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Cheap flights from Islip, New York to Boston from $138

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Islip, New York to Boston departing on 8/14. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Islip, New York to Boston

Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
5:27 pm - 11:06 am
ISP
-
BOS
17h 39m
1 stop
Multiple Airlines Logo
12:01 pm - 7:13 pm
BOS
-
ISP
31h 12m
2 stops
$329Multiple Airlines
Tue, May 19 - Sat, May 23
Southwest Logo
5:35 pm - 11:35 pm
ISP
-
BOS
6h 00m
1 stop
Southwest Logo
5:20 pm - 11:35 pm
BOS
-
ISP
6h 15m
1 stop
$347Southwest
Sat, Jun 6 - Mon, Jun 8
Southwest Logo
6:00 am - 11:55 am
ISP
-
BOS
5h 55m
1 stop
Southwest Logo
1:20 pm - 11:40 pm
BOS
-
ISP
10h 20m
2 stops
$352Southwest
Sat, Jun 6 - Mon, Jun 8
Southwest Logo
5:50 pm - 12:05 am
ISP
-
BOS
6h 15m
1 stop
Southwest Logo
1:20 pm - 11:40 pm
BOS
-
ISP
10h 20m
2 stops
$362Southwest
Thu, Jun 18 - Thu, Jun 25
Southwest Logo
12:30 pm - 5:10 pm
ISP
-
BOS
4h 40m
1 stop
Southwest Logo
7:50 pm - 11:35 pm
BOS
-
ISP
3h 45m
1 stop
$367Southwest
Thu, Jun 18 - Thu, Jun 25
Multiple Airlines Logo
2:28 pm - 11:06 am
ISP
-
BOS
20h 38m
1 stop
Multiple Airlines Logo
6:00 am - 4:47 pm
BOS
-
ISP
10h 47m
2 stops
$370Multiple Airlines
Fri, May 29 - Tue, Jun 2
Southwest Logo
2:45 pm - 11:15 pm
ISP
-
BOS
8h 30m
2 stops
Southwest Logo
7:45 am - 11:45 am
BOS
-
ISP
4h 00m
1 stop
$372Southwest
Sat, Jun 13 - Sun, Jun 14
Southwest Logo
3:05 pm - 9:40 pm
ISP
-
BOS
6h 35m
1 stop
Southwest Logo
1:20 pm - 11:40 pm
BOS
-
ISP
10h 20m
2 stops
$382Southwest
Thu, Jun 18 - Thu, Jun 25
Multiple Airlines Logo
5:27 pm - 11:06 am
ISP
-
BOS
17h 39m
1 stop
Multiple Airlines Logo
12:01 pm - 10:05 am
BOS
-
ISP
22h 04m
2 stops
$387Multiple Airlines
Tue, May 26 - Fri, May 29
Southwest Logo
3:05 pm - 12:10 am
ISP
-
BOS
9h 05m
2 stops
Southwest Logo
7:50 pm - 11:35 pm
BOS
-
ISP
3h 45m
1 stop
$388Southwest
Thu, Jun 4 - Thu, Jun 11

Southwest flights from Islip, New York to Boston

Our best Southwest deals on Islip, New York to Boston flight tickets
Southwest
Jun 6
ISP5:35 pmIslip Long Island
6h 00m
1 stop
BOS11:35 pmBoston Logan Intl
Jun 8
BOS5:20 pmBoston Logan Intl
6h 15m
1 stop
ISP11:35 pmIslip Long Island
$347
Southwest
Jun 6
ISP6:00 amIslip Long Island
5h 55m
1 stop
BOS11:55 amBoston Logan Intl
Jun 8
BOS1:20 pmBoston Logan Intl
10h 20m
2 stops
ISP11:40 pmIslip Long Island
$352
Southwest
Sep 30
ISP6:05 amIslip Long Island
10h 05m
2 stops
BOS4:10 pmBoston Logan Intl
Oct 3
BOS5:15 amBoston Logan Intl
10h 20m
2 stops
ISP3:35 pmIslip Long Island
$357

JetBlue flights from Islip, New York to Boston

Our best JetBlue deals on Islip, New York to Boston flight tickets
JetBlue
Jun 6
ISP1:36 pmIslip Long Island
8h 31m
1 stop
BOS10:07 pmBoston Logan Intl
Jun 9
BOS6:10 amBoston Logan Intl
7h 29m
1 stop
ISP1:39 pmIslip Long Island
$413
JetBlue
Jun 6
ISP1:36 pmIslip Long Island
8h 31m
1 stop
BOS10:07 pmBoston Logan Intl
Jun 9
BOS6:10 amBoston Logan Intl
7h 29m
1 stop
ISP1:39 pmIslip Long Island
$423
JetBlue
Jun 6
ISP1:36 pmIslip Long Island
8h 31m
1 stop
BOS10:07 pmBoston Logan Intl
Jun 9
BOS6:10 amBoston Logan Intl
7h 29m
1 stop
ISP1:39 pmIslip Long Island
$486

momondo Fare Finder

 
Customize your flight search to find flights from Islip, New York 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, momondo users made 832,500 searches. Data last updated May 8, 2026.
Use the filters below to find and compare flights from Islip, New York to Boston that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

Tue 5/19

5:27 pm-11:06 am

1 stop17h 39m

Boston Logan Intl

Sat 5/23

12:01 pm-7:13 pm

2 stops31h 12m

$329

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

Sat 6/6

5:35 pm-11:35 pm

1 stop6h 00m

Boston Logan Intl

Mon 6/8

5:20 pm-11:35 pm

1 stop6h 15m

$347

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

Sat 6/6

6:00 am-11:55 am

1 stop5h 55m

Boston Logan Intl

Mon 6/8

1:20 pm-11:40 pm

2 stops10h 20m

$352

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

Thu 6/18

5:50 pm-12:05 am

1 stop6h 15m

Boston Logan Intl

Thu 6/25

1:20 pm-11:40 pm

2 stops10h 20m

$362
Quickest round-trip

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

Thu 6/18

12:30 pm-5:10 pm

1 stop4h 40m

Boston Logan Intl

Thu 6/25

7:50 pm-11:35 pm

1 stop3h 45m

$367

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

Fri 5/29

2:28 pm-11:06 am

1 stop20h 38m

Boston Logan Intl

Tue 6/2

6:00 am-4:47 pm

2 stops10h 47m

$370

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

Sat 6/13

2:45 pm-11:15 pm

2 stops8h 30m

Boston Logan Intl

Sun 6/14

7:45 am-11:45 am

1 stop4h 00m

$372

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

Thu 6/18

3:05 pm-9:40 pm

1 stop6h 35m

Boston Logan Intl

Thu 6/25

1:20 pm-11:40 pm

2 stops10h 20m

$382

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

Tue 5/26

5:27 pm-11:06 am

1 stop17h 39m

Boston Logan Intl

Fri 5/29

12:01 pm-10:05 am

2 stops22h 04m

$387

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

Thu 6/4

3:05 pm-12:10 am

2 stops9h 05m

Boston Logan Intl

Thu 6/11

7:50 pm-11:35 pm

1 stop3h 45m

$388

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Boston from

How to get the cheapest flight ticket from Islip, New York to Boston

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the typical price of a round-trip flight between Islip, New York and Boston?

What is the cheapest month to fly to Boston?

In general, February is the cheapest month to fly from Islip, New York to Boston. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $0. If you aren’t able to travel during the month of February, then book flights to Boston from Islip, New York during May instead. Flights to Boston in May, while not as cheap as those in February, still average around $177.

What is the cheapest day to depart on your flight to Boston?

The cheapest day to depart from Islip, New York to Boston is on a Friday when prices can be found for as low as $362. Be sure to avoid booking your departure on a Sunday as prices are generally higher than usual. According to our data, the average ticket price to Boston on Sunday is $524.

What is the cheapest time of day to depart on your flight to Boston?

According to our data, the cheapest time of day to fly to Boston is in the morning. momondo users have found flights departing from Islip, New York to Boston in the morning for as low as $401. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. In the afternoon is when there is more demand to fly to Boston, so prices are often more expensive at around $537 per ticket.

What is the cheapest Islip Long Island to Boston Logan Intl flight route?

Fly from Islip Long Island to Boston Logan Intl for the best Islip Long Island - Boston Logan Intl flight prices

Can stopping save me money on Islip, New York to Boston flights?

You could potentially save up to 7% on your flight if you consider stops on a Islip, New York to Boston flight.

When to book flights from Islip, New York to Boston

Are you open to changing your travel dates? Check out the ideal times to fly from Islip, New York to Boston according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Islip, New York to Boston (ISP to BOS) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Islip, New York to Boston

Fastest flight time

1h 25m

Direct flights

Every day

Airports in Boston

1 airport
The fastest flight from Islip, New York to Boston takes 1h 25m
Direct flights go from Islip, New York to Boston every day.
There is 1 airport in Boston. From Islip, New York there are direct flights to Boston Logan Intl (BOS).
Search flight deals

Frequently asked questions about flying from Islip, New York to Boston

  • How far is Islip Long Island to Boston Logan Intl by plane?

    The distance between Islip Long Island and Boston Logan Intl is about 158.2 mi. In terms of flight time, this usually takes a little over 1h 25m.

  • When did momondo last update prices for flights from Islip Long Island Airport to Boston Logan Intl Airport?

    Prices for flights from Islip Long Island Airport to Boston Logan Intl Airport are updated daily.

  • How many operators does momondo search for flights from Islip Long Island Airport to Boston Logan Intl Airport?

  • How old do you have to be to fly from Islip Long Island Airport to Boston Logan Intl Airport?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Islip Long Island Airport to Boston Logan Intl Airport.

  • What documentation or ID do you need to fly to Boston Logan Intl Airport?

    The travel and health documents required for your trip to Boston Logan Intl Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Boston Logan Intl Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular plane model from Islip, New York to Boston?

  • What is the most popular airline from Islip, New York to Boston?

Best airlines flying from Islip, New York to Boston

Compare and see reviews for airlines that fly from Islip, New York to Boston with momondo
Airline
Rating
Free Cancellation
Price
SouthwestPriceFrom $174Free CancellationRating
7.9
4,303 reviews
Search Southwest flights
Cape AirPriceFrom $497Free CancellationRating
9.3
33 reviews
Search Cape Air flights

  • Cape Air Flights From Islip, New York to Boston

    Cape Air is one of the most popular airlines flying from Islip, New York to Boston, operating 21 flights/week on average for this route. A good Cape Air flight deal for Islip, New York to Boston starts from $497 round-trip, up to an average price of $520. Our users have rated Cape Air at 9.3/10.

Traveling to a place near Boston?

Book flights to Boston if you plan to visit one of these locations
Hampton Beach
Salem
Ogunquit
Old Orchard Beach
Hampton
York Beach
Kennebunkport
Plymouth
Cambridge
South Yarmouth
Gloucester
Narragansett
Brockton
Falmouth
Chatham
Warwick
Sturbridge
Laconia
Dennis Port
Everett

Why use momondo?

Why should I use momondo to find a flight deal from Islip to Boston?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Islip to Boston. Millions of users trust and use momondo every year so you are in good hands.

Can I find flights from Islip to Boston with flexible booking policies on momondo?

Yes. All flights to Boston from Islip on momondo can be compared and filtered by various policies on offer, including flexible booking.

How can momondo help me find flights from Islip to Boston?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Boston from Islip.

I’m not ready to book a flight from Islip to Boston right now. Can momondo alert me if prices change?

If you are not ready to book a flight from Islip to Boston now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Boston and let you know when they change.

An easier way to manage your Boston trip

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