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Cheap flights from Massachusetts to Grand Cayman from $94

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 6/8. 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
1 adult, Economy, 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.
Delta Logo
5:45 am - 11:41 am
BOS
-
GCM
6h 56m
1 stop
Delta Logo
12:56 pm - 1:06 am
GCM
-
BOS
11h 10m
1 stop
$321Delta
Fri, Aug 21 - Wed, Aug 26
American Airlines Logo
5:00 am - 4:11 pm
BOS
-
GCM
12h 11m
1 stop
American Airlines Logo
5:12 pm - 12:49 pm
GCM
-
BOS
18h 37m
1 stop
$322American Airlines
Wed, May 27 - Sun, May 31
American Airlines Logo
6:52 am - 1:44 pm
BOS
-
GCM
7h 52m
1 stop
American Airlines Logo
2:44 pm - 12:11 am
GCM
-
BOS
8h 27m
1 stop
$326American Airlines
Fri, Apr 3 - Mon, Apr 6
American Airlines Logo
6:00 am - 4:11 pm
BOS
-
GCM
11h 11m
2 stops
American Airlines Logo
5:12 pm - 12:49 pm
GCM
-
BOS
18h 37m
1 stop
$327American Airlines
Wed, May 27 - Sun, May 31
United Airlines Logo
6:00 am - 12:45 pm
BOS
-
GCM
7h 45m
1 stop
United Airlines Logo
1:50 pm - 10:04 am
GCM
-
BOS
19h 14m
2 stops
$334United Airlines
Thu, Apr 23 - Tue, Apr 28
American Airlines Logo
5:00 am - 4:11 pm
BDL
-
GCM
12h 11m
1 stop
American Airlines Logo
12:33 pm - 12:55 am
GCM
-
BDL
11h 22m
1 stop
$343American Airlines
Thu, Jun 4 - Mon, Jun 8
Delta Logo
6:10 am - 12:00 pm
ALB
-
GCM
6h 50m
1 stop
Delta Logo
1:25 pm - 11:59 pm
GCM
-
ALB
9h 34m
1 stop
$347Delta
Tue, Apr 14 - Tue, Apr 21
American Airlines Logo
7:32 pm - 11:30 am
BDL
-
GCM
16h 58m
2 stops
American Airlines Logo
5:12 pm - 1:51 pm
GCM
-
BDL
19h 39m
2 stops
$348American Airlines
Thu, Jun 4 - Mon, Jun 8
United Airlines Logo
6:00 am - 12:45 pm
BDL
-
GCM
7h 45m
1 stop
United Airlines Logo
1:50 pm - 10:03 am
GCM
-
BDL
19h 13m
1 stop
$350United Airlines
Tue, Apr 21 - Tue, Apr 28
British Airways Logo
1:34 pm - 11:31 am
BOS
-
GCM
22h 57m
1 stop
British Airways Logo
12:35 pm - 10:14 pm
GCM
-
BOS
8h 39m
1 stop
$357British Airways
Tue, May 5 - Tue, May 12

Air Canada flights from Massachusetts to Grand Cayman

Our best Air Canada deals on Massachusetts to Grand Cayman flight tickets
Air Canada
Jun 1
BOS5:10 amBoston Logan Intl
7h 15m
1 stop
GCM11:25 amGeorge Town Owen Roberts Intl
Jun 11
GCM12:25 pmGeorge Town Owen Roberts Intl
20h 20m
2 stops
BOS9:45 amBoston Logan Intl
$384
Air Canada
May 30
BOS6:50 pmBoston Logan Intl
41h 35m
2 stops
GCM11:25 amGeorge Town Owen Roberts Intl
Jun 4
GCM12:25 pmGeorge Town Owen Roberts Intl
25h 22m
2 stops
BOS2:47 pmBoston Logan Intl
$388
Air Canada
Jun 8
BOS5:10 amBoston Logan Intl
7h 15m
1 stop
GCM11:25 amGeorge Town Owen Roberts Intl
Jun 11
GCM12:25 pmGeorge Town Owen Roberts Intl
20h 29m
1 stop
BOS9:54 amBoston Logan Intl
$395

American Airlines flights from Massachusetts to Grand Cayman

Our best American Airlines deals on Massachusetts to Grand Cayman flight tickets
American Airlines
May 27
BOS5:00 amBoston Logan Intl
12h 11m
1 stop
GCM4:11 pmGeorge Town Owen Roberts Intl
May 31
GCM5:12 pmGeorge Town Owen Roberts Intl
18h 37m
1 stop
BOS12:49 pmBoston Logan Intl
$322
American Airlines
Apr 3
BOS6:52 amBoston Logan Intl
7h 52m
1 stop
GCM1:44 pmGeorge Town Owen Roberts Intl
Apr 6
GCM2:44 pmGeorge Town Owen Roberts Intl
8h 27m
1 stop
BOS12:11 amBoston Logan Intl
$326
American Airlines
May 27
BOS6:00 amBoston Logan Intl
11h 11m
2 stops
GCM4:11 pmGeorge Town Owen Roberts Intl
May 31
GCM5:12 pmGeorge Town Owen Roberts Intl
18h 37m
1 stop
BOS12:49 pmBoston Logan Intl
$327

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 March 24, 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

Cheapest round-trip

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Fri 8/21

5:45 am-11:41 am

1 stop6h 56m

George Town Owen Roberts Intl

Wed 8/26

12:56 pm-1:06 am

1 stop11h 10m

$321

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Wed 5/27

5:00 am-4:11 pm

1 stop12h 11m

George Town Owen Roberts Intl

Sun 5/31

5:12 pm-12:49 pm

1 stop18h 37m

$322
Quickest round-trip

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Fri 4/3

6:52 am-1:44 pm

1 stop7h 52m

George Town Owen Roberts Intl

Mon 4/6

2:44 pm-12:11 am

1 stop8h 27m

$326

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Wed 5/27

6:00 am-4:11 pm

2 stops11h 11m

George Town Owen Roberts Intl

Sun 5/31

5:12 pm-12:49 pm

1 stop18h 37m

$327

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Thu 4/23

6:00 am-12:45 pm

1 stop7h 45m

George Town Owen Roberts Intl

Tue 4/28

1:50 pm-10:04 am

2 stops19h 14m

$334

HartfordGeorge Town

BDL - GCM

BDLGCM

Hartford Bradley Intl

Thu 6/4

5:00 am-4:11 pm

1 stop12h 11m

George Town Owen Roberts Intl

Mon 6/8

12:33 pm-12:55 am

1 stop11h 22m

$343

AlbanyGeorge Town

ALB - GCM

ALBGCM

Albany Intl

Tue 4/14

6:10 am-12:00 pm

1 stop6h 50m

George Town Owen Roberts Intl

Tue 4/21

1:25 pm-11:59 pm

1 stop9h 34m

$347

HartfordGeorge Town

BDL - GCM

BDLGCM

Hartford Bradley Intl

Thu 6/4

7:32 pm-11:30 am

2 stops16h 58m

George Town Owen Roberts Intl

Mon 6/8

5:12 pm-1:51 pm

2 stops19h 39m

$348

HartfordGeorge Town

BDL - GCM

BDLGCM

Hartford Bradley Intl

Tue 4/21

6:00 am-12:45 pm

1 stop7h 45m

George Town Owen Roberts Intl

Tue 4/28

1:50 pm-10:03 am

1 stop19h 13m

$350

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Tue 5/5

1:34 pm-11:31 am

1 stop22h 57m

George Town Owen Roberts Intl

Tue 5/12

12:35 pm-10:14 pm

1 stop8h 39m

$357

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 January. Flight prices, which tend to average around $394, 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 $426.

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 Saturday when prices can be found for as low as $538. On the other hand, Monday 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 $675.

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 $508 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 $417 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 26m

Direct flights

Sun

Airports in Grand Cayman

1 airport
The fastest flight from Massachusetts to Grand Cayman takes 4h 26m
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
8,321 reviews
Search Delta flights
United AirlinesPriceFrom $193Free CancellationRating
7.4
9,469 reviews
Search United Airlines flights
JetBluePriceFrom $315Free CancellationRating
7.2
2,904 reviews
Search JetBlue flights
American AirlinesPriceFrom $351Free CancellationRating
7.1
11,491 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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