$540 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 5/9. 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

Sat, May 9 - Tue, May 12
American Airlines Logo
6:05 pm - 11:00 am
GSP
-
GCM
17h 55m
2 stops
American Airlines Logo
2:10 pm - 11:02 pm
GCM
-
GSP
7h 52m
2 stops
$540American Airlines
Sat, May 30 - Fri, Jun 5
American Airlines Logo
2:37 pm - 11:20 am
GSP
-
GCM
21h 43m
1 stop
American Airlines Logo
12:00 pm - 7:36 pm
GCM
-
GSP
6h 36m
1 stop
$541American Airlines
Sat, May 9 - Tue, May 12
American Airlines Logo
6:45 pm - 11:00 am
GSP
-
GCM
17h 15m
1 stop
American Airlines Logo
12:35 pm - 9:13 pm
GCM
-
GSP
7h 38m
1 stop
$548American Airlines
Sat, May 16 - Sat, May 23
American Airlines Logo
6:45 pm - 11:00 am
GSP
-
GCM
17h 15m
1 stop
American Airlines Logo
2:55 pm - 9:33 pm
GCM
-
GSP
5h 38m
1 stop
$573American Airlines
Sat, May 16 - Sat, May 23
American Airlines Logo
6:45 pm - 1:10 pm
GSP
-
GCM
19h 25m
1 stop
American Airlines Logo
12:00 pm - 9:33 pm
GCM
-
GSP
8h 33m
2 stops
$578American Airlines
Wed, Mar 11 - Tue, Mar 17
Delta Logo
6:45 am - 11:47 am
GSP
-
GCM
6h 02m
1 stop
Delta Logo
1:12 pm - 11:54 pm
GCM
-
GSP
9h 42m
1 stop
$581Delta
Wed, Mar 11 - Tue, Mar 17
American Airlines Logo
5:00 am - 1:35 pm
GSP
-
GCM
9h 35m
2 stops
American Airlines Logo
12:00 pm - 10:05 pm
GCM
-
GSP
9h 05m
2 stops
$586American Airlines
Sat, May 16 - Sat, May 23
American Airlines Logo
7:31 am - 3:03 pm
GSP
-
GCM
8h 32m
2 stops
American Airlines Logo
12:00 pm - 9:33 pm
GCM
-
GSP
8h 33m
2 stops
$590American Airlines
Sat, Mar 21 - Sat, Mar 28
American Airlines Logo
6:22 pm - 11:10 am
GSP
-
GCM
17h 48m
1 stop
American Airlines Logo
11:40 am - 12:21 am
GCM
-
GSP
11h 41m
1 stop
$608American Airlines
Sat, Mar 21 - Sat, Mar 28
American Airlines Logo
6:22 pm - 11:10 am
GSP
-
GCM
17h 48m
1 stop
American Airlines Logo
7:45 am - 9:56 pm
GCM
-
GSP
13h 11m
2 stops
$613American 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 May and February, when the average cost of round-trip tickets is $771 and $679 respectively.

Good to know

Low seasonApril
Cheapest flight$540
Best time to beat the crowds with an average 7% drop in price.
Most popular time to fly and prices are also 7% lower on average.
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.

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 11246 reviews
7.2Comfort
6.9Entertainment
6.4Food
7.5Boarding
8.0Crew
Airline reviews

Lexus in first class was absolutely amazing! Beat flight attendant i’ve ever seen.

8.0 ExcellentFernando, Feb 2026
DFW - AKL
Read more American Airlines reviews

Lexus in first class was absolutely amazing! Beat flight attendant i’ve ever seen.

Generally good. Flight left on time and the seats are comfortable. Plenty of space in front if you in you choose a comfort plus seat, completely worth spending the extra money given the amount of hours the flight lasts. The food tastes good but I would say it’s a the amount is too little. The crew was friendly and efficient. There was a some turbulence at different points into the flight. American Airlines has good deals to NZ if you book with plenty of time before you plan on going.

the plane was so hot!! the air-conditioning was barely blowing. The flight was delayed, and we had to sit on the hot plane before take off for an extended amount of time, waiting on international passengers. Would not have been so bad if it was not so hot. They said it would get better after take off, but it did not.

They are always late and seats was also not having working charger

We flew in first class. The crew did not offer drinks before the flight took off, but they treated us well during the flight. The food was excellent. There was actually too much food served, but it was nice to have all the options.

did not have enough meal for first class passengers so offer us snack

Arrived 40 min early which was great - sat in runway for 35 min so no gain. Then waited for luggage 45 min. They need to staff accordingly knowing its one of the busiest week in Phx

Broke my luggage and I can't get a resolution yet.

My flight got rerouted due to crew rest. I was sent to Dallas customer service was not very polite. Was given a $40 room voucher for Motel 6 and $12 to eat with. It delayed me by a day. Where if I would have just stuck with my original flight Arizona was delayed to Cleveland and I could have made it home. They put me on a 9:00 flight out of Dallas to Cleveland without my knowledge or consent. When originally I was told it would be 8:45 a.m. on February 1st. I told them I could not take the 9:00 flight because I did not have anybody to pick me up from the airport at that time. I'm extremely disappointed in how I was treated. And I will not fly American Airlines again.

I am very appreciative of the help provided to me by Dennis and Whitney. I had lost my phone at EWR airport and they were very kind in assisting me. This included advice on how to file a report and also helping me connect with family. The pilot was also great about keeping passengers updated on the flight progress with regular communications over the system.

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

Information on your arrival and departure airports