$154 Find Cheap Flights from Massachusetts to the Cayman Islands

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Useful Info

Good to know

Low seasonSeptember
High seasonDecember
Cheapest flight$154
Best time to beat the crowds with an average 10% drop in price.
Most popular time to fly with an average 9% 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 $328.

  • 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 $582 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 50% 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 $458.

  • 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 $618 and $614 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 09m, covering a distance of 1668 miles. The shortest route is Boston (BOS) to George Town (GCM) with an average flight time of 4h 17m.

  • 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

11/1Sat
nonstopJetBlue
4h 18mBOS-GCM
11/15Sat
nonstopJetBlue
4h 04mGCM-BOS
$315
11/12Wed
1 stopDelta
6h 37mBOS-GCM
11/19Wed
1 stopDelta
10h 58mGCM-BOS
$330
7/25Fri
1 stopAmerican Airlines
6h 46mBOS-GCM
7/30Wed
1 stopAmerican Airlines
7h 28mGCM-BOS
$332
9/13Sat
2 stopsAmerican Airlines
18h 27mBOS-GCM
9/17Wed
1 stopAmerican Airlines
11h 49mGCM-BOS
$334
8/30Sat
1 stopUnited Airlines
6h 25mBOS-GCM
9/6Sat
2 stopsUnited Airlines
19h 21mGCM-BOS
$335
7/24Thu
1 stopUnited Airlines
8h 05mBOS-GCM
7/28Mon
1 stopUnited Airlines
9h 09mGCM-BOS
$387
11/30Sun
2 stopsAir Canada
41h 40mBOS-GCM
12/7Sun
2 stopsAir Canada
30h 12mGCM-BOS
$413
10/22Wed
1 stopAir Canada
24h 40mBOS-GCM
10/30Thu
1 stopAir Canada
9h 07mGCM-BOS
$431
8/14Thu
3 stops
15h 35mBDL-GCM
8/17Sun
2 stops
15h 23mGCM-BDL
$635
8/16Sat
3 stops
29h 55mBDL-GCM
8/23Sat
3 stops
37h 33mGCM-BDL
$654

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Recent one-way flight deals

7/15Tue
2 stopsAmerican Airlines
8h 15mBOS-GCM
$154
7/15Tue
3 stopsUnited Airlines
18h 26mBOS-GCM
$160
12/29Mon
1 stopDelta
17h 30mBOS-GCM
$168
7/11Fri
2 stopsAmerican Airlines
8h 10mBOS-GCM
$173
7/26Sat
1 stopJetBlue
6h 21mBDL-GCM
$183
12/24Wed
1 stopDelta
6h 50mBDL-GCM
$279
12/26Fri
2 stops
28h 24mBOS-GCM
$338
7/26Sat
3 stops
30h 12mBDL-GCM
$380
12/27Sat
1 stopSun Country Air
12h 11mBOS-GCM
$414
12/27Sat
nonstopJetBlue
4h 22mBOS-GCM
$1,167

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Last minute flights from Massachusetts to the Cayman Islands

Last minute flight, train and bus deals

7/8Tue
multi-stopAmerican Airlines
6h 46mBOS-GCM
7/14Mon
multi-stopAmerican Airlines
7h 49mGCM-BOS
$450
7/8Tue
multi-stopAmerican Airlines
15h 16mBOS-GCM
7/14Mon
multi-stopAmerican Airlines
16h 20mGCM-BOS
$454
7/4Fri
multi-stopUnited Airlines
19h 18mBOS-GCM
7/9Wed
multi-stopUnited Airlines
9h 09mGCM-BOS
$485
7/8Tue
multi-stopAmerican Airlines
15h 16mBOS-GCM
7/14Mon
multi-stopAmerican Airlines
16h 35mGCM-BOS
$489
7/8Tue
multi-stopUnited Airlines
18h 26mBOS-GCM
7/14Mon
multi-stopUnited Airlines
20h 22mGCM-BOS
$544
7/8Tue
multi-stopUnited Airlines
18h 26mBOS-GCM
7/14Mon
multi-stopUnited Airlines
24h 57mGCM-BOS
$598
7/4Fri
multi-stop
29h 30mBOS-GCM
7/9Wed
multi-stop
23h 01mGCM-BOS
$1,384

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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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