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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 11/1. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Find the cheapest flights from Massachusetts to Grand Cayman

Cheap round-trip flights

Delta Logo
5:35 am - 11:31 amBOS-GCM
6h 56m1 stop
Delta Logo
12:52 pm - 1:18 amGCM-BOS
11h 26m1 stop
$330Delta
Find Deal
Fri, Sep 5 - Sat, Sep 13
Delta Logo
5:35 am - 11:37 amBOS-GCM
7h 02m1 stop
Delta Logo
12:50 pm - 1:24 amGCM-BOS
11h 34m1 stop
$332Delta
Find Deal
Sun, Aug 31 - Mon, Sep 8
American Airlines Logo
7:30 pm - 11:20 amBOS-GCM
16h 50m2 stops
American Airlines Logo
8:25 am - 8:45 pmGCM-BOS
11h 20m2 stops
$334American Airlines
Find Deal
Tue, Oct 21 - Fri, Oct 24
American Airlines Logo
6:00 am - 11:25 amBOS-GCM
6h 25m1 stop
American Airlines Logo
8:25 am - 11:30 pmGCM-BOS
14h 05m1 stop
$335American Airlines
Find Deal
Mon, Oct 13 - Sun, Oct 19
American Airlines Logo
5:13 pm - 11:20 amBOS-GCM
19h 07m1 stop
American Airlines Logo
2:00 pm - 12:34 amGCM-BOS
9h 34m1 stop
$337American Airlines
Find Deal
Tue, Oct 21 - Fri, Oct 24
United Airlines Logo
8:47 pm - 12:30 pmBOS-GCM
16h 43m2 stops
United Airlines Logo
4:45 pm - 12:26 pmGCM-BOS
18h 41m1 stop
$340United Airlines
Find Deal
Fri, Oct 24 - Mon, Oct 27
United Airlines Logo
6:00 am - 4:35 pmBOS-GCM
10h 35m2 stops
United Airlines Logo
5:45 pm - 12:43 pmGCM-BOS
18h 58m2 stops
$344United Airlines
Find Deal
Sat, Dec 6 - Thu, Dec 11
Air Canada Logo
6:00 am - 11:55 amBOS-GCM
30h 55m2 stops
Air Canada Logo
12:50 pm - 10:39 pmGCM-BOS
8h 49m1 stop
$455Air Canada
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Wed, Sep 3 - Thu, Sep 11
Logo
2:18 pm - 9:20 pmBOS-GCM
8h 02m1 stop
Logo
4:45 pm - 1:23 pmGCM-BOS
19h 38m1 stop
$463
Find Deal
Thu, Sep 4 - Fri, Sep 12
Logo
10:01 am - 4:05 pmALB-GCM
31h 04m3 stops
Logo
7:00 am - 9:11 amGCM-ALB
25h 11m2 stops
$717
Find Deal
Fri, Aug 22 - Sun, Aug 24

Delta flights from Massachusetts to Grand Cayman

Our best Delta deals on Massachusetts to Grand Cayman flight tickets
Delta
Sep 5
BOS5:35 amBoston Logan Intl
6h 56m
1 stop
GCM11:31 amGeorge Town Owen Roberts Intl
Sep 13
GCM12:52 pmGeorge Town Owen Roberts Intl
11h 26m
1 stop
BOS1:18 amBoston Logan Intl
$330
Find similar
Delta
Aug 31
BOS5:35 amBoston Logan Intl
7h 02m
1 stop
GCM11:37 amGeorge Town Owen Roberts Intl
Sep 8
GCM12:50 pmGeorge Town Owen Roberts Intl
11h 34m
1 stop
BOS1:24 amBoston Logan Intl
$332
Find similar
Delta
Sep 6
BOS5:35 amBoston Logan Intl
7h 02m
1 stop
GCM11:37 amGeorge Town Owen Roberts Intl
Sep 12
GCM12:52 pmGeorge Town Owen Roberts Intl
9h 10m
1 stop
BOS11:02 pmBoston Logan Intl
$361
Find similar

United Airlines flights from Massachusetts to Grand Cayman

Our best United Airlines deals on Massachusetts to Grand Cayman flight tickets
United Airlines
Oct 24
BOS8:47 pmBoston Logan Intl
16h 43m
2 stops
GCM12:30 pmGeorge Town Owen Roberts Intl
Oct 27
GCM4:45 pmGeorge Town Owen Roberts Intl
18h 41m
1 stop
BOS12:26 pmBoston Logan Intl
$340
Find similar
United Airlines
Dec 6
BOS6:00 amBoston Logan Intl
10h 35m
2 stops
GCM4:35 pmGeorge Town Owen Roberts Intl
Dec 11
GCM5:45 pmGeorge Town Owen Roberts Intl
18h 58m
2 stops
BOS12:43 pmBoston Logan Intl
$344
Find similar
United Airlines
Jan 26
BOS7:35 pmBoston Logan Intl
17h 40m
2 stops
GCM1:15 pmGeorge Town Owen Roberts Intl
Jan 31
GCM5:45 pmGeorge Town Owen Roberts Intl
16h 48m
2 stops
BOS10:33 amBoston Logan Intl
$348
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 August 6, 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

Fri 9/5

5:35 am-11:31 am

1 stop6h 56m

George Town Owen Roberts Intl

Sat 9/13

12:52 pm-1:18 am

1 stop11h 26m

$330

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Sun 8/31

5:35 am-11:37 am

1 stop7h 02m

George Town Owen Roberts Intl

Mon 9/8

12:50 pm-1:24 am

1 stop11h 34m

$332

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Tue 10/21

7:30 pm-11:20 am

2 stops16h 50m

George Town Owen Roberts Intl

Fri 10/24

8:25 am-8:45 pm

2 stops11h 20m

$334

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Mon 10/13

6:00 am-11:25 am

1 stop6h 25m

George Town Owen Roberts Intl

Sun 10/19

8:25 am-11:30 pm

1 stop14h 05m

$335

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Tue 10/21

5:13 pm-11:20 am

1 stop19h 07m

George Town Owen Roberts Intl

Fri 10/24

2:00 pm-12:34 am

1 stop9h 34m

$337

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Fri 10/24

8:47 pm-12:30 pm

2 stops16h 43m

George Town Owen Roberts Intl

Mon 10/27

4:45 pm-12:26 pm

1 stop18h 41m

$340

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Sat 12/6

6:00 am-4:35 pm

2 stops10h 35m

George Town Owen Roberts Intl

Thu 12/11

5:45 pm-12:43 pm

2 stops18h 58m

$344

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Wed 9/3

6:00 am-11:55 am

2 stops30h 55m

George Town Owen Roberts Intl

Thu 9/11

12:50 pm-10:39 pm

1 stop8h 49m

$455

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Thu 9/4

2:18 pm-9:20 pm

1 stop8h 02m

George Town Owen Roberts Intl

Fri 9/12

4:45 pm-1:23 pm

1 stop19h 38m

$463

AlbanyGeorge Town

ALB - GCM

ALBGCM

Albany Intl

Fri 8/22

10:01 am-4:05 pm

3 stops31h 04m

George Town Owen Roberts Intl

Sun 8/24

7:00 am-9:11 am

2 stops25h 11m

$717

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 $393, 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 September to fly from Massachusetts, when ticket prices are also cheap, with an average price of $409.

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 Tuesday when prices can be found for as low as $295. 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 $566.

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 $454 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 $498 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 $391 on momondo.

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

There are 1 cabin classes 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

Best Price Found

$118

Fastest flight time

4h 18m

Direct flights

Sun

Airports in Grand Cayman

1 airport
The best one-way flight to Grand Cayman from Massachusetts in the past 72 hours is $118. The best round-trip flight deal from Massachusetts to Grand Cayman found on momondo in the last 72 hours is $330.
The fastest flight from Massachusetts to Grand Cayman takes 4h 18m
Direct flights go from Massachusetts to Grand Cayman on Sunday. The only airline offering direct flights is JetBlue.
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 $214Free CancellationRating
8.0
7,985 reviews
Search Delta flights
JetBluePriceFrom $259Free CancellationRating
7.2
2,915 reviews
Search JetBlue flights
United AirlinesPriceFrom $270Free CancellationRating
7.4
8,917 reviews
Search United Airlines flights
American AirlinesPriceFrom $319Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
Air CanadaPriceFrom $457Free CancellationRating
7.1
9,893 reviews
Search Air Canada flights
SouthwestPriceFrom $469Free CancellationRating
8.0
4,244 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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