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Grand Cayman

$71+ 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 1/31. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — GCM
Jan 13 — Jan 201
Tue 1/13
Tue 1/20
1 adult, Economy
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Cheap 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 December 14, 2025.

This American Airlines deal was found by Cheapflights users on 12/11. 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 12/315:09 pmALB - GCM
2 stops18h 48mAmerican Airlines
Tue 1/63:45 pmGCM - ALB
2 stops19h 17mAmerican Airlines
Deal found 12/11$317
This Delta deal was found by Cheapflights users on 12/12. 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 12/236:00 amBDL - GCM
1 stop6h 36mDelta
Sun 12/283:42 pmGCM - BDL
1 stop7h 54mDelta
Deal found 12/12$326
This American Airlines deal was found by Cheapflights users on 12/14. 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.
Mon 12/155:00 amBDL - GCM
1 stop6h 59mAmerican Airlines
Mon 12/223:11 pmGCM - BDL
1 stop9h 07mAmerican Airlines
Deal found 12/14$328
This United Airlines deal was found by Cheapflights users on 12/12. 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.
Mon 12/296:45 amBOS - GCM
1 stop6h 30mUnited Airlines
Wed 12/315:10 pmGCM - BOS
1 stop6h 44mUnited Airlines
Deal found 12/12$335
This Delta deal was found by Cheapflights users on 12/12. 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.
Sun 12/217:25 pmBOS - GCM
1 stop17h 11mDelta
Mon 12/291:52 pmGCM - BOS
1 stop9h 19mDelta
Deal found 12/12$346
This United Airlines deal was found by Cheapflights users on 12/11. 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.
Mon 12/225:20 amBOS - GCM
1 stop11h 15mUnited Airlines
Mon 12/295:10 pmGCM - BOS
1 stop6h 44mUnited Airlines
Deal found 12/11$364
This United Airlines deal was found by Cheapflights users on 12/13. 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.
Tue 12/235:20 amBOS - GCM
1 stop11h 15mUnited Airlines
Mon 12/292:50 pmGCM - BOS
1 stop9h 55mUnited Airlines
Deal found 12/13$367
This JetBlue deal was found by Cheapflights users on 12/11. 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.
Thu 12/256:00 amALB - GCM
1 stop7h 55mJetBlue
Sat 1/32:55 pmGCM - ALB
1 stop6h 39mJetBlue
Deal found 12/11$372
This Delta deal was found by Cheapflights users on 12/12. 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.
Sun 12/215:40 amBOS - GCM
1 stop8h 47mDelta
Tue 12/303:42 pmGCM - BOS
1 stop9h 25mDelta
Deal found 12/12$372
This United Airlines deal was found by Cheapflights users on 12/14. 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.
Tue 12/305:20 amBOS - GCM
1 stop11h 15mUnited Airlines
Thu 1/12:50 pmGCM - BOS
1 stop9h 55mUnited Airlines
Deal found 12/14$397
This American Airlines deal was found by Cheapflights users on 12/12. 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.
Sat 12/136:36 pmBOS - GCM
1 stop17h 24mAmerican Airlines
Sat 12/2012:35 pmGCM - BOS
1 stop7h 51mAmerican Airlines
Deal found 12/12$402
This American Airlines deal was found by Cheapflights users on 12/12. 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.
Sat 12/206:05 amBDL - GCM
1 stop9h 21mAmerican Airlines
Thu 12/251:03 pmGCM - BDL
1 stop10h 52mAmerican Airlines
Deal found 12/12$403

Find 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 December 14, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$247
(Priceline)

One-way from

$71
(Booking.com)

Popular in

December

Cheapest in

March

Average price

$644
Provider with most accurate pricing for Boston Logan Intl-George Town Owen Roberts Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Boston Logan Intl-George Town Owen Roberts Intl flights.
Search Deals
From Massachusetts to Grand Cayman
Search Deals
One-way flight from Massachusetts to Grand Cayman
Search Deals
Highest demand for flights based on searches. 0% potential increase in price ($2 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($13 potential savings vs. average RT price).
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Average for round-trip flights in December 2025
Search Deals

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 December 14, 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

Sat 1/24

7:22 pm-1:15 pm

2 stops17h 53m

George Town Owen Roberts Intl

Sat 1/31

5:30 pm-11:49 pm

1 stop6h 19m

$270

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Sat 1/17

7:22 pm-1:45 pm

2 stops18h 23m

George Town Owen Roberts Intl

Sat 1/24

5:30 pm-11:49 pm

1 stop6h 19m

$270

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Wed 2/4

4:16 pm-1:45 pm

1 stop21h 29m

George Town Owen Roberts Intl

Sun 2/8

2:25 pm-9:52 pm

1 stop7h 27m

$277

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Thu 1/22

6:00 am-1:45 pm

1 stop7h 45m

George Town Owen Roberts Intl

Sun 1/25

2:50 pm-10:52 am

1 stop20h 02m

$277

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Mon 1/5

9:30 am-4:35 pm

1 stop7h 05m

George Town Owen Roberts Intl

Thu 1/8

2:50 pm-10:52 am

1 stop20h 02m

$277

HartfordGeorge Town

BDL - GCM

BDLGCM

Hartford Bradley Intl

Tue 1/27

5:30 am-12:05 pm

1 stop6h 35m

George Town Owen Roberts Intl

Wed 1/28

1:05 pm-11:51 pm

1 stop10h 46m

$280

HartfordGeorge Town

BDL - GCM

BDLGCM

Hartford Bradley Intl

Fri 2/6

6:50 pm-11:35 am

1 stop16h 45m

George Town Owen Roberts Intl

Thu 2/12

3:15 pm-11:12 pm

1 stop7h 57m

$280

HartfordGeorge Town

BDL - GCM

BDLGCM

Hartford Bradley Intl

Tue 1/27

5:30 am-12:05 pm

1 stop6h 35m

George Town Owen Roberts Intl

Tue 2/3

1:05 pm-11:44 pm

2 stops10h 39m

$285

HartfordGeorge Town

BDL - GCM

BDLGCM

Hartford Bradley Intl

Thu 6/4

5:34 pm-10:55 am

2 stops18h 21m

George Town Owen Roberts Intl

Mon 6/8

3:15 pm-11:37 am

2 stops19h 22m

$285

AlbanyGeorge Town

ALB - GCM

ALBGCM

Albany Intl

Wed 1/28

6:00 am-8:20 pm

2 stops14h 20m

George Town Owen Roberts Intl

Wed 2/4

3:30 pm-11:55 pm

1 stop8h 25m

$301

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/14

Showing 1-10 of 53 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 $194). Flying from Massachusetts to Grand Cayman in June is currently the most expensive (average of $419). 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 December 14, 2025.

Unlike at noon, when flights are generally more expensive, you can save up to 55% on flights from Massachusetts to Grand Cayman by exploring options for tickets in the afternoon.

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.

  • How long is the flight from Massachusetts to Grand Cayman?

    United Airlines and American Airlines can get you from Massachusetts to Grand Cayman in just under 6h 35m. Your travel time can differ by up to 11h 18m. Airlines will cover a distance of 1644 mi. This flight may include one or multiple stops.

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

    $54 is the cheapest one-way deal found within the past few days, from Delta. You may also be able to find cheap deals on JetBlue and United Airlines, with prices starting from $89 and $90, 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 $194). Flying from Massachusetts to Grand Cayman in June is currently the most expensive (average of $419). 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 5 airlines flying from Massachusetts to Grand Cayman

Discover the top 5 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 December 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$128Average$455FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$244Average$374FlexibilityNo cancel feeOn-time69%
JetBlueCheapest$287Average$489FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$349Average$546FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$469Average$868FlexibilityNo cancel feeOn-time63%

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