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Grand Cayman

$109+ 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 11/17. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — GCM
Aug 27 — Sep 31
Mi 8/27
Mi 9/3
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 August 22, 2025.

Round-trip from

$315
(JetBlue)

One-way from

$109
(Delta)

Popular in

February

Cheapest in

January

Average price

$465
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, 5% 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 August 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 August 22, 2025.

This JetBlue deal was found by Cheapflights users on 8/21. 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.
Sa 11/157:26 amBOS - GCM
Nonstop4h 28mJetBlue
Sa 11/221:52 pmGCM - BOS
Nonstop4h 10mJetBlue
Deal found 8/21$315
This Delta deal was found by Cheapflights users on 8/21. 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.
Do 10/305:40 amBOS - GCM
1 stop7h 00mDelta
So 11/22:00 pmGCM - BOS
1 stop11h 13mDelta
Deal found 8/21$320
This Delta deal was found by Cheapflights users on 8/20. 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.
Do 9/118:55 pmBOS - GCM
1 stop15h 41mDelta
Sa 9/1312:52 pmGCM - BOS
1 stop11h 26mDelta
Deal found 8/20$322
This United Airlines deal was found by Cheapflights users on 8/21. 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.
Mi 11/125:30 amBOS - GCM
2 stops11h 00mUnited Airlines
Mo 11/175:45 pmGCM - BOS
2 stops16h 49mUnited Airlines
Deal found 8/21$326
This United Airlines deal was found by Cheapflights users on 8/21. 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.
Sa 12/66:00 amBOS - GCM
1 stop7h 15mUnited Airlines
Sa 12/135:45 pmGCM - BOS
1 stop18h 36mUnited Airlines
Deal found 8/21$330
This American Airlines deal was found by Cheapflights users on 8/20. 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.
Mi 9/108:37 pmBOS - GCM
2 stops15h 45mAmerican Airlines
Sa 9/1312:10 pmGCM - BOS
1 stop9h 10mAmerican Airlines
Deal found 8/20$334
This American Airlines deal was found by Cheapflights users on 8/19. 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.
So 9/215:47 amBOS - GCM
1 stop6h 23mAmerican Airlines
So 9/2812:10 pmGCM - BOS
1 stop11h 49mAmerican Airlines
Deal found 8/19$335
This United Airlines deal was found by Cheapflights users on 8/20. 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.
So 11/25:00 amBOS - GCM
1 stop7h 15mUnited Airlines
Do 11/65:45 pmGCM - BOS
1 stop29h 30mUnited Airlines
Deal found 8/20$338
This United Airlines deal was found by Cheapflights users on 8/21. 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.
Do 10/238:47 pmBOS - GCM
2 stops40h 43mUnited Airlines
Mo 10/274:45 pmGCM - BOS
2 stops18h 43mUnited Airlines
Deal found 8/21$340
This United Airlines deal was found by Cheapflights users on 8/21. 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.
Mi 12/105:30 amBOS - GCM
2 stops11h 00mUnited Airlines
Mi 12/175:45 pmGCM - BOS
2 stops17h 22mUnited Airlines
Deal found 8/21$341
This JetBlue deal was found by Cheapflights users on 8/20. 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.
Mo 10/277:00 amBDL - GCM
1 stop7h 31mJetBlue
Mo 11/33:45 pmGCM - BDL
1 stop8h 16mJetBlue
Deal found 8/20$384
This American Airlines deal was found by Cheapflights users on 8/19. 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.
Mi 12/176:05 amBDL - GCM
1 stop6h 00mAmerican Airlines
Di 12/232:15 pmGCM - BDL
1 stop8h 31mAmerican Airlines
Deal found 8/19$394

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 August 22, 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

Sa 11/15

7:26 am-11:54 am

Nonstop4h 28m

George Town Owen Roberts Intl

Sa 11/22

1:52 pm-6:02 pm

Nonstop4h 10m

$315

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Do 10/30

5:40 am-11:40 am

1 stop7h 00m

George Town Owen Roberts Intl

So 11/2

2:00 pm-1:13 am

1 stop11h 13m

$320

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Do 10/30

5:40 am-11:40 am

1 stop7h 00m

George Town Owen Roberts Intl

Mo 11/3

2:00 pm-9:15 pm

1 stop7h 15m

$320

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Mi 11/12

5:30 am-4:30 pm

2 stops11h 00m

George Town Owen Roberts Intl

Mo 11/17

5:45 pm-12:26 pm

1 stop18h 41m

$322

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Fr 9/12

5:35 am-11:36 am

1 stop7h 01m

George Town Owen Roberts Intl

Mo 9/15

12:52 pm-1:18 am

1 stop11h 26m

$322

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Do 9/11

8:55 pm-11:36 am

1 stop15h 41m

George Town Owen Roberts Intl

Sa 9/13

12:52 pm-1:18 am

1 stop11h 26m

$322

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Do 11/6

5:25 am-3:20 pm

1 stop9h 55m

George Town Owen Roberts Intl

Di 11/11

8:45 am-12:46 am

1 stop16h 01m

$330

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Sa 12/6

6:00 am-1:15 pm

1 stop7h 15m

George Town Owen Roberts Intl

Sa 12/13

5:45 pm-12:21 pm

1 stop18h 36m

$330

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

So 12/7

6:00 am-1:15 pm

1 stop7h 15m

George Town Owen Roberts Intl

Fr 12/12

5:45 pm-10:50 am

2 stops17h 05m

$334

HartfordGeorge Town

BDL - GCM

BDLGCM

Hartford Bradley Intl

Mo 10/27

7:00 am-1:31 pm

1 stop7h 31m

George Town Owen Roberts Intl

Mo 11/3

3:45 pm-12:01 am

1 stop8h 16m

$384

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/20

Showing 1-10 of 41 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 August 22, 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.

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?

    JetBlue, Delta, and United Airlines can get you from Massachusetts to Grand Cayman in just under 4h 28m. Your travel time can differ by up to 6h 32m. Airlines will cover a distance of 1704 mi. This flight may include one or multiple stops.

  • 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 August 22, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$214Average$474FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$260Average$453FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$270Average$427FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$317Average$540FlexibilityNo cancel feeOn-time71%
Air CanadaCheapest$457Average$559FlexibilityNo cancel feeOn-time67%
SouthwestCheapest$469Average$868FlexibilityNo cancel feeOn-time63%

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