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$176+ Cheap flights from Grand Cayman to Massachusetts

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 1/15. Fares are subject to change and may not be available on all flights or dates of travel.
GCM — BOS
Jan 15 — Jan 221
Thu 1/15
Thu 1/22
1 adult, Economy
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Cheap flight deals from Grand Cayman to Massachusetts

Cheapest flights from Grand Cayman to Massachusetts
Explore the most affordable flight options available from Grand Cayman to Massachusetts. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 16, 2025.

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.
Thu 12/252:50 pmGCM - BOS
1 stop9h 55mUnited Airlines
Fri 1/96:00 amBOS - GCM
1 stop7h 45mUnited Airlines
Deal found 12/16$290
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.
Fri 12/191:50 pmGCM - BOS
1 stop7h 38mDelta
Fri 1/26:40 amBOS - GCM
1 stop7h 47mDelta
Deal found 12/15$311
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.
Thu 12/251:03 pmGCM - BOS
2 stops18h 59mAmerican Airlines
Fri 1/98:00 amBOS - GCM
2 stops12h 20mAmerican Airlines
Deal found 12/16$460
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/197:00 amGCM - BOS
2 stops35h 02mMultiple Airlines
Fri 1/25:30 amBOS - GCM
3 stops34h 35mMultiple Airlines
Deal found 12/15$2,080

Find flight deals from Grand Cayman to Massachusetts

Keep the following information in mind while searching for Grand Cayman to Massachusetts flight deals. Data was last updated December 16, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$247
(Priceline)

One-way from

$176
(Priceline)

Popular in

May

Cheapest in

January

Average price

$377
Provider with most accurate pricing for George Town Owen Roberts Intl-Boston Logan Intl flight deals.
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Provider most trusted by Cheapflights users for George Town Owen Roberts Intl-Boston Logan Intl flights.
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From Grand Cayman to Massachusetts
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One-way flight from Grand Cayman to Massachusetts
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Highest demand for flights based on searches. 9% potential increase in price ($49 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($14 potential savings vs. average RT price).
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Average for round-trip flights in December 2025
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Grand Cayman to Massachusetts 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 16, 2025.
Use the filters below to find and compare flights from Grand Cayman to Massachusetts that are best for you.

Fly from

Grand Cayman

Fly to

Massachusetts

Route

Depart

Return

Price

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Tue 2/10

2:25 pm-12:19 pm

2 stops21h 54m

Boston Logan Intl

Tue 2/17

6:00 am-1:15 pm

1 stop7h 15m

$261

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Thu 1/8

2:49 pm-11:57 pm

1 stop9h 08m

Boston Logan Intl

Sun 1/11

5:34 am-1:53 pm

1 stop8h 19m

$265

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Sat 1/10

5:30 pm-11:49 pm

1 stop6h 19m

Boston Logan Intl

Sat 1/17

6:00 am-1:45 pm

1 stop7h 45m

$270

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Sat 1/24

5:30 pm-11:49 pm

1 stop6h 19m

Boston Logan Intl

Mon 1/26

6:00 am-1:45 pm

1 stop7h 45m

$270

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Fri 1/16

2:25 pm-9:52 pm

1 stop7h 27m

$193

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Sun 2/15

2:50 pm-7:08 pm

2 stops28h 18m

$193

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Sat 2/14

5:45 pm-12:46 pm

2 stops19h 01m

$193

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Tue 3/10

1:25 pm-9:41 pm

1 stop7h 16m

$193

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Mon 3/16

4:45 pm-6:41 pm

2 stops24h 56m

$193

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Mon 2/2

2:25 pm-9:52 pm

1 stop7h 27m

$193

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/14

Showing 1-10 of 11 results
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Best time to book a flight from Grand Cayman to Massachusetts

Have a flexible travel schedule? Discover the best time to fly to Massachusetts from Grand Cayman 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 Grand Cayman to Massachusetts

What is the cheapest month to book a flight from Grand Cayman to Massachusetts?

Currently, April is the cheapest month in which you can book a flight from Grand Cayman to Massachusetts (average of $206). Flying from Grand Cayman to Massachusetts in November is currently the most expensive (average of $504). 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 LAW to MA?

Find hourly flight availability from Grand Cayman to Massachusetts. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 16, 2025.

When flying from Grand Cayman to Massachusetts, 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 Massachusetts

Get insights into the airlines that provide service to Massachusetts. 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 Massachusetts. Reviews last updated December 16, 2025.
Peruse reviews from past customers who have flown with American Airlines and JetBlue from Grand Cayman to Massachusetts to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.2
Good
11,047 reviews

Comfort

7.2

Entertainment

6.9

Overall

7.2

Boarding

7.5

Crew

8.0

Food

6.5

Reviews

1 / 20
10.0
Excellent

Jeremy,Dec 2025

OKC - CLT

Was an okay flight. Had extra seat empty beside me so was able to stretch a bit
American Airlines
7.2
Good
11,047 reviews
American Airlines
7.2
Good
11,047 reviews

Comfort

7.2

Entertainment

6.9

Overall

7.2

Boarding

7.5

Crew

8.0

Food

6.5

Reviews

1 / 20
10.0
Excellent

Jeremy,Dec 2025

OKC - CLT

Was an okay flight. Had extra seat empty beside me so was able to stretch a bit
JetBlue
7.2
Good
2,894 reviews
American Airlines
7.2
Good
11,047 reviews

Comfort

7.2

Entertainment

6.9

Overall

7.2

Boarding

7.5

Crew

8.0

Food

6.5

Reviews

1 / 20
10.0
Excellent

Jeremy,Dec 2025

OKC - CLT

Was an okay flight. Had extra seat empty beside me so was able to stretch a bit

Related info for your journey

Find useful and relevant information for your journey from Grand Cayman to Massachusetts. 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 Grand Cayman to Massachusetts?

    Departing from Grand Cayman to Massachusetts will take you 9h 08m. Grand Cayman and Massachusetts are separated by a distance of 1704 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

    One-way options have recently been found by users for as low as $181 on JetBlue. Other airlines that offer cheap prices include United Airlines from $190 and Delta from $194 one-way.

  • Can I find deals for flights from Grand Cayman to Massachusetts that include hotel bookings?

    Yes. In addition to deals on Grand Cayman to Massachusetts flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Grand Cayman to Massachusetts?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Grand Cayman to Massachusetts.

  • Can I find deals for business class flights from Grand Cayman to Massachusetts?

    Yes. Cheapflights offers flight deals from Grand Cayman to Massachusetts 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 Grand Cayman to Massachusetts?

    Currently, April is the cheapest month in which you can book a flight from Grand Cayman to Massachusetts (average of $206). Flying from Grand Cayman to Massachusetts in November is currently the most expensive (average of $504). 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 Grand Cayman to Massachusetts

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Top 2 airlines flying from Grand Cayman to Massachusetts

Discover the top 2 airlines that operate flights from Grand Cayman to Massachusetts. 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 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$204Average$364FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$419Average$546FlexibilityNo cancel feeOn-time71%

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