HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Cayman Islands

$251+ Cheap flights from Greenville (GSP) to the Cayman Islands

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 11/29. Fares are subject to change and may not be available on all flights or dates of travel.
GSP — GCM
Aug 5 — Aug 121
Tue 8/5
Tue 8/12
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Greenville to Cayman Islands with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Greenville to Cayman Islands

Keep the following information in mind while searching for Greenville to Cayman Islands flight deals. Data was last updated July 31, 2025.

Round-trip from

$498
(American Airlines)

One-way from

$251
(Southwest)

Popular in

February

Cheapest in

December

Average price

$612
From Greenville to Cayman Islands
Search Deals
One-way flight from Greenville to Cayman Islands
Search Deals
Highest demand for flights based on searches. 9% potential increase in price ($63 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($18 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 2025
Search Deals

Find flight deals from Greenville to Cayman Islands

Cheapest flights from Greenville to Cayman Islands
Explore the most affordable flight options available from Greenville to Cayman Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 31, 2025.

This American Airlines deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/135:34 pmGSP - GCM
2 stops18h 48mAmerican Airlines
Wed 9/1712:25 pmGCM - GSP
2 stops8h 35mAmerican Airlines
Deal found 7/30$498
This Delta deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/127:35 amGSP - GCM
1 stop5h 01mDelta
Fri 9/1912:52 pmGCM - GSP
1 stop10h 02mDelta
Deal found 7/29$519

Cheapflights 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, Cheapflights users made 2,558,603 searches. Data last updated July 31, 2025.
Use the filters below to find and compare flights from Greenville to the Cayman Islands that are best for you.

Fly from

Greenville

Fly to

Cayman Islands

Route

Depart

Return

Price

GreenvilleGeorge Town

GSP - GCM

GSPGCM

Greenville

Sat 9/13

5:34 pm-11:22 am

2 stops18h 48m

George Town Owen Roberts Intl

Wed 9/17

12:25 pm-10:00 pm

2 stops8h 35m

$498

GreenvilleGeorge Town

GSP - GCM

GSPGCM

Greenville

Fri 9/12

7:35 am-11:36 am

1 stop5h 01m

George Town Owen Roberts Intl

Fri 9/19

12:52 pm-11:54 pm

1 stop10h 02m

$519

GreenvilleGeorge Town

GSP - GCM

GSPGCM

Greenville

Sat 11/29

7:45 am-3:15 pm

1 stop7h 30m

$251

GreenvilleGeorge Town

GSP - GCM

GSPGCM

Greenville

Sat 11/29

3:28 pm-1:48 pm

2 stops46h 20m

$370

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/30

Best time to book a flight from Greenville to Cayman Islands

Have a flexible travel schedule? Discover the best time to fly to Cayman Islands from Greenville with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

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

What is the cheapest month to book a flight from Greenville to Cayman Islands?

Currently, January is the cheapest month in which you can book a flight from Greenville to Cayman Islands (average of $467). Flying from Greenville to Cayman Islands in March is currently the most expensive (average of $594). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Reviews of airlines servicing Cayman Islands

Get insights into the airlines that provide service to Cayman Islands. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Cayman Islands. Reviews last updated July 31, 2025.
Read through reviews of airlines operating flights from Greenville to the Cayman Islands, such as Southwest, Delta, and American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,244 reviews

Comfort

8.0

Crew

8.6

Entertainment

7.5

Boarding

8.1

Food

7.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Southwest
8.0
Very good
4,244 reviews
Southwest
8.0
Very good
4,244 reviews

Comfort

8.0

Crew

8.6

Entertainment

7.5

Boarding

8.1

Food

7.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Delta
8.0
Very good
7,980 reviews
Southwest
8.0
Very good
4,244 reviews

Comfort

8.0

Crew

8.6

Entertainment

7.5

Boarding

8.1

Food

7.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,244 reviews

Comfort

8.0

Crew

8.6

Entertainment

7.5

Boarding

8.1

Food

7.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.

Related info for your journey

Find useful and relevant information for your journey from Greenville to Cayman Islands. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Greenville to Cayman Islands?

    Located just 10.4 mi from the city center, Greenville (GSP) is the airport most travelers will use when flying to Cayman Islands from Greenville.

  • Can I find deals for flights from Greenville to Cayman Islands that include hotel bookings?

    Yes. In addition to deals on Greenville to Cayman Islands flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Greenville to Cayman Islands?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Greenville to Cayman Islands.

  • Can I find deals for business class flights from Greenville to Cayman Islands?

    Yes. Cheapflights offers flight deals from Greenville to Cayman Islands by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Greenville to Cayman Islands?

    Currently, January is the cheapest month in which you can book a flight from Greenville to Cayman Islands (average of $467). Flying from Greenville to Cayman Islands in March is currently the most expensive (average of $594). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Greenville to Cayman Islands

See prices for flight routes from nearby airports that may be better suited for you.
Charlotte to Luis Munoz Marin Intl flights
Charlotte to Punta Cana flights
Charlotte to Montego Bay flights
Charlotte to Oranjestad flights
Charlotte to Saint Thomas Island flights
Charlotte to Nassau flights
Myrtle Beach to Montego Bay flights
Charlotte to Willemstad flights
Charleston to Luis Munoz Marin Intl flights
Charlotte to Providenciales flights
Charlotte to Simpson Bay flights
Charlotte to Santo Domingo flights
Charlotte to Castries flights
Greenville to Luis Munoz Marin Intl flights
Columbia to Montego Bay flights
Augusta to Montego Bay flights
Savannah to Willemstad flights
Charlotte to Christiansted flights
Myrtle Beach to Saint Thomas Island flights
Charlotte to Bridgetown flights
Charleston to Providenciales flights
Charlotte to Puerto Plata flights
Savannah to Luis Munoz Marin Intl flights
Charleston to Montego Bay flights
Charleston to Nassau flights
Charleston to Saint Thomas Island flights
Columbia to Luis Munoz Marin Intl flights
Savannah to Oranjestad flights
Charlotte to George Town flights
Charlotte to St. John's flights
Charlotte to Ponce flights
Charleston to Oranjestad flights
Myrtle Beach to Luis Munoz Marin Intl flights
Charleston to Punta Cana flights
Savannah to Punta Cana flights
Charlotte to Santiago de los Caballeros flights
Greenville to Montego Bay flights
Myrtle Beach to Oranjestad flights
Savannah to Saint Thomas Island flights
Savannah to Castries flights
Charlotte to Marsh Harbour flights
Charleston to Willemstad flights
Myrtle Beach to Punta Cana flights
Charleston to Bridgetown flights
Augusta to Luis Munoz Marin Intl flights
Charlotte to St. George's flights
Greenville to Nassau flights
Charlotte to Georgetown flights
Greenville to Punta Cana flights
Greenville to Saint Thomas Island flights

Top airline flying from Greenville to Cayman Islands

Discover the top airline that operate flights from Greenville to Cayman Islands. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated July 31, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$434Average$584FlexibilityNo cancel feeOn-time71%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.