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$188+ 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 3/19. Fares are subject to change and may not be available on all flights or dates of travel.
GCM — BOS
Feb 27 — Mar 61
Thu 2/27
Thu 3/6
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 February 22, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$355
(JetBlue)

One-way from

$188
(JetBlue)

Popular in

May

Cheapest in

November

Average price

$433

Good round-trip deal

$221 or less

Good one-way deal

$197 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. 8% potential increase in price ($37 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($14 potential savings vs. average RT price).
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Average for round-trip flights in February 2025
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Price to beat on a round-trip flight from Cayman Islands to Massachusetts.
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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 February 22, 2025.

This JetBlue deal was found by Cheapflights users on 2/20. 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.
Sat 4/52:30 pmGCM - BOS
Nonstop4h 10mJetBlue
Mon 4/1410:13 amBOS - GCM
Nonstop4h 21mJetBlue
Deal found 2/20$355
This American Airlines deal was found by Cheapflights users on 2/21. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/213:34 pmGCM - BOS
2 stops16h 32mAmerican Airlines
Fri 3/286:00 amBOS - GCM
1 stop8h 25mAmerican Airlines
Deal found 2/21$449
This United Airlines deal was found by Cheapflights users on 2/20. 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.
Sat 4/54:15 pmGCM - BOS
1 stop6h 44mUnited Airlines
Mon 4/149:30 amBOS - GCM
2 stops28h 00mUnited Airlines
Deal found 2/20$507
This Mytrip deal was found by Cheapflights users on 2/21. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/217:00 amGCM - BOS
2 stops13h 52mMultiple Airlines
Fri 3/286:13 pmBOS - GCM
3 stops21h 37mMultiple Airlines
Deal found 2/21$828

Find flights from Cayman Islands to Massachusetts within your budget

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 February 22, 2025.

Fly from

Cayman Islands

Fly to

Massachusetts

Route

Depart

Return

Price

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Sat 4/5

2:30 pm-7:40 pm

Nonstop4h 10m

Boston Logan Intl

Mon 4/14

10:13 am-1:34 pm

Nonstop4h 21m

$355

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Fri 3/21

3:34 pm-9:06 am

2 stops16h 32m

Boston Logan Intl

Fri 3/28

6:00 am-1:25 pm

1 stop8h 25m

$449

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Sat 4/5

4:15 pm-11:59 pm

1 stop6h 44m

Boston Logan Intl

Mon 4/14

9:30 am-12:30 pm

2 stops28h 00m

$507

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Fri 3/21

7:00 am-9:52 pm

2 stops13h 52m

Boston Logan Intl

Fri 3/28

6:13 pm-2:50 pm

3 stops21h 37m

$828

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Wed 3/19

1:52 pm-6:59 pm

Nonstop4h 07m

$188

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Tue 3/18

4:25 pm-9:48 am

2 stops16h 23m

$194

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Wed 4/30

12:45 pm-8:45 am

2 stops19h 00m

$252

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Tue 5/20

12:51 pm-1:03 am

1 stop11h 12m

$258

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Mon 5/19

12:50 pm-11:28 am

1 stop21h 38m

$265

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Wed 5/21

12:10 pm-8:31 pm

1 stop7h 21m

$272

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/20

Showing 1-10 of 11 results
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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.

Travel insights for flights from Cayman Islands to Massachusetts

Get recent, data-driven insights about flights from Cayman Islands to Massachusetts including ideal travel times, pricing trends, and more.

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 February 22, 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 February 22, 2025.
Southwest
8.1
Very good
4,401 reviews

Entertainment

7.6

Boarding

8.2

Food

7.1

Overall

8.1

Crew

8.7

Comfort

8.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Southwest
8.1
Very good
4,401 reviews
Southwest
8.1
Very good
4,401 reviews

Entertainment

7.6

Boarding

8.2

Food

7.1

Overall

8.1

Crew

8.7

Comfort

8.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Delta
8.0
Very good
8,212 reviews
Southwest
8.1
Very good
4,401 reviews

Entertainment

7.6

Boarding

8.2

Food

7.1

Overall

8.1

Crew

8.7

Comfort

8.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

JetBlue
7.4
Good
3,069 reviews
Southwest
8.1
Very good
4,401 reviews

Entertainment

7.6

Boarding

8.2

Food

7.1

Overall

8.1

Crew

8.7

Comfort

8.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

United Airlines
7.4
Good
8,759 reviews
Southwest
8.1
Very good
4,401 reviews

Entertainment

7.6

Boarding

8.2

Food

7.1

Overall

8.1

Crew

8.7

Comfort

8.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

American Airlines
7.2
Good
10,000 reviews
Southwest
8.1
Very good
4,401 reviews

Entertainment

7.6

Boarding

8.2

Food

7.1

Overall

8.1

Crew

8.7

Comfort

8.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

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 JetBlue. According to our data, you can fly for as low as $188. Users have also found prices from $194 and $233 on United Airlines 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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See prices for flight routes from nearby airports that may be better suited for you.
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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 February 22, 2025.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$182Average$320FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$251Average$418FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$288Average$441FlexibilityNo cancel feeOn-time71%
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