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$121+ Cheap flights from Greenville (GSP) to Caribbean

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 3/9. Fares are subject to change and may not be available on all flights or dates of travel.
GSP — SJU
Feb 25 — Mar 41
Wed 2/25
Wed 3/4
1 adult, Economy
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Cheap flight deals from Greenville to Caribbean

Cheapest flights from Greenville to Caribbean
Explore the most affordable flight options available from Greenville to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 26, 2026.

This Kiwi.com deal was found by Cheapflights users on 1/25. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/15:13 pm
GSP
-
STT
1 stop22h 21m
Multiple Airlines
Wed 3/45:40 pm
STT
-
GSP
1 stop23h 11m
Multiple Airlines
Deal found 1/25$262
This Kiwi.com deal was found by Cheapflights users on 1/25. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/15:13 pm
GSP
-
STT
1 stop22h 21m
Multiple Airlines
Thu 3/55:40 pm
STT
-
GSP
1 stop25h 13m
Multiple Airlines
Deal found 1/25$263
This Kiwi.com deal was found by Cheapflights users on 1/25. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/85:45 pm
GSP
-
SJU
1 stop20h 50m
Multiple Airlines
Wed 2/114:06 pm
SJU
-
GSP
2 stops22h 06m
Multiple Airlines
Deal found 1/25$291
This Kiwi.com deal was found by Cheapflights users on 1/25. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/28:18 pm
GSP
-
STT
1 stop17h 13m
Multiple Airlines
Thu 3/55:40 pm
STT
-
GSP
1 stop25h 13m
Multiple Airlines
Deal found 1/25$295
This Kiwi.com deal was found by Cheapflights users on 1/24. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/26:49 pm
GSP
-
SJU
2 stops29h 35m
Multiple Airlines
Fri 3/611:04 am
SJU
-
GSP
1 stop9h 34m
Multiple Airlines
Deal found 1/24$304
This Kiwi.com deal was found by Cheapflights users on 1/25. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/48:18 pm
GSP
-
SJU
1 stop12h 29m
Multiple Airlines
Fri 5/157:00 am
SJU
-
GSP
1 stop8h 29m
Multiple Airlines
Deal found 1/25$305
This Kiwi.com deal was found by Cheapflights users on 1/25. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/88:14 pm
GSP
-
SJU
1 stop12h 33m
Multiple Airlines
Fri 5/157:00 am
SJU
-
GSP
1 stop8h 29m
Multiple Airlines
Deal found 1/25$311
This Kiwi.com deal was found by Cheapflights users on 1/24. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/69:49 pm
GSP
-
SJU
2 stops18h 11m
Multiple Airlines
Wed 2/118:05 pm
SJU
-
GSP
1 stop19h 42m
Multiple Airlines
Deal found 1/24$312
This Kiwi.com deal was found by Cheapflights users on 1/24. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/3010:18 am
GSP
-
SJU
1 stop11h 51m
Multiple Airlines
Fri 5/17:00 am
SJU
-
GSP
1 stop12h 38m
Multiple Airlines
Deal found 1/24$317
This Kiwi.com deal was found by Cheapflights users on 1/24. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/2610:23 am
GSP
-
SJU
1 stop22h 24m
Multiple Airlines
Fri 5/17:00 am
SJU
-
GSP
1 stop12h 38m
Multiple Airlines
Deal found 1/24$326
This Southwest deal was found by Cheapflights users on 1/25. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/612:50 pm
GSP
-
SJU
2 stops10h 50m
Southwest
Wed 5/138:10 am
SJU
-
GSP
2 stops11h 50m
Southwest
Deal found 1/25$328
This Kiwi.com deal was found by Cheapflights users on 1/25. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/55:45 pm
GSP
-
STT
1 stop21h 52m
Multiple Airlines
Wed 2/185:40 pm
STT
-
GSP
1 stop23h 47m
Multiple Airlines
Deal found 1/25$329

Find flight deals from Greenville to Caribbean

Keep the following information in mind while searching for Greenville to Caribbean flight deals. Data was last updated January 26, 2026.

Round-trip from

$262
(Kiwi.com)

One-way from

$121
(Trip.com)

Popular in

November

Cheapest in

May

Average price

$533
From Greenville to Caribbean
Search Deals
One-way flight from Greenville to Caribbean
Search Deals
Highest demand for flights based on searches. 5% potential increase in price ($30 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($9 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Greenville to Caribbean 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 January 26, 2026.
Use the filters below to find and compare flights from Greenville to Caribbean that are best for you.

Fly from

Greenville

Fly to

Caribbean

Route

Depart

Return

Price

GreenvilleSan Juan

GSP - SJU

GSPSJU

Greenville

Wed 5/13

6:00 am-1:45 pm

1 stop7h 45m

San Juan Luis Munoz Marin Intl

Tue 5/19

1:00 am-11:14 am

1 stop10h 14m

$328

GreenvilleSan Juan

GSP - SJU

GSPSJU

Greenville

Mon 5/4

6:45 pm-10:53 am

1 stop16h 08m

San Juan Luis Munoz Marin Intl

Mon 5/11

4:30 pm-11:57 pm

1 stop7h 27m

$328

GreenvilleSan Juan

GSP - SJU

GSPSJU

Greenville

Mon 3/9

8:18 pm-9:17 am

1 stop12h 59m

San Juan Luis Munoz Marin Intl

Fri 3/13

7:00 am-7:38 pm

1 stop12h 38m

$339

GreenvilleSan Juan

GSP - SJU

GSPSJU

Greenville

Sun 4/26

10:23 am-8:47 am

1 stop22h 24m

San Juan Luis Munoz Marin Intl

Mon 5/4

7:00 am-7:38 pm

1 stop12h 38m

$343

GreenvilleSan Juan

GSP - SJU

GSPSJU

Greenville

Wed 5/13

12:50 pm-11:40 pm

2 stops10h 50m

San Juan Luis Munoz Marin Intl

Wed 5/20

5:35 am-4:20 pm

2 stops10h 45m

$347

GreenvilleSan Juan

GSP - SJU

GSPSJU

Greenville

Fri 2/6

8:18 pm-9:47 am

1 stop12h 29m

San Juan Luis Munoz Marin Intl

Wed 2/11

4:06 pm-1:12 pm

2 stops22h 06m

$359

GreenvilleSan Juan

GSP - SJU

GSPSJU

Greenville

Tue 5/5

6:51 am-4:23 pm

1 stop9h 32m

San Juan Luis Munoz Marin Intl

Wed 5/13

5:15 pm-11:40 pm

1 stop6h 25m

$366

GreenvilleSan Juan

GSP - SJU

GSPSJU

Greenville

Sun 5/3

5:21 pm-11:13 pm

1 stop5h 52m

San Juan Luis Munoz Marin Intl

Thu 5/14

6:15 am-1:10 pm

1 stop6h 55m

$366

GreenvilleSan Juan

GSP - SJU

GSPSJU

Greenville

Sun 4/19

11:06 am-8:24 pm

1 stop9h 18m

San Juan Luis Munoz Marin Intl

Fri 5/1

5:34 pm-11:56 pm

1 stop6h 22m

$366

GreenvilleSaint Thomas Island

GSP - STT

GSPSTT

Greenville

Thu 2/5

5:45 pm-4:37 pm

1 stop21h 52m

Saint Thomas Island Cyril E King

Sat 2/14

5:40 pm-2:47 pm

2 stops22h 07m

$366

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/25

Showing 1-10 of 42 results
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Best time to book a flight from Greenville to Caribbean

Have a flexible travel schedule? Discover the best time to fly to Caribbean 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 Caribbean

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

Currently, April is the cheapest month in which you can book a flight from Greenville to Caribbean (average of $104). Flying from Greenville to Caribbean in October is currently the most expensive (average of $286). 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 Caribbean

Get insights into the airlines that provide service to Caribbean. 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 Caribbean. Reviews last updated January 26, 2026.
Read through reviews of airlines operating flights from Greenville to Caribbean, such as Delta, United Airlines, and American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,111 reviews

Entertainment

7.8

Comfort

7.9

Food

7.2

Boarding

8.1

Overall

7.9

Crew

8.5

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Delta
7.9
Good
8,111 reviews
Delta
7.9
Good
8,111 reviews

Entertainment

7.8

Comfort

7.9

Food

7.2

Boarding

8.1

Overall

7.9

Crew

8.5

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
United Airlines
7.4
Good
9,199 reviews
Delta
7.9
Good
8,111 reviews

Entertainment

7.8

Comfort

7.9

Food

7.2

Boarding

8.1

Overall

7.9

Crew

8.5

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
American Airlines
7.2
Good
11,189 reviews
Delta
7.9
Good
8,111 reviews

Entertainment

7.8

Comfort

7.9

Food

7.2

Boarding

8.1

Overall

7.9

Crew

8.5

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

Related info for your journey

Find useful and relevant information for your journey from Greenville to Caribbean. 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 Caribbean?

    If you book a flight to Caribbean from Greenville, you will be flying from Greenville, which is the city’s only airport. Greenville (GSP) is located 10.4 mi from the center of Greenville.

  • How long is the flight from Greenville to Caribbean?

    There are many flights that can get you from Greenville to Caribbean in 7h 45m. Fly via United Airlines, American Airlines, or Southwest to get the fastest option. Airlines will cover a distance of 1510 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the most popular routes from Greenville to Caribbean?

    The most popular route from Greenville to Caribbean is Greenville - San Juan Luis Munoz Marin Intl. You may also consider Greenville - Oranjestad Reina Beatrix or Greenville - Punta Cana.

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

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

  • How can I find direct flights from Greenville to Caribbean?

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

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

    Yes. Cheapflights offers flight deals from Greenville to Caribbean 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 Caribbean?

    Currently, April is the cheapest month in which you can book a flight from Greenville to Caribbean (average of $104). Flying from Greenville to Caribbean in October is currently the most expensive (average of $286). 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

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Alternative routes for Greenville to Caribbean

See prices for flight routes from nearby airports that may be better suited for you.
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Top 3 airlines flying from Greenville to Caribbean

Discover the top 3 airlines that operate flights from Greenville to Caribbean. 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 January 26, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$335Average$586FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$345Average$567FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$365Average$629FlexibilityNo cancel feeOn-time71%

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