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Cheap flights from Massachusetts to Grand Cayman from $85

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Massachusetts to Grand Cayman departing on 2/2. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from Massachusetts to Grand Cayman

Cheap round-trip flights

Enter your travel dates to find the best prices.
Spirit Airlines Logo
5:34 am - 1:38 pm
BOS
-
GCM
8h 04m1 stop
Spirit Airlines Logo
2:34 pm - 11:57 pm
GCM
-
BOS
9h 23m1 stop
$251Spirit Airlines
sáb., ene. 17 - sáb., ene. 24
Spirit Airlines Logo
5:34 am - 1:38 pm
BOS
-
GCM
8h 04m1 stop
Spirit Airlines Logo
2:49 pm - 11:57 pm
GCM
-
BOS
9h 08m1 stop
$256Spirit Airlines
sáb., ene. 31 - jue., feb. 5
United Airlines Logo
6:00 am - 1:15 pm
BOS
-
GCM
7h 15m1 stop
United Airlines Logo
2:25 pm - 9:57 pm
GCM
-
BOS
7h 32m1 stop
$270United Airlines
dom., ene. 11 - sáb., ene. 17
United Airlines Logo
6:00 am - 1:15 pm
BOS
-
GCM
7h 15m1 stop
United Airlines Logo
4:45 pm - 12:49 pm
GCM
-
BOS
19h 04m2 stops
$275United Airlines
jue., mar. 5 - lun., mar. 9
United Airlines Logo
7:07 pm - 1:15 pm
BOS
-
GCM
18h 08m2 stops
United Airlines Logo
2:50 pm - 10:53 am
GCM
-
BOS
20h 03m1 stop
$277United Airlines
jue., ene. 8 - lun., ene. 12
American Airlines Logo
10:55 am - 8:20 pm
BOS
-
GCM
9h 25m1 stop
American Airlines Logo
3:30 pm - 11:44 pm
GCM
-
BOS
8h 14m1 stop
$280American Airlines
mar., ene. 13 - mié., ene. 21
United Airlines Logo
6:00 am - 4:35 pm
BDL
-
GCM
10h 35m1 stop
United Airlines Logo
5:30 pm - 11:59 pm
GCM
-
BDL
6h 29m1 stop
$280United Airlines
sáb., feb. 21 - sáb., feb. 28
Spirit Airlines Logo
5:34 am - 1:38 pm
BOS
-
GCM
8h 04m1 stop
Spirit Airlines Logo
2:34 pm - 11:57 pm
GCM
-
BOS
9h 23m1 stop
$283Spirit Airlines
sáb., ene. 31 - sáb., feb. 7
American Airlines Logo
8:00 am - 8:20 pm
BOS
-
GCM
12h 20m2 stops
American Airlines Logo
1:05 pm - 11:51 pm
GCM
-
BOS
10h 46m2 stops
$285American Airlines
mar., ene. 13 - mié., ene. 21
American Airlines Logo
4:14 pm - 11:26 am
BDL
-
GCM
19h 12m1 stop
American Airlines Logo
3:15 pm - 12:22 am
GCM
-
BDL
9h 07m1 stop
$287American Airlines
vie., feb. 6 - jue., feb. 12

Spirit Airlines flights from Massachusetts to Grand Cayman

Our best Spirit Airlines deals on Massachusetts to Grand Cayman flight tickets
Spirit Airlines
Jan 17
BOS5:34 amBoston Logan Intl
8h 04m
1 stop
GCM1:38 pmGeorge Town Owen Roberts Intl
Jan 24
GCM2:34 pmGeorge Town Owen Roberts Intl
9h 23m
1 stop
BOS11:57 pmBoston Logan Intl
$251
Find similar
Spirit Airlines
Jan 31
BOS5:34 amBoston Logan Intl
8h 04m
1 stop
GCM1:38 pmGeorge Town Owen Roberts Intl
Feb 5
GCM2:49 pmGeorge Town Owen Roberts Intl
9h 08m
1 stop
BOS11:57 pmBoston Logan Intl
$256
Find similar
Spirit Airlines
Jan 10
BOS5:34 amBoston Logan Intl
8h 04m
1 stop
GCM1:38 pmGeorge Town Owen Roberts Intl
Jan 17
GCM2:34 pmGeorge Town Owen Roberts Intl
9h 23m
1 stop
BOS11:57 pmBoston Logan Intl
$283
Find similar

United Airlines flights from Massachusetts to Grand Cayman

Our best United Airlines deals on Massachusetts to Grand Cayman flight tickets
United Airlines
Jan 11
BOS6:00 amBoston Logan Intl
7h 15m
1 stop
GCM1:15 pmGeorge Town Owen Roberts Intl
Jan 17
GCM2:25 pmGeorge Town Owen Roberts Intl
7h 32m
1 stop
BOS9:57 pmBoston Logan Intl
$270
Find similar
United Airlines
Jan 27
BOS6:00 amBoston Logan Intl
7h 15m
1 stop
GCM1:15 pmGeorge Town Owen Roberts Intl
Feb 1
GCM2:50 pmGeorge Town Owen Roberts Intl
19h 46m
2 stops
BOS10:36 amBoston Logan Intl
$275
Find similar
United Airlines
Jan 8
BOS7:07 pmBoston Logan Intl
18h 08m
2 stops
GCM1:15 pmGeorge Town Owen Roberts Intl
Jan 12
GCM2:50 pmGeorge Town Owen Roberts Intl
20h 03m
1 stop
BOS10:53 amBoston Logan Intl
$277
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Massachusetts to Grand Cayman that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated diciembre 4, 2025.
Use the filters below to find and compare flights from Massachusetts to Grand Cayman that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

sáb. 1/17

5:34 am-1:38 pm

1 stop8h 04m

George Town Owen Roberts Intl

sáb. 1/24

2:34 pm-11:57 pm

1 stop9h 23m

$251

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

sáb. 1/31

5:34 am-1:38 pm

1 stop8h 04m

George Town Owen Roberts Intl

jue. 2/5

2:49 pm-11:57 pm

1 stop9h 08m

$256

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

dom. 1/11

6:00 am-1:15 pm

1 stop7h 15m

George Town Owen Roberts Intl

sáb. 1/17

2:25 pm-9:57 pm

1 stop7h 32m

$270

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

jue. 3/5

6:00 am-1:15 pm

1 stop7h 15m

George Town Owen Roberts Intl

lun. 3/9

4:45 pm-12:49 pm

2 stops19h 04m

$275

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

jue. 1/8

7:07 pm-1:15 pm

2 stops18h 08m

George Town Owen Roberts Intl

lun. 1/12

2:50 pm-10:53 am

1 stop20h 03m

$277

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

mar. 1/13

10:55 am-8:20 pm

1 stop9h 25m

George Town Owen Roberts Intl

mié. 1/21

3:30 pm-11:44 pm

1 stop8h 14m

$280

HartfordGeorge Town

BDL - GCM

BDLGCM

Hartford Bradley Intl

sáb. 2/21

6:00 am-4:35 pm

1 stop10h 35m

George Town Owen Roberts Intl

sáb. 2/28

5:30 pm-11:59 pm

1 stop6h 29m

$280

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

sáb. 1/31

5:34 am-1:38 pm

1 stop8h 04m

George Town Owen Roberts Intl

sáb. 2/7

2:34 pm-11:57 pm

1 stop9h 23m

$283

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

mar. 1/13

8:00 am-8:20 pm

2 stops12h 20m

George Town Owen Roberts Intl

mié. 1/21

1:05 pm-11:51 pm

2 stops10h 46m

$285

HartfordGeorge Town

BDL - GCM

BDLGCM

Hartford Bradley Intl

vie. 2/6

4:14 pm-11:26 am

1 stop19h 12m

George Town Owen Roberts Intl

jue. 2/12

3:15 pm-12:22 am

1 stop9h 07m

$287

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
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See travel insights to Grand Cayman from

How to get the cheapest flight ticket from Massachusetts to Grand Cayman

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Grand Cayman?

The cheapest month to fly to Grand Cayman from Massachusetts is in January. Flight prices, which tend to average around $373, are often lower during this time because this is during the off-season. If you don’t want to visit Grand Cayman in January, then you should wait until March to fly from Massachusetts, when ticket prices are also cheap, with an average price of $386.

What is the cheapest day to depart on your flight to Grand Cayman?

The cheapest day to depart from Massachusetts to Grand Cayman is on a Wednesday when prices can be found for as low as $371. On the other hand, Saturday is the most expensive day to depart from Massachusetts because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $530.

What is the cheapest time of day to depart on your flight to Grand Cayman?

Our most recent data shows that the best time of day to fly to Grand Cayman is in the afternoon. Flights from Massachusetts to Grand Cayman during this time can be as low as $305. If you have a flexible travel schedule, then try to avoid flying in the morning when prices are $486 on average. Flights to Grand Cayman from Massachusetts in the morning are generally more expensive because this time of day is more convenient for travelers’ schedules.

What is the cheapest Massachusetts to Grand Cayman flight route?

Fly from Boston Logan Intl to George Town Owen Roberts Intl for the best Massachusetts - Grand Cayman flight prices

How far in advance should I book a flight to Grand Cayman?

You are more likely to see cheaper flights to Grand Cayman from Massachusetts when booking weeks ahead of your departure date. In general, you can expect to find flights to Grand Cayman for around $502 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Grand Cayman from Massachusetts for as low as $369 on momondo.

What cabin class options are available on Massachusetts to Grand Cayman flights?

There is only 1 cabin class available to choose from on Massachusetts to Grand Cayman flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Massachusetts to Grand Cayman flights?

No. A direct flight is the cheapest option for a flight between Massachusetts to Grand Cayman.

Cheap Massachusetts to Grand Cayman flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Massachusetts to Grand Cayman

Fastest flight time

4h 22m

Direct flights

Sun

Airports in Grand Cayman

1 airport
The fastest flight from Massachusetts to Grand Cayman takes 4h 22m
Direct flights go from Massachusetts to Grand Cayman on Sunday. There are no airlines offering direct flights.
There is 1 airport near Grand Cayman: George Town Owen Roberts Intl (GCM)
Search flight deals

  • When did momondo last update prices for flights from Massachusetts to Grand Cayman?

    Prices for flights from Massachusetts to Grand Cayman refresh daily.

  • How many operators does momondo search for flights from Massachusetts to Grand Cayman?

  • How old do you have to be to fly from Massachusetts to Grand Cayman?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Massachusetts to Grand Cayman.

  • What documentation or ID do you need to fly to Grand Cayman?

    The necessary travel and health documents for your Grand Cayman trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Massachusetts to Grand Cayman?

Best airlines flying from Massachusetts to Grand Cayman

Compare and see reviews for airlines that fly from Massachusetts to Grand Cayman with momondo
Airline
Rating
Free Cancellation
Price
DeltaPriceFrom $128Free CancellationRating
7.9
8,011 reviews
Search Delta flights
United AirlinesPriceFrom $260Free CancellationRating
7.4
9,063 reviews
Search United Airlines flights
JetBluePriceFrom $282Free CancellationRating
7.2
2,900 reviews
Search JetBlue flights
American AirlinesPriceFrom $346Free CancellationRating
7.2
11,045 reviews
Search American Airlines flights
Air CanadaPriceFrom $457Free CancellationRating
7.1
10,500 reviews
Search Air Canada flights
SouthwestPriceFrom $469Free CancellationRating
8.0
4,253 reviews
Search Southwest flights

Why use momondo?

Why should I use momondo to find a flight deal from Massachusetts to Grand Cayman?

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Grand Cayman from Massachusetts.

Can I find flights from Massachusetts to Grand Cayman with flexible booking policies on momondo?

Yes. All flights to Grand Cayman from Massachusetts on momondo can be compared and filtered by various policies on offer, including flexible booking.

How can momondo help me find flights from Massachusetts to Grand Cayman?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Massachusetts to Grand Cayman.

I’m not ready to book a flight from Massachusetts to Grand Cayman right now. Can momondo alert me if prices change?

If you are simply researching potential flights to Grand Cayman, momondo offers a useful price alert feature which will track prices for flights to Grand Cayman from Massachusetts and alert you when they change.

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