$217 Find Cheap Flights from Grand Cayman to Massachusetts

1 adult
1 adult, Economy

KAYAK searches hundreds of travel sites at once for deals on flights to Massachusetts

Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 22% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Useful Info

Good to know

Low seasonMarch
High seasonDecember
Cheapest flight$217
Best time to beat the crowds with an average 11% drop in price.
Most popular time to fly and prices are also 6% 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.

  • 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 $330. On the other hand, the most expensive day to fly is Monday, where round-trip prices are $453 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 $330 on average. Morning departures are around 100% cheaper than evening flights, on average. The most expensive time of day to fly to Massachusetts is generally in the evening, which is peak travel time and where the average cost of a ticket is $353.

  • 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 $1,402 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 $1,402.

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

    The cheapest month for flights from Grand Cayman to Massachusetts is November, when tickets cost $273 (return) on average. On the other hand, the most expensive months are May and June, when the average cost of round-trip tickets is $577 and $567 respectively.

  • How long is the flight to Massachusetts?

    An average nonstop flight from Grand Cayman to Massachusetts takes 7h 52m, covering a distance of 1704 miles. The shortest route is George Town (GCM) to Boston (BOS) with an average flight time of 7h 52m.

  • 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.
7.3
JetBlueOverall score based on 2910 reviews
6.7Food
7.6Comfort
7.4Boarding
7.3Entertainment
8.0Crew
Airline reviews

I especially liked the lead crew officer. His boarding and safety announcements were made with a bit of novelty and humor. The flight also left the gate 10 minutes early and we landed about 20 minutes early… It was a delightful flight…

10.0 ExcellentJill, Jul 2025PHL - FLL
Read more JetBlue reviews

I especially liked the lead crew officer. His boarding and safety announcements were made with a bit of novelty and humor. The flight also left the gate 10 minutes early and we landed about 20 minutes early… It was a delightful flight…

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

Spend hours delayed with no food, water anything sitting on the aieplane with no ability to eat or use the restroom. My entire experience was the absolute worst. I will never fly jet Blue again.

It would have been nice if they had offered more than one set of snacks

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

You get what you pay for with JetBlue. Every little thing costs more, you are nickel and dimed until the end. Entertainment doesn’t function. Flight attendants do the bare minimum.

Ground crew gave me interference about carrying a laptop and a small shoulder bag, even though I told them I traveled with them all the time. I then placed my laptop bag in my carryon and took out a medical device, and ground crew still tried to give interference. I had to remind them that medical devices don't count towards luggage limits. It was quite annoying and unne

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

Flight was delayed several 3 hours - no reason was given and no communication what so ever.

The AA app really sucks ... Every flight & connecting flights were delayed over 30 mins. One connecting flight on American Eagle said it was delayed in its arrival ... when it was actually parked across from the gate for over 1 hr before they pulled it to the gate. Seats in the economy/ main cabin are packed together like sardines ... no leg room.

Initial flight was cancelled at the time of arrival to the airport, flight alternative requires switching from direct to flight with a layover, and the plane felt like it would split apart, it was so rattle-y.

Amazing food, great staff, with one noticable detail missing ...but no seat entertainment in any of aircraft ...I am not a fan

AA re-routed flight from HNL to LAX due to delay. My group of 3 with reserved seats in row 9 was broken up, with one assigned to a middle seat, another in the last row of the plane. Not happy. No explanation to the delay. No apologies. No compensation. Would have been nice to be offered an Admiral Club admission or a voucher for the extra 3 hours of layover in LAX. Could not hear the boarding gate announcements in LAX. Adjacent gate was boarding at the same time. Loud speakers were competing against each other. Barely made my boarding group.

Boarding gate in Honolulu was staffed with a great clerk with a soothing voice despite the flight delay of over an hour. Flight attendants in the plane were all grumpy, not pleasant looking bunch. Their sour attitude showed throughout the flight. Inly able to get a select few movies started. Most of the movie links in the “free entertainment” did not work.

Above and beyond effort from this crew in a tough situation. So helpful and understanding. Thank you!

I flew Business Class. Rory, one of the Cabin stewards, was attentive, explained the menu, provided appropriate drinks. was

The flight delay in Dallas created a domino effect that impacted all connecting flights, leading to an increase in the number of connections. As a result, I missed my flight from Casablanca to Marrakech due to the tight turnaround when landing in Casablanca. CMN Airport was understaffed; only one employee was available to assist passengers while others just stood by and watched. It was an extremely frustrating situation. Many passengers were crying and banging their hands on the counter while talking to customer service representative Allabough. Unfortunately, Allabough couldn’t change my flight in the system. At the same time, I was on the phone with an American Airlines customer service representative named Solomon, who said he couldn’t make the change either. So, I decided to take an ONYA Voyages train from Casablanca to Marrakech to reach my destination on Friday, June 26. It turned out to be an unpredictable trip.

The flight was fine and the crew awesome. The problem is ORD and AA. Computers went down, ORD fell apart and a 40 min flight turned into a 3 hour trip. Guess the answer is to not try and fly to ORD after noon. But, as I said, crew was awesome and did everything they could to lesson the flight time.

Almost a 6 hour flight and the only food option is a cheese plate… and chips. Also how is it there are no options for texting on American. I’ll be going back to delta and united.

Book cheap flights from Grand Cayman to Massachusetts

Recent round-trip flight deals

9/8Mon
1 stopDelta
7h 52mGCM-BOS
9/22Mon
1 stopDelta
7h 01mBOS-GCM
$321
9/8Mon
1 stopAmerican Airlines
11h 49mGCM-BOS
9/22Mon
2 stopsAmerican Airlines
17h 45mBOS-GCM
$334
9/10Wed
1 stopAmerican Airlines
7h 04mGCM-BOS
10/1Wed
1 stopAmerican Airlines
17h 57mBOS-GCM
$339
7/30Wed
1 stopAmerican Airlines
9h 49mGCM-BOS
8/5Tue
1 stopAmerican Airlines
6h 46mBOS-GCM
$372
7/28Mon
1 stopAmerican Airlines
9h 49mGCM-BOS
8/5Tue
1 stopAmerican Airlines
6h 46mBOS-GCM
$409
7/29Tue
1 stopAmerican Airlines
9h 21mGCM-BOS
8/5Tue
1 stopAmerican Airlines
6h 46mBOS-GCM
$421
7/28Mon
1 stopAmerican Airlines
9h 49mGCM-BOS
8/2Sat
1 stopAmerican Airlines
6h 34mBOS-GCM
$458
7/30Wed
1 stopAmerican Airlines
9h 49mGCM-BOS
8/3Sun
1 stopAmerican Airlines
6h 46mBOS-GCM
$470
10/6Mon
1 stopAmerican Airlines
10h 10mGCM-BOS
10/10Fri
1 stopAmerican Airlines
7h 23mBOS-GCM
$490
10/6Mon
2 stops
28h 05mGCM-BOS
10/10Fri
2 stops
15h 55mBOS-GCM
$835

Search by stops

Search by airline

Search by price

Recent one-way flight deals

11/1Sat
nonstopJetBlue
4h 03mGCM-BOS
$217
10/11Sat
2 stopsUnited Airlines
24h 34mGCM-BOS
$223
10/9Thu
2 stopsAir Canada
19h 40mGCM-BOS
$226
9/9Tue
1 stopAmerican Airlines
7h 04mGCM-BOS
$227
10/9Thu
2 stopsAir Canada
19h 40mGCM-BOS
$231
9/8Mon
2 stopsAmerican Airlines
10h 34mGCM-BOS
$232
1/6Tue
1 stopDelta
8h 41mGCM-BOS
$338
11/16Sun
3 stops
34h 10mGCM-BOS
$352
1/5Mon
1 stopDelta
9h 14mGCM-BOS
$353
8/10Sun
1 stop
10h 58mGCM-BOS
$387

Search by stops

Search by airline

Search by price

Last minute flights from Grand Cayman to Massachusetts

Last minute flight, train and bus deals

7/14Mon
multi-stopUnited Airlines
9h 09mGCM-BOS
7/18Fri
multi-stopUnited Airlines
8h 05mBOS-GCM
$485
7/14Mon
multi-stopUnited Airlines
24h 07mGCM-BOS
7/18Fri
multi-stopUnited Airlines
8h 05mBOS-GCM
$489

Search by stops

Search by airline

Search by price

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.

Not what you’re looking for? Find thousands of other hotels, flights, car rentals and package deals with KAYAK.