$125 Find Cheap Flights from Islip to Massachusetts

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 Massachusetts departing on 7/12. 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 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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Flights Deals

Best Massachusetts Flight Deals from Islip

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Boston
Boston1 stop$252
Albany
Albany1 stop$268
Boston
Boston1 stop$252
Albany
Albany1 stop$268

Cheap Flights from Islip to Massachusetts

 
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

Wed, Jul 30 - Mon, Aug 4
Southwest Logo
4:40 pm - 11:20 pmISP-BOS
6h 40m1 stop
Southwest Logo
5:50 am - 9:25 amBOS-ISP
3h 35m1 stop
$252Southwest
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Wed, Aug 20 - Thu, Sep 4
Southwest Logo
6:05 am - 10:30 amISP-BOS
4h 25m1 stop
Southwest Logo
6:55 pm - 10:45 pmBOS-ISP
3h 50m1 stop
$255Southwest
Find Deal
Tue, Aug 5 - Wed, Aug 6
Frontier Logo
4:45 pm - 12:38 amISP-BOS
7h 53m1 stop
Frontier Logo
8:00 am - 3:42 pmBOS-ISP
7h 42m1 stop
$296Frontier
Find Deal
Tue, Jun 24 - Wed, Jun 25
Frontier Logo
4:45 pm - 12:43 amISP-BOS
7h 58m1 stop
Frontier Logo
8:00 am - 3:41 pmBOS-ISP
7h 41m1 stop
$302Frontier
Find Deal
Wed, Aug 20 - Thu, Sep 4
 Logo
4:33 pm - 6:00 pmISP-BOS
1h 27mnonstop
 Logo
10:50 am - 8:54 amBOS-ISP
22h 04m1 stop
Fri, Jul 11 - Sun, Jul 13
 Logo
8:37 pm - 8:35 amISP-BOS
11h 58m1 stop
 Logo
11:53 am - 1:24 pmBOS-ISP
1h 31mnonstop
Wed, Aug 27 - Fri, Aug 29
Breeze Airways Logo
2:55 pm - 11:31 amISP-ALB
20h 36m1 stop
Breeze Airways Logo
6:52 pm - 1:32 pmALB-ISP
18h 40m1 stop
$492Breeze Airways
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Sat, Jul 12 - Sun, Jul 13
Cape Air Logo
2:19 pm - 3:46 pmISP-BOS
1h 27mnonstop
Cape Air Logo
11:53 am - 1:24 pmBOS-ISP
1h 31mnonstop
$501Cape Air
Find Deal
Thu, Jul 17 - Thu, Jul 24
Cape Air Logo
11:53 am - 1:20 pmISP-BOS
1h 27mnonstop
Cape Air Logo
11:53 am - 1:24 pmBOS-ISP
1h 31mnonstop
$503Cape Air
Find Deal
Wed, Aug 27 - Fri, Aug 29
Breeze Airways Logo
7:25 pm - 11:31 amISP-ALB
16h 06m2 stops
Breeze Airways Logo
6:52 pm - 1:32 pmALB-ISP
18h 40m1 stop
$570Breeze Airways
Find Deal
Useful Info

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.

What is the cheapest Islip to Massachusetts flight route?

The cheapest price for flight routes found by users searching on KAYAK in the last 2 weeks for round-trip flights from Islip to Massachusetts.

The cheapest ticket to Massachusetts from Islip found in the last 72 hours was to Boston, at $1,177 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 $1,177.

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.

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 $280 on average.

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 October, when tickets cost $37 (return) on average. On the other hand, the most expensive months are December and November, when the average cost of round-trip tickets is $481 and $436 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 Monday, as we generally find the cheapest rates on that day for this route. On the other hand, Sunday is the most expensive day to fly from Islip to Massachusetts. For your return ticket, we recommend flying on a Thursday and avoiding Mondays for the best deals.


Good to know

Low seasonAugust
High seasonMay
Cheapest flight$125
Best time to beat the crowds with an average 45% drop in price.
Most popular time to fly and prices are also 49% lower on average.
Flight from Islip to Boston

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 $187 on average. The most expensive time of day to fly to Massachusetts is generally at night, which is peak travel time and where the average cost of a ticket is $294.

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 $253 one-way - $1,177 round-trip

Top airlines flying 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.
8.0
SouthwestOverall score based on 4287 reviews
7.6Entertainment
7.1Food
8.2Boarding
8.0Comfort
8.6Crew
Airline reviews

Southwest is typically delayed, and it gets wearisome. It is no longer a discount airline and you get way less than you pay for when it comes to comfort and Ce.

6.0 GoodDavid, Jun 2025BWI - COS
Read more Southwest reviews

Southwest is typically delayed, and it gets wearisome. It is no longer a discount airline and you get way less than you pay for when it comes to comfort and Ce.

We sat on the plane on the tarmac for 4 hours.

I'm not a fan of Southwest's model. I don't like the herding style of boarding.

Flight crew and cabin crew were great. I had to rearrange flights because my original flight was 3hrs delayed for weather, the rub is the flight I moved to boarded on time then we sat at the gate for 2 hours because scheduling stole our first officer for another flight, TWICE. Then our actual FO was an hour delayed. To make it worse my original flight went from a 3 hour delay to departing 15min EARLY. Just poor scheduling operations all around.

Bring back peanuts Take our drink orders when were all seated, especially after you switch to assigned seating.

Staff was far less than helpful at all times. Departure and arrival times mean nothing to Southwest. Extremely disappointed, will never fly with them again, and I’ll be sure to share my experience with all.

It is southwest seat was ok. Not the most comfortable seat

I’ve always loved Southwest. No issues at all. I was flying standby and the gate agent was extremely friendly and helpful. Boarding was smooth and I was able to get a window seat in the emergency exit row. Crew was fantastic! They were very professional and accommodating. We had to divert from our destination due to weather but the flight crew kept everyone at ease and informed us of all pertinent information. Excellent flight

The price of the tickets isn't matching the flight experience. No matter how long the flight is, you're only getting pretzels. The flight attendants looked unkept and over it.

Plz don't take away free bags and free seating

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

No overhead baggage room even though I was seated in row 2. Consequently had to check in my carry on bag. Baggage carousel was jammed. Took 45 min to get my bag.

Excellent. Although they used to greet me as a mosaic member and provide a free drink, early boarding helps me to keep coming back to JetBlue.

It was too hot in the cabin. The AC did not help.

Smooth boarding and friendly crew. Unfortunately as soon as we boarded the unit that provides air circulation failed. The pilot informed us and requested maintenance technicians to check it out. The plane became uncomfortably warm without any fresh air coming in. Plus the repair delayed our departure. I am glad the maintenance crew were able to fix the problem. I also was without use of my tv monitor for the first 1/3rd of the trip.

Communication with the customer and stay is important. Staff off with a minor inconvenience but it worked out of course. Also this was a very old Mint Class plane. They snuck this one in on us. The updated aircraft are much better.

The flight itself was fine, but the boarding process was extremely frustrating. There is no one scanning boarding passes - passengers just scan themselves and enter the jetway. By the time my husband and I got on the plane and were halfway to our seats they determined there were too many bags on the plane and everything at that point needed to be checked. This created a lot of unnecessary chaos. They should have alerted people before getting on the plane that they would need to start checking bags instead of waiting until people were already on the plane.

The best flight I’ve had in a while. The plane was like 25% capacity, if that. Smoothest boarding and deplaning process I’ve ever experienced. Wish all flights were this smooth.

Everything was great except for some reason crew and ground crew could not figure out how to deal with an electric wheelchair and it delayed us 20-30mins. Was pretty frustrating for passengers and the captain.

Traveling with JetBlue from NYC was convenient as accessing JFK airport was straightforward via the LIRR to the AirTrain. Maneuvering through the terminal was hassle-free, which was a pleasant start to the journey. However, the flight experience itself left much to be desired. The seating arrangement was notably uncomfortable; despite securing a window seat, space felt cramped. This was exacerbated by the middle seat passenger encroaching on my area, which made the flight less enjoyable. Additionally, while the in-flight entertainment system initially seemed like a reprieve, the sound outlet on my seat was inoperable. This issue turned what could have been a manageable three-hour flight into a rather tedious ordeal, as I was unable to use the entertainment system effectively. While JetBlue provided a smooth process in terms of airport logistics, the on-board experience highlighted areas in need of improvement, particularly in terms of comfort and entertainment system maintenance.

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

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