$165 Find Cheap Flights from Islip to Massachusetts

This is the cheapest round-trip flight price found by a KAYAK user in the last 72 hours by searching for a flight from Islip to Massachusetts departing on 3/22. 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 Massachusetts

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Islip to Massachusetts, 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 Massachusetts, as well as popular online travel agencies
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Cheap Flights from Islip to Massachusetts

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Boston
Boston1 stop$347
Albany
Albany1 stop$165
Boston
Boston1 stop$347
Albany
Albany1 stop$165

Book Cheap Islip to Massachusetts Plane Tickets

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

Sun, Mar 22 - Thu, Mar 26
Avelo Airlines Logo
8:45 pm - 2:20 pm
ISP
-
ALB
17h 35m
1 stop
Avelo Airlines Logo
9:40 am - 7:47 pm
ALB
-
ISP
10h 07m
1 stop
$165Avelo Airlines
Thu, Feb 5 - Tue, Feb 10
Breeze Airways Logo
7:26 pm - 9:20 am
ISP
-
ALB
13h 54m
2 stops
Breeze Airways Logo
12:13 pm - 11:10 am
ALB
-
ISP
22h 57m
1 stop
$262Breeze Airways
Wed, Jan 28 - Sun, Feb 1
Breeze Airways Logo
11:50 am - 11:21 am
ISP
-
ALB
23h 31m
1 stop
Breeze Airways Logo
12:01 pm - 1:21 pm
ALB
-
ISP
25h 20m
1 stop
$298Breeze Airways
Tue, Mar 17 - Wed, Mar 18
Southwest Logo
5:45 am - 11:45 am
ISP
-
ALB
6h 00m
1 stop
Southwest Logo
12:40 pm - 4:05 pm
ALB
-
ISP
3h 25m
1 stop
$327Southwest
Sun, Mar 22 - Thu, Mar 26
Breeze Airways Logo
7:26 pm - 9:20 am
ISP
-
ALB
13h 54m
2 stops
Breeze Airways Logo
12:01 pm - 1:31 pm
ALB
-
ISP
25h 30m
1 stop
$344Breeze Airways
Sun, Mar 22 - Wed, Mar 25
Southwest Logo
11:45 am - 5:55 pm
ISP
-
BOS
6h 10m
1 stop
Southwest Logo
5:45 am - 11:40 am
BOS
-
ISP
5h 55m
1 stop
$347Southwest
Sun, Mar 22 - Sat, Mar 28
Multiple Airlines Logo
7:26 pm - 11:41 am
ISP
-
BOS
40h 15m
2 stops
Multiple Airlines Logo
6:13 pm - 4:13 pm
BOS
-
ISP
22h 00m
1 stop
$370Multiple Airlines
Sun, Jan 25 - Mon, Jan 26
Multiple Airlines Logo
7:25 am - 8:59 am
ISP
-
BOS
1h 34mnonstop
Multiple Airlines Logo
6:00 am - 11:59 am
BOS
-
ISP
29h 59m
3 stops
$460Multiple Airlines
Wed, Jun 3 - Wed, Jun 3
Cape Air Logo
7:25 am - 12:15 pm
ISP
-
MVY
4h 50m
1 stop
Cape Air Logo
4:30 pm - 7:45 pm
MVY
-
ISP
3h 15m
1 stop
$1,309Cape Air
Wed, Jun 3 - Wed, Jun 3
Cape Air Logo
7:25 am - 1:08 pm
ISP
-
MVY
5h 43m
2 stops
Cape Air Logo
4:30 pm - 7:45 pm
MVY
-
ISP
3h 15m
1 stop
$1,317Cape Air
Booking Insights

KAYAK's insights & trends for Islip to Massachusetts flights

Get data-powered insights and trends into flights from Islip to Massachusetts 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 Massachusetts?

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 Massachusetts departing in March.

What is the cheapest Islip to Massachusetts flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest ticket to Massachusetts from Islip found in the last 72 hours was to Boston, at $507 round-trip. The most popular route is from Islip (ISP) to Boston (BOS), and the cheapest round-trip airline ticket found on this route in the last 72 hours was $507.

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

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 $628, prices are generally cheapest when you fly direct.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Islip to Massachusetts, 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 Massachusetts is May, when tickets cost $157 (return) on average. On the other hand, the most expensive months are November and January, when the average cost of round-trip tickets is $620 and $548 respectively.

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

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

If your flying dates are flexible, you should consider flying to Massachusetts on a Friday, as we generally find the cheapest rates on that day for this route. On the other hand, Tuesday is the most expensive day to fly from Islip to Massachusetts. For your return ticket, we recommend flying on a Thursday and avoiding Sundays for the best deals.

Good to know

Low seasonFebruary
Cheapest flight$165
Best time to beat the crowds with an average 13% drop in price.
Most popular time to fly and prices are also 62% lower on average.
Flight from Islip to Albany

FAQs - booking Massachusetts flights

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

    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 Massachusetts.

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

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

    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 from Islip to Massachusetts with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Islip to Massachusetts?

    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 from Islip to Massachusetts up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • What is the cheapest time of day to fly to Massachusetts?

    The cheapest time of day to fly to Massachusetts is generally in the morning, when round-trip flights cost $338 on average. The most expensive time of day to fly to Massachusetts is generally in the afternoon, which is peak travel time and where the average cost of a ticket is $520.

Top tips for finding cheap flights to Massachusetts

  • Looking for a cheap flight? 25% of our users found tickets from Islip to the following destinations at these prices or less: Boston $320 one-way - $511 round-trip

Reviews of the top 3 airlines serving from Islip to Massachusetts

 
See real verified KAYAK customer reviews for airlines flying from Islip to Massachusetts. 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 Massachusetts? 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
9.1Boarding
9.5Crew
8.8Food
9.0Entertainment
8.7Comfort
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.

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.

We got exit row seats both flights. Everything was running on time

The flight crew was extremely rude and especially not helpful when our flight was delayed.

Pretty seamless, just a tad bit late in taking off and landing.

Flight was fine other than there was a gate change that I was not notified of. By chance I happened to check my phone and saw the change, otherwise, we would have missed our connecting flight.

Haven’t flown on SW in years. Flight was on time departing and arriving. Served vegan butter onion flavored pretzels which were bad. Coke served was in a tiny paper cup. Crew was not engaging. Felt like they were going through the motions. Old plane, tight seats and no leg room.

Check-in, Boarding and flight were smooth. All the employees and crew was very nice and funny. They gave the kids crayons and workbooks to keep them occupied which was a big win. I’ve flown Southwest many times and that’s the first time I’ve seen that and it is a great addition.

First time flying with JetBlue and never again. I went to the counter to request meet and assist because I'm 74 and my wife is 79. I walk with a cane and my wife is handicapped and has her own wheel chair. I told the agent that my wife and luggage was at the entrance door. The ticketing agent said to me that they don't offer meet and assist. I need to bring them our luggage and then go back and get my wife in order to get my boarding pass. As I went back to get my luggage a Southwest agent along with a TSA agent recognized the situation and came over and took my wife and luggage to the JetBlue ticketing counter alongside the line and told the JetBlue agent to issue to take our luggage as soon as they could.

Plane was in bad shape. TV’s and WiFi didn’t work. Plane need a refresh. Not enough room for bags.

Everything was great. I liked the text updates so that I never miss a gate change & I have all the latest info.

very difficult boarding process - aggressive passengers not the friendliest crew

Worst flight experience ever flights canceled. JetBlue told us just did not even bother standing in line to come back in one and a half hours then without any information we had to go pick up all of our luggage and spend over $2000 in accommodation just to get home. JetBlue said that the next flight available for us to get home would be three days later. Absolutely absurd hasn’t offered to give us any compensation do not fly JetBlue horrible company. They said it was based on the weather and the weather is great in all locations that we would’ve been flying to total hoax. I think it’s a conspiracy theory.

The plane was late to leave.. Internet was lousy. TV was not working. when we arrived, We stayed on the plane for a long time before we got to the gate. It took us a long time to retrieve our luggage because they didn’t know what carousel to send them to. It was a bad experience.

There were mutliple delays. There was inconsistent, delayed, and poor communication regarding the delays.

Seats were not too comfortable; it was impossible to locate the underseat power outlet.

The check in and boarding process was a bit of a cluster. Two people at the counter to check in, three random lines that nobody knew which was for what, and people kept getting shuffled from one line to another for no apparent reason because then they’d get shuffled back and end up getting out further back in the line than they were originally. I only had to hand my already checked bag over and it took 45 minutes. I was never assigned a seat so when I tried to board I was pulled out of line again while someone had to try to manually assign me a seat. During the flight I got up to go to the bathroom, and there was an attendant in the aisle offering pillows etc and it was a 30 min wait unbuckled standing by the bathrooms because she said I couldn’t go past her. First and last time flying jet blue to be honest.

Communication since no reason or explanation was given for 3 hrs delay

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

Information on your arrival and departure airports