BOS - ISP

$109 Find Cheap Flights from Boston to Islip

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Boston to Islip departing on 5/19. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Islip

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Boston to Islip, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Boston to Islip, as well as popular online travel agencies
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

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Filter your dealsChoose cabin class, free Wi-Fi and more.

Everything you should know

Cheapest round-trip
$255
Typical prices: $767-$258
Multiple Airlines
Fri 5/29Tue 6/2
BOS - ISP • 1 stop
Cheapest non-stop
$497
Typical prices: $1,177-$207
Cape Air
Tue 5/19Sat 5/23
BOS - ISP • Non-stop
Top airlines
Cheapest • from $347 (round-trip)
Best reviews • 9.3 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Nonstop flights
You can fly direct with Cape Air. Average duration is 1h 26m
Direct flights
Direct flights
+1
+1
Direct flights
Direct flights
+1
When to travel
Cheapest • 42% price drop
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
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KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Islip!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Boston to Islip (BOS-ISP)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Boston to Islip that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Boston to Islip

Fri, May 29 - Tue, Jun 2
Multiple Airlines Logo
8:44 am - 11:17 am
BOS
-
ISP
26h 33m
1 stop
Multiple Airlines Logo
5:27 pm - 11:06 am
ISP
-
BOS
17h 39m
1 stop
$255Multiple Airlines
Tue, Jun 2 - Tue, Jun 9
Multiple Airlines Logo
6:00 am - 4:47 pm
BOS
-
ISP
10h 47m
2 stops
Multiple Airlines Logo
7:18 pm - 11:05 am
ISP
-
BOS
15h 47m
1 stop
$278Multiple Airlines
Sat, May 30 - Sat, Jun 6
Multiple Airlines Logo
7:00 am - 10:05 am
BOS
-
ISP
27h 05m
1 stop
Multiple Airlines Logo
11:57 am - 7:49 am
ISP
-
BOS
43h 52m
2 stops
$312Multiple Airlines
Fri, May 29 - Tue, Jun 2
Multiple Airlines Logo
8:44 am - 10:05 am
BOS
-
ISP
25h 21m
2 stops
Multiple Airlines Logo
5:27 pm - 11:06 am
ISP
-
BOS
17h 39m
1 stop
$343Multiple Airlines
Sun, May 31 - Tue, Jun 2
Southwest Logo
6:40 am - 11:50 am
BOS
-
ISP
5h 10m
1 stop
Southwest Logo
4:10 pm - 10:40 pm
ISP
-
BOS
6h 30m
1 stop
$347Southwest
Fri, Jul 3 - Sat, Jul 4
Southwest Logo
2:10 pm - 11:35 pm
BOS
-
ISP
9h 25m
2 stops
Southwest Logo
9:05 am - 3:20 pm
ISP
-
BOS
6h 15m
1 stop
$352Southwest
Tue, Jun 2 - Tue, Jun 9
Southwest Logo
6:20 am - 4:35 pm
BOS
-
ISP
10h 15m
2 stops
Southwest Logo
8:55 am - 6:00 pm
ISP
-
BOS
9h 05m
2 stops
$357Southwest
Sun, May 31 - Tue, Jun 2
Southwest Logo
5:30 am - 11:50 am
BOS
-
ISP
6h 20m
1 stop
Southwest Logo
12:30 pm - 9:20 pm
ISP
-
BOS
8h 50m
2 stops
$362Southwest
Fri, Jul 3 - Sun, Jul 5
Southwest Logo
7:50 pm - 11:35 pm
BOS
-
ISP
3h 45m
1 stop
Southwest Logo
6:00 am - 9:50 am
ISP
-
BOS
3h 50m
1 stop
$367Southwest
Wed, May 20 - Wed, May 20
Southwest Logo
9:15 am - 1:50 pm
BOS
-
ISP
4h 35m
1 stop
Southwest Logo
4:10 pm - 10:40 pm
ISP
-
BOS
6h 30m
1 stop
$387Southwest
Booking Insights

KAYAK's insights & trends for Boston to Islip flights

Get data-powered insights and trends into flights from Boston to Islip to help you find the cheapest flights, the best time to fly and much more.

How much is a round-trip flight from Boston to Islip, New York?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Boston to Islip, New York departing in May.

What’s the cheapest day of the week to fly from Boston to Islip?

The average price of all round-trip flights from Boston to Islip clicked on KAYAK for each day over the last 12 months.

If you are looking for a flight deal from Boston to Islip, look for departures on Wednesdays and avoid leaving on a Sunday, as it's usually the priciest day. When flying back from Islip, Monday is the cheapest day to fly and Sunday is the most expensive.

What is the cheapest month to fly from Boston to Islip?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Boston to Islip, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Boston to Islip is June, where tickets cost $323 (return) on average. On the other hand, the most expensive months are May and February, where the average cost of round-trip tickets is $887 and $671 respectively.

Can I save money by flying with a layover from Boston to Islip?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $597, prices are generally cheapest when you fly direct.

Good to know

Low seasonMarch
Cheapest flight$109
Best time to beat the crowds but there is an average 1% increase in price.
Most popular time to fly and prices are also 8% lower on average.
Flight from Boston to Islip

When to book flights from Boston to Islip

Are your dates flexible? Find out the best times to travel from Boston to Islip based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Boston to Islip

  • What is the cheapest flight from Boston to Islip?

    In the last 3 days, the lowest price for a flight from Boston to Islip was $109 for a one-way ticket and $255 for a round-trip.

  • Do I need a passport to fly between Boston and Islip?

    Even though you are not required to have a passport, keep in mind that an official ID is needed to board the airplane.

  • Which airlines offer Wi-Fi service onboard planes from Boston to Islip?

    American Airlines, JetBlue, and Delta offer inflight Wi-Fi service on the Boston to Islip flight route.

  • Which aircraft models fly most regularly from Boston to Islip?

    The Cessna light aircraft is the aircraft model that flies most regularly on the Boston to Islip flight route.

  • On which days can I fly direct from Boston to Islip?

    There are nonstop flights from Boston to Islip on a daily basis.

  • How does KAYAK find such low prices on flights from Boston to Islip?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Boston to Islip.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Boston to Islip?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Islip from Boston is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Boston to Islip?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Islip with an airline and back to Boston with another airline. Booking your flights between Boston and ISP can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Boston to Islip?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Islip from Boston up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from Boston to Islip

  • Looking for a cheap flight? 25% of our users found flights on this route for $260 or less one-way.

Prefer to fly direct from Boston to Islip?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Boston Logan Intl to Islip Long Island.
Find which airlines fly direct from Boston Logan Intl Airport to Islip Long Island Airport, which days they fly and book direct flights.

Direct departures

Boston Logan Intl to Islip Long Island

Monday

Cape Air

Cape Air

Tuesday

Cape Air

Cape Air

Wednesday

Cape Air

Cape Air

Thursday

Cape Air

Cape Air

Friday

Cape Air

Cape Air

Saturday

Cape Air

Cape Air

Sunday

Cape Air

Cape Air

See more direct flights

Direct returns

Islip Long Island to Boston Logan Intl

Monday

Cape Air

Cape Air

Tuesday

Cape Air

Cape Air

Wednesday

Cape Air

Cape Air

Thursday

Cape Air

Cape Air

Friday

Cape Air

Cape Air

Saturday

Cape Air

Cape Air

Sunday

Cape Air

Cape Air

See more direct flights

Reviews of the top airline flying from Boston to Islip

 
See real verified KAYAK customer reviews for airlines flying from Boston to Islip. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Boston to Islip? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
9.3
Cape AirOverall score based on 33 reviews
9.4Crew
8.7Food
9.0Boarding
8.6Comfort
8.9Entertainment
Airline reviews

We were the only ones on the plane to Culebra, and left 24 minutes early. Flight was beautiful to boot!

10.0 ExcellentAnonymous, Oct 2025
CPX - SJU
Read more Cape Air reviews

We were the only ones on the plane to Culebra, and left 24 minutes early. Flight was beautiful to boot!

Cape Air was great. Kayak was very poor. No ticket to print or explanation that they transferred to another service.

It was good. It was convenient and frequent enough to be a very useful flight to reach more regional hubs. I felt comfortable enough to sleep. During the flight but loved seeing the countryside when I was awake.

It’s less complicated from Culebra to SJU airport. Next time I will prefer to leave from Isla Grande airport to Culebra !!

10 seat Cesna. Equal parts transportation and adventure. 20 minute hop at 10000 feet and 160 mph, sitting 10 feet from the pilot. Panoramic views of the island. Very simple boarding, very low stress. VQS airport tiny, undeveloped. Highly recommended flight, Cape Air doing a great job here.

We traveled in a small Cesna so there was no food or entertainment. The pilot was excellent enjoy being able to see the places we were flying above. It was an OK flight.

Very smooth flight and landing. Pilot delivered his safety instruction in such a monotone that it wasn’t easily understandable. Words were said but he didn't communicate to us. If he was communicating to someone he cared about, he would have used inflection and other nuances of speaking. Virtually all emphasis was removed so it was just blah blah blah (really fast, like the end of a Pharma commercial)

My pilot on Cape Air was AMAZING!!!! I hoping that next time I fly I have him as my pilot. He made me feel safe and secure in his skills.

I so appreciate this service into and out of Glendive. Always a good experience with crew and support team.

It was not what I had expected but it was a great way to see the landscape.

Everything you need to know for your flight from Boston to Islip

Information on your arrival and departure airports