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Grand Cayman

$124+ 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 5/3. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — GCM
Apr 9 — Apr 161
Wed 4/9
Wed 4/16
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 April 4, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$336
(Delta)

One-way from

$124
(American Airlines)

Popular in

February

Cheapest in

January

Average price

$579
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 April 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 April 4, 2025.

This Delta deal was found by Cheapflights users on 4/4. 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 4/295:40 amBOS - GCM
1 stop6h 42mDelta
Sat 5/101:03 pmGCM - BOS
1 stop11h 14mDelta
Deal found 4/4$336
This American Airlines deal was found by Cheapflights users on 4/3. 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 4/298:30 pmBOS - GCM
2 stops16h 05mAmerican Airlines
Sat 5/1011:55 amGCM - BOS
1 stop8h 43mAmerican Airlines
Deal found 4/3$340
This Delta deal was found by Cheapflights users on 4/3. 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 8/256:00 amBDL - GCM
1 stop6h 31mDelta
Thu 8/2812:50 pmGCM - BDL
1 stop10h 03mDelta
Deal found 4/3$356
This American Airlines deal was found by Cheapflights users on 4/3. 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 8/257:48 pmBDL - GCM
2 stops18h 02mAmerican Airlines
Thu 8/283:20 pmGCM - BDL
2 stops16h 54mAmerican Airlines
Deal found 4/3$360
This JetBlue deal was found by Cheapflights users on 4/3. 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.
Mon 4/2110:13 amBOS - GCM
Nonstop4h 22mJetBlue
Wed 4/232:40 pmGCM - BOS
Nonstop4h 15mJetBlue
Deal found 4/3$375
This United Airlines deal was found by Cheapflights users on 4/4. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/176:00 amBOS - GCM
2 stops10h 05mUnited Airlines
Sat 5/244:09 pmGCM - BOS
2 stops16h 47mUnited Airlines
Deal found 4/4$435
This Southwest deal was found by Cheapflights users on 4/3. 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 5/15:05 amBDL - GCM
1 stop7h 45mSouthwest
Thu 5/812:45 pmGCM - BDL
1 stop8h 50mSouthwest
Deal found 4/3$475
This Air Canada deal was found by Cheapflights users on 4/3. 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.
Tue 7/86:50 pmBOS - GCM
2 stops42h 05mAir Canada
Mon 7/1412:50 pmGCM - BOS
2 stops19h 45mAir Canada
Deal found 4/3$478
This Kiwi.com deal was found by Cheapflights users on 4/3. 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.
Thu 6/129:34 amBOS - GCM
1 stop27h 06mMultiple Airlines
Sun 6/157:00 amGCM - BOS
1 stop9h 58mMultiple Airlines
Deal found 4/3$497
This American Airlines deal was found by Cheapflights users on 4/4. 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.
Wed 11/55:24 pmALB - GCM
2 stops18h 26mAmerican Airlines
Wed 11/124:15 pmGCM - ALB
2 stops19h 34mAmerican Airlines
Deal found 4/4$542
This Delta deal was found by Cheapflights users on 4/4. 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.
Sun 11/25:00 amALB - GCM
1 stop6h 42mDelta
Thu 11/132:02 pmGCM - ALB
1 stop9h 32mDelta
Deal found 4/4$558
This United deal was found by Cheapflights users on 4/4. 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 United is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/187:40 pmBDL - GCM
2 stops18h 50mUnited Airlines
Fri 4/251:35 pmGCM - BDL
2 stops20h 05mUnited Airlines
Deal found 4/4$578

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 April 4, 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

Tue 4/29

5:40 am-11:22 am

1 stop6h 42m

George Town Owen Roberts Intl

Sat 5/10

1:03 pm-1:17 am

1 stop11h 14m

$336

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Tue 4/29

8:00 pm-11:09 am

2 stops16h 09m

George Town Owen Roberts Intl

Sat 5/10

11:55 am-11:44 pm

2 stops10h 49m

$340

HartfordGeorge Town

BDL - GCM

BDLGCM

Hartford Bradley Intl

Mon 8/25

6:00 am-11:31 am

1 stop6h 31m

George Town Owen Roberts Intl

Thu 8/28

12:50 pm-11:53 pm

1 stop10h 03m

$356

HartfordGeorge Town

BDL - GCM

BDLGCM

Hartford Bradley Intl

Mon 8/25

7:48 pm-12:50 pm

2 stops18h 02m

George Town Owen Roberts Intl

Thu 8/28

3:20 pm-9:14 am

2 stops16h 54m

$360

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Mon 4/21

10:13 am-1:35 pm

Nonstop4h 22m

George Town Owen Roberts Intl

Wed 4/23

2:40 pm-7:55 pm

Nonstop4h 15m

$375

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Sat 5/17

6:00 am-3:05 pm

2 stops10h 05m

George Town Owen Roberts Intl

Sat 5/24

4:09 pm-9:56 am

2 stops16h 47m

$435

HartfordGeorge Town

BDL - GCM

BDLGCM

Hartford Bradley Intl

Thu 5/1

5:05 am-11:50 am

1 stop7h 45m

George Town Owen Roberts Intl

Thu 5/8

12:45 pm-10:35 pm

1 stop8h 50m

$475

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Tue 7/8

6:50 pm-11:55 am

2 stops42h 05m

George Town Owen Roberts Intl

Mon 7/14

12:50 pm-9:35 am

2 stops19h 45m

$478

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Thu 6/12

9:34 am-11:40 am

1 stop27h 06m

George Town Owen Roberts Intl

Sun 6/15

7:00 am-5:58 pm

1 stop9h 58m

$497

AlbanyGeorge Town

ALB - GCM

ALBGCM

Albany Intl

Mon 7/7

5:13 pm-11:10 am

2 stops18h 57m

George Town Owen Roberts Intl

Fri 7/11

2:10 pm-8:58 am

2 stops17h 48m

$542

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/2

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 April 4, 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 April 4, 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
4,276 reviews

Crew

8.6

Food

7.1

Overall

8.0

Comfort

8.0

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Southwest
8.0
Very good
4,276 reviews
Southwest
8.0
Very good
4,276 reviews

Crew

8.6

Food

7.1

Overall

8.0

Comfort

8.0

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Delta
8.0
Very good
7,899 reviews
Southwest
8.0
Very good
4,276 reviews

Crew

8.6

Food

7.1

Overall

8.0

Comfort

8.0

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
United Airlines
7.4
Good
8,618 reviews
Southwest
8.0
Very good
4,276 reviews

Crew

8.6

Food

7.1

Overall

8.0

Comfort

8.0

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
JetBlue
7.3
Good
2,920 reviews
Southwest
8.0
Very good
4,276 reviews

Crew

8.6

Food

7.1

Overall

8.0

Comfort

8.0

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,276 reviews

Crew

8.6

Food

7.1

Overall

8.0

Comfort

8.0

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

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?

    $124 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 Air Canada and Delta, with prices starting from $156 and $158, 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 April 4, 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapest$234Average$457FlexibilityNo cancel feeOn-time67%
DeltaCheapest$252Average$479FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$263Average$473FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$284Average$459FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$324Average$514FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$469Average$868FlexibilityNo cancel feeOn-time63%

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