BOS - ISP

$145 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 8/30. 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

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
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Flights 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, Sep 5 - Sat, Sep 6
Southwest Logo
6:55 pm - 10:55 pmBOS-ISP
4h 00m1 stop
Southwest Logo
3:40 pm - 10:15 pmISP-BOS
6h 35m1 stop
$238Southwest
Find Deal
Fri, Sep 5 - Sat, Sep 6
Southwest Logo
6:55 pm - 10:55 pmBOS-ISP
4h 00m1 stop
Southwest Logo
6:05 am - 3:40 pmISP-BOS
9h 35m2 stops
$243Southwest
Find Deal
Tue, Sep 16 - Thu, Sep 18
Southwest Logo
10:50 am - 3:10 pmBOS-ISP
4h 20m1 stop
Southwest Logo
3:05 pm - 10:15 pmISP-BOS
7h 10m1 stop
$267Southwest
Find Deal
Wed, Aug 27 - Sat, Sep 6
Southwest Logo
10:50 am - 3:10 pmBOS-ISP
4h 20m1 stop
Southwest Logo
3:40 pm - 10:15 pmISP-BOS
6h 35m1 stop
$272Southwest
Find Deal
Wed, Sep 10 - Mon, Sep 15
JetBlue Logo
6:00 am - 3:23 pmBOS-ISP
9h 23m1 stop
JetBlue Logo
11:35 am - 10:08 pmISP-BOS
10h 33m1 stop
$358JetBlue
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Thu, Sep 11 - Mon, Sep 15
JetBlue Logo
6:00 am - 3:23 pmBOS-ISP
9h 23m1 stop
JetBlue Logo
11:35 am - 10:08 pmISP-BOS
10h 33m1 stop
$378JetBlue
Find Deal
Fri, Sep 5 - Sun, Sep 7
Cape Air Logo
9:27 am - 10:58 amBOS-ISP
1h 31mnonstop
Cape Air Logo
4:33 pm - 6:00 pmISP-BOS
1h 27mnonstop
$504Cape Air
Find Deal
Wed, Aug 13 - Sun, Aug 17
Cape Air Logo
11:53 am - 1:24 pmBOS-ISP
1h 31mnonstop
Cape Air Logo
2:19 pm - 3:46 pmISP-BOS
1h 27mnonstop
$507Cape Air
Find Deal
Thu, Aug 14 - Mon, Aug 18
 Logo
10:34 am - 6:59 pmBOS-ISP
8h 25m2 stops
 Logo
7:30 am - 8:57 amISP-BOS
1h 27mnonstop
Fri, Sep 5 - Sun, Sep 7
 Logo
9:27 am - 10:58 amBOS-ISP
1h 31mnonstop
 Logo
2:19 pm - 1:48 pmISP-BOS
23h 29m3 stops
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 Fridays and avoid leaving on a Monday, as it's usually the priciest day. When flying back from Islip, Saturday 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 $506, prices are generally cheapest when you fly direct.

Good to know

Low seasonJune
Cheapest flight$145
Best time to beat the crowds with an average 24% drop in price.
Most popular time to fly with an average 39% 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 $145 for a one-way ticket and $238 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 Tecnam P2012 Traveler 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 $341 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 $252 or less one-way and $506 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 37 reviews
9.4Crew
9.1Boarding
9.0Entertainment
8.8Comfort
8.8Food
Airline reviews

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.

10.0 ExcellentAnonymous, Jun 2025SDY - BIL
Read more Cape Air reviews

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.

Pros: "ground crew, pilot, flight was smooth and gate connections to Jet Blue in Boston were fantastic!"
Cons: "leg room"

southwest just starting charging for luggage. hadnt realized it until it was too late. now out $70 when i couldve bought a carry on if i wouldve known. free bags was one of the only reasons i chose southwest over another airline (the other being no assigned seats, which is apparently also being changed). stupid business decision. wont be flying southwest anymore.

The quality of Southwest Airlines continues to degrade each time I fly with them. If it were not for the free luggage, I would probably choose another airline. Their prices are a little bit competitive, but way too high for the quality of the service. Southwest is not unique in this way. Domestic flight in the United States of America has continued to be a lower and lower quality product. Very sad when you compare the quality of domestic airlines to that of many international airlines around the world.

Very smooth checking in our luggage with a super pleasant SW agent. I enjoyed a fun entertaining movie.

WiFi did not work. For as outrageous as these flights cost, when they’re advertised with certain services/ features they should be in working order

Worst experience I had on Southwest. Still better than most, but the seating was barely tolerable.

The Southwest employees (all two of them) were very nice and cheerful despite the fact the line to self-check a bag (simply drop it off) was hundreds of people long. Thank God I arrived early to the airport because I stood in this line for at least an hour. Once on the flight that had been delayed by an hour, we had no Wi-Fi and thus no entertainment. Finally, I hope the investor strong arm tactics against Southwest pay off in a short-term windfall to your C-Suite because the rest of you are screwed. I have been a faithful Southwest customer for 15 years due to everything you just got rid of. I'm flying to Idaho and Washington in October, both places I used to simply book with Southwest without a second thought now with Frontier (Washington) and United (Idaho) because they offer everything the "new" Southwest does but cheaper and at better times, destinations, etc. This really makes me sad...

It was okay. The plane was delayed from earlier in the day, but they kept updating the departure time, sometimes later, sometimes earlier. That was stressful. Once we finally got on and took off, it was fine. I was supposed to have a connection in Chicago to Los Angeles, and the time for so late I was rebooked to arrive in LA 3 hours late. The departure time to Chicago later became early enough to have taken my original connection and arrive earlier but that wasn't an option.

It was one and half hour late... Not sure if any other experience matters.

Delayed flight. Nicest crew member was a SW pilot flying seated next to me who kindly move to seat the final passenger. Flight extra delayed. My cup of refreshment of ginger ale was so packed with ice it was literally 2 sips.

For my birthday trip this was my second time ever flying, this trip was the best.

Too many long delays with JetBlue. Worst major airline that serves JFK but unfortunately I keep going back because of the prices.

My JetBlue experience was nice. The flights ran on time, the aircraft was clean and comfortable, and the flight attendants were attentive. My only issue, which is isolated to the low-cost (budget) option at JetBlue, is that the check in process makes the user feel that they have to buy their seats. The seats offered for purchase are upgrades from the budget seats you get (which are essentially the last seats remaining). The interface should not make it feel like you must purchase a seat.

Spend hours delayed with no food, water anything sitting on the aieplane with no ability to eat or use the restroom. My entire experience was the absolute worst. I will never fly jet Blue again.

It would have been nice if they had offered more than one set of snacks

You get what you pay for with JetBlue. Every little thing costs more, you are nickel and dimed until the end. Entertainment doesn’t function. Flight attendants do the bare minimum.

Flight was delayed several 3 hours - no reason was given and no communication what so ever.

Excellent from start to finish. All staff members were amazing!

It took 1-1/2 hours to get our luggage after we landed. That to me is unacceptable

The flight was delayed for 4 hours. Once onboard the crew was wonderful.

I rate it is good we had a 4-hour travel delay at one point but JetBlue gave out food vouchers and travel points credits for another flight so they try to make up for it

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

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