Caribbean

$120+ 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 3/22. Fares are subject to change and may not be available on all flights or dates of travel.
GSP — SJU
Apr 9 — Apr 161
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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 March 10, 2026.

This American Airlines deal was found by Cheapflights users on 3/6. 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.
Mon 4/135:20 am
GSP
-
SJU
1 stop15h 31m
American Airlines
Thu 4/1610:03 am
SJU
-
GSP
1 stop13h 56m
American Airlines
Deal found 3/6$276
This Kiwi.com deal was found by Cheapflights users on 3/5. 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 6/15:05 pm
GSP
-
SJU
1 stop7h 42m
Multiple Airlines
Sun 6/145:56 pm
SJU
-
GSP
1 stop27h 05m
Multiple Airlines
Deal found 3/5$279
This American Airlines deal was found by Cheapflights users on 3/6. 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.
Wed 4/225:20 am
GSP
-
SJU
1 stop15h 31m
American Airlines
Tue 4/285:45 am
SJU
-
GSP
1 stop12h 30m
American Airlines
Deal found 3/6$281
This American Airlines deal was found by Cheapflights users on 3/5. 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.
Sun 4/125:20 am
GSP
-
SJU
1 stop5h 28m
American Airlines
Fri 4/1711:59 pm
SJU
-
GSP
1 stop11h 45m
American Airlines
Deal found 3/5$291
This American Airlines deal was found by Cheapflights users on 3/9. 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.
Mon 5/46:45 pm
GSP
-
SJU
1 stop14h 28m
American Airlines
Mon 5/115:45 am
SJU
-
GSP
1 stop12h 30m
American Airlines
Deal found 3/9$306
This Kiwi.com deal was found by Cheapflights users on 3/6. 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 5/85:43 pm
GSP
-
SJU
1 stop25h 39m
Multiple Airlines
Sun 5/1011:59 pm
SJU
-
GSP
1 stop9h 19m
Multiple Airlines
Deal found 3/6$310
This Kiwi.com deal was found by Cheapflights users on 3/9. 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 4/135:43 pm
GSP
-
SJU
1 stop18h 06m
Multiple Airlines
Thu 4/1611:02 am
SJU
-
GSP
2 stops32h 36m
Multiple Airlines
Deal found 3/9$314
This Kiwi.com deal was found by Cheapflights users on 3/7. 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 3/234:28 pm
GSP
-
SJU
1 stop26h 27m
Multiple Airlines
Fri 3/275:30 am
SJU
-
GSP
1 stop14h 37m
Multiple Airlines
Deal found 3/7$321
This American Airlines deal was found by Cheapflights users on 3/5. 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.
Sun 5/36:45 pm
GSP
-
SJU
1 stop14h 28m
American Airlines
Wed 5/610:03 am
SJU
-
GSP
1 stop8h 12m
American Airlines
Deal found 3/5$326
This Kiwi.com deal was found by Cheapflights users on 3/6. 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 5/85:43 pm
GSP
-
SJU
1 stop25h 39m
Multiple Airlines
Sun 5/245:56 pm
SJU
-
GSP
1 stop21h 48m
Multiple Airlines
Deal found 3/6$327
This American Airlines deal was found by Cheapflights users on 3/7. 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.
Tue 4/217:00 am
GSP
-
MBJ
1 stop8h 15m
American Airlines
Tue 4/284:37 pm
MBJ
-
GSP
1 stop24h 38m
American Airlines
Deal found 3/7$333
This American Airlines deal was found by Cheapflights users on 3/5. 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.
Tue 5/126:00 am
GSP
-
MBJ
1 stop6h 24m
American Airlines
Mon 5/184:37 pm
MBJ
-
GSP
2 stops16h 14m
American Airlines
Deal found 3/5$337

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 March 10, 2026.

Round-trip from

$276
(American Airlines)

One-way from

$120
(Trip.com)

Popular in

December

Cheapest in

May

Average price

$579
From Greenville to Caribbean
One-way flight from Greenville to Caribbean
Highest demand for flights based on searches. 13% potential increase in price ($87 potential increase over avg. RT price).
Cheapest flight prices on average. 3% potential price decrease ($18 potential savings vs. average RT price).
Average for round-trip flights in March 2026

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 March 10, 2026.
Use the filters below to find and compare flights from Greenville to Caribbean that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

GreenvilleMontego Bay

GSP - MBJ

GSPMBJ

Greenville

Thu 5/28

7:32 pm-11:45 am

2 stops17h 13m

Montego Bay Sangster Intl

Mon 6/1

2:08 pm-10:08 am

2 stops19h 00m

$337

GreenvilleSaint Thomas Island

GSP - STT

GSPSTT

Greenville

Sat 3/21

5:40 am-11:38 am

1 stop5h 58m

Saint Thomas Island Cyril E King

Wed 3/25

12:49 pm-11:54 pm

1 stop11h 05m

$410

GreenvilleSaint Thomas Island

GSP - STT

GSPSTT

Greenville

Sun 4/12

5:20 am-10:47 am

1 stop5h 27m

Saint Thomas Island Cyril E King

Wed 4/22

12:25 pm-9:38 pm

2 stops9h 13m

$410

GreenvilleSan Juan

GSP - SJU

GSPSJU

Greenville

Tue 4/28

1:55 pm-11:40 pm

2 stops9h 45m

San Juan Luis Munoz Marin Intl

Fri 5/1

10:00 am-8:55 pm

2 stops10h 55m

$424
Quickest round-trip

GreenvilleSan Juan

GSP - SJU

GSPSJU

Greenville

Fri 5/8

10:09 am-4:33 pm

1 stop6h 24m

San Juan Luis Munoz Marin Intl

Sun 5/10

5:43 pm-11:43 pm

1 stop6h 00m

$436

GreenvilleSan Juan

GSP - SJU

GSPSJU

Greenville

Wed 4/22

1:55 pm-11:40 pm

2 stops9h 45m

San Juan Luis Munoz Marin Intl

Tue 4/28

5:35 am-4:20 pm

2 stops10h 45m

$441

GreenvilleMontego Bay

GSP - MBJ

GSPMBJ

Greenville

Tue 4/21

7:42 pm-3:10 pm

1 stop20h 28m

Montego Bay Sangster Intl

Tue 4/28

4:12 pm-9:55 am

1 stop16h 43m

$449

GreenvilleSan Juan

GSP - SJU

GSPSJU

Greenville

Mon 5/11

2:52 pm-9:24 pm

1 stop6h 32m

San Juan Luis Munoz Marin Intl

Fri 5/15

1:25 pm-11:05 pm

1 stop9h 40m

$451

GreenvillePunta Cana

GSP - PUJ

GSPPUJ

Greenville

Mon 4/13

8:18 pm-4:40 pm

1 stop20h 22m

Punta Cana

Thu 4/16

3:54 pm-4:53 pm

1 stop24h 59m

$465

GreenvilleMontego Bay

GSP - MBJ

GSPMBJ

Greenville

Sun 6/21

8:15 pm-1:08 pm

1 stop17h 53m

Montego Bay Sangster Intl

Mon 6/29

5:17 pm-7:45 pm

1 stop25h 28m

$466

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/9

Showing 1-10 of 60 resultsSorted by cheapest first
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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, December is the cheapest month in which you can book a flight from Greenville to Caribbean (average of $118). 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 March 10, 2026.
Read through reviews of airlines operating flights from Greenville to Caribbean, such as Delta,United Airlines, andAmerican Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.

Comfort

7.9

Boarding

8.1

Crew

8.5

Entertainment

7.8

Food

7.2

Overall

7.9

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.

Comfort

7.9

Boarding

8.1

Crew

8.5

Entertainment

7.8

Food

7.2

Overall

7.9

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.

Comfort

7.9

Boarding

8.1

Crew

8.5

Entertainment

7.8

Food

7.2

Overall

7.9

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.

Comfort

7.9

Boarding

8.1

Crew

8.5

Entertainment

7.8

Food

7.2

Overall

7.9

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 5h 58m. Fly via American Airlines, Delta, or Southwest to get the fastest option. Airlines will cover a distance of 1557 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines to fly from Greenville to Caribbean one-way?

    The cheapest airlines for a one-way flight from Greenville to Caribbean are Delta ($164), American Airlines ($188), and United Airlines ($295).

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

  • 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, December is the cheapest month in which you can book a flight from Greenville to Caribbean (average of $118). 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

Browse thousands of different options on Cheapflights for your next trip

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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.

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 March 10, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$335Average$594FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$345Average$420FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$365Average$615FlexibilityNo cancel feeOn-time71%

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