$195 Find Cheap Flights from Grand Cayman to Massachusetts

1 adult
1 adult, Economy, 0 bags

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Good to know

Low seasonJuly
Cheapest flight$195
Best time to beat the crowds with an average 26% drop in price.
Most popular time to fly and prices are also 34% 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 2 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 morning.

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

    Each week there are around 2 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 15m, covering a distance of 1704 miles. The shortest route is George Town (GCM) to Boston (BOS) with an average flight time of 4h 15m.

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

    There are not any long-haul (6-12 hour flight duration) or medium-haul (3-6 hour flight duration) flights to Massachusetts. Instead, there are 2 short-haul flights (up to 3 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.
7.2
JetBlueOverall score based on 2911 reviews
6.6Food
7.4Boarding
7.5Comfort
8.0Crew
7.2Entertainment
Airline reviews

I specifically choose not to check bags to ensure I can proceed directly to ground transportation upon arrival. However, due to a recurring lack of cabin space, I was again forced to gate-check my rolling luggage after going through my luggage to take out electronics and batteries. This practice unilaterally changes the service agreement made at the time of purchase. JetBlue needs to find a better way to manage overhead space that honors the carry-on baggage allowance.

2.0 MediocreAnonymous, Apr 2026
BOS - DCA
Read more JetBlue reviews

I specifically choose not to check bags to ensure I can proceed directly to ground transportation upon arrival. However, due to a recurring lack of cabin space, I was again forced to gate-check my rolling luggage after going through my luggage to take out electronics and batteries. This practice unilaterally changes the service agreement made at the time of purchase. JetBlue needs to find a better way to manage overhead space that honors the carry-on baggage allowance.

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

Flight was good wish there were more snacks options for such a long flight but stewardesses were very pleasant as was flight crew.

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.

I was especially impressed without efficiently the crew got passengers on and off. One of the stewards was slightly gruff, I thought. No big deal but that's what I noticed.

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

Absolutely horrible. Flight was delayed 4 hours and they had no clue what was going on.

Delayed our flight to accommodate another flight but didn’t make the decision to do so until we were supposed to board despite having all the same information hours prior. Arrived so delayed that we didn’t get a gate and had to deplane on the tarmac and get bussed to terminal in the rain after 1am. Arrived to the terminal and due to construction could not get a ride share - had to either take the air train to Howard beach or stand in line with 200 other people waiting for a taxi.

Onboard functioning wide-variety entertainment on a budget and having an open pantry is nice. Seats are not comfortable but go provide plenty of legroom for a 6'2" 260lbs man.

Even though the weather made a lot of flights become cancelled Jet Blue made the flight that was supposed to leave at 9 pm and we left at 12:15 am and I was so grateful- Thanks to the Senior Jet Blue Staff who made those decisions

Incoming flight was delayed, delaying boarding. It then took 30 mins to take off. Took 20 mins to get to a gate because they changed the gate last minute, crew weren’t ready so there was no one staffed to work the jet bridge. Boarding was so disorganized as is usual with American because everyone just stands around the gate regardless of boarding group.

Early morning flight and no food in First Class except a "salmon" box. No thank you. Was informed before take off by Captain that the plane was not serviced before we boarded in Phoenix. How does that happen? Need more frequent additions/turn over on the Entertainment. Thanks

Moved to earlier flight which unexpectedly had maintenance issues initially indicated as quick fix to ultimately plane changes. Moved back to original flight, also delayed. In all cases customer updates and communication very unclear, no updates on drivers for delays.

Flight was delayed. No urgency by American Airlines team to assist those with connecting flights. It was basically you are on your own to run through the terminals to try and make your connection. Thanks, Mary

I have never been assaulted they way I was today in Charlotte - shame on American

One of our group members was struggling to walk. In Charlotte we asked for a wheelchair and she was accompanied by Desmond. I was impressed by his patience and attention. In Boston she received the same service. I didn’t get the name of the helper but she went above and beyond in assisting us. A great AA service

Delayed 24 hours. Should have called it much earlier They provided quality accommodations, food vouchers etc. FINALLY The issues started at 8 AM and they cancelled the flight at 11:30 PM, with no plans for a new flight.

Better snacks but flight and crew were amazing on this flight

Found that the plane used for this short flight is smaller and therefore the seats are really squeezed tight.

It was the most un-special flight experience in my life.

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.