BOS - ISP

$110 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 4/29. 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
$290
Overall average: $475
Frontier
Wed 4/29Mon 5/4
BOS - ISP • 1 stop
Cheapest non-stop
$498
Typical prices: $167-$677
Cape Air
Sat 5/30Tue 6/2
BOS - ISP • Non-stop
Top airlines
Cheapest • from $301 (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 • 38% price drop
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+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, Apr 29 - Mon, May 4
Multiple Airlines Logo
11:16 am - 9:33 am
BOS
-
ISP
22h 17m
1 stop
Multiple Airlines Logo
8:45 pm - 9:12 am
ISP
-
BOS
36h 27m
2 stops
$290Multiple Airlines
Wed, Apr 29 - Mon, May 4
Frontier Logo
11:16 am - 9:33 am
BOS
-
ISP
22h 17m
1 stop
Frontier Logo
4:07 pm - 9:12 am
ISP
-
BOS
17h 05m
1 stop
$301Frontier
Wed, Apr 1 - Tue, Apr 7
Multiple Airlines Logo
4:23 pm - 3:10 pm
BOS
-
ISP
22h 47m
1 stop
Multiple Airlines Logo
6:00 am - 11:44 am
ISP
-
BOS
29h 44m
2 stops
$307Multiple Airlines
Wed, Apr 1 - Wed, Apr 8
Multiple Airlines Logo
4:23 pm - 3:10 pm
BOS
-
ISP
22h 47m
1 stop
Multiple Airlines Logo
2:54 pm - 1:26 am
ISP
-
BOS
34h 32m
2 stops
$313Multiple Airlines
Tue, Mar 31 - Tue, Apr 7
Multiple Airlines Logo
4:23 pm - 7:59 pm
BOS
-
ISP
27h 36m
1 stop
Multiple Airlines Logo
6:00 am - 11:44 am
ISP
-
BOS
29h 44m
2 stops
$319Multiple Airlines
Tue, Mar 31 - Wed, Apr 8
Multiple Airlines Logo
4:23 pm - 7:59 pm
BOS
-
ISP
27h 36m
1 stop
Multiple Airlines Logo
2:54 pm - 1:26 am
ISP
-
BOS
34h 32m
2 stops
$325Multiple Airlines
Wed, Aug 12 - Sat, Aug 15
Southwest Logo
5:25 am - 10:15 am
BOS
-
ISP
4h 50m
1 stop
Southwest Logo
11:55 am - 3:50 pm
ISP
-
BOS
3h 55m
1 stop
$327Southwest
Sat, Apr 4 - Wed, Apr 8
Multiple Airlines Logo
7:14 pm - 11:13 am
BOS
-
ISP
15h 59m
1 stop
Multiple Airlines Logo
2:54 pm - 1:26 am
ISP
-
BOS
34h 32m
2 stops
$331Multiple Airlines
Thu, Apr 2 - Tue, Apr 7
Multiple Airlines Logo
9:45 am - 7:51 pm
BOS
-
ISP
10h 06m
1 stop
Multiple Airlines Logo
6:00 am - 11:44 am
ISP
-
BOS
29h 44m
2 stops
$336Multiple Airlines
Wed, Aug 12 - Sat, Aug 15
Southwest Logo
5:25 am - 10:15 am
BOS
-
ISP
4h 50m
1 stop
Southwest Logo
5:30 am - 2:45 pm
ISP
-
BOS
9h 15m
2 stops
$342Southwest
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.

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 $316 (return) on average. On the other hand, the most expensive months are February and October, where the average cost of round-trip tickets is $671 and $670 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 $569, prices are generally cheapest when you fly direct.

Good to know

Low seasonMarch
Cheapest flight$110
Best time to beat the crowds but there is an average 11% increase in price.
Most popular time to fly with an average 1% 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 $110 for a one-way ticket and $290 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 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.

  • 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 $542 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 $356 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.

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 $569 or less round-trip.

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
8.8Food
8.7Comfort
9.1Boarding
9.5Crew
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.

Long layover between flights to Long Island from BWI - need better coordination between flights

I elected to pay for the upgrades and found very little difference

The new seating arrangement is so over priced for what you get.

The problem with the seat assignments is that there were a lot of rows in the front that were empty but my row at the back was full. Just not so pleasant.

No food or entertainment, just a quick 40 minute flight. A little bumpy due to Santa Ana winds but pilot has no control over that. Good flight and landing!

Good but I prefer choose your own seat. With the new assigned seats they should board from the back I see no advantage to this new boarding. Just like every other airline

I realize they are still working out kinks with the new boarding process, but by the time I boarded in group 5, most of the bins were full. All airlines should better enforce small bags and jackets going under the seats until everyone has boarded.

WiFi was not working and didn’t have a beverage service

Snacks are always pretzels. Why can't you also offer peanuts ?

Flight boarded late after announcing on time boarding. Flight arrived only a little late despite late departure. Had trouble connecting to WiFi

My check in was stressful. I somehow lost my seat from my original booking, the plane showed no availability/no seat when it was time to check-in. I called and was instructed to try to get a seat at the airport. I asked if it was a full flight and the travel agent said the site showed some seating but was not able to secure one for me. Why not? On my way to the airport the app finally revealed one available seat towards the back of the aircraft that I was able to book. It ended up being an overbooked flight, so glad I wasn't stuck.

They made me check my bag and I didn't need to as there was overhead space available. I paid for a seat towards the front of the plane and it didn't recline. I requested a refund and they declined to give me one.

Both flights were significantly delayed. The flight experience itself was great.

No included food for a 5 hour flight and the entertainment was only accessible if you had wired headphones (not provided). Otherwise though, great and smooth flying and customer service.

Because of weather and mechanical issues our flight was 4 hours late. The only compensation offered to us was a meal voucher to be used only at Boston Airport and only on the day issued. But by the time it was offered to us all the restaurants were closed, so there was no way to use that offer.

Friendly crew, efficient boarding and flight arrived early. Couldn’t ask for a better experience

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.

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

Information on your arrival and departure airports