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Cheap flights from Massachusetts to Grand Cayman from $83

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 3/21. 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
5:27 am - 1:43 pm
BOS
-
GCM
8h 16m
1 stop
Spirit Airlines Logo
2:49 pm - 11:44 pm
GCM
-
BOS
8h 55m
1 stop
$276Spirit Airlines
dom., feb. 22 - jue., feb. 26
American Airlines Logo
6:53 am - 2:35 pm
BDL
-
GCM
7h 42m
1 stop
American Airlines Logo
3:15 pm - 12:25 am
GCM
-
BDL
9h 10m
1 stop
$281American Airlines
jue., feb. 26 - lun., mar. 2
American Airlines Logo
6:30 am - 2:35 pm
BOS
-
GCM
8h 05m
1 stop
American Airlines Logo
3:35 pm - 11:59 pm
GCM
-
BOS
8h 24m
1 stop
$285American Airlines
mié., feb. 18 - mar., feb. 24
American Airlines Logo
5:45 am - 8:15 pm
BDL
-
GCM
14h 30m
1 stop
American Airlines Logo
8:45 am - 10:20 pm
GCM
-
BDL
13h 35m
2 stops
$286American Airlines
mar., feb. 24 - mar., mar. 3
United Airlines Logo
6:05 am - 1:45 pm
BDL
-
GCM
7h 40m
1 stop
United Airlines Logo
2:50 pm - 9:06 pm
GCM
-
BDL
30h 16m
1 stop
$288United Airlines
jue., feb. 19 - lun., feb. 23
American Airlines Logo
9:00 am - 7:15 pm
BOS
-
GCM
11h 15m
2 stops
American Airlines Logo
12:05 pm - 10:40 pm
GCM
-
BOS
9h 35m
2 stops
$290American Airlines
mié., mar. 18 - mié., mar. 25
American Airlines Logo
5:27 pm - 11:00 am
BDL
-
GCM
18h 33m
2 stops
American Airlines Logo
2:10 pm - 9:05 am
GCM
-
BDL
17h 55m
2 stops
$291American Airlines
mié., may. 27 - dom., may. 31
American Airlines Logo
5:28 am - 2:14 pm
BDL
-
GCM
8h 46m
2 stops
American Airlines Logo
3:35 pm - 10:10 am
GCM
-
BDL
18h 35m
1 stop
$292American Airlines
jue., feb. 19 - lun., feb. 23
United Airlines Logo
6:05 am - 1:45 pm
BDL
-
GCM
7h 40m
1 stop
United Airlines Logo
2:50 pm - 1:54 pm
GCM
-
BDL
23h 04m
2 stops
$298United Airlines
jue., feb. 26 - lun., mar. 2
Multiple Airlines Logo
6:15 am - 11:25 am
BOS
-
GCM
29h 10m
1 stop
Multiple Airlines Logo
1:52 pm - 11:59 pm
GCM
-
BOS
9h 07m
1 stop
$332Multiple Airlines
sáb., mar. 7 - jue., mar. 12

American Airlines flights from Massachusetts to Grand Cayman

Our best American Airlines deals on Massachusetts to Grand Cayman flight tickets
American Airlines
Feb 26
BDL6:53 amHartford Bradley Intl
7h 42m
1 stop
GCM2:35 pmGeorge Town Owen Roberts Intl
Mar 2
GCM3:15 pmGeorge Town Owen Roberts Intl
9h 10m
1 stop
BDL12:25 amHartford Bradley Intl
$281
American Airlines
Feb 18
BOS6:30 amBoston Logan Intl
8h 05m
1 stop
GCM2:35 pmGeorge Town Owen Roberts Intl
Feb 24
GCM3:35 pmGeorge Town Owen Roberts Intl
8h 24m
1 stop
BOS11:59 pmBoston Logan Intl
$285
American Airlines
Feb 24
BDL5:45 amHartford Bradley Intl
14h 30m
1 stop
GCM8:15 pmGeorge Town Owen Roberts Intl
Mar 3
GCM8:45 amGeorge Town Owen Roberts Intl
13h 35m
2 stops
BDL10:20 pmHartford Bradley Intl
$286

United Airlines flights from Massachusetts to Grand Cayman

Our best United Airlines deals on Massachusetts to Grand Cayman flight tickets
United Airlines
Feb 19
BDL6:05 amHartford Bradley Intl
7h 40m
1 stop
GCM1:45 pmGeorge Town Owen Roberts Intl
Feb 23
GCM2:50 pmGeorge Town Owen Roberts Intl
30h 16m
1 stop
BDL9:06 pmHartford Bradley Intl
$288
United Airlines
Feb 26
BDL6:05 amHartford Bradley Intl
7h 40m
1 stop
GCM1:45 pmGeorge Town Owen Roberts Intl
Mar 2
GCM2:50 pmGeorge Town Owen Roberts Intl
23h 04m
2 stops
BDL1:54 pmHartford Bradley Intl
$298
United Airlines
Feb 26
ALB6:00 amAlbany Intl
7h 45m
1 stop
GCM1:45 pmGeorge Town Owen Roberts Intl
Mar 2
GCM2:50 pmGeorge Town Owen Roberts Intl
23h 15m
1 stop
ALB2:05 pmAlbany Intl
$304

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 enero 29, 2026.
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

dom. 2/22

5:27 am-1:43 pm

1 stop8h 16m

George Town Owen Roberts Intl

jue. 2/26

2:49 pm-11:44 pm

1 stop8h 55m

$276

HartfordGeorge Town

BDL - GCM

BDLGCM

Hartford Bradley Intl

jue. 2/26

6:53 am-2:35 pm

1 stop7h 42m

George Town Owen Roberts Intl

lun. 3/2

3:15 pm-12:25 am

1 stop9h 10m

$281

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

mié. 2/18

6:30 am-2:35 pm

1 stop8h 05m

George Town Owen Roberts Intl

mar. 2/24

3:35 pm-11:59 pm

1 stop8h 24m

$285

HartfordGeorge Town

BDL - GCM

BDLGCM

Hartford Bradley Intl

mar. 2/24

5:45 am-8:15 pm

1 stop14h 30m

George Town Owen Roberts Intl

mar. 3/3

8:45 am-10:20 pm

2 stops13h 35m

$286

HartfordGeorge Town

BDL - GCM

BDLGCM

Hartford Bradley Intl

jue. 2/19

6:05 am-1:45 pm

1 stop7h 40m

George Town Owen Roberts Intl

lun. 2/23

2:50 pm-9:06 pm

1 stop30h 16m

$288

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

mié. 3/18

9:00 am-7:15 pm

2 stops11h 15m

George Town Owen Roberts Intl

mié. 3/25

12:05 pm-10:40 pm

2 stops9h 35m

$290

HartfordGeorge Town

BDL - GCM

BDLGCM

Hartford Bradley Intl

mié. 5/27

5:27 pm-11:00 am

2 stops18h 33m

George Town Owen Roberts Intl

dom. 5/31

2:10 pm-9:05 am

2 stops17h 55m

$291

HartfordGeorge Town

BDL - GCM

BDLGCM

Hartford Bradley Intl

jue. 2/19

5:28 am-2:14 pm

2 stops8h 46m

George Town Owen Roberts Intl

lun. 2/23

3:35 pm-10:10 am

1 stop18h 35m

$292

HartfordGeorge Town

BDL - GCM

BDLGCM

Hartford Bradley Intl

jue. 2/26

6:05 am-1:45 pm

1 stop7h 40m

George Town Owen Roberts Intl

lun. 3/2

2:50 pm-1:54 pm

2 stops23h 04m

$298

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

sáb. 3/7

6:15 am-11:25 am

1 stop29h 10m

George Town Owen Roberts Intl

jue. 3/12

1:52 pm-11:59 pm

1 stop9h 07m

$332

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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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 March. Flight prices, which tend to average around $386, are often lower during this time because this is during the off-season. If you don’t want to visit Grand Cayman in March, then you should wait until January to fly from Massachusetts, when ticket prices are also cheap, with an average price of $408.

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 $381. 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 $533.

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 $506 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 $384 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 20m

Direct flights

Sun

Airports in Grand Cayman

1 airport
The fastest flight from Massachusetts to Grand Cayman takes 4h 20m
Direct flights go from Massachusetts to Grand Cayman on Sunday. There are no airlines offering direct flights.
There is 1 airport in Grand Cayman. From Massachusetts there are direct flights to 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 $72Free CancellationRating
7.9
8,127 reviews
Search Delta flights
United AirlinesPriceFrom $190Free CancellationRating
7.4
9,215 reviews
Search United Airlines flights
JetBluePriceFrom $281Free CancellationRating
7.2
2,891 reviews
Search JetBlue flights
American AirlinesPriceFrom $382Free CancellationRating
7.2
11,206 reviews
Search American Airlines 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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sáb. 2/28
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