$251 Find Cheap Flights from Greenville to the Cayman Islands

This is the cheapest one-way 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 11/29. 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

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Cheap Flights from Greenville to the Cayman Islands

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
George Town
George Town2 stops$498
George Town
George Town2 stops$498

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, Sep 13 - Wed, Sep 17
American Airlines Logo
5:34 pm - 11:22 amGSP-GCM
18h 48m2 stops
American Airlines Logo
12:25 pm - 10:00 pmGCM-GSP
8h 35m2 stops
$498American Airlines
Find Deal
Sat, Sep 13 - Wed, Sep 17
American Airlines Logo
9:00 am - 11:22 amGSP-GCM
27h 22m1 stop
American Airlines Logo
12:25 pm - 7:13 pmGCM-GSP
5h 48m1 stop
$500American Airlines
Find Deal
Fri, Sep 12 - Fri, Sep 19
Delta Logo
7:35 am - 11:36 amGSP-GCM
5h 01m1 stop
Delta Logo
12:52 pm - 11:54 pmGCM-GSP
10h 02m1 stop
$519Delta
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Fri, Sep 12 - Fri, Sep 19
American Airlines Logo
7:38 pm - 11:10 amGSP-GCM
16h 32m2 stops
American Airlines Logo
12:10 pm - 9:25 amGCM-GSP
20h 15m2 stops
$523American Airlines
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Fri, Dec 26 - Wed, Dec 31
American Airlines Logo
7:08 am - 7:51 pmGSP-GCM
12h 43m1 stop
American Airlines Logo
4:15 pm - 12:14 amGCM-GSP
7h 59m1 stop
$765American Airlines
Find Deal
Fri, Dec 26 - Wed, Dec 31
American Airlines Logo
7:05 am - 4:00 pmGSP-GCM
8h 55m2 stops
American Airlines Logo
4:15 pm - 12:14 amGCM-GSP
7h 59m1 stop
$769American Airlines
Find Deal
Fri, Dec 26 - Wed, Dec 31
American Airlines Logo
7:05 am - 4:00 pmGSP-GCM
8h 55m2 stops
American Airlines Logo
8:30 am - 9:19 pmGCM-GSP
12h 49m2 stops
$788American Airlines
Find Deal
Fri, Dec 26 - Wed, Dec 31
American Airlines Logo
7:05 am - 4:00 pmGSP-GCM
8h 55m2 stops
American Airlines Logo
8:30 am - 9:19 pmGCM-GSP
12h 49m2 stops
$821American Airlines
Find Deal
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.

Which airlines provide the cheapest flights from Greenville to the Cayman Islands?

The cheapest round-trip price for the route for each airline clicked by KAYAK users in the last 72 hours.

In the past 3 days, the cheapest round-trip tickets from Greenville to the Cayman Islands were found on American Airlines ($498) and Delta ($519).

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Good to know

Low seasonDecember
Cheapest flight$251
Best time to beat the crowds with an average 22% drop in price.
Most popular time to fly with an average 6% 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 10000 reviews
7.2Comfort
7.5Boarding
8.0Crew
6.9Entertainment
6.5Food
Airline reviews

Very poor delay in dfw was really bad n long

2.0 Mediocredavix, Jul 2025DFW - MKE
Read more American Airlines reviews

Very poor delay in dfw was really bad n long

Our flight was 1.5 hours delayed. There was no weather for the inbound flight, so I don't understand why. This meant a VERY late arrival and only a quick nap before my morning flight.

Because of rescheduling, they had to put me on a flight that didn't go through Dallas

It was very difficult to stretch my knee out and I am very short. I also had a torn tendon in my knee which made it extra uncomfortable anyways. My husband is 6'2" and I can't imagine him flying in that plane.

3 hour weather delay followed by 1 hour (and counting) maintenance delay. UGH!

Couldn’t get the door on the plane to close leading to a nearly 2 hour delay. But, hey at least they didn’t cancel the flight.

Flight was cancelled 3 hrs AFTER etd. Thetefore Missed connection from JFK to New Zealand . No accommodation provided… This cost ne aporox 1000 USD in extra expenses and turned whst should have been a 24 hr trip ftom Boston - New Zealand into a VERY expensive , late 70+ hr nightmare … Complete nonsense!!!

After we'd boarded , they canceled the flight. The crew didn't even know , we just all received text messages. Then after they deplaned us , AA was just like "too bad, go F your self, we sure ain't gonna help you"

The plane was broken so we had to change planes.

The flight got delayed 2.5 hrs due to a maintenance issue that cause a domino effect. American should have spare planes for when something like this happens.

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

Information on your arrival and departure airports

Greenville (GSP)

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