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Grand Cayman

$158+ 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 5/31. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — GCM
May 11 — May 181
Sun 5/11
Sun 5/18
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 May 6, 2025.

Most accurate provider

AranGrant
3 stars

Most trusted provider

AranGrant
3 stars

Round-trip from

$420
(Delta)

One-way from

$158
(United Airlines)

Popular in

February

Cheapest in

January

Average price

$509
Provider with most accurate pricing for Boston Logan Intl-George Town Owen Roberts Intl flight deals.
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Provider most trusted by Cheapflights users for Boston Logan Intl-George Town Owen Roberts Intl flights.
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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, 2% potential price rise
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Cheapest flight prices on average. 2% potential price decrease ($12 potential savings vs. average RT price).
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Average for round-trip flights in May 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 May 6, 2025.

This Delta deal was found by Cheapflights users on 5/4. 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.
Wed 6/45:40 amBOS - GCM
1 stop6h 40mDelta
Tue 6/1012:40 pmGCM - BOS
1 stop9h 03mDelta
Deal found 5/4$420
This Air Canada deal was found by Cheapflights users on 5/5. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/56:00 amBOS - GCM
1 stop6h 55mAir Canada
Thu 6/1212:50 pmGCM - BOS
2 stops24h 42mAir Canada
Deal found 5/5$424
This JetBlue deal was found by Cheapflights users on 5/5. 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.
Sat 11/110:13 amBOS - GCM
Nonstop4h 22mJetBlue
Sat 11/83:55 pmGCM - BOS
Nonstop4h 10mJetBlue
Deal found 5/5$425
This Delta deal was found by Cheapflights users on 5/5. 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.
Mon 9/226:00 amALB - GCM
1 stop6h 31mDelta
Fri 9/2612:53 pmGCM - ALB
1 stop9h 41mDelta
Deal found 5/5$430
This Delta deal was found by Cheapflights users on 5/4. 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.
Tue 6/36:00 amBDL - GCM
1 stop6h 20mDelta
Tue 6/1012:40 pmGCM - BDL
1 stop6h 39mDelta
Deal found 5/4$434
This American Airlines deal was found by Cheapflights users on 5/4. 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.
Tue 5/275:44 amBDL - GCM
1 stop8h 26mAmerican Airlines
Fri 6/63:30 pmGCM - BDL
2 stops16h 05mAmerican Airlines
Deal found 5/4$438
This American Airlines deal was found by Cheapflights users on 5/6. 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.
Wed 5/215:00 amBOS - GCM
1 stop7h 20mAmerican Airlines
Fri 5/3012:10 pmGCM - BOS
1 stop9h 38mAmerican Airlines
Deal found 5/6$440
This American Airlines deal was found by Cheapflights users on 5/5. 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.
Thu 6/195:36 pmALB - GCM
2 stops18h 39mAmerican Airlines
Thu 6/263:30 pmGCM - ALB
2 stops18h 36mAmerican Airlines
Deal found 5/5$463
This Mytrip deal was found by Cheapflights users on 5/5. 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.
Sun 5/2510:40 amBOS - GCM
1 stop26h 15mMultiple Airlines
Sun 6/17:00 amGCM - BOS
2 stops34h 58mMultiple Airlines
Deal found 5/5$492
This United Airlines deal was found by Cheapflights users on 5/5. 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.
Fri 6/278:20 pmBOS - GCM
2 stops17h 10mUnited Airlines
Mon 6/301:35 pmGCM - BOS
3 stops19h 14mUnited Airlines
Deal found 5/5$494
This Southwest deal was found by Cheapflights users on 5/5. 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.
Mon 6/29:45 pmBOS - GCM
2 stops15h 05mSouthwest
Sat 6/71:05 pmGCM - BOS
2 stops19h 10mSouthwest
Deal found 5/5$559
This Southwest deal was found by Cheapflights users on 5/4. 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.
Thu 5/85:20 amALB - GCM
1 stop7h 30mSouthwest
Thu 5/1512:45 pmGCM - ALB
1 stop8h 20mSouthwest
Deal found 5/4$605

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 May 6, 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

Wed 6/4

5:40 am-11:20 am

1 stop6h 40m

George Town Owen Roberts Intl

Tue 6/10

12:40 pm-10:43 pm

1 stop9h 03m

$420

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Thu 6/5

6:00 am-11:55 am

1 stop6h 55m

George Town Owen Roberts Intl

Thu 6/12

12:50 pm-2:32 pm

2 stops24h 42m

$424

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Sat 11/1

10:13 am-1:35 pm

Nonstop4h 22m

George Town Owen Roberts Intl

Sat 11/8

3:55 pm-8:05 pm

Nonstop4h 10m

$425

AlbanyGeorge Town

ALB - GCM

ALBGCM

Albany Intl

Mon 9/22

6:00 am-11:31 am

1 stop6h 31m

George Town Owen Roberts Intl

Fri 9/26

12:53 pm-11:34 pm

1 stop9h 41m

$430

HartfordGeorge Town

BDL - GCM

BDLGCM

Hartford Bradley Intl

Sat 10/11

7:45 pm-11:05 am

1 stop16h 20m

George Town Owen Roberts Intl

Sat 10/18

3:20 pm-10:35 pm

1 stop6h 15m

$432

HartfordGeorge Town

BDL - GCM

BDLGCM

Hartford Bradley Intl

Tue 6/3

6:00 am-11:20 am

1 stop6h 20m

George Town Owen Roberts Intl

Tue 6/10

12:40 pm-8:19 pm

1 stop6h 39m

$434

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Wed 5/21

5:00 am-11:20 am

1 stop7h 20m

George Town Owen Roberts Intl

Fri 5/30

12:10 pm-10:48 pm

1 stop9h 38m

$440

AlbanyGeorge Town

ALB - GCM

ALBGCM

Albany Intl

Thu 6/19

5:36 pm-11:15 am

2 stops18h 39m

George Town Owen Roberts Intl

Thu 6/26

3:30 pm-11:06 am

2 stops18h 36m

$463

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Sun 5/25

10:40 am-11:55 am

1 stop26h 15m

George Town Owen Roberts Intl

Sun 6/1

7:00 am-6:58 pm

2 stops34h 58m

$492

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Fri 6/27

8:20 pm-12:30 pm

2 stops17h 10m

George Town Owen Roberts Intl

Mon 6/30

1:35 pm-9:49 am

3 stops19h 14m

$494

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/4

Showing 1-10 of 25 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 May 6, 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 May 6, 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
4,292 reviews

Crew

8.6

Overall

8.0

Comfort

8.0

Boarding

8.2

Food

7.1

Entertainment

7.6

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Southwest
8.0
Very good
4,292 reviews
Southwest
8.0
Very good
4,292 reviews

Crew

8.6

Overall

8.0

Comfort

8.0

Boarding

8.2

Food

7.1

Entertainment

7.6

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Delta
8.0
Very good
7,942 reviews
Southwest
8.0
Very good
4,292 reviews

Crew

8.6

Overall

8.0

Comfort

8.0

Boarding

8.2

Food

7.1

Entertainment

7.6

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
United Airlines
7.4
Good
8,708 reviews
Southwest
8.0
Very good
4,292 reviews

Crew

8.6

Overall

8.0

Comfort

8.0

Boarding

8.2

Food

7.1

Entertainment

7.6

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
JetBlue
7.3
Good
2,921 reviews
Southwest
8.0
Very good
4,292 reviews

Crew

8.6

Overall

8.0

Comfort

8.0

Boarding

8.2

Food

7.1

Entertainment

7.6

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,292 reviews

Crew

8.6

Overall

8.0

Comfort

8.0

Boarding

8.2

Food

7.1

Entertainment

7.6

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!

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?

    $158 is the cheapest one-way deal found within the past few days, from United Airlines. You may also be able to find cheap deals on Delta and American Airlines, with prices starting from $163 and $178, 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 May 6, 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapest$234Average$559FlexibilityNo cancel feeOn-time67%
DeltaCheapest$252Average$479FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$262Average$473FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$270Average$453FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$317Average$527FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$469Average$868FlexibilityNo cancel feeOn-time63%

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