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Cayman Islands

$587+ Cheap flights from Greenville (GSP) to the Cayman Islands

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 11/19. Fares are subject to change and may not be available on all flights or dates of travel.
GSP — GCM
Nov 28 — Dec 51
Fri 11/28
Fri 12/5
1 adult, Economy
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Find flight deals from Greenville to Cayman Islands

Cheapest flights from Greenville to Cayman Islands
Explore the most affordable flight options available from Greenville to Cayman Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 29, 2025.

This American Airlines deal was found by Cheapflights users on 10/28. 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.
Wed 11/195:00 amGSP - GCM
1 stop15h 28mAmerican Airlines
Wed 11/269:00 amGCM - GSP
1 stop14h 59mAmerican Airlines
Deal found 10/28$587
This American Airlines deal was found by Cheapflights users on 10/28. 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 12/268:04 pmGSP - GCM
1 stop15h 46mAmerican Airlines
Wed 12/317:30 amGCM - GSP
1 stop12h 04mAmerican Airlines
Deal found 10/28$953

Cheap flight deals from Greenville to Cayman Islands

Keep the following information in mind while searching for Greenville to Cayman Islands flight deals. Data was last updated October 29, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$587
(American Airlines)

Popular in

February

Cheapest in

November

Average price

$556
Provider with most accurate pricing for Greenville-George Town Owen Roberts Intl flight deals.
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Provider most trusted by Cheapflights users for Greenville-George Town Owen Roberts Intl flights.
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From Greenville to Cayman Islands
Search Deals
Highest demand for flights based on searches. 10% potential increase in price ($73 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($18 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Greenville to Cayman Islands 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 October 29, 2025.
Use the filters below to find and compare flights from Greenville to the Cayman Islands that are best for you.

Fly from

Greenville

Fly to

Cayman Islands

Route

Depart

Return

Price

GreenvilleGeorge Town

GSP - GCM

GSPGCM

Greenville

Wed 11/19

5:00 am-8:28 pm

1 stop15h 28m

George Town Owen Roberts Intl

Wed 11/26

9:00 am-11:59 pm

1 stop14h 59m

$587

GreenvilleGeorge Town

GSP - GCM

GSPGCM

Greenville

Mon 4/6

6:45 am-11:35 am

1 stop5h 50m

George Town Owen Roberts Intl

Tue 4/7

1:00 pm-11:36 pm

1 stop9h 36m

$690

GreenvilleGeorge Town

GSP - GCM

GSPGCM

Greenville

Mon 4/6

7:27 am-1:19 pm

1 stop6h 52m

George Town Owen Roberts Intl

Tue 4/7

2:50 pm-10:28 am

2 stops18h 38m

$754

GreenvilleGeorge Town

GSP - GCM

GSPGCM

Greenville

Fri 12/26

8:04 pm-11:50 am

1 stop15h 46m

George Town Owen Roberts Intl

Wed 12/31

7:30 am-7:34 pm

1 stop12h 04m

$953

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/28

Best time to book a flight from Greenville to Cayman Islands

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

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

Currently, August is the cheapest month in which you can book a flight from Greenville to Cayman Islands (average of $386). Flying from Greenville to Cayman Islands in July is currently the most expensive (average of $549). 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 Cayman Islands

Get insights into the airlines that provide service to Cayman Islands. 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 Cayman Islands. Reviews last updated October 29, 2025.
Read through reviews of airlines operating flights from Greenville to the Cayman Islands, such as American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.2
Good
11,030 reviews

Crew

8.0

Entertainment

6.9

Food

6.4

Overall

7.2

Boarding

7.5

Comfort

7.2

Reviews

1 / 20
2.0
Mediocre

Jeremy,Sep 2025

SAN - PHL

Terrible. Bad customer service and unacceptable delay on the tarmac
American Airlines
7.2
Good
11,030 reviews
American Airlines
7.2
Good
11,030 reviews

Crew

8.0

Entertainment

6.9

Food

6.4

Overall

7.2

Boarding

7.5

Comfort

7.2

Reviews

1 / 20
2.0
Mediocre

Jeremy,Sep 2025

SAN - PHL

Terrible. Bad customer service and unacceptable delay on the tarmac

Related info for your journey

Find useful and relevant information for your journey from Greenville to Cayman Islands. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Greenville to Cayman Islands?

    Located just 10.4 mi from the city center, Greenville (GSP) is the airport most travelers will use when flying to Cayman Islands from Greenville.

  • How long is the flight from Greenville to Cayman Islands?

    Departing from Greenville to Cayman Islands will take you 5h 50m. Airlines will cover a distance of 1079 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

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

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

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

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

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

    Currently, August is the cheapest month in which you can book a flight from Greenville to Cayman Islands (average of $386). Flying from Greenville to Cayman Islands in July is currently the most expensive (average of $549). 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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Top airline flying from Greenville to Cayman Islands

Discover the top airline that operate flights from Greenville to Cayman Islands. 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 October 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$434Average$584FlexibilityNo cancel feeOn-time71%

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