$131 Find Cheap Flights from Massachusetts to the Cayman Islands

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Useful Info

Good to know

Low seasonSeptember
High seasonDecember
Cheapest flight$131
Best time to beat the crowds with an average 11% drop in price.
Most popular time to fly with an average 12% increase in price.
Flight from Boston to George Town

FAQs for booking flights from Massachusetts to the Cayman Islands

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

    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 Massachusetts to the Cayman Islands.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Massachusetts to 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 Massachusetts to the Cayman Islands?

    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 Massachusetts to the Cayman Islands 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 Massachusetts to the Cayman Islands?

    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 Massachusetts to the Cayman Islands up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • Which is the cheapest airport to fly into in the Cayman Islands?

    Prices will differ depending on the departure airport, but generally, the cheapest airport to fly to in the Cayman Islands is George Town Owen Roberts Intl Airport (GCM), with an average flight price of $238.

  • What is the cheapest day to fly to the Cayman Islands?

    Based on KAYAK data, the cheapest day to fly to the Cayman Islands is Tuesday where round-trip tickets can be as cheap as $295. On the other hand, the most expensive day to fly is Saturday, where round-trip prices are $591 on average.

  • What is the cheapest time of day to fly to the Cayman Islands?

    The cheapest time of day to fly to the Cayman Islands is generally in the evening, when round-trip flights cost $305 on average. Morning departures are around 52% more expensive than evening flights, on average. The most expensive time of day to fly to the Cayman Islands is generally in the morning, which is peak travel time and where the average cost of a ticket is $463.

  • What is the cheapest flight to the Cayman Islands?

    The cheapest ticket to the Cayman Islands from Massachusetts found in the last 72 hours was to George Town, at $425 round-trip. The most popular route is Boston (BOS) to George Town (GCM) and the cheapest round-trip airline ticket found on this route in the last 72 hours was $425.

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

    The cheapest month for flights from Massachusetts to the Cayman Islands is January, when tickets cost $393 (return) on average. On the other hand, the most expensive months are February and April, when the average cost of round-trip tickets is $619 and $603 respectively.

  • How far in advance should I book a flight from Massachusetts to the Cayman Islands?

    To get a below average price on the flight from Massachusetts to the Cayman Islands, you should book around 2 weeks before departure. For the absolute cheapest price, our data suggests you should book 9 weeks before departure.

  • How long is the flight to the Cayman Islands?

    An average nonstop flight from Massachusetts to the Cayman Islands takes 16h 31m, covering a distance of 1668 miles. The shortest route is Boston (BOS) to George Town (GCM) with an average flight time of 4h 22m.

  • What are the most popular destinations in the Cayman Islands?

    Based on KAYAK flight searches, the most popular destination is George Town (99% of total searches to the Cayman Islands). The next most popular destination is Cayman Brac (1%).

Book cheap flights from Massachusetts to the Cayman Islands

Recent round-trip flight deals

8/17Sun
1 stopDelta
7h 02mBOS-GCM
8/29Fri
1 stopDelta
11h 30mGCM-BOS
$400
11/8Sat
1 stopAmerican Airlines
16h 41mBOS-GCM
11/11Tue
1 stopAmerican Airlines
8h 25mGCM-BOS
$401
11/1Sat
nonstopJetBlue
4h 22mBOS-GCM
11/15Sat
nonstopJetBlue
4h 10mGCM-BOS
$425
11/8Sat
nonstopJetBlue
4h 22mBOS-GCM
11/15Sat
nonstopJetBlue
4h 10mGCM-BOS
$460
7/29Tue
3 stopsUnited Airlines
18h 26mBOS-GCM
8/5Tue
2 stopsUnited Airlines
19h 56mGCM-BOS
$464
6/29Sun
1 stop
12h 36mBOS-GCM
7/8Tue
2 stops
20h 07mGCM-BOS
$488
7/8Tue
3 stopsUnited Airlines
18h 26mBOS-GCM
7/14Mon
2 stopsUnited Airlines
20h 22mGCM-BOS
$494
8/23Sat
1 stop
22h 04mBOS-GCM
8/26Tue
2 stops
10h 04mGCM-BOS
$515
7/30Wed
2 stopsSouthwest
16h 00mBOS-GCM
8/3Sun
2 stopsSouthwest
10h 45mGCM-BOS
$519
11/25Tue
2 stopsSouthwest
14h 25mBOS-GCM
11/29Sat
2 stopsSouthwest
10h 05mGCM-BOS
$1,120

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Recent one-way flight deals

10/16Thu
1 stopAir Canada
6h 55mBOS-GCM
$131
11/8Sat
2 stopsUnited Airlines
10h 35mBOS-GCM
$148
8/29Fri
2 stopsAmerican Airlines
15h 55mBOS-GCM
$154
11/1Sat
1 stopAmerican Airlines
17h 41mBOS-GCM
$156
10/11Sat
2 stopsAir Canada
50h 35mBOS-GCM
$161
11/1Sat
nonstopJetBlue
4h 22mBOS-GCM
$173
11/8Sat
nonstopJetBlue
4h 22mBOS-GCM
$208
11/8Sat
3 stops
31h 49mBOS-GCM
$366
6/21Sat
3 stops
26h 35mBDL-GCM
$381
6/27Fri
3 stopsBritish Airways
23h 05mBDL-GCM
$2,814

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Last minute flights from Massachusetts to the Cayman Islands

Last minute flight, train and bus deals

6/17Tue
multi-stopAmerican Airlines
16h 04mBOS-GCM
7/17Thu
multi-stopAmerican Airlines
16h 35mGCM-BOS
$464
6/18Wed
multi-stopAmerican Airlines
6h 20mBOS-GCM
6/24Tue
multi-stopAmerican Airlines
9h 22mGCM-BOS
$485
6/18Wed
multi-stopAmerican Airlines
6h 20mBOS-GCM
6/24Tue
multi-stopAmerican Airlines
10h 55mGCM-BOS
$489
6/17Tue
multi-stopAmerican Airlines
10h 30mBOS-GCM
7/17Thu
multi-stopAmerican Airlines
9h 21mGCM-BOS
$525
6/17Tue
multi-stopAmerican Airlines
10h 30mBOS-GCM
7/17Thu
multi-stopAmerican Airlines
16h 35mGCM-BOS
$529
6/17Tue
multi-stopAmerican Airlines
6h 20mBOS-GCM
7/17Thu
multi-stopAmerican Airlines
9h 49mGCM-BOS
$540
6/18Wed
multi-stopUnited Airlines
22h 56mBOS-GCM
6/24Tue
multi-stopUnited Airlines
24h 50mGCM-BOS
$685
6/19Thu
multi-stopUnited Airlines
27h 55mBOS-GCM
6/22Sun
multi-stopUnited Airlines
22h 15mGCM-BOS
$1,129
6/19Thu
multi-stopUnited Airlines
20h 53mBOS-GCM
6/22Sun
multi-stopUnited Airlines
51h 06mGCM-BOS
$1,166
6/18Wed
multi-stopBritish Airways
43h 45mBOS-GCM
6/24Tue
multi-stopBritish Airways
22h 05mGCM-BOS
$8,696

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Everything you need to know for your flight to the Cayman Islands

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.
First Class flights to the Cayman Islands
Business Class flights to the Cayman Islands
Prem Econ Class flights to the Cayman Islands
Economy Class flights to the Cayman Islandsfrom $425

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