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$217+ 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 11/1. Fares are subject to change and may not be available on all flights or dates of travel.
GCM — BOS
Aug 9 — Aug 161
Sat 8/9
Sat 8/16
1 adult, Economy
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Cheap 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 August 4, 2025.

Round-trip from

$321
(United Airlines)

One-way from

$217
(JetBlue)

Popular in

May

Cheapest in

November

Average price

$525
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. 12% potential increase in price ($57 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($15 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 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 August 4, 2025.

This United Airlines deal was found by Cheapflights users on 8/2. 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.
Tue 11/185:45 pmGCM - BOS
3 stops24h 47mUnited Airlines
Mon 11/244:20 pmBOS - GCM
2 stops24h 10mUnited Airlines
Deal found 8/2$321
This American Airlines deal was found by Cheapflights users on 8/2. 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 11/181:00 pmGCM - BOS
1 stop25h 07mAmerican Airlines
Thu 11/277:19 pmBOS - GCM
1 stop16h 41mAmerican Airlines
Deal found 8/2$382
This Air Canada deal was found by Cheapflights users on 8/2. 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.
Thu 11/201:30 pmGCM - BOS
1 stop9h 07mAir Canada
Sat 11/224:35 pmBOS - GCM
1 stop19h 45mAir Canada
Deal found 8/2$442
This Kiwi.com deal was found by Cheapflights users on 8/2. 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.
Wed 11/1911:30 amGCM - BOS
1 stop22h 53mMultiple Airlines
Sun 11/2311:18 amBOS - GCM
1 stop10h 02mMultiple Airlines
Deal found 8/2$464
This Delta deal was found by Cheapflights users on 8/2. 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 11/182:02 pmGCM - BOS
1 stop10h 58mDelta
Sun 11/2310:30 amBOS - GCM
1 stop26h 07mDelta
Deal found 8/2$786

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 August 4, 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 11/18

5:45 pm-6:32 pm

3 stops24h 47m

Boston Logan Intl

Mon 11/24

4:20 pm-4:30 pm

2 stops24h 10m

$321

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Tue 11/18

1:00 pm-2:07 pm

1 stop25h 07m

Boston Logan Intl

Thu 11/27

7:19 pm-12:00 pm

1 stop16h 41m

$382

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Wed 11/19

11:30 am-10:23 am

1 stop22h 53m

Boston Logan Intl

Sun 11/23

11:18 am-9:20 pm

1 stop10h 02m

$464

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Tue 11/18

2:02 pm-1:00 am

1 stop10h 58m

Boston Logan Intl

Sun 11/23

10:30 am-12:37 pm

1 stop26h 07m

$786

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Sat 11/1

11:50 am-4:53 pm

Nonstop4h 03m

$217

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Fri 10/31

4:45 pm-6:32 pm

3 stops24h 47m

$223

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Sun 8/31

12:52 pm-11:14 pm

1 stop9h 22m

$224

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Thu 10/2

12:50 pm-2:30 pm

2 stops24h 40m

$225

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Wed 9/3

12:10 pm-11:35 pm

2 stops10h 25m

$232

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Mon 9/1

4:45 pm-10:34 pm

2 stops28h 49m

$327

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/3

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, January is the cheapest month in which you can book a flight from Grand Cayman to Massachusetts (average of $218). Flying from Grand Cayman to Massachusetts in July is currently the most expensive (average of $311). 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.

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 August 4, 2025.
Peruse reviews from past customers who have flown with Delta, United Airlines, and American Airlines 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.
Delta
8.0
Very good
7,987 reviews

Boarding

8.2

Crew

8.5

Overall

8.0

Comfort

7.9

Entertainment

7.9

Food

7.3

Reviews

1 / 20
6.0
Good

Morgan Rae,Aug 2025

BRU - JFK

Typically I choose delta because they do a great job but this time the flight attendant in my zone was very rude and didnt offer the same treatment as she did to others
Delta
8.0
Very good
7,987 reviews
Delta
8.0
Very good
7,987 reviews

Boarding

8.2

Crew

8.5

Overall

8.0

Comfort

7.9

Entertainment

7.9

Food

7.3

Reviews

1 / 20
6.0
Good

Morgan Rae,Aug 2025

BRU - JFK

Typically I choose delta because they do a great job but this time the flight attendant in my zone was very rude and didnt offer the same treatment as she did to others
United Airlines
7.4
Good
8,912 reviews
Delta
8.0
Very good
7,987 reviews

Boarding

8.2

Crew

8.5

Overall

8.0

Comfort

7.9

Entertainment

7.9

Food

7.3

Reviews

1 / 20
6.0
Good

Morgan Rae,Aug 2025

BRU - JFK

Typically I choose delta because they do a great job but this time the flight attendant in my zone was very rude and didnt offer the same treatment as she did to others
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,987 reviews

Boarding

8.2

Crew

8.5

Overall

8.0

Comfort

7.9

Entertainment

7.9

Food

7.3

Reviews

1 / 20
6.0
Good

Morgan Rae,Aug 2025

BRU - JFK

Typically I choose delta because they do a great job but this time the flight attendant in my zone was very rude and didnt offer the same treatment as she did to others
JetBlue
7.2
Good
2,915 reviews
Delta
8.0
Very good
7,987 reviews

Boarding

8.2

Crew

8.5

Overall

8.0

Comfort

7.9

Entertainment

7.9

Food

7.3

Reviews

1 / 20
6.0
Good

Morgan Rae,Aug 2025

BRU - JFK

Typically I choose delta because they do a great job but this time the flight attendant in my zone was very rude and didnt offer the same treatment as she did to others
Air Canada
7.1
Good
9,879 reviews
Delta
8.0
Very good
7,987 reviews

Boarding

8.2

Crew

8.5

Overall

8.0

Comfort

7.9

Entertainment

7.9

Food

7.3

Reviews

1 / 20
6.0
Good

Morgan Rae,Aug 2025

BRU - JFK

Typically I choose delta because they do a great job but this time the flight attendant in my zone was very rude and didnt offer the same treatment as she did to others

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.

  • 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 $217 on JetBlue. Other airlines that offer cheap prices include United Airlines from $223 and Delta from $224 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, January is the cheapest month in which you can book a flight from Grand Cayman to Massachusetts (average of $218). Flying from Grand Cayman to Massachusetts in July is currently the most expensive (average of $311). 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.

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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 August 4, 2025.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$182Average$330FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$288Average$459FlexibilityNo cancel feeOn-time71%

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