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Cheap flights from Greenville to the Cayman Islands from $540

This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight from Greenville to the Cayman Islands departing on 5/30. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Find the cheapest flights from Greenville to the Cayman Islands

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
7:29 pm - 11:00 am
GSP
-
GCM
16h 31m
2 stops
American Airlines Logo
12:00 pm - 7:36 pm
GCM
-
GSP
6h 36m
1 stop
$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 30 - Fri, Jun 5
American Airlines Logo
7:29 pm - 11:00 am
GSP
-
GCM
16h 31m
2 stops
American Airlines Logo
12:00 pm - 7:36 pm
GCM
-
GSP
6h 36m
1 stop
$570American Airlines
Sat, Jul 11 - Sun, Jul 19
American Airlines Logo
7:29 pm - 11:20 am
GSP
-
GCM
16h 51m
1 stop
American Airlines Logo
12:00 pm - 7:36 pm
GCM
-
GSP
6h 36m
1 stop
$571American Airlines
Sat, Jul 11 - Sun, Jul 19
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 - 11:00 am
GSP
-
GCM
17h 15m
1 stop
American Airlines Logo
12:00 pm - 9:33 pm
GCM
-
GSP
8h 33m
2 stops
$578American Airlines
Sat, May 16 - Sat, May 23
American Airlines Logo
6:30 am - 3:03 pm
GSP
-
GCM
9h 33m
2 stops
American Airlines Logo
2:10 pm - 8:17 am
GCM
-
GSP
17h 07m
2 stops
$590American Airlines
Sat, May 16 - Sat, May 23
United Airlines Logo
7:00 am - 12:30 pm
GSP
-
GCM
6h 30m
1 stop
United Airlines Logo
1:35 pm - 9:59 pm
GCM
-
GSP
7h 24m
1 stop
$597United Airlines
Wed, Apr 15 - Sat, Apr 18
American Airlines Logo
5:20 am - 11:00 am
GSP
-
GCM
6h 40m
2 stops
American Airlines Logo
4:03 pm - 11:57 pm
GCM
-
GSP
6h 54m
1 stop
$602American Airlines
Wed, Apr 15 - Sat, Apr 18
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

United Airlines flights from Greenville to Cayman Islands

Our best United Airlines deals on Greenville to Cayman Islands flight tickets
United Airlines
Apr 15
GSP7:00 amGreenville
6h 30m
1 stop
GCM12:30 pmGeorge Town Owen Roberts Intl
Apr 18
GCM1:35 pmGeorge Town Owen Roberts Intl
7h 24m
1 stop
GSP9:59 pmGreenville
$597
United Airlines
Mar 4
GSP6:12 amGreenville
7h 03m
1 stop
GCM1:15 pmGeorge Town Owen Roberts Intl
Mar 7
GCM2:25 pmGeorge Town Owen Roberts Intl
7h 33m
1 stop
GSP9:58 pmGreenville
$633
United Airlines
Feb 22
GSP6:30 amGreenville
7h 15m
1 stop
GCM1:45 pmGeorge Town Owen Roberts Intl
Feb 26
GCM2:25 pmGeorge Town Owen Roberts Intl
9h 34m
1 stop
GSP11:59 pmGreenville
$718

American Airlines flights from Greenville to Cayman Islands

Our best American Airlines deals on Greenville to Cayman Islands flight tickets
American Airlines
May 9
GSP6:05 pmGreenville
17h 55m
2 stops
GCM11:00 amGeorge Town Owen Roberts Intl
May 12
GCM12:00 pmGeorge Town Owen Roberts Intl
5h 15m
1 stop
GSP6:15 pmGreenville
$540
American Airlines
May 30
GSP2:37 pmGreenville
21h 43m
1 stop
GCM11:20 amGeorge Town Owen Roberts Intl
Jun 5
GCM12:00 pmGeorge Town Owen Roberts Intl
6h 36m
1 stop
GSP7:36 pmGreenville
$541
American Airlines
May 9
GSP6:45 pmGreenville
17h 15m
1 stop
GCM11:00 amGeorge Town Owen Roberts Intl
May 12
GCM12:35 pmGeorge Town Owen Roberts Intl
7h 38m
1 stop
GSP9:13 pmGreenville
$548

momondo 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, momondo users made 832,500 searches. Data last updated February 5, 2026.
Use the filters below to find and compare flights from Greenville to the Cayman Islands that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

GreenvilleGeorge Town

GSP - GCM

GSPGCM

Greenville

Sat 5/30

7:29 pm-11:00 am

2 stops16h 31m

George Town Owen Roberts Intl

Fri 6/5

12:00 pm-7:36 pm

1 stop6h 36m

$540

GreenvilleGeorge Town

GSP - GCM

GSPGCM

Greenville

Sat 5/30

2:37 pm-11:20 am

1 stop21h 43m

George Town Owen Roberts Intl

Fri 6/5

12:00 pm-7:36 pm

1 stop6h 36m

$541

GreenvilleGeorge Town

GSP - GCM

GSPGCM

Greenville

Sat 7/11

7:29 pm-11:00 am

2 stops16h 31m

George Town Owen Roberts Intl

Sun 7/19

12:00 pm-7:36 pm

1 stop6h 36m

$570

GreenvilleGeorge Town

GSP - GCM

GSPGCM

Greenville

Sat 7/11

7:29 pm-11:20 am

1 stop16h 51m

George Town Owen Roberts Intl

Sun 7/19

12:00 pm-7:36 pm

1 stop6h 36m

$571

GreenvilleGeorge Town

GSP - GCM

GSPGCM

Greenville

Sat 5/16

6:45 pm-11:00 am

1 stop17h 15m

George Town Owen Roberts Intl

Sat 5/23

2:55 pm-9:33 pm

1 stop5h 38m

$573

GreenvilleGeorge Town

GSP - GCM

GSPGCM

Greenville

Sat 5/16

6:45 pm-11:00 am

1 stop17h 15m

George Town Owen Roberts Intl

Sat 5/23

12:00 pm-9:33 pm

2 stops8h 33m

$578

GreenvilleGeorge Town

GSP - GCM

GSPGCM

Greenville

Sat 5/16

6:30 am-3:03 pm

2 stops9h 33m

George Town Owen Roberts Intl

Sat 5/23

2:10 pm-8:17 am

2 stops17h 07m

$590

GreenvilleGeorge Town

GSP - GCM

GSPGCM

Greenville

Wed 4/15

7:00 am-12:30 pm

1 stop6h 30m

George Town Owen Roberts Intl

Sat 4/18

1:35 pm-9:59 pm

1 stop7h 24m

$597

GreenvilleGeorge Town

GSP - GCM

GSPGCM

Greenville

Wed 4/15

5:20 am-11:00 am

2 stops6h 40m

George Town Owen Roberts Intl

Sat 4/18

4:03 pm-11:57 pm

1 stop6h 54m

$602

GreenvilleGeorge Town

GSP - GCM

GSPGCM

Greenville

Sat 3/21

6:22 pm-11:10 am

1 stop17h 48m

George Town Owen Roberts Intl

Sat 3/28

11:40 am-12:21 am

1 stop11h 41m

$608

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest first

See travel insights to the Cayman Islands from

How to get the cheapest flight ticket from Greenville to Cayman Islands

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Cayman Islands?

If you aren’t able to travel to Cayman Islands during the month of November, then flying in December is also cheap. Prices for this month can be found on momondo for an average of $478.

Cheap Greenville to Cayman Islands flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Greenville to Cayman Islands

Fastest flight time

5h 40m

Direct flights

None
The fastest flight from Greenville to Cayman Islands takes 5h 40m
There are no direct flights from Greenville to Cayman Islands. There are no popular flight routes from Greenville to Cayman Islands.
Search flight deals

  • When did momondo last update prices for flights from Greenville Airport to Cayman Islands?

    Prices for flights from Greenville Airport to Cayman Islands were last updated today.

  • How many operators does momondo search for flights from Greenville Airport to Cayman Islands?

  • How old do you have to be to fly from Greenville Airport to Cayman Islands?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Greenville Airport to Cayman Islands.

  • What documentation or ID do you need to fly to Cayman Islands?

    The necessary travel and health documents for your Cayman Islands trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

Best airlines flying from Greenville to Cayman Islands

Compare and see reviews for airlines that fly from Greenville to Cayman Islands with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $434Free CancellationRating
7.2
11,237 reviews
Search American Airlines flights

Why use momondo?

Why should I use momondo to find a flight deal from Greenville to Cayman Islands?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Greenville to Cayman Islands for you.

Can I find flights from Greenville to Cayman Islands with flexible booking policies on momondo?

Yes. All flights to Cayman Islands from Greenville on momondo can be compared and filtered by various policies on offer, including flexible booking.

How can momondo help me find flights from Greenville to Cayman Islands?

momondo provides multiple filters to help you find the best flight to Cayman Islands from Greenville. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

I’m not ready to book a flight from Greenville to Cayman Islands right now. Can momondo alert me if prices change?

If you are simply researching potential flights to Cayman Islands, momondo offers a useful price alert feature which will track prices for flights to Cayman Islands from Greenville and alert you when they change.

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Find better results for your trip to the Cayman Islands

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