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Cheap flights from Greenville to the Cayman Islands from $544

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 5/16. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
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
6:31 pm - 10:45 am
GSP
-
GCM
17h 14m2 stops
American Airlines Logo
1:15 pm - 8:04 am
GCM
-
GSP
17h 49m2 stops
$544American Airlines
Sat, May 16 - Sat, May 23
American Airlines Logo
6:44 pm - 10:45 am
GSP
-
GCM
17h 01m1 stop
American Airlines Logo
1:15 pm - 10:59 pm
GCM
-
GSP
8h 44m1 stop
$552American Airlines
Sat, May 16 - Sat, May 23
American Airlines Logo
8:41 pm - 10:50 am
GSP
-
GCM
15h 09m1 stop
American Airlines Logo
3:15 pm - 10:59 pm
GCM
-
GSP
6h 44m1 stop
$564American Airlines
Wed, May 27 - Mon, Jun 1
American Airlines Logo
8:41 pm - 12:45 pm
GSP
-
GCM
17h 04m2 stops
American Airlines Logo
3:15 pm - 10:05 am
GCM
-
GSP
17h 50m2 stops
$569American Airlines
Wed, May 27 - Mon, Jun 1
Delta Logo
6:49 am - 12:29 pm
GSP
-
GCM
5h 40m1 stop
Delta Logo
1:54 pm - 8:19 pm
GCM
-
GSP
6h 25m1 stop
$601Delta
Thu, Feb 26 - Sun, Mar 1
American Airlines Logo
5:19 am - 2:46 pm
GSP
-
GCM
9h 27m2 stops
American Airlines Logo
8:45 am - 11:56 pm
GCM
-
GSP
15h 11m1 stop
$611American Airlines
Thu, Feb 26 - Sun, Mar 1
United Airlines Logo
6:35 am - 1:45 pm
GSP
-
GCM
7h 10m1 stop
United Airlines Logo
2:50 pm - 4:52 pm
GCM
-
GSP
26h 02m1 stop
$707United Airlines
Sun, Jan 11 - Thu, Jan 15
American Airlines Logo
5:00 am - 12:05 pm
GSP
-
GCM
7h 05m1 stop
American Airlines Logo
3:11 pm - 9:43 pm
GCM
-
GSP
6h 32m1 stop
$971American Airlines
Fri, Dec 26 - Wed, Dec 31
American Airlines Logo
5:00 am - 12:05 pm
GSP
-
GCM
7h 05m1 stop
American Airlines Logo
1:05 pm - 9:43 pm
GCM
-
GSP
8h 38m2 stops
$976American Airlines
Fri, Dec 26 - Wed, Dec 31
Air Canada Logo
6:12 am - 12:25 pm
GSP
-
GCM
30h 13m2 stops
Air Canada Logo
1:30 pm - 11:59 pm
GCM
-
GSP
34h 29m2 stops
$1,096Air Canada
Thu, Feb 26 - Sun, Mar 1

WestJet flights from Greenville to Cayman Islands

Our best WestJet deals on Greenville to Cayman Islands flight tickets
WestJet
Jan 11
GSP5:40 amGreenville
32h 04m
2 stops
GCM1:44 pmGeorge Town Owen Roberts Intl
Jan 15
GCM2:50 pmGeorge Town Owen Roberts Intl
31h 54m
2 stops
GSP10:44 pmGreenville
$3,479
Find similar
WestJet
Jan 11
GSP7:20 amGreenville
30h 24m
2 stops
GCM1:44 pmGeorge Town Owen Roberts Intl
Jan 15
GCM2:50 pmGeorge Town Owen Roberts Intl
31h 54m
2 stops
GSP10:44 pmGreenville
$3,497
Find similar
WestJet
Jan 11
GSP6:34 pmGreenville
19h 10m
2 stops
GCM1:44 pmGeorge Town Owen Roberts Intl
Jan 15
GCM2:50 pmGeorge Town Owen Roberts Intl
27h 04m
2 stops
GSP5:54 pmGreenville
$3,499
Find similar

American Airlines flights from Greenville to Cayman Islands

Our best American Airlines deals on Greenville to Cayman Islands flight tickets
American Airlines
May 16
GSP6:31 pmGreenville
17h 14m
2 stops
GCM10:45 amGeorge Town Owen Roberts Intl
May 23
GCM1:15 pmGeorge Town Owen Roberts Intl
17h 49m
2 stops
GSP8:04 amGreenville
$544
Find similar
American Airlines
May 16
GSP6:44 pmGreenville
17h 01m
1 stop
GCM10:45 amGeorge Town Owen Roberts Intl
May 23
GCM1:15 pmGeorge Town Owen Roberts Intl
8h 44m
1 stop
GSP10:59 pmGreenville
$552
Find similar
American Airlines
May 27
GSP8:41 pmGreenville
15h 09m
1 stop
GCM10:50 amGeorge Town Owen Roberts Intl
Jun 1
GCM3:15 pmGeorge Town Owen Roberts Intl
6h 44m
1 stop
GSP10:59 pmGreenville
$564
Find similar

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 December 11, 2025.
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 5/16

6:31 pm-10:45 am

2 stops17h 14m

George Town Owen Roberts Intl

Sat 5/23

1:15 pm-8:04 am

2 stops17h 49m

$544

GreenvilleGeorge Town

GSP - GCM

GSPGCM

Greenville

Sat 5/16

6:44 pm-10:45 am

1 stop17h 01m

George Town Owen Roberts Intl

Sat 5/23

1:15 pm-10:59 pm

1 stop8h 44m

$552

GreenvilleGeorge Town

GSP - GCM

GSPGCM

Greenville

Wed 5/27

8:41 pm-10:50 am

1 stop15h 09m

George Town Owen Roberts Intl

Mon 6/1

3:15 pm-10:59 pm

1 stop6h 44m

$564

GreenvilleGeorge Town

GSP - GCM

GSPGCM

Greenville

Wed 5/27

8:41 pm-12:45 pm

2 stops17h 04m

George Town Owen Roberts Intl

Mon 6/1

3:15 pm-10:05 am

2 stops17h 50m

$569

GreenvilleGeorge Town

GSP - GCM

GSPGCM

Greenville

Thu 2/26

6:49 am-12:29 pm

1 stop5h 40m

George Town Owen Roberts Intl

Sun 3/1

1:54 pm-8:19 pm

1 stop6h 25m

$601

GreenvilleGeorge Town

GSP - GCM

GSPGCM

Greenville

Thu 2/26

5:19 am-2:46 pm

2 stops9h 27m

George Town Owen Roberts Intl

Sun 3/1

8:45 am-11:56 pm

1 stop15h 11m

$611

GreenvilleGeorge Town

GSP - GCM

GSPGCM

Greenville

Sun 1/11

6:35 am-1:45 pm

1 stop7h 10m

George Town Owen Roberts Intl

Thu 1/15

2:50 pm-4:52 pm

1 stop26h 02m

$707

GreenvilleGeorge Town

GSP - GCM

GSPGCM

Greenville

Fri 12/26

5:00 am-12:05 pm

1 stop7h 05m

George Town Owen Roberts Intl

Wed 12/31

3:11 pm-9:43 pm

1 stop6h 32m

$971

GreenvilleGeorge Town

GSP - GCM

GSPGCM

Greenville

Fri 12/26

5:00 am-12:05 pm

1 stop7h 05m

George Town Owen Roberts Intl

Wed 12/31

1:05 pm-9:43 pm

2 stops8h 38m

$976

GreenvilleGeorge Town

GSP - GCM

GSPGCM

Greenville

Thu 2/26

6:12 am-12:25 pm

2 stops30h 13m

George Town Owen Roberts Intl

Sun 3/1

1:30 pm-11:59 pm

2 stops34h 29m

$1,096

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.

What is the cheapest day to depart on your flight to Cayman Islands?

Our data shows that Tuesday is the least expensive day to fly to Cayman Islands. Tickets to fly out on this day can be as low as $479. Be sure to avoid booking your departure on a Saturday as prices are generally higher than usual. According to our data, the average ticket price to Cayman Islands on Saturday is $661.

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

6h 39m

Direct flights

None
The fastest flight from Greenville to Cayman Islands takes 6h 39m
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
11,050 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.

An easier way to manage your Cayman Islands trip

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Find better results for your trip to the Cayman Islands

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