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Cheap flights from Islip, New York to Boston from $68

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 12/16. 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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Cheap round-trip flights

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Multiple Airlines Logo
8:29 pm - 7:06 pmISP-BOS
22h 37m1 stop
Multiple Airlines Logo
8:11 pm - 12:38 amBOS-ISP
28h 27m1 stop
$143Multiple Airlines
Find Deal
Fri, Dec 12 - Tue, Dec 16
Multiple Airlines Logo
8:40 pm - 2:38 pmISP-BOS
17h 58m1 stop
Multiple Airlines Logo
7:00 am - 7:03 pmBOS-ISP
12h 03m1 stop
$162Multiple Airlines
Find Deal
Thu, Jan 8 - Sun, Jan 18
Multiple Airlines Logo
6:00 am - 10:03 amISP-BOS
28h 03m1 stop
Multiple Airlines Logo
8:11 pm - 9:13 amBOS-ISP
13h 02m1 stop
$169Multiple Airlines
Find Deal
Wed, Dec 3 - Sun, Dec 7
Multiple Airlines Logo
6:00 am - 10:22 amISP-BOS
28h 22m2 stops
Multiple Airlines Logo
8:11 pm - 9:13 amBOS-ISP
13h 02m1 stop
$176Multiple Airlines
Find Deal
Wed, Dec 3 - Sun, Dec 7
Multiple Airlines Logo
8:46 pm - 2:38 pmISP-BOS
17h 52m1 stop
Multiple Airlines Logo
11:06 am - 7:51 pmBOS-ISP
8h 45m1 stop
$178Multiple Airlines
Find Deal
Thu, Jan 8 - Sun, Jan 11
Multiple Airlines Logo
8:40 pm - 1:19 amISP-BOS
28h 39m2 stops
Multiple Airlines Logo
7:00 am - 7:03 pmBOS-ISP
12h 03m1 stop
$185Multiple Airlines
Find Deal
Thu, Jan 8 - Sun, Jan 18
Multiple Airlines Logo
10:19 am - 7:06 pmISP-BOS
8h 47m1 stop
Multiple Airlines Logo
11:23 am - 7:34 pmBOS-ISP
32h 11m2 stops
$191Multiple Airlines
Find Deal
Sat, Dec 6 - Mon, Dec 8
Multiple Airlines Logo
8:29 pm - 10:01 amISP-BOS
13h 32m1 stop
Multiple Airlines Logo
8:11 pm - 9:13 amBOS-ISP
13h 02m1 stop
$194Multiple Airlines
Find Deal
Fri, Dec 5 - Sun, Dec 7
Multiple Airlines Logo
10:19 am - 7:06 pmISP-BOS
8h 47m1 stop
Multiple Airlines Logo
8:11 pm - 7:34 pmBOS-ISP
23h 23m1 stop
$197Multiple Airlines
Find Deal
Sat, Dec 6 - Mon, Dec 8
Multiple Airlines Logo
6:00 am - 11:56 pmISP-BOS
17h 56m2 stops
Multiple Airlines Logo
12:57 pm - 9:13 amBOS-ISP
20h 16m1 stop
$199Multiple Airlines
Find Deal
Fri, Dec 5 - Sun, Dec 7

Southwest flights from Islip, New York to Boston

Our best Southwest deals on Islip, New York to Boston flight tickets
Southwest
Dec 18
ISP10:55 amIslip Long Island
6h 20m
1 stop
BOS5:15 pmBoston Logan Intl
Dec 25
BOS9:05 amBoston Logan Intl
6h 15m
1 stop
ISP3:20 pmIslip Long Island
$327
Find similar
Southwest
Jan 31
ISP12:15 pmIslip Long Island
8h 40m
2 stops
BOS8:55 pmBoston Logan Intl
Feb 13
BOS5:35 amBoston Logan Intl
6h 40m
1 stop
ISP12:15 pmIslip Long Island
$332
Find similar
Southwest
Jan 8
ISP12:40 pmIslip Long Island
9h 05m
2 stops
BOS9:45 pmBoston Logan Intl
Jan 11
BOS5:00 amBoston Logan Intl
11h 35m
2 stops
ISP4:35 pmIslip Long Island
$357
Find similar

Cape Air flights from Islip, New York to Boston

Our best Cape Air deals on Islip, New York to Boston flight tickets
Cape Air
Dec 19
ISP9:59 amIslip Long Island
1h 25m
BOS11:24 amBoston Logan Intl
Dec 28
BOS9:30 amBoston Logan Intl
1h 35m
ISP11:05 amIslip Long Island
$506
Find similar
Cape Air
Dec 12
ISP7:25 amIslip Long Island
1h 34m
BOS8:59 amBoston Logan Intl
Dec 16
BOS2:34 pmBoston Logan Intl
1h 36m
ISP4:10 pmIslip Long Island
$508
Find similar
Cape Air
Dec 10
ISP9:59 amIslip Long Island
1h 25m
BOS11:24 amBoston Logan Intl
Dec 12
BOS6:19 pmBoston Logan Intl
1h 26m
ISP7:45 pmIslip Long Island
$511
Find similar

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 November 20, 2025.
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 12/12

8:29 pm-7:06 pm

1 stop22h 37m

Boston Logan Intl

Tue 12/16

8:11 pm-12:38 am

1 stop28h 27m

$143

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

Thu 1/8

8:40 pm-2:38 pm

1 stop17h 58m

Boston Logan Intl

Sun 1/18

7:00 am-7:03 pm

1 stop12h 03m

$162

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

Wed 12/3

6:00 am-10:03 am

1 stop28h 03m

Boston Logan Intl

Sun 12/7

8:11 pm-9:13 am

1 stop13h 02m

$169

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

Wed 12/3

6:00 am-10:22 am

2 stops28h 22m

Boston Logan Intl

Sun 12/7

8:11 pm-9:13 am

1 stop13h 02m

$176

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

Thu 1/8

8:46 pm-2:38 pm

1 stop17h 52m

Boston Logan Intl

Sun 1/11

11:06 am-7:51 pm

1 stop8h 45m

$178

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

Thu 1/8

8:40 pm-1:19 am

2 stops28h 39m

Boston Logan Intl

Sun 1/18

7:00 am-7:03 pm

1 stop12h 03m

$185

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

Sat 12/6

10:19 am-7:06 pm

1 stop8h 47m

Boston Logan Intl

Mon 12/8

11:23 am-7:34 pm

2 stops32h 11m

$191

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

Fri 12/5

8:29 pm-10:01 am

1 stop13h 32m

Boston Logan Intl

Sun 12/7

8:11 pm-9:13 am

1 stop13h 02m

$194

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

Sat 12/6

10:19 am-7:06 pm

1 stop8h 47m

Boston Logan Intl

Mon 12/8

8:11 pm-7:34 pm

1 stop23h 23m

$197

IslipBoston

ISP - BOS

ISPBOS

Islip Long Island

Fri 12/5

6:00 am-11:56 pm

2 stops17h 56m

Boston Logan Intl

Sun 12/7

12:57 pm-9:13 am

1 stop20h 16m

$199

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, 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 $357. 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 $583.

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 $420. 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 $579 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 24% 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

$300

Fastest flight time

1h 25m

Direct flights

Mon, Tue, Thu, Fri, Sat and Sun

Airports in Boston

1 airport
The best one-way flight to Boston from Islip, New York in the past 72 hours is $300. The best round-trip flight deal from Islip, New York to Boston found on momondo in the last 72 hours is $620.
The fastest flight from Islip, New York to Boston takes 1h 25m
Direct flights go from Islip, New York to Boston on Monday, Tuesday, Thursday, Friday, Saturday and Sunday. The only airline offering direct flights is Cape Air.
There is 1 airport near Boston: 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
2,902 reviews
Search JetBlue flights
SouthwestPriceFrom $254Free CancellationRating
8.0
4,251 reviews
Search Southwest flights
Cape AirPriceFrom $497Free CancellationRating
9.3
39 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 18 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
Plymouth
Kennebunkport
Cambridge
South Yarmouth
Narragansett
Nashua
Gloucester
Falmouth
Laconia
Brockton
Concord
Everett
Sturbridge
Chatham

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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