BOS - ISP

$171 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 3/7. 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

Save 23% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

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

Everything you should know

Cheapest round-trip
$173
Multiple Airlines
Wed 3/4Wed 3/11
BOS - ISP • 1 stop
Cheapest non-stop
$502
Cape Air
Mon 6/29Tue 6/30
BOS - ISP • Non-stop
Top airlines
Southwest
Cheapest • from $327 (round-trip)
Cape Air
Best reviews • 9.3 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Start a new search
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

Wed, Mar 4 - Wed, Mar 11
Multiple Airlines Logo
4:22 pm - 2:39 pm
BOS
-
ISP
22h 17m
1 stop
Multiple Airlines Logo
11:50 am - 11:40 am
ISP
-
BOS
23h 50m
1 stop
$173Multiple Airlines
Wed, Mar 4 - Wed, Mar 11
Multiple Airlines Logo
6:10 pm - 2:39 pm
BOS
-
ISP
20h 29m
2 stops
Multiple Airlines Logo
11:50 am - 11:40 am
ISP
-
BOS
23h 50m
1 stop
$202Multiple Airlines
Tue, Feb 24 - Sat, Feb 28
Multiple Airlines Logo
4:22 pm - 8:40 am
BOS
-
ISP
16h 18m
1 stop
Multiple Airlines Logo
11:50 am - 11:35 am
ISP
-
BOS
23h 45m
1 stop
$242Multiple Airlines
Tue, Feb 10 - Fri, Feb 13
Multiple Airlines Logo
3:43 pm - 1:13 pm
BOS
-
ISP
21h 30m
1 stop
Multiple Airlines Logo
2:31 pm - 10:50 am
ISP
-
BOS
20h 19m
1 stop
$250Multiple Airlines
Tue, Feb 24 - Sat, Feb 28
Multiple Airlines Logo
4:22 pm - 8:40 am
BOS
-
ISP
16h 18m
1 stop
Multiple Airlines Logo
5:07 pm - 11:35 am
ISP
-
BOS
18h 28m
2 stops
$253Multiple Airlines
Thu, May 28 - Fri, May 29
Southwest Logo
7:25 pm - 11:30 pm
BOS
-
ISP
4h 05m
1 stop
Southwest Logo
12:30 pm - 4:05 pm
ISP
-
BOS
3h 35m
1 stop
$327Southwest
Mon, Jun 29 - Tue, Jun 30
Southwest Logo
5:45 am - 11:50 am
BOS
-
ISP
6h 05m
1 stop
Southwest Logo
12:25 pm - 5:45 pm
ISP
-
BOS
5h 20m
1 stop
$347Southwest
Thu, May 28 - Fri, May 29
Southwest Logo
2:30 pm - 8:25 pm
BOS
-
ISP
5h 55m
1 stop
Southwest Logo
8:35 am - 5:10 pm
ISP
-
BOS
8h 35m
2 stops
$352Southwest
Sun, Mar 15 - Tue, Mar 17
Multiple Airlines Logo
4:23 pm - 12:33 pm
BOS
-
ISP
20h 10m
1 stop
Multiple Airlines Logo
11:59 am - 10:29 pm
ISP
-
BOS
10h 30m
1 stop
$361Multiple Airlines
Wed, Mar 4 - Wed, Mar 11
Multiple Airlines Logo
4:22 pm - 2:39 pm
BOS
-
ISP
22h 17m
1 stop
Multiple Airlines Logo
9:59 am - 11:24 am
ISP
-
BOS
1h 25mnonstop
$367Multiple Airlines
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.

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 Thursdays and avoid leaving on a Sunday, as it's usually the priciest day. When flying back from Islip, Friday is the cheapest day to fly and Sunday is the most expensive.

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 $508, prices are generally cheapest when you fly direct.

Good to know

Low seasonJune
Cheapest flight$171
Best time to beat the crowds with an average 41% drop in price.
Most popular time to fly with an average 9% increase in price.
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 $171 for a one-way ticket and $173 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?

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

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

    The Embraer 175 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.

  • Which is the best airline for flights from Boston to Islip, Cape Air or Southwest?

    The two airlines most popular with KAYAK users for flights from Boston to Islip are Cape Air and Southwest. With an average price for the route of $520 and an overall rating of 9.3, Cape Air is the most popular choice. Southwest is also a great choice for the route, with an average price of $363 and an overall rating of 8.0.

  • 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.

  • Which airlines provide the cheapest flights from Boston to Islip?

    In the past 3 days, the cheapest round-trip tickets from Boston to Islip were found on Southwest ($327) and Cape Air ($502).

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 3 airlines serving 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 36 reviews
9.5Crew
8.8Food
8.7Comfort
9.1Boarding
9.0Entertainment
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.

All good except once again bags took an hour at Midway Airport Happens all the time. Ridiculous

Everything went smoothly and we even arrived a little bit early.

Great vacation. Can't wait till next year for another one.

Great flight but super high price. Glad it was a business trip and not personal

On time. Friendly staff. Took to long to pre bord all the specialty groups. Cramped small plane

The seats were comfortable, and the boarding process was pretty smooth.

3 hour delay. Had to change plans and was still delayed.

The staff was very friendly, professional, and courteous. The overall flight was a great experience.

The crew canceled the complementary snack and drink in anticipation of turbulence that never materialized. I was counting on the drink (water) to take the the doses of medication - prescribed for my heart condition - that were due during the flight. Since no snack or meal was served on this flight, I cannot rate the food quality. Otherwise, this flight was excellent.

Departure was delayed more than 1/2 hour while we waited for luggage (only) transfer from another flight/plane. Once approved for takeoff, the flight was excellent.

Horribly rude check in at airport, worst in 25 years of flying. All over a simple issue they could have googled to resolve.

1) No pilot available for 1 hour 2) no room for most passengers careyon in overhead—-> stowed below 3) when we landed we had to wait 45 min. Before docking at gate as gate was not ready

It was good. I prefer JB over other airlines.I just wish we had headphones for the films, but other than that - good.

The ride share experience in JFK is terrible. After traveling on a flight, then you need to take a subway to the last stop to get an uber or lyft. Unacceptable. Bad job JetBlue for permitting JFK and Port Authority to do this to your passengers.

Checking In on JetBlue site was impossible. It hung up on REAL ID. Even my Global Entry did not help. Luckily, on Kayak site it was a breeze. Entire flight the temperature was COLD! Otherwise the crew was great!

Very pleasant flight attendants. Gate crew rather loud chatting with each other.

Four plus hour flight delay in New York caused us to take off after 11:30pm. We didn’t arrive at our hotel until five hours after check in. Started the trip off feeling exhausted.

I don’t usually fly budget airlines or airlines in the United States. It was as good as any other airline. The seats are comfortable and the airline attendants are not rude & surly. Very nice flight (s).

They have the most inexperienced / rude flight staff I’ve encountered

I paid extra for a seat closer to the front. The TV didn’t work at all for the entire flight. Would have been nice to know before I purchased an “upgraded “ seat

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

Information on your arrival and departure airports