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Find cheap flights from the Cayman Islands to Massachusetts from $222

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from the Cayman Islands to Massachusetts departing on 5/31. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
0 bags
Sun 6/2
Sun 6/9

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Good to know

Low season

August

High season

August

Cheapest flight

$222
Best time to beat the crowds with an average 33% drop in price.
Most popular time to fly and prices are also 33% 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 to Massachusetts from the Cayman Islands 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 to Massachusetts with an airline and back to the Cayman Islands 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 to Massachusetts from the Cayman Islands up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top airline flying from the Cayman Islands to Massachusetts

 
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.
6.8
British AirwaysOverall score based on 6876 reviews
7.0Boarding
6.8Comfort
7.7Crew
6.5Entertainment
6.4Food
Airline reviews

my original flight was cancelled the previous day, and i was rescheduled onto this flight, which left much earlier in the morning, impacting my previous evening and requiring me to get up much earlier in the morning to get to the airport online. This practice happens way way way too much, and it seems on every airline, though AA is probably the worst.

2.0 MediocreRandy, May 2024LHR - BOS
Read more about British Airways reviews

my original flight was cancelled the previous day, and i was rescheduled onto this flight, which left much earlier in the morning, impacting my previous evening and requiring me to get up much earlier in the morning to get to the airport online. This practice happens way way way too much, and it seems on every airline, though AA is probably the worst.

Spending 10 hours on a flight with no video or wifi access due to issues per stewardess was not enjoyable nor acceptable. Will follow up directly with the airline as well

I really did not like being ordered to pull my shade down by the attendants. One of them was very rude to me about it, standing there until I closed it like I was a child brusquely reaching across me to close an adjoining one. They claim it was so people who wanted to could sleep. It’s a 10:30am flight not a red eye. Closing your shade or leaving it up for natural light should be a choice. Ruined my flight!

My baggage did not arrived with me. Took 3 days to get it after so may calls and follow up

The crew was very attentive and kept busy serving a variety of treats!

Terrible. Flight was 3 hours delayed and I missed my other flight to my final destination

Offered vegetable curry when it was actually tofu which I don’t care for.

The flight was good the crew excellent…but take off delayed three hours!!!

Both mine and my husband's chairs were broken. Also it took 2 hours to get our bags after our flight which was wild.

perhaps eye contact with the cabin crew, instead of abruptness and an impatience to serve.

Book cheap flights from the Cayman Islands to Massachusetts

Recent round-trip flight deals

6/5Wed
1 stopUnited Airlines
6h 44mGCM-BOS
6/12Wed
1 stopUnited Airlines
10h 15mBOS-GCM
$338
6/5Wed
2 stopsUnited Airlines
21h 01mGCM-BOS
6/12Wed
1 stopUnited Airlines
10h 15mBOS-GCM
$343
5/24Fri
1 stopUnited Airlines
25h 59mGCM-BOS
5/28Tue
1 stopUnited Airlines
22h 06mBOS-GCM
$353
5/24Fri
1 stopUnited Airlines
25h 59mGCM-BOS
5/28Tue
1 stopUnited Airlines
29h 56mBOS-GCM
$363
6/11Tue
2 stopsUnited Airlines
34h 40mGCM-BOS
6/30Sun
1 stopUnited Airlines
7h 55mBOS-GCM
$370
10/1Tue
1 stopAmerican Airlines
8h 36mGCM-BOS
10/29Tue
1 stopAmerican Airlines
5h 54mBOS-GCM
$385
10/1Tue
2 stopsAmerican Airlines
17h 50mGCM-BOS
10/29Tue
1 stopAmerican Airlines
5h 54mBOS-GCM
$390
6/11Tue
1 stopUnited Airlines
9h 14mGCM-BOS
6/30Sun
1 stopUnited Airlines
7h 55mBOS-GCM
$418
5/24Fri
1 stopAmerican Airlines
7h 44mGCM-BOS
5/28Tue
2 stopsAmerican Airlines
8h 40mBOS-GCM
$461
6/11Tue
2 stopsUnited Airlines
34h 40mGCM-BOS
6/30Sun
2 stopsUnited Airlines
32h 05mBOS-GCM
$467

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Recent one-way flight deals

5/31Fri
1 stopUnited Airlines
6h 44mGCM-BOS
$222
9/23Mon
1 stopDelta
19h 45mGCM-BOS
$237
9/25Wed
1 stopAmerican Airlines
8h 36mGCM-BOS
$240
7/25Thu
1 stopDelta
9h 46mGCM-BOS
$242
9/26Thu
2 stopsAmerican Airlines
10h 09mGCM-BOS
$245
9/29Sun
2 stopsAir Canada
19h 42mGCM-BOS
$252
7/25Thu
2 stopsAir Canada
21h 53mGCM-BOS
$277
5/30Thu
3 stops
25h 01mGCM-BOS
$311
5/31Fri
3 stops
30h 25mGCM-BOS
$329
9/25Wed
3 stopsBritish Airways
23h 40mGCM-BOS
$2,804

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Flights to Massachusetts

Return flight deals:

Massachusetts - Cayman Islands

Cabin classes:

$553