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 $157 on this airline. Additional options worth looking into are Frontier and JetBlue, starting at $247 and $444 round-trip. Users have found that Southwest is 52% 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 $119 on Frontier. Other airlines that offer cheap prices include Southwest from $154 and JetBlue from $203 one-way.

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 $253 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 $157.

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 172% 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 54 days early can save you up to 184% on average compared to booking a flight this week. If booking 54 days before your flight isn’t an option for you, users have found flights from Islip, New York to Boston for as little as $166 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 $312 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 $195 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 31% on your journey compared to booking in April

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.

$119+ Flights from Islip, NY to Boston

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Cheap flight deals from Islip to Boston

Round-trip from	$157 (Southwest)
One-way from	$119 (Frontier)
Popular in	August
Cheapest in	October
Average price	$238
Good one-way deal	$248 or less

From Islip Long Island to Boston Logan Intl

Search Deals

One-way flight from Islip Long Island to Boston Logan Intl

Search Deals

Highest demand for flights based on searches. 18% potential increase in price ($72 potential increase over avg. RT price).

Search Deals

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

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 June 26, 2025.

Thu 9/46:00 amISP - BOS

1 stop4h 00mSouthwest

Thu 9/116:55 pmBOS - ISP

1 stop4h 00mSouthwest

Deal found 6/25

$157

Tue 8/54:45 pmISP - BOS

1 stop7h 53mFrontier

Wed 8/138:00 amBOS - ISP

1 stop7h 42mFrontier

Deal found 6/26

$247

Fri 7/258:37 pmISP - BOS

1 stop11h 58mMultiple Airlines

Mon 7/2811:53 amBOS - ISP

Nonstop1h 31mMultiple Airlines

Deal found 6/26

$379

Wed 7/2312:35 pmISP - BOS

1 stop8h 11mJetBlue

Sun 7/276:15 amBOS - ISP

1 stop6h 41mJetBlue

Deal found 6/25

$444

Thu 7/247:30 amISP - BOS

Nonstop1h 27mCape Air

Thu 7/3111:53 amBOS - ISP

Nonstop1h 31mCape Air

Deal found 6/26

$500

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 June 26, 2025.

Thu 9/46:00 amISP - BOS

1 stop4h 00mSouthwest

Thu 9/116:55 pmBOS - ISP

1 stop4h 00mSouthwest

Deal found 6/25

$157

Tue 8/54:45 pmISP - BOS

1 stop7h 53mFrontier

Wed 8/138:00 amBOS - ISP

1 stop7h 42mFrontier

Deal found 6/26

$247

Fri 7/258:37 pmISP - BOS

1 stop11h 58mMultiple Airlines

Mon 7/2811:53 amBOS - ISP

Nonstop1h 31mMultiple Airlines

Deal found 6/26

$379

Wed 7/2312:35 pmISP - BOS

1 stop8h 11mJetBlue

Sun 7/276:15 amBOS - ISP

1 stop6h 41mJetBlue

Deal found 6/25

$444

Thu 7/247:30 amISP - BOS

Nonstop1h 27mCape Air

Thu 7/3111:53 amBOS - ISP

Nonstop1h 31mCape Air

Deal found 6/26

$500

Last-minute flights from Islip to Boston
Discover last-minute flight deals from Islip to Boston. Data last updated June 26, 2025 and is based on user searches.

Wed 7/26:00 amISP - BOS

2 stops7h 05mSouthwest

Wed 7/91:10 pmBOS - ISP

1 stop3h 50mSouthwest

Deal found 6/24

$462

Thu 7/32:39 pmISP - BOS

1 stop30h 07mMultiple Airlines

Mon 7/79:27 amBOS - ISP

Nonstop1h 31mMultiple Airlines

Deal found 6/24

$588

Fri 7/42:19 pmISP - BOS

Nonstop1h 27mCape Air

Sun 7/69:27 amBOS - ISP

Nonstop1h 31mCape Air

Deal found 6/23

$506

Wed 7/2312:35 pmISP - BOS

1 stop8h 11mJetBlue

Sun 7/276:15 amBOS - ISP

1 stop6h 41mJetBlue

Deal found 6/25

$444

Thu 7/245:45 pmISP - BOS

1 stop6h 40mSouthwest

Thu 7/315:15 pmBOS - ISP

1 stop6h 50mSouthwest

Deal found 6/24

$307

Thu 7/247:30 amISP - BOS

Nonstop1h 27mCape Air

Thu 7/3111:53 amBOS - ISP

Nonstop1h 31mCape Air

Deal found 6/26

$500

Fri 7/258:37 pmISP - BOS

1 stop11h 58mFrontier

Mon 7/286:00 amBOS - ISP

1 stop7h 04mFrontier

Deal found 6/26

$258

Fri 7/258:37 pmISP - BOS

1 stop11h 58mMultiple Airlines

Mon 7/2811:53 amBOS - ISP

Nonstop1h 31mMultiple Airlines

Deal found 6/26

$379

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 June 26, 2025.

Fri 7/118:37 pmISP - BOS

1 stop11h 58mFrontier

Deal found 6/26

$119

Sat 7/265:25 pmISP - BOS

1 stop6h 15mSouthwest

Deal found 6/25

$154

Wed 7/2312:35 pmISP - BOS

1 stop8h 11mJetBlue

Deal found 6/24

$203

Sat 7/267:30 amISP - BOS

Nonstop1h 27mCape Air

Deal found 6/25

$244

Thu 7/107:39 pmISP - BOS

2 stops27h 24mMultiple Airlines

Deal found 6/26

$294

Cheapflights Fare Finder

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

Fly from

Fly to

Route

Depart

Return

Price

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

Thu 9/4

6:00 am-10:00 am

1 stop4h 00m

Boston Logan Intl

Thu 9/11

6:55 pm-10:55 pm

1 stop4h 00m

$157

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

Tue 8/5

4:45 pm-12:38 am

1 stop7h 53m

Boston Logan Intl

Wed 8/13

8:00 am-3:42 pm

1 stop7h 42m

$247

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

Fri 7/25

8:37 pm-8:35 am

1 stop11h 58m

Boston Logan Intl

Mon 7/28

11:53 am-1:24 pm

Nonstop1h 31m

$379

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

Wed 7/23

12:35 pm-8:46 pm

1 stop8h 11m

Boston Logan Intl

Sun 7/27

6:15 am-12:56 pm

1 stop6h 41m

$444

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

Thu 7/24

7:30 am-8:57 am

Nonstop1h 27m

Boston Logan Intl

Thu 7/31

11:53 am-1:24 pm

Nonstop1h 31m

$500

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

Fri 7/11

8:37 pm-8:35 am

1 stop11h 58m

$119

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

Sat 7/26

5:25 pm-11:40 pm

1 stop6h 15m

$154

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

Wed 7/23

12:35 pm-8:46 pm

1 stop8h 11m

$203

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

Sat 7/26

7:30 am-8:57 am

Nonstop1h 27m

$244

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

Thu 7/10

7:39 pm-11:03 pm

2 stops27h 24m

$294

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/26

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?

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.

Reviews of airlines servicing Boston

See what other customers who have flown with Southwest, JetBlue, and Frontier 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

4,276 reviews

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

4,276 reviews

Southwest

8.0

Very good

4,276 reviews

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

2,922 reviews

Southwest

8.0

Very good

4,276 reviews

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

3,296 reviews

Southwest

8.0

Very good

4,276 reviews

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

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 $157 on this airline. Additional options worth looking into are Frontier and JetBlue, starting at $247 and $444 round-trip. Users have found that Southwest is 52% 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 $119 on Frontier. Other airlines that offer cheap prices include Southwest from $154 and JetBlue from $203 one-way.
What are the cheapest flights from Islip, New York to Boston?
On average you can expect to pay $253 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 $157.
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

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Top 2 airlines flying from Islip to Boston

Airline	Cheapest	Average	Flexibility	On-time
JetBlue	Cheapest$97	Average$174	FlexibilityNo cancel fee	On-time62%
Southwest	Cheapest$271	Average$356	FlexibilityNo cancel fee	On-time63%

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$119+ 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 7/11. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from Islip to Boston with Cheapflights

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2. Select your favorite providers

3. Compare prices and book

Cheap flight deals from Islip to Boston

Round-trip from

One-way from

Popular in

Cheapest in

Average price

Good one-way deal

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 June 26, 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 June 26, 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 June 26, 2025.

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 26, 2025.

See what other customers who have flown with Southwest, JetBlue, and Frontier 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 are the cheapest airlines flying from Islip, New York to Boston round-trip?

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

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 Islip?

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Alternative routes for Islip to Boston

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Top 2 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 June 26, 2025.