$185 Find Cheap Flights from Grand Cayman to Massachusetts

1 adult
1 adult, Economy, 0 bags

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Good to know

Low seasonMarch
Cheapest flight$185
Best time to beat the crowds with an average 14% drop in price.
Most popular time to fly and prices are also 31% lower on average.
Flight from George Town to Boston

FAQs for booking flights from Grand Cayman to Massachusetts

  • How does KAYAK find such low prices on flights from Grand Cayman 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 Grand Cayman to Massachusetts.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Grand Cayman 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 Grand Cayman 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 Grand Cayman 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 Grand Cayman 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 Grand Cayman to Massachusetts up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • How many airports are there in Massachusetts?

    There are 6 airports in Massachusetts. The busiest airport is Boston Logan Airport (BOS), with 97% of all flights arriving there.

  • What is the cheapest day to fly to Massachusetts?

    Based on KAYAK data, the cheapest day to fly to Massachusetts is Saturday where round-trip tickets can be as cheap as $327. On the other hand, the most expensive day to fly is Monday, where round-trip prices are $1,402 on average.

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

    The cheapest time of day to fly to Massachusetts is generally in the afternoon, when round-trip flights cost $327 on average. The most expensive time of day to fly to Massachusetts is generally in the morning, which is peak travel time and where the average cost of a ticket is $1,732.

  • What is the cheapest flight to Massachusetts?

    The cheapest ticket to Massachusetts from Grand Cayman found in the last 72 hours was to Boston, at $367 round-trip. The most popular route is George Town (GCM) to Boston (BOS) and the cheapest round-trip airline ticket found on this route in the last 72 hours was $367.

  • What is the cheapest month to fly from Grand Cayman to Massachusetts?

    The cheapest month for flights from Grand Cayman to Massachusetts is February, when tickets cost $302 (return) on average. On the other hand, the most expensive months are June and November, when the average cost of round-trip tickets is $587 and $566 respectively.

  • How many cities have direct flights to Massachusetts?

    From Grand Cayman, there are direct flights to Massachusetts from 1 city. This city is George Town and there are 1 direct flights each week.

  • How many direct flights to Massachusetts are there each day?

    There are around 1 direct flights from within Grand Cayman to Massachusetts every day. All flights depart in the afternoon.

  • How many direct flights to Massachusetts are there each week?

    Each week there are around 1 direct flights from within Grand Cayman to Massachusetts. The most common day for departures is Saturday, with 100% of flights taking off on this day.

  • How long is the flight to Massachusetts?

    An average nonstop flight from Grand Cayman to Massachusetts takes 4h 06m, covering a distance of 1704 miles. The shortest route is George Town (GCM) to Boston (BOS) with an average flight time of 4h 06m.

  • How many long-haul flights are there to Massachusetts each week?

    There are not any long-haul (6-12 hour flight duration) or short-haul (up to 3 hour flight duration) flights to Massachusetts. Instead, there are 1 medium-haul flights (3-6 hour flight duration), with the most arriving from George Town.

  • What is the most popular destination in Massachusetts?

    Based on KAYAK flight searches, the most popular destination is Boston (100% of total searches to Massachusetts).

Reviews of the top airlines flying from Grand Cayman to Massachusetts

 
Need help choosing which airline to fly with from Grand Cayman 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.
7.1
American AirlinesOverall score based on 11367 reviews
6.9Entertainment
7.5Boarding
7.2Comfort
8.0Crew
6.4Food
Airline reviews

For my arriving destination, we were delayed multiple times to the point that we arrived 6 hours after we were originally scheduled. On my flight home, they overbooked and involuntarily removed passengers (including me) from the plane. It was not a good experience.

2.0 MediocreHannah, Feb 2026
PBI - CLT
Read more American Airlines reviews

For my arriving destination, we were delayed multiple times to the point that we arrived 6 hours after we were originally scheduled. On my flight home, they overbooked and involuntarily removed passengers (including me) from the plane. It was not a good experience.

It was good experience this time. The flight was on time.

I very rarely fly American and my experience today reenforces that is the correct decision. While the staff were all very courteous, our flight was first thing in the morning so there was no reason to be delayed, yet appropriate maintenance checks weren’t completed prior to our flight so we were delayed multiple times. Not a great showing, American Airlines.

It's very confusing because Kayak has it as American Airlines, but it was Hawaiian Airlines, but operated by Alaska Airlines. I had to go to the airport for my boarding pass because American said I didn't have any trips.

Smooth flight. From the early boarding and all were on board before departure time and arrived early in ONT. Great crew. Thank you!!!!

Small plane, poor meal choices for first class, bad terminal and boarding experience at LAX

Lack of gluten free options in food service. I have Celiac disease and it appears you no longer offer special meals for people with dietary restrictions. I am a frequent flyer traveling into and out of Omaha airport. I have noticed over the course of several months that although our flight typically arrives ahead of schedule (awesome job AA!) - we typically sit on the runway for several minutes waiting for the ground crew to get in place. Not sure if it is a ground crew issue or a gate availability issue (due to construction at this airport). Seems to be more of a ground crew being on time issue.

Arrived early picked up my bag in a few minutes- great trip - thank you

Flight boarded, departed and landed on time. Excellent service from flight attendant in FIRST

Boarding is always an ordeal. Less dogs on flights. I am highly allergic to dogs and cats. Why are there so many animals these days?

We were made to wait in the airport for six hours for a flight that was ultimately canceled.

It was a pretty smooth flight, I tend to get mini anxiety attacks during flights, however, this time was pretty smooth and I was able to relax. The only thing, I was having issues to connect to the Flyfi internet. I was not able to connect at all, I turned off my phone a couple times and didnt work.

Both flights were significantly delayed. The flight experience itself was great.

My flight got delayed and eventually canceled, then rescheduled. I and several others had a connection from Boston to Paris and asked several times if we would make it. They assured us we would and then rebooked us mid flight without our consent and closed doors early even though they said they communicated we were a bit delayed. We got stranded in Boston and I opted with being rebooked for a different connection to France since they refused to pay for a Hotel. I've now been in Europe for 5 days and still haven't recieved my bags. There was absolutely no urgency for the fact that I'm in a foreign country with absolutely no change of clothes or any of my medication. Such an overwhelming and frustrating experience.

Very smooth flight, good legroom with the "even more room" seats. Entertainment choice was excellent, wifi on board, plane was modern. Pilot got a round of applause for a smooth landing in very blustery conditions. Love flying with them. Check in was OK too. We were too early so we had to wait until groundstaff showed up 3hrs before the flight.

Automated scanning was slow and somewhat haphazard. Too many people were unfamiliar with the tech and were forced to learn on the fly. The hands off approach of the gate staff made it more uncomfortable. This needs work. Overall the flight and cabin crew were excellent.

The crew for the flight was A+ top notch. They were friendly and professional and made the flight a very relaxing and enjoable.

Rude crew member. She seemed annoyed at me without me saying a single word. Also loudly admonished me for having my bag next to my seat instead of tucked away before landing. Just telling me to put it away and guiding me without giving me a lecture would have been enough.

No included food for a 5 hour flight and the entertainment was only accessible if you had wired headphones (not provided). Otherwise though, great and smooth flying and customer service.

They initially informed us that the flight was delayed, but only after waiting an hour for updates. In any event, the flight was canceled, but the way it was handled was really poor and egregious. I feel they handled the situation of informing travelers very irresponsibly. I sat in a wheelchair at the airport for over four hours before finally being told that the flight was canceled.

Everything you need to know for your flight to Massachusetts

Cabin class types available on flights to Grand Cayman

Cabin classes available on flights to Grand Cayman. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.