BOS - ISP

$122 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 9/30. 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
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 22% 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.

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, Dec 12 - Sun, Dec 14
Multiple Airlines Logo
8:48 am - 1:45 pmBOS-ISP
4h 57m1 stop
Multiple Airlines Logo
9:09 pm - 10:08 amISP-BOS
12h 59m1 stop
$277Multiple Airlines
Find Deal
Wed, Oct 22 - Wed, Oct 29
Multiple Airlines Logo
2:15 pm - 8:42 pmBOS-ISP
30h 27m1 stop
Multiple Airlines Logo
4:58 pm - 1:20 pmISP-BOS
20h 22m1 stop
$278Multiple Airlines
Find Deal
Fri, Dec 12 - Sun, Dec 14
Multiple Airlines Logo
8:48 am - 1:45 pmBOS-ISP
4h 57m1 stop
Multiple Airlines Logo
11:40 am - 10:08 amISP-BOS
22h 28m2 stops
$286Multiple Airlines
Find Deal
Wed, Oct 22 - Wed, Oct 29
Multiple Airlines Logo
6:16 am - 1:39 pmBOS-ISP
31h 23m2 stops
Multiple Airlines Logo
4:58 pm - 1:20 pmISP-BOS
20h 22m1 stop
$289Multiple Airlines
Find Deal
Tue, Oct 21 - Fri, Oct 24
Southwest Logo
5:30 am - 12:25 pmBOS-ISP
6h 55m1 stop
Southwest Logo
5:35 pm - 11:55 pmISP-BOS
6h 20m1 stop
$332Southwest
Find Deal
Tue, Oct 21 - Fri, Oct 24
Southwest Logo
5:00 am - 12:25 pmBOS-ISP
7h 25m2 stops
Southwest Logo
5:35 pm - 11:55 pmISP-BOS
6h 20m1 stop
$342Southwest
Find Deal
Sat, Sep 27 - Sat, Oct 4
JetBlue Logo
6:00 am - 3:23 pmBOS-ISP
9h 23m1 stop
JetBlue Logo
11:35 am - 8:05 pmISP-BOS
8h 30m1 stop
$383JetBlue
Find Deal
Mon, Nov 24 - Tue, Dec 2
JetBlue Logo
11:05 am - 6:51 pmBOS-ISP
7h 46m1 stop
JetBlue Logo
10:45 am - 9:02 pmISP-BOS
10h 17m1 stop
$474JetBlue
Find Deal
Wed, Oct 22 - Wed, Oct 29
Cape Air Logo
2:39 pm - 4:15 pmBOS-ISP
1h 36mnonstop
Cape Air Logo
7:30 am - 9:04 amISP-BOS
1h 34mnonstop
$484Cape Air
Find Deal
Sat, Sep 27 - Sat, Sep 27
Cape Air Logo
11:53 am - 1:24 pmBOS-ISP
1h 31mnonstop
Cape Air Logo
4:33 pm - 6:00 pmISP-BOS
1h 27mnonstop
$497Cape Air
Find Deal

Everything you should know

Top airlines
Southwest
Cheapest • from $332 (round-trip)
Cape Air
Best reviews • 9.3 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Cheapest round-trip
$277
Multiple Airlines
Fri 12/12Sun 12/14
BOS - ISP • 1 stop
Cheapest non-stop
$497
Cape Air
Sat 9/27Sat 9/27
BOS - ISP • Non-stop
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!
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 Monday, as it's usually the priciest day. When flying back from Islip, Saturday is the cheapest day to fly and Thursday 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.

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 1 stop layover the cheapest option at $503 on average.

Good to know

Low seasonJune
Cheapest flight$122
Best time to beat the crowds with an average 31% drop in price.
Most popular time to fly with an average 27% 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 $122 for a one-way ticket and $277 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?

    Delta, JetBlue, 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 $508 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 $346 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 $244 or less one-way and $471 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 38 reviews
9.2Boarding
9.5Crew
8.9Food
8.8Comfort
9.1Entertainment
Airline reviews

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

10.0 ExcellentTim, Aug 2025SLK - BOS
Read more Cape Air reviews

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.

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

I wish they had movie screens in the headrests. The seats are much improved, more legroom and recently renovated. Bathroom was clean. Staff was outstanding!!

As always, the entire Southwest experience was wonderful, from online booking to flight to baggage retrieval. Very grateful.

The weather could have been better. There was a 40 minute ATC delay in SFO because of marine fog and a micro cell storm delayed landing and take-off at Nashville. The gate was changed 5 minutes from boarding from gate B3 to gate C23 at Nashville airport.

After being assaulted by a flight attendant I was then brushed off as oh well because he long braids didn’t mean to whip me in the eye. I have filed complaints and will see. But like any other issue I’ve had with kayak involved it’s been trash. Last time I’ll be using your app

AC sub par. WiFi not working correctly. Ac sucked. Seats very narrow.

Near 4 hour flight with only 1 service. Had to use call button to request water. Internet and power not working until into flight. Internet would stop working during flight.

Southwest's seats are the least comfortable I have ever sat in.

The cabin was quiet for the redeye flight. The area was clean. The staff was great. The 787 Max was in good condition. Drawbacks were that the seat widths were tight for some passengers. The seat padding was at best average and for a long flight uncomfortable.

Southwest like most American domestic airlines, is a mediocre airline. But it is among the cheapest. Oh well.

My flight was delayed 50 minutes and we were rushed to board to then sit for 15 minutes until the pilot arrived. Unacceptable since we could have waited to board. Also the delayed flight was updated AFTER we boarded to more than the 10 minutes as originally stated.

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

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

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

Information on your arrival and departure airports

Not what you’re looking for? Find thousands of other hotels, flights, car rentals and package deals with KAYAK.