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 $255 on this airline. An additional option worth looking into is JetBlue, starting at $378. Users have found that Southwest is 13% 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 Frontier. Other airlines that offer cheap prices include Southwest from $141 and JetBlue from $197 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 Monday 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.

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

On average you can expect to pay $165 for a flight from Islip, New York to Boston. The cheapest flight overall is $83 while the most popular route, (Islip Long Island - Boston Logan Intl) is currently priced at $255.

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

Leaving on a Sunday 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 236% 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 154% 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 $148 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?

August is one of the best times of the year to fly to Boston from Islip, New York. Prices for August average $188 per person but you can even find prices for as low as $66. The most expensive prices can be found in the month of April. Opting for a August flight can save you 36% on your journey compared to booking in April

Most accurate provider : When it comes to deals on Islip, New York-Boston flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Islip, New York-Boston flight deals on Cheapflights vs. FlightHub >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 Expedia the most. Expedia 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.

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.

$125+ Flights from Islip, NY to Boston - Compare & Save Big

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1. Tell us where you want to go

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Cheap flight deals from Islip to Boston

Most accurate provider	FlightHub 3 stars
Most trusted provider	Expedia 3 stars
Round-trip from	$255 (Southwest)
One-way from	$125 (Trip.com)
Popular in	December
Cheapest in	October
Average price	$157
Good round-trip deal	$157 or less
Good one-way deal	$113 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

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

Search Deals

Highest demand for flights based on searches. 34% potential increase in price ($154 potential increase over avg. RT price).

Search Deals

Cheapest flight prices on average. 6% potential price decrease ($19 potential savings vs. average RT price).

Search Deals

Average for round-trip flights in May 2025

Search Deals

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.

Search Deals

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 May 12, 2025.

Tue 6/34:00 pmISP - BOS

1 stop6h 25mSouthwest

Wed 6/47:30 amBOS - ISP

1 stop4h 55mSouthwest

Deal found 5/11

$255

Fri 7/1811:40 amISP - BOS

1 stop9h 21mJetBlue

Fri 7/256:00 amBOS - ISP

1 stop6h 41mJetBlue

Deal found 5/12

$378

Mon 6/238:00 amISP - BOS

1 stop11h 39mMultiple Airlines

Mon 6/302:26 pmBOS - ISP

1 stop8h 26mMultiple Airlines

Deal found 5/11

$422

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 May 12, 2025.

Tue 6/34:00 pmISP - BOS

1 stop6h 25mSouthwest

Wed 6/47:30 amBOS - ISP

1 stop4h 55mSouthwest

Deal found 5/11

$255

Fri 7/1811:40 amISP - BOS

1 stop9h 21mJetBlue

Fri 7/256:00 amBOS - ISP

1 stop6h 41mJetBlue

Deal found 5/12

$378

Mon 6/238:00 amISP - BOS

1 stop11h 39mMultiple Airlines

Mon 6/302:26 pmBOS - ISP

1 stop8h 26mMultiple Airlines

Deal found 5/11

$422

Last-minute flights from Islip to Boston
Discover last-minute flight deals from Islip to Boston. Data last updated May 12, 2025 and is based on user searches.

Tue 5/201:00 pmISP - BOS

1 stop4h 10mSouthwest

Fri 5/236:50 pmBOS - ISP

1 stop4h 15mSouthwest

Deal found 5/10

$507

Tue 5/201:55 pmISP - BOS

2 stops31h 55mMultiple Airlines

Fri 5/232:25 pmBOS - ISP

3 stops23h 20mMultiple Airlines

Deal found 5/10

$625

Tue 6/34:00 pmISP - BOS

1 stop6h 25mSouthwest

Wed 6/47:30 amBOS - ISP

1 stop4h 55mSouthwest

Deal found 5/11

$255

Mon 6/238:00 amISP - BOS

1 stop11h 39mMultiple Airlines

Mon 6/302:26 pmBOS - ISP

1 stop8h 26mMultiple Airlines

Deal found 5/11

$422

Wed 6/2510:38 amISP - BOS

1 stop9h 22mJetBlue

Fri 7/186:00 amBOS - ISP

1 stop6h 41mJetBlue

Deal found 5/11

$539

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 May 12, 2025.

Sat 5/249:27 pmISP - BOS

1 stop10h 51mFrontier

Deal found 5/11

$125

Sat 6/145:25 pmISP - BOS

1 stop6h 15mSouthwest

Deal found 5/11

$141

Thu 7/32:39 pmISP - BOS

1 stop8h 50mJetBlue

Deal found 5/11

$197

Sat 6/142:12 pmISP - BOS

3 stops42h 51mMultiple Airlines

Deal found 5/11

$288

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

Tue 6/3

4:00 pm-10:25 pm

1 stop6h 25m

Boston Logan Intl

Wed 6/4

7:30 am-12:25 pm

1 stop4h 55m

$255

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

Fri 7/18

11:40 am-9:01 pm

1 stop9h 21m

Boston Logan Intl

Fri 7/25

6:00 am-12:41 pm

1 stop6h 41m

$378

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

Mon 6/23

8:00 am-7:39 pm

1 stop11h 39m

Boston Logan Intl

Mon 6/30

2:26 pm-10:52 pm

1 stop8h 26m

$422

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

Sat 5/24

9:27 pm-8:18 am

1 stop10h 51m

$125

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

Sat 6/14

5:25 pm-11:40 pm

1 stop6h 15m

$141

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

Thu 7/3

2:39 pm-11:29 pm

1 stop8h 50m

$197

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

Sat 6/14

2:12 pm-9:03 am

3 stops42h 51m

$288

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/11

Compare providers for flights from Islip to Boston

Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Islip to Boston in May.

Provider	Price Accuracy	Trust Score*
Expedia	Price Accuracy1 star	Trust Score*3 stars
FlightHub	Price Accuracy3 stars	Trust Score*2 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 FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Islip, New York-Boston flight deals on Cheapflights vs. FlightHub >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 Expedia the most. Expedia 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, 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 $308). 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.

Rainfall in Boston 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

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

Southwest

8.0

Very good

4,290 reviews

Reviews

1 / 20

10.0

Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!

Southwest

8.0

Very good

4,290 reviews

Southwest

8.0

Very good

4,290 reviews

Reviews

1 / 20

10.0

Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!

JetBlue

7.3

Good

2,924 reviews

Southwest

8.0

Very good

4,290 reviews

Reviews

1 / 20

10.0

Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!

Frontier

6.0

Okay

3,288 reviews

Southwest

8.0

Very good

4,290 reviews

Reviews

1 / 20

10.0

Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!

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 $255 on this airline. An additional option worth looking into is JetBlue, starting at $378. Users have found that Southwest is 13% 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 Frontier. Other airlines that offer cheap prices include Southwest from $141 and JetBlue from $197 one-way.
What are the cheapest flights from Islip, New York to Boston?
On average you can expect to pay $165 for a flight from Islip, New York to Boston. The cheapest flight overall is $83 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 July is currently the most expensive (average of $308). 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$170	FlexibilityNo cancel fee	On-time62%
Southwest	Cheapest$271	Average$346	FlexibilityNo cancel fee	On-time63%

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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 5/24. 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

1. Tell us where you want to go

2. Select your favorite providers

3. Compare prices and book

Cheap flight deals from Islip to Boston

Most accurate provider

Most trusted provider

Round-trip from

One-way from

Popular in

Cheapest in

Average price

Good round-trip deal

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 May 12, 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 May 12, 2025.

Cheapflights Fare Finder

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

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 May.

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 May 12, 2025.

Rainfall in Boston by month

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

Temperature in Boston by month

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

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 May 12, 2025.

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?

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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 May 12, 2025.