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$229+ Cheap flights from the Cayman Islands 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 5/24. Fares are subject to change and may not be available on all flights or dates of travel.
GCM — BOS
Apr 29 — May 61
Tue 4/29
Tue 5/6
1 adult, Economy
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Cheap flight deals from Cayman Islands to Massachusetts

Keep the following information in mind while searching for Cayman Islands to Massachusetts flight deals. Data was last updated April 24, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$371
(Kissandfly.com)

One-way from

$229
(United Airlines)

Popular in

May

Cheapest in

November

Average price

$289

Good one-way deal

$274 or less
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 Cayman Islands to Massachusetts
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One-way flight from Cayman Islands to Massachusetts
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Highest demand for flights based on searches. 10% potential increase in price ($49 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($18 potential savings vs. average RT price).
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Average for round-trip flights in April 2025
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Price to beat on a one-way flight from Cayman Islands to Massachusetts.
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Find flight deals from Cayman Islands to Massachusetts

Cheapest flights from Cayman Islands to Massachusetts
Explore the most affordable flight options available from Cayman Islands to Massachusetts. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 24, 2025.

This Kissandfly.com deal was found by Cheapflights users on 4/23. 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/191:35 pmGCM - BOS
2 stops20h 03mLufthansa
Tue 5/275:15 amBOS - GCM
1 stop8h 15mLufthansa
Deal found 4/23$371
This Trip.com deal was found by Cheapflights users on 4/23. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/101:35 pmGCM - BOS
1 stop8h 51mUnited Airlines
Sat 5/175:30 amBOS - GCM
1 stop10h 35mUnited Airlines
Deal found 4/23$381
This Booking.com deal was found by Cheapflights users on 4/23. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/1912:50 pmGCM - BOS
1 stop21h 38mAir Canada
Tue 6/246:50 pmBOS - GCM
2 stops42h 05mAir Canada
Deal found 4/23$415
This American Airlines deal was found by Cheapflights users on 4/23. 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.
Mon 7/1412:25 pmGCM - BOS
1 stop7h 12mAmerican Airlines
Fri 7/185:52 amBOS - GCM
1 stop6h 28mAmerican Airlines
Deal found 4/23$440
This Mytrip deal was found by Cheapflights users on 4/23. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/811:30 amGCM - BOS
2 stops18h 33mMultiple Airlines
Sun 5/189:46 amBOS - GCM
1 stop26h 54mMultiple Airlines
Deal found 4/23$503

Cheapflights Fare Finder

Customize your flight search to find flights from Cayman Islands 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 April 24, 2025.
Use the filters below to find and compare flights from the Cayman Islands to Massachusetts that are best for you.

Fly from

Cayman Islands

Fly to

Massachusetts

Route

Depart

Return

Price

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Mon 5/19

1:35 pm-10:38 am

2 stops20h 03m

Boston Logan Intl

Tue 5/27

5:15 am-12:30 pm

1 stop8h 15m

$371

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Sat 5/10

1:35 pm-11:26 pm

1 stop8h 51m

Boston Logan Intl

Sat 5/17

5:30 am-3:05 pm

1 stop10h 35m

$381

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Thu 6/19

12:50 pm-11:28 am

1 stop21h 38m

Boston Logan Intl

Tue 6/24

6:50 pm-11:55 am

2 stops42h 05m

$415

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Mon 7/14

12:25 pm-8:37 pm

1 stop7h 12m

Boston Logan Intl

Fri 7/18

5:52 am-11:20 am

1 stop6h 28m

$440

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Thu 5/8

11:30 am-7:03 am

2 stops18h 33m

Boston Logan Intl

Sun 5/18

9:46 am-11:40 am

1 stop26h 54m

$503

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Sat 5/24

4:09 pm-3:25 pm

2 stops22h 16m

$229

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Mon 6/23

12:50 pm-9:55 am

1 stop20h 05m

$287

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Wed 6/25

12:40 pm-10:40 pm

1 stop9h 00m

$308

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Tue 10/21

12:15 pm-8:47 pm

1 stop7h 32m

$317

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Sun 6/22

12:40 pm-12:43 am

1 stop11h 03m

$383

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/22

Best time to book a flight from Cayman Islands to Massachusetts

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

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

Currently, January is the cheapest month in which you can book a flight from Cayman Islands to Massachusetts (average of $218). Flying from Cayman Islands 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.

What is the cheapest time of day to fly from KY to MA?

Find hourly flight availability from Cayman Islands 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 April 24, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Cayman Islands to Massachusetts as you normally would.

Rainfall in Massachusetts by month

Plan your trip to Massachusetts by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Massachusetts ranges from 3.1 - 4.0 inches per month. March is typically the wettest month, when rainfall can reach 4.0 in. July is typically the driest time to visit Massachusetts when rainfall is around 3.1 in.

Temperature in Massachusetts by month

Plan your trip to Massachusetts by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Massachusetts, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 30.2 F).

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 April 24, 2025.
Delta
8.0
Very good
7,920 reviews

Comfort

7.9

Crew

8.5

Overall

8.0

Entertainment

7.9

Boarding

8.2

Food

7.3

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
Delta
8.0
Very good
7,920 reviews
Delta
8.0
Very good
7,920 reviews

Comfort

7.9

Crew

8.5

Overall

8.0

Entertainment

7.9

Boarding

8.2

Food

7.3

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
United Airlines
7.4
Good
8,685 reviews
Delta
8.0
Very good
7,920 reviews

Comfort

7.9

Crew

8.5

Overall

8.0

Entertainment

7.9

Boarding

8.2

Food

7.3

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,920 reviews

Comfort

7.9

Crew

8.5

Overall

8.0

Entertainment

7.9

Boarding

8.2

Food

7.3

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
Air Canada
7.0
Good
9,195 reviews
Delta
8.0
Very good
7,920 reviews

Comfort

7.9

Crew

8.5

Overall

8.0

Entertainment

7.9

Boarding

8.2

Food

7.3

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
Lufthansa
6.7
Okay
7,029 reviews
Delta
8.0
Very good
7,920 reviews

Comfort

7.9

Crew

8.5

Overall

8.0

Entertainment

7.9

Boarding

8.2

Food

7.3

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Related info for your journey

Find useful and relevant information for your journey from Cayman Islands 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 Cayman Islands to Massachusetts one-way?

    For one-way options, check prices for United Airlines. According to our data, you can fly for as low as $229. Users have also found prices from $287 and $308 on Air Canada and Delta, respectively.

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

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

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

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

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

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

    Currently, January is the cheapest month in which you can book a flight from Cayman Islands to Massachusetts (average of $218). Flying from Cayman Islands 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.

See more FAQs

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Alternative routes for Cayman Islands to Massachusetts

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Top 3 airlines flying from Cayman Islands to Massachusetts

Discover the top 3 airlines that operate flights from Cayman Islands 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 April 24, 2025.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$182Average$353FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$251Average$449FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$288Average$443FlexibilityNo cancel feeOn-time71%

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