$192 Find Cheap Flights from Islip to Massachusetts - Compare and Save

1 adult
1 adult, Economy, 0 bags

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Cheap Flights from Islip to Massachusetts

Cheapest round-trip prices found by our users on KAYAK in the last 5 days
Sort by: Cheapest
Boston
4h 05m2 stops
from $407per person
Booking Insights

Price, demand and travel trends for Islip to Massachusetts flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights with more confidence.

What are the cheapest fares from Islip to Massachusetts recently?

The cheapest fare from Islip to Massachusetts in the last week was $407 round-trip, to Boston Logan Intl (BOS).

How do fares into airports in Massachusetts compare?

According to KAYAK data from the last 12 months, the cheapest airports to fly into Massachusetts from Islip are:

• Boston Logan Intl (BOS) (avg. price $559)
• Nantucket Memorial (ACK) (avg. price $1,418)

How do fares from Islip to Massachusetts vary by day of the week?

On average, Friday is the cheapest day to fly from Islip to Massachusetts and Tuesday is the most expensive. Looking at the past 12 months of KAYAK data, it's 26% more expensive to fly on a Tuesday compared to Friday.

What's the best time of day to fly from Islip to Massachusetts?

It's cheapest to fly to Massachusetts in the evening with average prices of $508. The morning is the most expensive time to fly, with average prices of $570.

Key details for Islip to Massachusetts flights

Low season

March

Cheapest flight

$192
Beat the crowds with an average 72% drop in travelers.
The most popular month to fly with an average 48% increase in travelers.
One-way flight from Islip to Boston

Your Islip to Massachusetts flight questions, answered

Find helpful answers about this route, including flight times, airports, airlines and booking tips.

  • Is now a good time to book a flight from Islip to Massachusetts?

    Yes. Fares from Islip to Massachusetts are low right now. As a rule of thumb, a round-trip under $511 (cheaper than most fares this year) is a good deal, so if you spot one at or below that, it's a good time to book.

  • How much should I budget for a flight from Islip to Massachusetts?

    Over the past 12 months, round-trip fares from Islip to Massachusetts have typically cost between $511 and $634.

  • What are the main airports serving Massachusetts?

    There are 12 airports in Massachusetts. 88% of KAYAK users choose Boston Logan Intl (BOS) as their arrival airport, while 12% choose Nantucket Memorial (ACK).

  • Is it cheaper to fly with a layover from Islip to Massachusetts?

    Yes, nonstop flights from Islip to Massachusetts average $564 over the past 12 months. Flights with a layover can cost less, cheapest when connecting through Baltimore/Washington (BWI), with average fares of $365.

  • Which cabin classes are available from Islip to Massachusetts?

    On flights from Islip to Massachusetts you can only book Economy Class.

  • What are some popular landmarks around Massachusetts?

    Massachusetts is home to many popular sights. KAYAK travelers' favorites include:

    • TD Garden
    • Fenway Park
    • Boston Common
    • Boston Convention and Exhibition Center

Your guide to booking Islip to Massachusetts flights

Get tips on when to book, when to fly and what to know before your trip.
  • Flexible with your dates? Fly in June to save some money. It's typically the cheapest month on this route, while flights in November will cost you the most.
  • Fly out on a Friday to get the cheapest fares. Avoid Tuesday flights, which are about 26% more expensive.
  • If you're watching your budget, fly into Boston Logan Intl (BOS) which has the lowest average airfare in the region. Just remember to budget for any onward travel by bus, car or domestic flight.
  • Start your trip in Boston, the most popular destination in Massachusetts. From there, it's easy to continue on to other popular spots such as Nantucket, Cambridge and Hyannis.

Reviews of the top airline flying from Islip to Massachusetts

 
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.
9.2
Cape AirOverall score based on 34 reviews
9.2Crew
8.5Food
8.7Entertainment
9.0Boarding
8.4Comfort
Airline reviews

Terrible weather, I got an earlier flight from Nantucket. I was lucky Staff were excellent, pilot superb, Once up, I really was not aware of the winds . Super flight, almost like in summer. I was so worried was going to miss Boston to Dublin connection but got to mainland in loads of time. No food or entertainment required on this short hop.Lucky to have such an expert service .

10.0 ExcellentAnne, Oct 2026
Read more Cape Air reviews

Terrible weather, I got an earlier flight from Nantucket. I was lucky Staff were excellent, pilot superb, Once up, I really was not aware of the winds . Super flight, almost like in summer. I was so worried was going to miss Boston to Dublin connection but got to mainland in loads of time. No food or entertainment required on this short hop.Lucky to have such an expert service .

The flight to Boston segment of my round trip was abruptly canceled (eventually citing Logan Airport construction as the reason) leaving those of us flying from Boston in a very tough spot. I had to get a ride to the Martha’s Vineyard Ferry, sail to Woods Hole and then hire a very expensive ride all the way to Boston, as the remaining scheduled buses wouldn’t get me to my 5:10 pm Paris flight on time. This cancellation wasn’t Cape Air’s fault, but even an hour earlier warning would have allowed me to ferry to the mainland and catch the 12:00 bus to Logan for $38 instead of over $200.

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.

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.

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.

More options for your flight from Islip to Massachusetts

Complete your trip to Massachusetts with a hotel stay or car rental