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$188+ 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 3/19. Fares are subject to change and may not be available on all flights or dates of travel.
GCM — BOS
Feb 25 — Mar 41
Tue 2/25
Tue 3/4
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 February 20, 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
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. 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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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 February 20, 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 2/20. 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.
Mon 7/143:20 pmGCM - BOS
1 stop23h 02mAmerican Airlines
Fri 7/185:58 amBOS - GCM
1 stop6h 07mAmerican Airlines
Deal found 2/20$452
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 4/191:25 pmGCM - BOS
2 stops22h 23mUnited Airlines
Fri 4/256:00 amBOS - GCM
1 stop7h 00mUnited Airlines
Deal found 2/20$476
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/1711:30 amGCM - BOS
1 stop12h 14mMultiple Airlines
Mon 4/219:05 pmBOS - GCM
2 stops20h 05mMultiple Airlines
Deal found 2/20$650
This Southwest deal was found by Cheapflights users on 2/19. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/121:05 pmGCM - BOS
2 stops19h 10mSouthwest
Sun 7/1310:30 pmBOS - GCM
2 stops14h 20mSouthwest
Deal found 2/19$777

Find flights from Grand Cayman to Massachusetts within your budget

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 February 20, 2025.

Fly from

Grand Cayman

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

Mon 7/14

3:20 pm-3:22 pm

1 stop23h 02m

Boston Logan Intl

Fri 7/18

5:58 am-11:05 am

1 stop6h 07m

$452

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Sat 4/19

1:25 pm-12:48 pm

2 stops22h 23m

Boston Logan Intl

Fri 4/25

6:00 am-12:00 pm

1 stop7h 00m

$476

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Thu 4/17

11:30 am-12:44 am

1 stop12h 14m

Boston Logan Intl

Mon 4/21

9:05 pm-4:10 pm

2 stops20h 05m

$650

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Sat 7/12

1:05 pm-9:15 am

2 stops19h 10m

Boston Logan Intl

Sun 7/13

10:30 pm-11:50 am

2 stops14h 20m

$777

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

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 4/23

11:30 am-12:44 am

1 stop12h 14m

$272

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/20

Showing 1-10 of 11 results
1
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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.

Travel insights for flights from Grand Cayman to Massachusetts

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

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.

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 February 20, 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.

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 20, 2025.
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Crew

8.7

Food

7.1

Comfort

8.1

Boarding

8.2

Overall

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
4,411 reviews
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Crew

8.7

Food

7.1

Comfort

8.1

Boarding

8.2

Overall

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
8,220 reviews
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Crew

8.7

Food

7.1

Comfort

8.1

Boarding

8.2

Overall

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
3,070 reviews
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Crew

8.7

Food

7.1

Comfort

8.1

Boarding

8.2

Overall

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
8,766 reviews
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Crew

8.7

Food

7.1

Comfort

8.1

Boarding

8.2

Overall

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
4,411 reviews

Entertainment

7.6

Crew

8.7

Food

7.1

Comfort

8.1

Boarding

8.2

Overall

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 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 $188 on JetBlue. Other airlines that offer cheap prices include United Airlines from $194 and Delta from $258 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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Alternative routes for Grand Cayman to Massachusetts

See prices for flight routes from nearby airports that may be better suited for you.
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Top 3 airlines flying from Grand Cayman to Massachusetts

Discover the top 3 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 February 20, 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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