$158 Find Cheap Flights from Massachusetts to the Cayman Islands

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Useful Info
Useful Info

Good to know

Low seasonSeptember
High seasonDecember
Cheapest flight$158
Best time to beat the crowds with an average 10% drop in price.
Most popular time to fly with an average 8% 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 $348.

  • 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 $584 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 54% 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 $468.

  • 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 $394 (return) on average. On the other hand, the most expensive months are February and April, when the average cost of round-trip tickets is $618 and $598 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 15h 29m, 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 (98% of total searches to the Cayman Islands). The next most popular destination is Cayman Brac (2%).

Book cheap flights from Massachusetts to the Cayman Islands

Recent round-trip flight deals

7/4Fri
2 stopsUnited Airlines
21h 23mBOS-GCM
7/9Wed
1 stopUnited Airlines
9h 09mGCM-BOS
$420
5/28Wed
1 stopAir Canada
24h 40mBOS-GCM
6/5Thu
2 stopsAir Canada
24h 42mGCM-BOS
$424
5/28Wed
2 stopsAir Canada
31h 05mBOS-GCM
6/2Mon
2 stopsAir Canada
24h 42mGCM-BOS
$434
5/27Tue
2 stopsAmerican Airlines
18h 24mBDL-GCM
6/6Fri
2 stopsAmerican Airlines
16h 32mGCM-BDL
$438
5/21Wed
1 stopAmerican Airlines
6h 20mBOS-GCM
5/30Fri
1 stopAmerican Airlines
11h 09mGCM-BOS
$440
7/18Fri
1 stopDelta
6h 25mBDL-GCM
7/25Fri
1 stopDelta
8h 41mGCM-BDL
$459
7/10Thu
1 stopDelta
6h 25mBDL-GCM
7/14Mon
1 stopDelta
8h 41mGCM-BDL
$484
5/29Thu
1 stop
26h 54mBOS-GCM
6/1Sun
1 stop
19h 09mGCM-BOS
$535
6/2Mon
2 stops
35h 10mBOS-GCM
6/8Sun
2 stops
23h 03mGCM-BOS
$539
5/29Thu
2 stopsSouthwest
15h 05mBOS-GCM
6/1Sun
2 stopsSouthwest
9h 10mGCM-BOS
$822

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Recent one-way flight deals

5/14Wed
1 stopDelta
6h 40mBOS-GCM
$158
6/1Sun
1 stopAir Canada
17h 55mBOS-GCM
$168
5/30Fri
2 stopsAmerican Airlines
8h 11mBOS-GCM
$178
5/31Sat
1 stopJetBlue
6h 28mBOS-GCM
$183
5/16Fri
2 stopsAmerican Airlines
15h 05mBOS-GCM
$184
5/7Wed
1 stopDelta
6h 40mBOS-GCM
$188
5/27Tue
1 stopUnited Airlines
8h 15mBOS-GCM
$203
6/2Mon
2 stops
35h 10mBOS-GCM
$206
7/28Mon
2 stopsUnited Airlines
29h 45mBOS-GCM
$209
5/30Fri
3 stops
33h 50mBOS-GCM
$260

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Last minute flights from Massachusetts to the Cayman Islands

Last minute flight, train and bus deals

5/4Sun
multi-stopDelta
6h 42mBOS-GCM
5/10Sat
multi-stopDelta
11h 14mGCM-BOS
$515
5/5Mon
multi-stopSouthwest
15h 05mBOS-GCM
5/9Fri
multi-stopSouthwest
18h 30mGCM-BOS
$519
5/5Mon
multi-stopAmerican Airlines
16h 49mBOS-GCM
5/9Fri
multi-stopAmerican Airlines
9h 15mGCM-BOS
$539
5/1Thu
multi-stopUnited Airlines
22h 41mBOS-GCM
5/8Thu
multi-stopUnited Airlines
8h 51mGCM-BOS
$555
5/1Thu
multi-stopSouthwest
15h 05mBOS-GCM
5/8Thu
multi-stopSouthwest
19h 00mGCM-BOS
$559
5/1Thu
multi-stopUnited Airlines
20h 06mBOS-GCM
5/8Thu
multi-stopUnited Airlines
8h 51mGCM-BOS
$570
5/1Thu
multi-stopAmerican Airlines
8h 44mBOS-GCM
5/5Mon
multi-stopAmerican Airlines
9h 15mGCM-BOS
$610
5/1Thu
multi-stop
25h 13mBOS-GCM
5/8Thu
multi-stop
18h 33mGCM-BOS
$974
5/4Sun
multi-stop
8h 06mBOS-GCM
5/9Fri
multi-stop
29h 39mGCM-BOS
$1,027
5/4Sun
multi-stopAir Canada
18h 00mBOS-GCM
5/8Thu
multi-stopAir Canada
24h 42mGCM-BOS
$1,315

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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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