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Cheap flights from Islip, New York to Boston from $100

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 2/25. 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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0 bags

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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.
Southwest Logo
5:35 pm - 11:40 pm
ISP
-
BOS
6h 05m
1 stop
Southwest Logo
6:40 pm - 10:20 pm
BOS
-
ISP
3h 40m
1 stop
$327Southwest
Fri, Feb 27 - Mon, Mar 2
Multiple Airlines Logo
5:30 am - 1:13 am
ISP
-
BOS
19h 43m
2 stops
Multiple Airlines Logo
6:00 am - 6:40 pm
BOS
-
ISP
12h 40m
1 stop
$340Multiple Airlines
Fri, Feb 27 - Mon, Mar 2
Southwest Logo
5:55 pm - 12:05 am
ISP
-
BOS
6h 10m
1 stop
Southwest Logo
7:00 am - 11:40 am
BOS
-
ISP
4h 40m
1 stop
$347Southwest
Mon, Mar 9 - Fri, Mar 13
Multiple Airlines Logo
7:26 pm - 1:13 am
ISP
-
BOS
29h 47m
2 stops
Multiple Airlines Logo
7:00 am - 6:48 pm
BOS
-
ISP
11h 48m
1 stop
$350Multiple Airlines
Thu, Feb 5 - Mon, Feb 9
Multiple Airlines Logo
9:59 am - 11:24 am
ISP
-
BOS
1h 25mnonstop
Multiple Airlines Logo
7:00 am - 8:47 pm
BOS
-
ISP
13h 47m
1 stop
$376Multiple Airlines
Tue, Feb 3 - Fri, Feb 6
Multiple Airlines Logo
9:59 am - 11:24 am
ISP
-
BOS
1h 25mnonstop
Multiple Airlines Logo
11:36 am - 7:51 pm
BOS
-
ISP
8h 15m
1 stop
$383Multiple Airlines
Fri, Apr 3 - Sun, Apr 5
Southwest Logo
2:00 pm - 9:05 pm
ISP
-
BOS
7h 05m
1 stop
Southwest Logo
5:15 am - 11:45 am
BOS
-
ISP
6h 30m
1 stop
$402Southwest
Fri, Apr 3 - Sun, Apr 5
Multiple Airlines Logo
9:59 am - 11:24 am
ISP
-
BOS
1h 25mnonstop
Multiple Airlines Logo
7:30 pm - 8:52 am
BOS
-
ISP
13h 22m
1 stop
$417Multiple Airlines
Thu, Feb 5 - Mon, Feb 9
Multiple Airlines Logo
7:43 pm - 2:38 pm
ISP
-
BOS
18h 55m
1 stop
Multiple Airlines Logo
7:00 am - 6:48 pm
BOS
-
ISP
11h 48m
1 stop
$420Multiple Airlines
Thu, Feb 5 - Mon, Feb 9
Multiple Airlines Logo
3:34 pm - 11:37 am
ISP
-
BOS
20h 03m
1 stop
Multiple Airlines Logo
10:01 am - 1:31 pm
BOS
-
ISP
27h 30m
1 stop
$421Multiple Airlines
Thu, Feb 19 - Sun, Feb 22

Southwest flights from Islip, New York to Boston

Our best Southwest deals on Islip, New York to Boston flight tickets
Southwest
Feb 27
ISP5:35 pmIslip Long Island
6h 05m
1 stop
BOS11:40 pmBoston Logan Intl
Mar 2
BOS6:40 pmBoston Logan Intl
3h 40m
1 stop
ISP10:20 pmIslip Long Island
$327
Southwest
Mar 9
ISP6:00 amIslip Long Island
3h 50m
1 stop
BOS9:50 amBoston Logan Intl
Mar 13
BOS5:30 amBoston Logan Intl
6h 10m
1 stop
ISP11:40 amIslip Long Island
$347
Southwest
Apr 23
ISP8:35 amIslip Long Island
3h 35m
1 stop
BOS12:10 pmBoston Logan Intl
Apr 28
BOS2:25 pmBoston Logan Intl
7h 45m
2 stops
ISP10:10 pmIslip Long Island
$352

Cape Air flights from Islip, New York to Boston

Our best Cape Air deals on Islip, New York to Boston flight tickets
Cape Air
Mar 9
ISP9:59 amIslip Long Island
1h 25m
BOS11:24 amBoston Logan Intl
Mar 13
BOS5:18 pmBoston Logan Intl
1h 26m
ISP6:44 pmIslip Long Island
$496
Cape Air
Jan 27
ISP9:59 amIslip Long Island
1h 25m
BOS11:24 amBoston Logan Intl
Jan 30
BOS9:30 amBoston Logan Intl
1h 35m
ISP11:05 amIslip Long Island
$499
Cape Air
Apr 23
ISP9:59 amIslip Long Island
1h 25m
BOS11:24 amBoston Logan Intl
Apr 28
BOS5:18 pmBoston Logan Intl
1h 26m
ISP6:44 pmIslip Long Island
$501

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 January 21, 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

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

Fri 2/27

5:35 pm-11:40 pm

1 stop6h 05m

Boston Logan Intl

Mon 3/2

6:40 pm-10:20 pm

1 stop3h 40m

$327

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

Fri 2/27

5:30 am-1:13 am

2 stops19h 43m

Boston Logan Intl

Mon 3/2

6:00 am-6:40 pm

1 stop12h 40m

$340

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

Mon 3/9

5:55 pm-12:05 am

1 stop6h 10m

Boston Logan Intl

Fri 3/13

7:00 am-11:40 am

1 stop4h 40m

$347

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

Thu 2/5

7:26 pm-1:13 am

2 stops29h 47m

Boston Logan Intl

Mon 2/9

7:00 am-6:48 pm

1 stop11h 48m

$350

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

Tue 2/3

9:59 am-11:24 am

Nonstop1h 25m

Boston Logan Intl

Fri 2/6

7:00 am-8:47 pm

1 stop13h 47m

$376

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

Fri 4/3

9:59 am-11:24 am

Nonstop1h 25m

Boston Logan Intl

Sun 4/5

11:36 am-7:51 pm

1 stop8h 15m

$383

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

Fri 4/3

2:00 pm-9:05 pm

1 stop7h 05m

Boston Logan Intl

Sun 4/5

5:15 am-11:45 am

1 stop6h 30m

$402

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

Thu 2/5

9:59 am-11:24 am

Nonstop1h 25m

Boston Logan Intl

Mon 2/9

7:30 pm-8:52 am

1 stop13h 22m

$417

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

Thu 2/5

7:43 pm-2:38 pm

1 stop18h 55m

Boston Logan Intl

Mon 2/9

7:00 am-6:48 pm

1 stop11h 48m

$420

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

Thu 2/19

3:34 pm-11:37 am

1 stop20h 03m

Boston Logan Intl

Sun 2/22

10:01 am-1:31 pm

1 stop27h 30m

$421

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 cheapest month to fly to Boston?

In general, May 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 $157. If you aren’t able to travel during the month of May, then book flights to Boston from Islip, New York during June instead. Flights to Boston in June, while not as cheap as those in May, still average around $238.

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 $373. 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 $579.

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 $408. 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 $581 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

What cabin class options are available on Islip Long Island to Boston Logan Intl flights?

There is only 1 cabin class available to choose from on Islip Long Island to Boston Logan Intl flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

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

You could potentially save up to 13% 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

Best Price Found

$580

Fastest flight time

1h 25m

Direct flights

Mon, Tue, Wed, Thu, Fri and Sat

Airports in Boston

1 airport
The best flight deal from Islip, New York to Boston found on momondo in the last 72 hours is $580
The fastest flight from Islip, New York to Boston takes 1h 25m
Direct flights go from Islip, New York to Boston on Monday, Tuesday, Wednesday, Thursday, Friday and Saturday. There are no airlines offering direct flights.
There is 1 airport in Boston. From Islip, New York there are direct flights to Boston Logan Intl (BOS).
Search flight deals

  • 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
JetBluePriceFrom $97Free CancellationRating
7.2
2,891 reviews
Search JetBlue flights
SouthwestPriceFrom $254Free CancellationRating
8.0
4,266 reviews
Search Southwest flights
Cape AirPriceFrom $475Free CancellationRating
9.3
36 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 $475 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
Plymouth
Kennebunkport
South Yarmouth
Cambridge
Narragansett
Gloucester
Falmouth
Nashua
Laconia
Brockton
Sturbridge
Chatham
Concord
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

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
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