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Cheap flights from Massachusetts to Grand Cayman from $118

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 8/15. 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

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Massachusetts to Grand Cayman

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
6:45 am - 11:27 am
BDL
-
GCM
5h 42m
1 stop
American Airlines Logo
2:10 pm - 11:47 pm
GCM
-
BDL
8h 37m
1 stop
$341American Airlines
Thu, Aug 20 - Thu, Aug 27
United Airlines Logo
5:45 am - 3:30 pm
BOS
-
GCM
10h 45m
2 stops
United Airlines Logo
5:45 pm - 12:05 pm
GCM
-
BOS
18h 20m
1 stop
$341United Airlines
Tue, Oct 27 - Tue, Nov 3
American Airlines Logo
7:30 pm - 1:10 pm
ALB
-
GCM
18h 40m
2 stops
American Airlines Logo
12:30 pm - 10:05 am
GCM
-
ALB
20h 35m
2 stops
$342American Airlines
Mon, Aug 24 - Mon, Aug 31
United Airlines Logo
5:45 am - 3:30 pm
BOS
-
GCM
10h 45m
2 stops
United Airlines Logo
5:45 pm - 12:46 pm
GCM
-
BOS
19h 01m
2 stops
$346United Airlines
Tue, Oct 27 - Tue, Nov 3
American Airlines Logo
7:30 pm - 1:10 pm
ALB
-
GCM
18h 40m
2 stops
American Airlines Logo
12:30 pm - 10:05 am
GCM
-
ALB
20h 35m
2 stops
$346American Airlines
Mon, Aug 24 - Mon, Aug 31
American Airlines Logo
7:24 pm - 1:10 pm
BDL
-
GCM
18h 46m
2 stops
American Airlines Logo
2:10 pm - 10:20 am
GCM
-
BDL
19h 10m
2 stops
$346American Airlines
Thu, Aug 20 - Thu, Aug 27
American Airlines Logo
4:44 pm - 11:27 am
ALB
-
GCM
19h 43m
1 stop
American Airlines Logo
12:30 pm - 10:05 am
GCM
-
ALB
20h 35m
2 stops
$349American Airlines
Mon, Aug 24 - Mon, Aug 31
American Airlines Logo
3:33 pm - 11:30 am
BDL
-
GCM
20h 57m
1 stop
American Airlines Logo
12:36 pm - 11:30 pm
GCM
-
BDL
9h 54m
1 stop
$349American Airlines
Sat, Sep 19 - Thu, Sep 24
United Airlines Logo
8:25 pm - 12:15 pm
BOS
-
GCM
16h 50m
1 stop
United Airlines Logo
4:45 pm - 2:32 pm
GCM
-
BOS
20h 47m
1 stop
$350United Airlines
Sat, Oct 24 - Tue, Oct 27
American Airlines Logo
8:13 pm - 1:10 pm
ALB
-
GCM
17h 57m
2 stops
American Airlines Logo
2:10 pm - 10:05 am
GCM
-
ALB
18h 55m
2 stops
$351American Airlines
Wed, Aug 12 - Mon, Aug 17

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Air Canada flights from Massachusetts to Grand Cayman

Our best Air Canada deals on Massachusetts to Grand Cayman flight tickets
Air Canada
Sep 3
BOS5:45 amBoston Logan Intl
53h 00m
2 stops
GCM9:45 amGeorge Town Owen Roberts Intl
Sep 7
GCM12:25 pmGeorge Town Owen Roberts Intl
25h 16m
2 stops
BOS2:41 pmBoston Logan Intl
$420
Air Canada
Aug 28
BOS6:00 amBoston Logan Intl
28h 45m
1 stop
GCM9:45 amGeorge Town Owen Roberts Intl
Aug 31
GCM12:25 pmGeorge Town Owen Roberts Intl
9h 13m
1 stop
BOS10:38 pmBoston Logan Intl
$427
Air Canada
Sep 4
BOS6:00 amBoston Logan Intl
28h 45m
1 stop
GCM9:45 amGeorge Town Owen Roberts Intl
Sep 7
GCM12:25 pmGeorge Town Owen Roberts Intl
20h 30m
1 stop
BOS9:55 amBoston Logan Intl
$429

United Airlines flights from Massachusetts to Grand Cayman

Our best United Airlines deals on Massachusetts to Grand Cayman flight tickets
United Airlines
Oct 27
BOS5:45 amBoston Logan Intl
10h 45m
2 stops
GCM3:30 pmGeorge Town Owen Roberts Intl
Nov 3
GCM5:45 pmGeorge Town Owen Roberts Intl
18h 20m
1 stop
BOS12:05 pmBoston Logan Intl
$341
United Airlines
Oct 27
BOS5:45 amBoston Logan Intl
10h 45m
2 stops
GCM3:30 pmGeorge Town Owen Roberts Intl
Nov 3
GCM5:45 pmGeorge Town Owen Roberts Intl
19h 01m
2 stops
BOS12:46 pmBoston Logan Intl
$346
United Airlines
Oct 24
BOS8:25 pmBoston Logan Intl
16h 50m
1 stop
GCM12:15 pmGeorge Town Owen Roberts Intl
Oct 27
GCM4:45 pmGeorge Town Owen Roberts Intl
20h 47m
1 stop
BOS2:32 pmBoston Logan Intl
$350

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 June 25, 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
Quickest round-trip

HartfordGeorge Town

BDL - GCM

BDLGCM

Hartford Bradley Intl

Thu 8/20

6:45 am-11:27 am

1 stop5h 42m

George Town Owen Roberts Intl

Thu 8/27

2:10 pm-11:47 pm

1 stop8h 37m

$341

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Tue 10/27

5:45 am-3:30 pm

2 stops10h 45m

George Town Owen Roberts Intl

Tue 11/3

5:45 pm-12:05 pm

1 stop18h 20m

$341

AlbanyGeorge Town

ALB - GCM

ALBGCM

Albany Intl

Mon 8/24

7:30 pm-1:10 pm

2 stops18h 40m

George Town Owen Roberts Intl

Mon 8/31

12:30 pm-10:05 am

2 stops20h 35m

$342

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Tue 10/27

5:45 am-3:30 pm

2 stops10h 45m

George Town Owen Roberts Intl

Tue 11/3

5:45 pm-12:46 pm

2 stops19h 01m

$346

AlbanyGeorge Town

ALB - GCM

ALBGCM

Albany Intl

Mon 8/24

7:30 pm-1:10 pm

2 stops18h 40m

George Town Owen Roberts Intl

Mon 8/31

12:30 pm-10:05 am

2 stops20h 35m

$346

HartfordGeorge Town

BDL - GCM

BDLGCM

Hartford Bradley Intl

Thu 8/20

7:24 pm-1:10 pm

2 stops18h 46m

George Town Owen Roberts Intl

Thu 8/27

2:10 pm-10:20 am

2 stops19h 10m

$346

AlbanyGeorge Town

ALB - GCM

ALBGCM

Albany Intl

Mon 8/24

4:44 pm-11:27 am

1 stop19h 43m

George Town Owen Roberts Intl

Mon 8/31

12:30 pm-10:05 am

2 stops20h 35m

$349

HartfordGeorge Town

BDL - GCM

BDLGCM

Hartford Bradley Intl

Sat 9/19

3:33 pm-11:30 am

1 stop20h 57m

George Town Owen Roberts Intl

Thu 9/24

12:36 pm-11:30 pm

1 stop9h 54m

$349

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Sat 10/24

8:25 pm-12:15 pm

1 stop16h 50m

George Town Owen Roberts Intl

Tue 10/27

4:45 pm-2:32 pm

1 stop20h 47m

$350

AlbanyGeorge Town

ALB - GCM

ALBGCM

Albany Intl

Wed 8/12

8:13 pm-1:10 pm

2 stops17h 57m

George Town Owen Roberts Intl

Mon 8/17

2:10 pm-10:05 am

2 stops18h 55m

$351

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 $72, 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 $145.

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 from Massachusetts 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 $505 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 $432 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 32m

Direct flights

Sun

Airports in Grand Cayman

1 airport
The fastest flight from Massachusetts to Grand Cayman takes 4h 32m
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

Frequently asked questions about flying from Massachusetts to Grand Cayman

  • 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
7.8
8,434 reviews
Search Delta flights
United AirlinesPriceFrom $197Free CancellationRating
7.4
9,886 reviews
Search United Airlines flights
JetBluePriceFrom $315Free CancellationRating
7.1
3,002 reviews
Search JetBlue flights
American AirlinesPriceFrom $331Free CancellationRating
7.1
11,754 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.

An easier way to manage your Grand Cayman trip

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