$258 Find Cheap Flights from the Cayman Islands to Massachusetts

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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 for flights to Massachusetts, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results for flights to Massachusetts, as well as popular online travel agencies
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KAYAK's insights & trends for flights to Massachusetts

Get data-powered insights and trends for flights to Massachusetts to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest flight to Massachusetts?

These are the best round-trip prices found by users searching on KAYAK in the last 72 hours.

The cheapest ticket to Massachusetts from the Cayman Islands 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 the Cayman Islands to Massachusetts?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from the Cayman Islands 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 the Cayman Islands to Massachusetts is November, when tickets cost $276 (return) on average. On the other hand, the most expensive months are May and June, when the average cost of round-trip tickets is $576 and $471 respectively.

Which is the cheapest airport to fly into in Massachusetts?

Prices will differ depending on the departure airport, but generally, the cheapest airport to fly to in Massachusetts is Boston Logan Intl Airport (BOS), with an average flight price of $377.


Good to know

Low seasonMarch
High seasonDecember
Cheapest flight$258
Best time to beat the crowds with an average 7% drop in price.
Most popular time to fly and prices are also 2% lower on average.
Flight from George Town to Boston

FAQs for booking flights from the Cayman Islands to Massachusetts

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

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from the Cayman Islands 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 the Cayman Islands 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 the Cayman Islands 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 the Cayman Islands 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 the Cayman Islands 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 Wednesday where round-trip tickets can be as cheap as $353. 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 evening, when round-trip flights cost $353 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 afternoon, which is peak travel time and where the average cost of a ticket is $364.

Top 3 airlines serving from the Cayman Islands to Massachusetts

 
See real verified KAYAK customer reviews for airlines flying to Massachusetts. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline from the Cayman Islands to Massachusetts. 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 the Cayman Islands 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.
7.4
United AirlinesOverall score based on 8696 reviews
6.6Food
7.3Comfort
8.1Crew
7.7Boarding
7.1Entertainment
Airline reviews

I needed to make changes to my flights. When I called customer service, they assisted me with care professionalism.

10.0 ExcellentMohammad Hassan Mirzai, May 2025HKG - SFO
Read more United Airlines reviews

I needed to make changes to my flights. When I called customer service, they assisted me with care professionalism.

Our flights got changed from United to Air Canada and our purchased seats did not get transferred so we had to pay for seats twice. I brought it up with Air Canada and they stated I had to go back and chase it with United. The united seats were $21 Canadian each and Air Canada were $56 each so we have paid $77 for each seat. Very unhappy

A bit rush for transit. Food and entertainment are not available

So far so good but food and entertainment are not available for this flight

Multiple delays and not straight answer from the United team

Stewardess spilled orange juice on my clothes/seat no help no apology just threw napkins at me to clean the mess up. Not Happy.

Smooth flight. Boarding was chaotic. Could not hear the gate agent over the intercom. People were lined up in the wrong lines. Groups one and two were told to board through line one and group 3 through line 2. All very confusing. Once in the air, the flight was smooth. There was no entertainment option on this aircraft, even though it was a larger aircraft.

The plane pushed back from the gate on time. However, it stopped on the ramp, and we waited for over 20 minutes before the aircraft pulled back to the gate. Apparently, something of importance had to be removed from the aircraft by the gate agent. I found this to be odd. The delay was not significant, but I felt that whatever was on the aircraft that had to be taken off, should’ve been done before we pushed back from the gate.

Electric plugs didn't work. Entertainment system wasn't working

The design of the light switch on the arm rest is ridiculous.

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.

Great flight. Departed early, arrived early. However they were out of meals for sale. Also, we arrived early and the gate was not available so we sat on the taxiway for quite a while (not JetBlue’s fault).

The gate and ground staff were excellent, friendly, went out of their way to acknowledge my Mosaic status. The plane was an older Airbus, so the seats were a little worn. The in flight attendant was not very nice, and seemed to be annoyed to be at work or be on this flight. Flight was fast and we landed early and pilots kept us informed.

Cancelled flight with no specific instructions to get a boarding pass for another flight. The whole flight of people were in line for an hour because there was only 1 person to help at the desk. This was unusual for JetBlue.

The inflight system with their wifi is a hot mess and doesn't work. Separately they do, but when you try to do theoretically simple things like pair a device for control it all falls apart

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

The regular feedback of any changes to our flights. The Jetblue staff were very helpful. Our flights were great. Lots of leg room!

Except for the 28 minute delay leaving and the earlier reschedule to a later takeoff time the flight was good.

Loved the leg room and tvs screens on the seats and free WiFi. Wish the price was lower and could save by rebooking

It took 1-1/2 hours to get our luggage after we landed. That to me is unacceptable

Pitch was very small. Knees were on the seat back in front of me.

Paid $35 and not able to access the internet at all.

Several delays. Next flight was worse. Did not arrive home until 2am PT

Very helpful ground crew after an earlier flight delay and being rebooked on a different flight.

Everything about the flight was lovely…We left early, arrived early, cabin crew were efficient and helpful. Flight was easy and most pleasant.

First world problems, but still… We were seated in first class and asked for a cocktail on a very short, 50 minute flight. After our drink order was taken, a half hour went by, and we noticed that every other person in the small plane had been served except for us. We got up to ask about it, the drinks finally came, then were taken away three minutes later since the flight was so short. Really strange situation, on the other hand, we were in Utah.

We missed our flight. The boarding pass had the wrong gate and by the time we received the text from Kayak, our flight was already gone. I’ll never use Kayak again and will go direct to the airlines in the future.

Boarding took forever, the plane was cramped and cold, and the seatbelt song came on constantly throughout the red eye flight with a loud pre-recorded message playing each time

Cabin felt crammed Snacks are lame But crew was super efficient getting us out on time despite delay

Flight was delayed bc of mechanical issue. New plane had different configuration so some seats had to be switched. They called all passengers who needed new boarding cards. They did not call us so we thought our seats were the same and fine. When we boarded they informed us our receipts had changed and we are now all sitting separate and in the back row. Both my daughters had meltdowns and started to cry and once we got on the flight, we figured out how we could sit closer to each other, but this was very upsetting.

Book cheap flights from the Cayman Islands to Massachusetts

Recent round-trip flight deals

 
These are the cheapest round-trip flights to Massachusetts found on KAYAK in the last 72 hours.
6/11Wed
2 stopsUnited Airlines
34h 24mGCM-BOS
6/18Wed
1 stopUnited Airlines
8h 05mBOS-GCM
$411
10/5Sun
1 stopDelta
11h 07mGCM-BOS
10/12Sun
1 stopDelta
6h 42mBOS-GCM
$431
6/19Thu
1 stopAmerican Airlines
11h 25mGCM-BOS
6/23Mon
1 stopAmerican Airlines
6h 25mBOS-GCM
$440
6/19Thu
1 stopAmerican Airlines
11h 25mGCM-BOS
6/24Tue
2 stopsAmerican Airlines
16h 04mBOS-GCM
$444
10/25Sat
1 stopJetBlue
8h 17mGCM-BOS
11/1Sat
nonstopJetBlue
4h 22mBOS-GCM
$446
6/19Thu
2 stopsAmerican Airlines
16h 15mGCM-BOS
6/24Tue
1 stopAmerican Airlines
20h 32mBOS-GCM
$447
10/5Sun
1 stopDelta
11h 07mGCM-BOS
10/13Mon
1 stopDelta
6h 42mBOS-GCM
$451
10/25Sat
1 stopJetBlue
8h 17mGCM-BOS
10/31Fri
1 stopJetBlue
7h 02mBOS-GCM
$461
10/18Sat
1 stopDelta
8h 39mGCM-BOS
10/24Fri
1 stopDelta
6h 42mBOS-GCM
$471
10/13Mon
1 stopAir Canada
20h 09mGCM-BOS
10/22Wed
1 stopAir Canada
17h 55mBOS-GCM
$484

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Recent one-way flight deals

 
Only flying one-way? Below are some of the best deals for one-way flights to Massachusetts found on KAYAK in the last 72 hours.
5/31Sat
2 stopsUnited Airlines
20h 19mGCM-BOS
$258
6/17Tue
1 stopDelta
9h 03mGCM-BOS
$262
7/2Wed
3 stopsUnited Airlines
19h 14mGCM-BOS
$263
6/2Mon
2 stopsAir Canada
24h 42mGCM-BOS
$267
6/18Wed
1 stopDelta
9h 03mGCM-BOS
$278
5/30Fri
1 stopAmerican Airlines
11h 09mGCM-BOS
$282
6/18Wed
2 stopsSouthwest
10h 10mGCM-BOS
$287
5/30Fri
2 stopsAmerican Airlines
17h 16mGCM-BOS
$292
5/28Wed
1 stop
29h 16mGCM-BOS
$297
6/1Sun
1 stop
19h 09mGCM-BOS
$353

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Everything you need to know for your flight to Massachusetts

Cabin class types available on flights to Massachusetts

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

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