Grand Cayman

$117+ 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 4/23. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — GCM
Jan 28 — Feb 41
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

Discover tips and strategies to find the most affordable flight options for your journey from Massachusetts (USMA) to Grand Cayman (zzLAW). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated January 23, 2025.

Round-trip from

$295
(JetBlue)

One-way from

$117
(American Airlines)
From Massachusetts to Grand Cayman
One-way flight from Massachusetts to Grand Cayman

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 January 23, 2025.

This JetBlue deal was found by Cheapflights users on 1/23. 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.
Wed 4/210:00 amBOS - GCM
Nonstop4h 22mJetBlue
Mon 4/72:40 pmGCM - BOS
Nonstop4h 10mJetBlue
Deal found 1/23$295
This United Airlines deal was found by Cheapflights users on 1/22. 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 3/76:00 amBOS - GCM
1 stop7h 45mUnited Airlines
Thu 3/131:25 pmGCM - BOS
1 stop7h 35mUnited Airlines
Deal found 1/22$299
This American Airlines deal was found by Cheapflights users on 1/23. 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 2/266:00 amBOS - GCM
1 stop6h 30mAmerican Airlines
Tue 3/43:20 pmGCM - BOS
1 stop7h 18mAmerican Airlines
Deal found 1/23$310
This Delta deal was found by Cheapflights users on 1/23. 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 4/156:00 amBOS - GCM
1 stop6h 29mDelta
Tue 4/2912:50 pmGCM - BOS
1 stop8h 39mDelta
Deal found 1/23$325
This United Airlines deal was found by Cheapflights users on 1/23. 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.
Thu 3/66:00 amBDL - GCM
2 stops10h 15mUnited Airlines
Thu 3/134:25 pmGCM - BDL
1 stop6h 31mUnited Airlines
Deal found 1/23$442
This Kiwi.com deal was found by Cheapflights users on 1/23. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/188:09 pmBOS - GCM
1 stop20h 01mMultiple Airlines
Thu 2/2011:30 amGCM - BOS
1 stop7h 44mMultiple Airlines
Deal found 1/23$462
This American Airlines deal was found by Cheapflights users on 1/23. 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 8/276:16 amALB - GCM
1 stop5h 44mAmerican Airlines
Sun 8/3112:45 pmGCM - ALB
1 stop8h 33mAmerican Airlines
Deal found 1/23$528
This American Airlines deal was found by Cheapflights users on 1/23. 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 4/97:43 pmBDL - GCM
1 stop16h 52mAmerican Airlines
Wed 4/1612:35 pmGCM - BDL
1 stop10h 31mAmerican Airlines
Deal found 1/23$528
This Justfly.com deal was found by Cheapflights users on 1/23. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/217:10 amBOS - GCM
2 stops30h 15mAir Canada
Thu 4/241:40 pmGCM - BOS
2 stops24h 17mAir Canada
Deal found 1/23$529
This Southwest deal was found by Cheapflights users on 1/22. 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.
Sun 6/156:45 amALB - GCM
1 stop6h 00mSouthwest
Thu 6/1912:40 pmGCM - ALB
2 stops10h 30mSouthwest
Deal found 1/22$556
This Southwest deal was found by Cheapflights users on 1/23. 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.
Fri 3/74:00 pmBOS - GCM
2 stops19h 40mSouthwest
Fri 3/1412:40 pmGCM - BOS
2 stops10h 25mSouthwest
Deal found 1/23$566
This Delta deal was found by Cheapflights users on 1/23. 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.
Sat 2/86:10 amBDL - GCM
1 stop7h 54mDelta
Sat 2/153:19 pmGCM - BDL
1 stop8h 50mDelta
Deal found 1/23$572

Find flights from Massachusetts to Grand Cayman within your budget

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 January 23, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Wed 4/2

10:00 am-1:22 pm

Nonstop4h 22m

George Town Owen Roberts Intl

Mon 4/7

2:40 pm-7:50 pm

Nonstop4h 10m

$295

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Fri 3/7

6:00 am-1:45 pm

1 stop7h 45m

George Town Owen Roberts Intl

Thu 3/13

1:25 pm-10:00 pm

1 stop7h 35m

$299

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Wed 2/26

6:00 am-12:30 pm

1 stop6h 30m

George Town Owen Roberts Intl

Tue 3/4

3:20 pm-10:38 pm

1 stop7h 18m

$310

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Tue 4/15

6:00 am-11:29 am

1 stop6h 29m

George Town Owen Roberts Intl

Tue 4/29

12:50 pm-10:29 pm

1 stop8h 39m

$325

HartfordGeorge Town

BDL - GCM

BDLGCM

Hartford Bradley Intl

Thu 3/6

6:00 am-4:15 pm

2 stops10h 15m

George Town Owen Roberts Intl

Thu 3/13

4:25 pm-11:56 pm

1 stop6h 31m

$442

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Tue 2/18

8:09 pm-4:10 pm

1 stop20h 01m

George Town Owen Roberts Intl

Thu 2/20

11:30 am-7:14 pm

1 stop7h 44m

$462

HartfordGeorge Town

BDL - GCM

BDLGCM

Hartford Bradley Intl

Wed 4/9

7:43 pm-11:35 am

1 stop16h 52m

George Town Owen Roberts Intl

Wed 4/16

12:35 pm-12:06 am

1 stop10h 31m

$528

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Mon 4/21

7:10 am-12:25 pm

2 stops30h 15m

George Town Owen Roberts Intl

Thu 4/24

1:40 pm-2:57 pm

2 stops24h 17m

$529

AlbanyGeorge Town

ALB - GCM

ALBGCM

Albany Intl

Sun 6/15

6:45 am-11:45 am

1 stop6h 00m

George Town Owen Roberts Intl

Thu 6/19

12:40 pm-12:10 am

2 stops10h 30m

$556

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Fri 3/7

4:00 pm-11:40 am

2 stops19h 40m

George Town Owen Roberts Intl

Fri 3/14

12:40 pm-12:05 am

2 stops10h 25m

$566

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/22

Showing 1-10 of 24 results
1
2
3

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.

Travel insights for flights from Massachusetts to Grand Cayman

Get recent, data-driven insights about flights from Massachusetts to Grand Cayman including ideal travel times, pricing trends, and more.

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 January 23, 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 January 23, 2025.
To help decide which airline to fly from Massachusetts to Grand Cayman, see what other customers have to say about United Airlines, American Airlines and Southwest. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
8.1
Very good
4,647 reviews

Entertainment

7.7

Comfort

8.1

Food

7.2

Boarding

8.2

Crew

8.7

Overall

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

8.1
Very good
4,647 reviews
8.1
Very good
4,647 reviews

Entertainment

7.7

Comfort

8.1

Food

7.2

Boarding

8.2

Crew

8.7

Overall

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

8.0
Very good
8,508 reviews
8.1
Very good
4,647 reviews

Entertainment

7.7

Comfort

8.1

Food

7.2

Boarding

8.2

Crew

8.7

Overall

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

7.4
Good
3,185 reviews
8.1
Very good
4,647 reviews

Entertainment

7.7

Comfort

8.1

Food

7.2

Boarding

8.2

Crew

8.7

Overall

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

7.4
Good
8,970 reviews
8.1
Very good
4,647 reviews

Entertainment

7.7

Comfort

8.1

Food

7.2

Boarding

8.2

Crew

8.7

Overall

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

7.2
Good
10,000 reviews
8.1
Very good
4,647 reviews

Entertainment

7.7

Comfort

8.1

Food

7.2

Boarding

8.2

Crew

8.7

Overall

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

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?

    $117 is the cheapest one-way deal found within the past few days, from American Airlines. You may also be able to find cheap deals on JetBlue and Delta, with prices starting from $123 and $138, 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

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.

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 January 23, 2025.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$258Average$514FlexibilityNo cancel feeOn-time62%
DeltaCheapest$291Average$435FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$291Average$470FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$307Average$501FlexibilityNo cancel feeOn-time71%
Air CanadaCheapest$343Average$417FlexibilityNo cancel feeOn-time67%
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.