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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 10/28. 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

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.
United Airlines Logo
8:26 pm - 12:30 pm
BOS
-
GCM
17h 04m
2 stops
United Airlines Logo
1:50 pm - 11:21 pm
GCM
-
BOS
8h 31m
1 stop
$293United Airlines
dl., maig 25 - ds., maig 30
United Airlines Logo
8:26 pm - 12:30 pm
BOS
-
GCM
17h 04m
2 stops
United Airlines Logo
4:15 pm - 9:39 am
GCM
-
BOS
16h 24m
2 stops
$298United Airlines
dl., maig 25 - ds., maig 30
Delta Logo
5:35 am - 11:54 am
BOS
-
GCM
7h 19m
1 stop
Delta Logo
1:19 pm - 1:28 am
GCM
-
BOS
11h 09m
1 stop
$313Delta
dt., maig 26 - dt., juny 2
American Airlines Logo
6:01 am - 1:10 pm
BDL
-
GCM
8h 09m
1 stop
American Airlines Logo
3:30 pm - 11:46 am
GCM
-
BDL
19h 16m
1 stop
$321American Airlines
dl., ag. 31 - ds., set. 5
American Airlines Logo
7:20 pm - 11:30 am
ALB
-
GCM
17h 10m
2 stops
American Airlines Logo
2:10 pm - 12:21 pm
GCM
-
ALB
21h 11m
2 stops
$326American Airlines
dl., ag. 24 - dl., ag. 31
American Airlines Logo
5:21 pm - 1:10 pm
BDL
-
GCM
20h 49m
2 stops
American Airlines Logo
12:00 pm - 11:52 pm
GCM
-
BDL
10h 52m
1 stop
$326American Airlines
dj., ag. 20 - dj., ag. 27
United Airlines Logo
6:00 am - 1:30 pm
BOS
-
GCM
8h 30m
1 stop
United Airlines Logo
2:40 pm - 7:53 am
GCM
-
BOS
16h 13m
1 stop
$326United Airlines
ds., maig 9 - ds., maig 16
Delta Logo
5:35 am - 11:54 am
BOS
-
GCM
7h 19m
1 stop
Delta Logo
1:19 pm - 1:28 am
GCM
-
BOS
11h 09m
1 stop
$329Delta
ds., maig 30 - dj., juny 4
American Airlines Logo
5:24 pm - 11:01 am
BDL
-
GCM
18h 37m
2 stops
American Airlines Logo
12:31 pm - 10:02 pm
GCM
-
BDL
8h 31m
2 stops
$330American Airlines
dg., maig 24 - ds., maig 30
Delta Logo
6:00 am - 11:39 am
BDL
-
GCM
6h 39m
1 stop
Delta Logo
1:04 pm - 11:58 pm
GCM
-
BDL
9h 54m
1 stop
$389Delta
dj., ag. 20 - dj., ag. 27

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American Airlines flights from Massachusetts to Grand Cayman

Our best American Airlines deals on Massachusetts to Grand Cayman flight tickets
American Airlines
Aug 31
BDL6:01 amHartford Bradley Intl
8h 09m
1 stop
GCM1:10 pmGeorge Town Owen Roberts Intl
Sep 5
GCM3:30 pmGeorge Town Owen Roberts Intl
19h 16m
1 stop
BDL11:46 amHartford Bradley Intl
$321
American Airlines
Aug 24
ALB7:20 pmAlbany Intl
17h 10m
2 stops
GCM11:30 amGeorge Town Owen Roberts Intl
Aug 31
GCM2:10 pmGeorge Town Owen Roberts Intl
21h 11m
2 stops
ALB12:21 pmAlbany Intl
$326
American Airlines
May 9
ALB7:43 amAlbany Intl
8h 20m
1 stop
GCM3:03 pmGeorge Town Owen Roberts Intl
May 12
GCM12:35 pmGeorge Town Owen Roberts Intl
7h 49m
1 stop
ALB9:24 pmAlbany Intl
$329

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 13
GCM10:55 amGeorge Town Owen Roberts Intl
10h 44m
1 stop
BOS10:39 pmBoston Logan Intl
$411
Air Canada
Jun 1
BOS5:10 amBoston Logan Intl
7h 15m
1 stop
GCM11:25 amGeorge Town Owen Roberts Intl
Jun 13
GCM10:55 amGeorge Town Owen Roberts Intl
21h 54m
1 stop
BOS9:49 amBoston Logan Intl
$413
Air Canada
Jun 1
BOS5:10 amBoston Logan Intl
7h 15m
1 stop
GCM11:25 amGeorge Town Owen Roberts Intl
Jun 13
GCM10:55 amGeorge Town Owen Roberts Intl
10h 44m
1 stop
BOS10:39 pmBoston Logan Intl
$415

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 maig 6, 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

dl. 5/25

8:26 pm-12:30 pm

2 stops17h 04m

George Town Owen Roberts Intl

ds. 5/30

1:50 pm-11:21 pm

1 stop8h 31m

$293

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

dl. 5/25

8:26 pm-12:30 pm

2 stops17h 04m

George Town Owen Roberts Intl

ds. 5/30

4:15 pm-9:39 am

2 stops16h 24m

$298

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

dt. 5/26

5:35 am-11:54 am

1 stop7h 19m

George Town Owen Roberts Intl

dt. 6/2

1:19 pm-1:28 am

1 stop11h 09m

$313

HartfordGeorge Town

BDL - GCM

BDLGCM

Hartford Bradley Intl

dl. 8/31

6:01 am-1:10 pm

1 stop8h 09m

George Town Owen Roberts Intl

ds. 9/5

3:30 pm-11:46 am

1 stop19h 16m

$321

AlbanyGeorge Town

ALB - GCM

ALBGCM

Albany Intl

dl. 8/24

7:20 pm-11:30 am

2 stops17h 10m

George Town Owen Roberts Intl

dl. 8/31

2:10 pm-12:21 pm

2 stops21h 11m

$326

HartfordGeorge Town

BDL - GCM

BDLGCM

Hartford Bradley Intl

dj. 8/20

5:21 pm-1:10 pm

2 stops20h 49m

George Town Owen Roberts Intl

dj. 8/27

12:00 pm-11:52 pm

1 stop10h 52m

$326

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

ds. 5/9

6:00 am-1:30 pm

1 stop8h 30m

George Town Owen Roberts Intl

ds. 5/16

2:40 pm-7:53 am

1 stop16h 13m

$326

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

ds. 5/30

5:35 am-11:54 am

1 stop7h 19m

George Town Owen Roberts Intl

dj. 6/4

1:19 pm-1:28 am

1 stop11h 09m

$329

HartfordGeorge Town

BDL - GCM

BDLGCM

Hartford Bradley Intl

dg. 5/24

5:24 pm-11:01 am

2 stops18h 37m

George Town Owen Roberts Intl

ds. 5/30

12:31 pm-10:02 pm

2 stops8h 31m

$330
Quickest round-trip

HartfordGeorge Town

BDL - GCM

BDLGCM

Hartford Bradley Intl

dj. 8/20

6:00 am-11:39 am

1 stop6h 39m

George Town Owen Roberts Intl

dj. 8/27

1:04 pm-11:58 pm

1 stop9h 54m

$389

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 $419 on momondo.

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 28m

Direct flights

None
The fastest flight from Massachusetts to Grand Cayman takes 4h 28m
There are no direct flights from Massachusetts to Grand Cayman. There are no popular flight routes from Massachusetts to Grand Cayman.
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
7.9
8,458 reviews
Search Delta flights
United AirlinesPriceFrom $193Free CancellationRating
7.4
9,684 reviews
Search United Airlines flights
JetBluePriceFrom $315Free CancellationRating
7.1
2,978 reviews
Search JetBlue flights
American AirlinesPriceFrom $333Free CancellationRating
7.1
11,668 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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