$346 Find Cheap Flights from Greenville to the Cayman Islands

This is the cheapest round-trip flight price found by a KAYAK user in the last 72 hours by searching for a flight from Greenville to the Cayman Islands departing on 1/9. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Book Cheap Greenville to the Cayman Islands Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Greenville to the Cayman Islands that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Greenville to the Cayman Islands

Fri, Jan 9 - Sat, Jan 17
Multiple Airlines Logo
9:48 am - 1:38 pm
GSP
-
GCM
27h 50m1 stop
Multiple Airlines Logo
2:34 pm - 3:53 pm
GCM
-
GSP
25h 19m1 stop
$346Multiple Airlines
Fri, Jan 9 - Sat, Jan 17
Multiple Airlines Logo
4:39 pm - 1:38 pm
GSP
-
GCM
20h 59m2 stops
Multiple Airlines Logo
2:34 pm - 3:53 pm
GCM
-
GSP
25h 19m1 stop
$383Multiple Airlines
Fri, Jan 30 - Fri, Feb 6
Multiple Airlines Logo
9:48 am - 1:38 pm
GSP
-
GCM
27h 50m1 stop
Multiple Airlines Logo
3:00 pm - 4:55 pm
GCM
-
GSP
49h 55m2 stops
$476Multiple Airlines
Sat, May 16 - Sat, May 23
American Airlines Logo
6:31 pm - 10:45 am
GSP
-
GCM
17h 14m2 stops
American Airlines Logo
3:15 pm - 10:05 am
GCM
-
GSP
17h 50m2 stops
$544American Airlines
Sat, May 16 - Sat, May 23
American Airlines Logo
6:44 pm - 12:45 pm
GSP
-
GCM
19h 01m1 stop
American Airlines Logo
1:15 pm - 7:26 pm
GCM
-
GSP
5h 11m1 stop
$552American Airlines
Fri, Apr 3 - Mon, Apr 6
American Airlines Logo
6:01 am - 2:25 pm
GSP
-
GCM
9h 24m1 stop
American Airlines Logo
7:45 am - 11:59 pm
GCM
-
GSP
15h 14m1 stop
$564American Airlines
Fri, Jan 30 - Fri, Feb 6
American Airlines Logo
7:00 am - 12:05 pm
GSP
-
GCM
5h 05m1 stop
American Airlines Logo
3:45 pm - 11:57 pm
GCM
-
GSP
8h 12m1 stop
$581American Airlines
Fri, Jan 30 - Fri, Feb 6
American Airlines Logo
11:00 am - 8:20 pm
GSP
-
GCM
9h 20m2 stops
American Airlines Logo
8:50 am - 8:48 pm
GCM
-
GSP
11h 58m2 stops
$586American Airlines
Fri, Jan 9 - Sat, Jan 17
American Airlines Logo
11:00 am - 8:20 pm
GSP
-
GCM
9h 20m2 stops
American Airlines Logo
12:50 pm - 8:48 pm
GCM
-
GSP
7h 58m2 stops
$654American Airlines
Sun, Jan 11 - Thu, Jan 15
United Airlines Logo
6:35 am - 1:45 pm
GSP
-
GCM
7h 10m1 stop
United Airlines Logo
2:25 pm - 11:48 pm
GCM
-
GSP
9h 23m1 stop
$697United Airlines
Booking Insights

KAYAK's insights & trends for Greenville to the Cayman Islands flights

Get data-powered insights and trends into flights from Greenville to the Cayman Islands to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest month to fly from Greenville to the Cayman Islands?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Greenville to the Cayman Islands, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Greenville to the Cayman Islands is November, when tickets cost $461 (return) on average. On the other hand, the most expensive months are February and May, when the average cost of round-trip tickets is $773 and $771 respectively.

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Good to know

Low seasonJanuary
Cheapest flight$346
Best time to beat the crowds with an average 4% drop in price.
Most popular time to fly with an average 10% increase in price.
Flight from Greenville to George Town

FAQs - booking Cayman Islands flights

  • How does KAYAK find such low prices on flights from Greenville to the Cayman Islands?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Greenville to the Cayman Islands.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Greenville to the Cayman Islands?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Greenville to the Cayman Islands is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Greenville to the Cayman Islands?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Greenville to the Cayman Islands with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Greenville to the Cayman Islands?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Greenville to the Cayman Islands up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • What is the cheapest time of day to fly to the Cayman Islands?

    The cheapest time of day to fly to the Cayman Islands is generally in the morning, when round-trip flights cost $569 on average. The most expensive time of day to fly to the Cayman Islands is generally in the morning, which is peak travel time and where the average cost of a ticket is $569.

Reviews of the top airline flying from Greenville to the Cayman Islands

 
Need help choosing which airline to fly with from Greenville to the Cayman Islands? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.2
American AirlinesOverall score based on 11055 reviews
6.5Food
7.2Comfort
6.9Entertainment
7.5Boarding
8.0Crew
Airline reviews

Experience was good, however I had a delay due to weather happening and had to re purchase a seat on a new plane for a higher price (could be my own issue and misunderstanding) but other than that situation. First time flyer (by myself) was terrific!! The last from ORD to ALO didn't have wifi, but it was only 45 minutes so I'm sure that was part of the reason. Overall my experience was great! Next time I will remember to buy tickets with longer layovers. The delays really saved my overall anxiety. :)

8.0 ExcellentAustin, Dec 2025
ECP - CLT
Read more American Airlines reviews

Experience was good, however I had a delay due to weather happening and had to re purchase a seat on a new plane for a higher price (could be my own issue and misunderstanding) but other than that situation. First time flyer (by myself) was terrific!! The last from ORD to ALO didn't have wifi, but it was only 45 minutes so I'm sure that was part of the reason. Overall my experience was great! Next time I will remember to buy tickets with longer layovers. The delays really saved my overall anxiety. :)

Flight was delayed 17 hours due to aircraft issues. American did provide hotel, transportation and meals, 3 hours past boarding time, but it took us another hour to get the vouchers.

Flight was on time is the only good thing. Person loading the plane called 1-6 to board at the same time, made it chaotic. Plane was too small for even putting backpacks in overhead. Seat for normal sized people were too small. The WIFI didn't work. When we landed had to wait because not enough ground crew.

Did not understand a single word the attendant said on the pa system. I was glad it was not an emergency.

Flight was late and boarding was confusing because gate changed and I didn’t get a notification

Gate was overcrowded. Gate agents performed very well. Flight crew was top notch! Efficient & professional & courteous. Both meals not thermalized well. Dinner main dish was actually cold in the center. Almost inedible. Breakfast sandwich was lukewarm.

The boarding was as always, the crew tried their best but not enough. The food was a disaster I had dietary restrictions that were half met because the company did not loaded the food for the flight. The entertainment screen was fine but content was not and also they removed the free messaging option from the flight and they charged 30 dollars for that crappy bandwidth. This flight is not worth the cost and the company is going down on quality.

Not comparable to Qatar Airways services on flights to Doha. Flight attendants provided basic services; I was never recognized by name or as an Executive Platinum member. Restrooms were not kept clean during the flight.

Awful. They won’t help me with anything. I booked on American but they abdicated to Iberia. The ticket was overpriced. Everything negative

it was fine, decent flight... dont get food besides cookies or pretzels so not sure why you ask about food. same for entertainment..

Everything you need to know for your flight from Greenville to the Cayman Islands

Information on your arrival and departure airports

Greenville (GSP)