.

Reviews of airlines servicing Boston

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.

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?

What is the cheapest airline to fly from Islip, New York to Boston round-trip?

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

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

How can I find direct flights from Islip to Boston?

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

What is the cheapest month to book a flight from Islip, New York to Boston?

Traveling to a place near Boston?

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Top 3 airlines flying from Islip to Boston

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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 August 13, 2025.