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Grand Cayman

$131+ Cheap flights from Massachusetts to Grand Cayman

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/16. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — GCM
jun. 23 — jun. 301
lun. 6/23
lun. 6/30
1 adult, Economy
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Cheap flight deals from Massachusetts to Grand Cayman

Keep the following information in mind while searching for Massachusetts to Grand Cayman flight deals. Data was last updated junio 18, 2025.

Round-trip from

$374
(United Airlines)

One-way from

$131
(Air Canada)

Popular in

February

Cheapest in

January

Average price

$533
From Massachusetts to Grand Cayman
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One-way flight from Massachusetts to Grand Cayman
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High demand for flights, 4% potential price rise
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Cheapest flight prices on average. 2% potential price decrease ($11 potential savings vs. average RT price).
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Average for round-trip flights in June 2025
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Find flight deals from Massachusetts to Grand Cayman

Cheapest flights from Massachusetts to Grand Cayman
Explore the most affordable flight options available from Massachusetts to Grand Cayman. Find the lowest fares from popular airlines and budget airlines, with prices last updated on junio 18, 2025.

This United Airlines deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 8/15:25 amBOS - GCM
1 stop8h 05mUnited Airlines
lun. 8/111:35 pmGCM - BOS
2 stops20h 22mUnited Airlines
Deal found 6/16$374
This American Airlines deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 7/105:36 amBOS - GCM
1 stop6h 46mAmerican Airlines
mié. 7/1612:25 pmGCM - BOS
2 stops8h 54mAmerican Airlines
Deal found 6/16$391
This Delta deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 12/26:00 amBOS - GCM
1 stop6h 37mDelta
mar. 12/92:02 pmGCM - BOS
1 stop8h 19mDelta
Deal found 6/16$410
This JetBlue deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 11/110:13 amBOS - GCM
Nonstop4h 22mJetBlue
sáb. 11/83:55 pmGCM - BOS
Nonstop4h 10mJetBlue
Deal found 6/16$425
This American Airlines deal was found by Cheapflights users on 6/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 10/117:45 pmBDL - GCM
1 stop16h 20mAmerican Airlines
sáb. 10/183:20 pmGCM - BDL
1 stop6h 15mAmerican Airlines
Deal found 6/17$457
This United Airlines deal was found by Cheapflights users on 6/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 7/196:00 amALB - GCM
1 stop8h 30mUnited Airlines
sáb. 7/264:15 pmGCM - ALB
1 stop6h 43mUnited Airlines
Deal found 6/17$484
This American Airlines deal was found by Cheapflights users on 6/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 7/196:58 pmALB - GCM
2 stops17h 24mAmerican Airlines
sáb. 7/263:05 pmGCM - ALB
1 stop8h 49mAmerican Airlines
Deal found 6/17$488
This Delta deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 12/46:00 amBDL - GCM
1 stop6h 37mDelta
dom. 12/72:02 pmGCM - BDL
1 stop9h 44mDelta
Deal found 6/16$536
This Southwest deal was found by Cheapflights users on 6/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 7/255:55 pmALB - GCM
2 stops17h 40mSouthwest
jue. 7/3112:45 pmGCM - ALB
2 stops10h 25mSouthwest
Deal found 6/17$565
This Mytrip deal was found by Cheapflights users on 6/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 7/39:44 amBOS - GCM
1 stop12h 36mMultiple Airlines
dom. 7/67:00 amGCM - BOS
1 stop10h 08mMultiple Airlines
Deal found 6/17$568
This Booking.com deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 11/265:40 pmBOS - GCM
2 stops18h 40mAir Canada
dom. 11/301:35 pmGCM - BOS
2 stops44h 03mAir Canada
Deal found 6/16$577
This United Airlines deal was found by Cheapflights users on 6/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 8/16:25 pmBDL - GCM
2 stops19h 05mUnited Airlines
vie. 8/81:35 pmGCM - BDL
2 stops20h 02mUnited Airlines
Deal found 6/17$616

Cheapflights 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, Cheapflights users made 2,558,603 searches. Data last updated junio 18, 2025.
Use the filters below to find and compare flights from Massachusetts to Grand Cayman that are best for you.

Fly from

Massachusetts

Fly to

Grand Cayman

Route

Depart

Return

Price

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

vie. 8/1

5:25 am-12:30 pm

1 stop8h 05m

George Town Owen Roberts Intl

lun. 8/11

1:35 pm-10:57 am

2 stops20h 22m

$374

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

jue. 7/10

5:36 am-11:22 am

1 stop6h 46m

George Town Owen Roberts Intl

mié. 7/16

12:25 pm-10:19 pm

2 stops8h 54m

$391

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

mar. 12/2

6:00 am-12:37 pm

1 stop6h 37m

George Town Owen Roberts Intl

mar. 12/9

2:02 pm-10:21 pm

1 stop8h 19m

$410

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

sáb. 11/1

10:13 am-1:35 pm

Nonstop4h 22m

George Town Owen Roberts Intl

sáb. 11/8

3:55 pm-8:05 pm

Nonstop4h 10m

$425

HartfordGeorge Town

BDL - GCM

BDLGCM

Hartford Bradley Intl

mié. 8/27

6:01 am-1:12 pm

2 stops8h 11m

George Town Owen Roberts Intl

dom. 8/31

12:10 pm-11:49 pm

2 stops10h 39m

$466

AlbanyGeorge Town

ALB - GCM

ALBGCM

Albany Intl

sáb. 7/19

6:00 am-1:30 pm

1 stop8h 30m

George Town Owen Roberts Intl

sáb. 7/26

4:15 pm-11:58 pm

1 stop6h 43m

$484

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

mar. 10/21

6:30 pm-11:55 am

2 stops42h 25m

George Town Owen Roberts Intl

dom. 10/26

12:35 pm-9:38 am

2 stops20h 03m

$485

AlbanyGeorge Town

ALB - GCM

ALBGCM

Albany Intl

sáb. 7/19

6:58 pm-11:22 am

2 stops17h 24m

George Town Owen Roberts Intl

sáb. 7/26

3:05 pm-12:54 am

1 stop8h 49m

$488

AlbanyGeorge Town

ALB - GCM

ALBGCM

Albany Intl

vie. 7/25

5:55 pm-10:35 am

2 stops17h 40m

George Town Owen Roberts Intl

jue. 7/31

12:45 pm-12:10 am

2 stops10h 25m

$565

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

jue. 7/3

9:44 am-9:20 pm

1 stop12h 36m

George Town Owen Roberts Intl

dom. 7/6

7:00 am-6:08 pm

1 stop10h 08m

$568

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/15

Showing 1-10 of 27 results
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Best time to book a flight from Massachusetts to Grand Cayman

Have a flexible travel schedule? Discover the best time to fly to Grand Cayman from Massachusetts with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Massachusetts to Grand Cayman

What is the cheapest month to book a flight from Massachusetts to Grand Cayman?

Currently, January is the cheapest month in which you can book a flight from Massachusetts to Grand Cayman (average of $467). Flying from Massachusetts to Grand Cayman in March is currently the most expensive (average of $594). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from MA to LAW?

Find hourly flight availability from Massachusetts to Grand Cayman. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated junio 18, 2025.

When flying from Massachusetts to Grand Cayman, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Reviews of airlines servicing Grand Cayman

Get insights into the airlines that provide service to Grand Cayman. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Grand Cayman. Reviews last updated junio 18, 2025.
To help decide which airline to fly from Massachusetts to Grand Cayman, see what other customers have to say about Southwest, Delta and United Airlines. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,280 reviews

Entertainment

7.6

Overall

8.0

Comfort

8.0

Crew

8.6

Boarding

8.2

Food

7.1

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Southwest
8.0
Very good
4,280 reviews
Southwest
8.0
Very good
4,280 reviews

Entertainment

7.6

Overall

8.0

Comfort

8.0

Crew

8.6

Boarding

8.2

Food

7.1

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Delta
8.0
Very good
7,964 reviews
Southwest
8.0
Very good
4,280 reviews

Entertainment

7.6

Overall

8.0

Comfort

8.0

Crew

8.6

Boarding

8.2

Food

7.1

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
United Airlines
7.4
Good
8,810 reviews
Southwest
8.0
Very good
4,280 reviews

Entertainment

7.6

Overall

8.0

Comfort

8.0

Crew

8.6

Boarding

8.2

Food

7.1

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
JetBlue
7.3
Good
2,924 reviews
Southwest
8.0
Very good
4,280 reviews

Entertainment

7.6

Overall

8.0

Comfort

8.0

Crew

8.6

Boarding

8.2

Food

7.1

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,280 reviews

Entertainment

7.6

Overall

8.0

Comfort

8.0

Crew

8.6

Boarding

8.2

Food

7.1

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

Related info for your journey

Find useful and relevant information for your journey from Massachusetts to Grand Cayman. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What are the cheapest airlines to fly from Massachusetts to Grand Cayman one-way?

    $131 is the cheapest one-way deal found within the past few days, from Air Canada. You may also be able to find cheap deals on American Airlines and JetBlue, with prices starting from $148 and $208, respectively.

  • Can I find deals for flights from Massachusetts to Grand Cayman that include hotel bookings?

    Yes. In addition to deals on Massachusetts to Grand Cayman flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Massachusetts to Grand Cayman?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Massachusetts to Grand Cayman.

  • Can I find deals for business class flights from Massachusetts to Grand Cayman?

    Yes. Cheapflights offers flight deals from Massachusetts to Grand Cayman by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Massachusetts to Grand Cayman?

    Currently, January is the cheapest month in which you can book a flight from Massachusetts to Grand Cayman (average of $467). Flying from Massachusetts to Grand Cayman in March is currently the most expensive (average of $594). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Alternative routes for Massachusetts to Grand Cayman

See prices for flight routes from nearby airports that may be better suited for you.
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Top 6 airlines flying from Massachusetts to Grand Cayman

Discover the top 6 airlines that operate flights from Massachusetts to Grand Cayman. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated junio 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$214Average$471FlexibilityNo cancel feeOn-timeN/A
Air CanadaCheapest$234Average$565FlexibilityNo cancel feeOn-time67%
JetBlueCheapest$260Average$464FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$270Average$433FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$317Average$530FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$469Average$868FlexibilityNo cancel feeOn-time63%

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