ISP - BOS

$107 Find Cheap Flights from Islip to Boston

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Islip to Boston departing on 5/16. 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 Boston

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Islip to Boston, 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 Islip to Boston, 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
$258
Typical prices: $572-$157
Southwest
Wed 5/20Wed 5/20
ISP - BOS • 1 stop
Cheapest non-stop
$458
Typical prices: $570-$157
Cape Air
Sat 5/30Sun 5/31
ISP - BOS • Non-stop
Top airlines
Cheapest • from $278 (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 25m
Direct flights
Direct flights
+1
+1
Direct flights
Direct flights
+1
When to travel
Cheapest • 100% 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 Boston!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Islip to Boston (ISP-BOS)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Islip to Boston 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 Islip to Boston

Wed, May 20 - Wed, May 20
Southwest Logo
9:00 am - 3:55 pm
ISP
-
BOS
6h 55m
1 stop
Southwest Logo
5:25 pm - 10:10 pm
BOS
-
ISP
4h 45m
1 stop
$258Southwest
Sat, May 30 - Mon, Jun 8
Southwest Logo
4:40 pm - 11:40 pm
ISP
-
BOS
7h 00m
1 stop
Southwest Logo
5:20 pm - 11:35 pm
BOS
-
ISP
6h 15m
1 stop
$278Southwest
Thu, Jun 4 - Tue, Jun 9
Southwest Logo
6:00 am - 9:50 am
ISP
-
BOS
3h 50m
1 stop
Southwest Logo
6:40 pm - 10:35 pm
BOS
-
ISP
3h 55m
1 stop
$288Southwest
Fri, Jun 5 - Sat, Jun 6
Southwest Logo
5:50 pm - 12:05 am
ISP
-
BOS
6h 15m
1 stop
Southwest Logo
7:15 am - 11:35 am
BOS
-
ISP
4h 20m
1 stop
$295Southwest
Sat, May 30 - Mon, Jun 8
Multiple Airlines Logo
11:00 am - 9:42 pm
ISP
-
BOS
10h 42m
1 stop
Multiple Airlines Logo
6:00 am - 6:38 pm
BOS
-
ISP
36h 38m
2 stops
$297Multiple Airlines
Tue, May 12 - Sat, May 16
Multiple Airlines Logo
5:27 pm - 11:06 am
ISP
-
BOS
17h 39m
1 stop
Multiple Airlines Logo
7:00 am - 10:27 am
BOS
-
ISP
27h 27m
1 stop
$303Multiple Airlines
Sat, May 16 - Mon, May 18
Multiple Airlines Logo
11:57 am - 9:42 pm
ISP
-
BOS
9h 45m
2 stops
Multiple Airlines Logo
10:17 am - 11:00 am
BOS
-
ISP
24h 43m
1 stop
$305Multiple Airlines
Sat, May 30 - Mon, Jun 1
Multiple Airlines Logo
11:00 am - 9:42 pm
ISP
-
BOS
10h 42m
1 stop
Multiple Airlines Logo
8:44 am - 1:28 pm
BOS
-
ISP
4h 44m
1 stop
$309Multiple Airlines
Thu, May 28 - Thu, Jun 4
Southwest Logo
8:35 am - 3:05 pm
ISP
-
BOS
6h 30m
1 stop
Southwest Logo
7:50 pm - 11:35 pm
BOS
-
ISP
3h 45m
1 stop
$310Southwest
Wed, May 20 - Wed, May 27
Southwest Logo
9:00 am - 3:55 pm
ISP
-
BOS
6h 55m
1 stop
Southwest Logo
12:55 pm - 10:10 pm
BOS
-
ISP
9h 15m
2 stops
$311Southwest
Booking Insights

KAYAK's insights & trends for Islip to Boston flights

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

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

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

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

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

When flying from Islip to Boston, you should consider leaving on a Monday and avoid Sundays if you are looking for the best rates. For your return to Islip, you’ll find the best rates on Thursdays and the most expensive ones on Sundays.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Islip to Boston, 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 Islip to Boston is February, where tickets cost $0 (return) on average. On the other hand, the most expensive months are November and April, where the average cost of round-trip tickets is $620 and $611 respectively.

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

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 $503, prices are generally cheapest when you fly direct.

Good to know

Low seasonMay
Cheapest flight$107
Best time to beat the crowds with an average 64% drop in price.
Most popular time to fly and prices are also 64% lower on average.
Flight from Islip to Boston

When to book flights from Islip to Boston

Are your dates flexible? Find out the best times to travel from Islip to Boston 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 Islip to Boston

  • What is the cheapest flight from Islip to Boston?

    In the last 3 days, the lowest price for a flight from Islip to Boston was $107 for a one-way ticket and $278 for a round-trip.

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

    No, a passport isn't needed to fly from Islip to Boston. However, local authorities might ask for an official ID.

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

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

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

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

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

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

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

    The two airlines most popular with KAYAK users for flights from Islip to Boston 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 $496 and an overall rating of 8.0.

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

    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 Islip to Boston.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Boston from Islip 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 Islip to Boston?

    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 Boston with an airline and back to Islip with another airline. Booking your flights between Islip and BOS 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 Islip to Boston?

    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 Boston from Islip 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 Islip to Boston

  • Looking for a cheap flight? 25% of our users found flights on this route for $243 or less one-way and $503 or less round-trip.

Prefer to fly direct from Islip to Boston?

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

Direct departures

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

Direct returns

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

Reviews of the top 3 airlines serving from Islip to Boston

 
See real verified KAYAK customer reviews for airlines flying from Islip to Boston. 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 Islip to Boston? 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
8.7Food
8.9Entertainment
8.6Comfort
9.0Boarding
9.4Crew
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.

The entire experience from boarding to landing was amazing! The crew were very friendly. Will definitely be back.

no service at all due to turbulence. they should've at least given us snacks, there were only 10 people on the entire flight.

First time I've had to use the disabled accommodations. And I could not have had a better experience with Southwest, i was having trouble getting from one terminal to another due to my heart failure. And the next thing I know a Southwest agent had made sure. I had a wheelchair at all my flights. Can't thank them enough.

Delayed flight, lack of information, boarding process is a mess as is the carryon luggage causing issues when leaving the plane….just a poor experience.

Comfortable. Easy. No problems. Just wish they had gf options for snacks.

The crew was very kind and made going to Hawaii relaxing and fun to look forward to! Thank you Southwest for a pleasant flight!

This leg was much better, but we did have to have a 3 hour lay o er after coming from a very exhausting hiccup with our flight from BNA to Den

We waited in the airplane for over 45 min for a southwest employee to make the flight. This cause over half the plane to miss their connecting flight in Denver. When we confronted the desk upon arrival, they told us the only flight they had was the next day leaving at 8:50 pm!!! Or they offered to get us to Burbank or LA, but after that we were on our own to get back to Santa Barbara. I paid for a flight from sba to bna bna to sba. My re entry into mom mode has been 💯 rough because of southwest mistake with my flight. And now I’m leaving to Reno tomorrow for a vballl tournament and just discovered that my leg in Vegas has me and my 3 kids on a stand by flight even though I had booked these ticket last year November!! Do better southwest!

Southwest is kind of a slum airline. It’s gotten more expensive over the years for less and less service. I am a Southwest Chase Visa card holder and was forced to choose a seat in the 26th row in the middle seat. However my wife who is a rewards member but doesn’t hold a card or anything else, gets randomly assigned a normally paid seat in row 6! How does that work?

For the first time in a long time, the Wi-Fi actually worked the entire flight! The flight crew was amazing as usual.

Boarding was fast, easy, and we landed early. The entertainment system was very buggy and kept resetting throughout the flight.

I purchased ticket so our daughter ( a minor) can sit next to her mother. No help at gate after kayak insisted that this could be done. She ended sitting by herself

Terrible. There was a lot of misleading information regarding ticketing, seat upgrades, & boarding group. I also expect my seat will recline. I have back problems & it is very painful for me of the seat doesn’t recline. In addition, when I choose a fare that allows me a carry-on bag, I expect to be able to carry it on. Not be forced to check it. Thos happened on my flight to MCO & back to Boston. Not sure I will ever fly JetBlue again. Further I bought the ticket through hat deal. I will NEVER do that again. They were incapable of providing an accurate record locator # for either leg of the trip. I had to call them before each flight with me VERY stressed about whether I would actually be able to get on my flight. Who does that? Who books flight & then FAILS to give an accurate record locator? Twice!

Jet Blue has excellent everything, Friendly customer service and staff, clean aircraft’s and is always on time.

Entertainment and wifi were very sub-par - audio issues and no wifi

They forced me to check my hand luggage at the gate.

Still hasn’t left. Why are you asking how it was?

I was denied a plastic fork to eat my food and was told plastic forks are for paying customers who buy Jet Blue’s food. So I had to make a utensil out of a cup so nourish my body. Like a refugee. Because decency is dead.

For the price point it was very good. Definitely leave on the earlier flights as it can become terribly crowded later in the day

Delayed by 1.5 hours. Terrible apologies, half hearted at best. It will be a LONG time until i book w Jet Blue again. Very disappointed.

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

Information on your arrival and departure airports