HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Grand Cayman

$72+ 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 2/7. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — GCM
janv. 17 — janv. 241
sam. 1/17
sam. 1/24
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Massachusetts to Grand Cayman with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 décembre 18, 2025.

This Delta deal was found by Cheapflights users on 12/16. 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.
dim. 12/217:25 pmBOS - GCM
1 stop17h 11mDelta
ven. 12/263:42 pmGCM - BOS
1 stop7h 29mDelta
Deal found 12/16$320
This Delta deal was found by Cheapflights users on 12/16. 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.
lun. 12/225:40 amBOS - GCM
1 stop6h 56mDelta
mer. 12/311:52 pmGCM - BOS
1 stop7h 16mDelta
Deal found 12/16$346
This United Airlines deal was found by Cheapflights users on 12/16. 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.
mar. 12/236:01 amBOS - GCM
1 stop7h 44mUnited Airlines
lun. 12/295:10 pmGCM - BOS
1 stop17h 27mUnited Airlines
Deal found 12/16$352
This Delta deal was found by Cheapflights users on 12/17. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dim. 12/217:25 pmBOS - GCM
1 stop17h 11mDelta
dim. 12/283:42 pmGCM - BOS
1 stop7h 29mDelta
Deal found 12/17$355
This American Airlines deal was found by Cheapflights users on 12/17. 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.
mar. 12/237:00 amBDL - GCM
1 stop7h 35mAmerican Airlines
dim. 12/283:35 pmGCM - BDL
1 stop8h 18mAmerican Airlines
Deal found 12/17$358
This Delta deal was found by Cheapflights users on 12/15. 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.
lun. 12/225:40 amBOS - GCM
1 stop6h 56mDelta
mar. 12/303:42 pmGCM - BOS
1 stop9h 25mDelta
Deal found 12/15$372
This Delta deal was found by Cheapflights users on 12/17. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 12/227:25 pmBOS - GCM
1 stop17h 11mDelta
dim. 12/283:42 pmGCM - BOS
1 stop9h 25mDelta
Deal found 12/17$381
This JetBlue deal was found by Cheapflights users on 12/16. 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.
mar. 12/236:00 amBDL - GCM
1 stop8h 35mJetBlue
dim. 12/283:40 pmGCM - BDL
1 stop8h 19mJetBlue
Deal found 12/16$389
This Delta deal was found by Cheapflights users on 12/16. 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. 12/237:05 amBDL - GCM
1 stop7h 22mDelta
dim. 12/283:42 pmGCM - BDL
1 stop7h 54mDelta
Deal found 12/16$392
This American Airlines deal was found by Cheapflights users on 12/16. 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.
sam. 12/207:00 amBDL - GCM
1 stop8h 00mAmerican Airlines
lun. 12/223:11 pmGCM - BDL
1 stop7h 47mAmerican Airlines
Deal found 12/16$403
This Delta deal was found by Cheapflights users on 12/16. 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. 12/235:40 amBOS - GCM
1 stop6h 56mDelta
mer. 12/311:52 pmGCM - BOS
1 stop7h 16mDelta
Deal found 12/16$415
This United Airlines deal was found by Cheapflights users on 12/16. 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.
mar. 12/235:20 amBOS - GCM
1 stop11h 15mUnited Airlines
mer. 12/315:10 pmGCM - BOS
1 stop6h 44mUnited Airlines
Deal found 12/16$419

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 décembre 18, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$247
(Priceline)

One-way from

$72
(Priceline)

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).
Search Deals
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 décembre 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

sam. 1/24

6:00 am-1:15 pm

1 stop7h 15m

George Town Owen Roberts Intl

sam. 1/31

5:30 pm-11:49 pm

1 stop6h 19m

$260

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

mar. 2/24

6:00 am-1:15 pm

1 stop7h 15m

George Town Owen Roberts Intl

mar. 3/3

2:25 pm-9:51 pm

1 stop7h 26m

$260

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

sam. 1/10

5:34 am-1:38 pm

1 stop8h 04m

George Town Owen Roberts Intl

sam. 1/17

2:34 pm-11:57 pm

1 stop9h 23m

$265

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

sam. 1/10

5:34 am-1:38 pm

1 stop8h 04m

George Town Owen Roberts Intl

jeu. 1/15

2:49 pm-11:57 pm

1 stop9h 08m

$265

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

mar. 1/6

6:00 am-1:15 pm

1 stop7h 15m

George Town Owen Roberts Intl

sam. 1/10

5:45 pm-10:52 am

2 stops17h 07m

$265

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

sam. 1/31

7:22 pm-1:45 pm

2 stops18h 23m

George Town Owen Roberts Intl

sam. 2/7

2:25 pm-11:49 pm

2 stops9h 24m

$265

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

sam. 1/10

7:22 pm-1:45 pm

2 stops18h 23m

George Town Owen Roberts Intl

jeu. 1/29

2:25 pm-9:52 pm

1 stop7h 27m

$270

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

lun. 1/19

6:00 am-1:15 pm

1 stop7h 15m

George Town Owen Roberts Intl

ven. 1/23

2:25 pm-9:52 pm

1 stop7h 27m

$270

HartfordGeorge Town

BDL - GCM

BDLGCM

Hartford Bradley Intl

ven. 2/6

6:50 pm-11:35 am

1 stop16h 45m

George Town Owen Roberts Intl

jeu. 2/12

12:55 pm-11:56 pm

1 stop11h 01m

$280

HartfordGeorge Town

BDL - GCM

BDLGCM

Hartford Bradley Intl

jeu. 6/4

5:34 pm-10:55 am

2 stops18h 21m

George Town Owen Roberts Intl

lun. 6/8

3:15 pm-11:37 am

2 stops19h 22m

$285

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/17

Showing 1-10 of 47 results
1
2
3
...
5

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 décembre 18, 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, Spirit Airlines, and American Airlines can get you from Massachusetts to Grand Cayman in just under 7h 15m. Your travel time can differ by up to 9h 30m. Airlines will cover a distance of 1704 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Massachusetts to Grand Cayman

See prices for flight routes from nearby airports that may be better suited for you.
Newark to George Town flights
John F Kennedy Intl to George Town flights
LaGuardia to George Town flights
O'Hare Intl to George Town flights
Boston to George Town flights
Dulles Intl to George Town flights
Baltimore to George Town flights
Miami to George Town flights
Atlanta to George Town flights
Reagan-National to George Town flights
Tampa to George Town flights
Hobby to George Town flights
Dallas/Fort Worth to George Town flights
Detroit to George Town flights
Philadelphia to George Town flights
Denver to George Town flights
Minneapolis to George Town flights
George Bush Intcntl to George Town flights
Midway to George Town flights
Los Angeles to George Town flights
Charlotte to George Town flights
Raleigh to George Town flights
Portland to George Town flights
Kansas City to George Town flights
Indianapolis to George Town flights
Des Moines to George Town flights
Pittsburgh to George Town flights
Orlando to George Town flights
Nashville to George Town flights
Columbus to George Town flights
Cincinnati to George Town flights
Hartford to George Town flights
Richmond to George Town flights
Grand Rapids to George Town flights
Cleveland to George Town flights
Austin to George Town flights
Rochester to George Town flights
Fort Lauderdale to George Town flights
San Francisco to George Town flights
Love Field to George Town flights
Syracuse to George Town flights
Knoxville to George Town flights
Allentown to George Town flights
Charleston to George Town flights
Norfolk to George Town flights
Providence to George Town flights
Albany to George Town flights
Madison to George Town flights
St. Louis to George Town flights
Sky Harbor Intl to George Town flights

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 décembre 18, 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%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.