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$172+ 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 12/30. Fares are subject to change and may not be available on all flights or dates of travel.
GSP — SJU
Nov 27 — Dec 41
Thu 11/27
Thu 12/4
1 adult, Economy
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Cheap flight deals from Greenville to Caribbean

Keep the following information in mind while searching for Greenville to Caribbean flight deals. Data was last updated October 28, 2025.

Round-trip from

$345
(Southwest)

One-way from

$172
(American Airlines)

Popular in

December

Cheapest in

May

Average price

$455
From Greenville to Caribbean
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One-way flight from Greenville to Caribbean
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Highest demand for flights based on searches. 7% potential increase in price ($41 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($20 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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Find 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 October 28, 2025.

This Southwest deal was found by Cheapflights users on 10/27. 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 12/1010:35 amGSP - SJU
2 stops13h 00mSouthwest
Tue 12/166:40 amSJU - GSP
2 stops10h 25mSouthwest
Deal found 10/27$345
This Kiwi.com deal was found by Cheapflights users on 10/27. 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 11/249:53 pmGSP - SJU
1 stop24h 51mMultiple Airlines
Mon 12/112:38 pmSJU - GSP
1 stop9h 42mMultiple Airlines
Deal found 10/27$358
This Kiwi.com deal was found by Cheapflights users on 10/28. 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 12/123:00 pmGSP - PUJ
1 stop24h 50mMultiple Airlines
Fri 12/193:39 pmPUJ - GSP
2 stops30h 12mMultiple Airlines
Deal found 10/28$376
This Kiwi.com deal was found by Cheapflights users on 10/27. 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 11/178:03 pmGSP - STT
2 stops15h 57mMultiple Airlines
Sat 11/222:00 pmSTT - GSP
1 stop7h 44mMultiple Airlines
Deal found 10/27$381
This Kiwi.com deal was found by Cheapflights users on 10/26. 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 12/114:00 pmGSP - PUJ
1 stop27h 25mMultiple Airlines
Thu 12/186:08 pmPUJ - GSP
1 stop16h 43mMultiple Airlines
Deal found 10/26$382
This Kiwi.com deal was found by Cheapflights users on 10/28. 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 12/83:00 pmGSP - SJU
2 stops31h 25mMultiple Airlines
Sun 12/144:10 amSJU - GSP
1 stop11h 00mMultiple Airlines
Deal found 10/28$384
This Kiwi.com deal was found by Cheapflights users on 10/27. 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.
Wed 12/244:40 pmGSP - PUJ
1 stop23h 10mMultiple Airlines
Sat 1/103:46 pmPUJ - GSP
2 stops42h 12mMultiple Airlines
Deal found 10/27$389
This Kiwi.com deal was found by Cheapflights users on 10/27. 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 12/44:00 pmGSP - SJU
1 stop22h 59mMultiple Airlines
Sun 12/77:00 amSJU - GSP
1 stop15h 14mMultiple Airlines
Deal found 10/27$389
This Kiwi.com deal was found by Cheapflights users on 10/27. 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.
Wed 12/244:40 pmGSP - PUJ
1 stop23h 10mMultiple Airlines
Thu 1/81:21 pmPUJ - GSP
1 stop20h 37mMultiple Airlines
Deal found 10/27$410
This Southwest deal was found by Cheapflights users on 10/27. 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.
Tue 12/210:35 amGSP - SJU
2 stops13h 00mSouthwest
Tue 12/96:40 amSJU - GSP
2 stops10h 25mSouthwest
Deal found 10/27$410
This United Airlines deal was found by Cheapflights users on 10/27. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/106:00 amGSP - SJU
1 stop7h 40mUnited Airlines
Mon 12/152:05 amSJU - GSP
1 stop10h 14mUnited Airlines
Deal found 10/27$416
This Kiwi.com deal was found by Cheapflights users on 10/27. 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.
Wed 12/244:40 pmGSP - PUJ
1 stop23h 10mMultiple Airlines
Wed 12/314:19 pmPUJ - GSP
2 stops29h 55mMultiple Airlines
Deal found 10/27$421

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 October 28, 2025.
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

Sun 1/18

10:05 am-8:55 pm

2 stops9h 50m

San Juan Luis Munoz Marin Intl

Wed 1/21

10:20 am-7:50 pm

2 stops10h 30m

$345

GreenvilleSan Juan

GSP - SJU

GSPSJU

Greenville

Wed 12/10

6:01 am-5:03 pm

1 stop10h 02m

San Juan Luis Munoz Marin Intl

Tue 12/16

11:00 am-11:59 pm

1 stop13h 59m

$345

GreenvilleSan Juan

GSP - SJU

GSPSJU

Greenville

Sun 1/18

6:40 am-4:36 pm

1 stop8h 56m

San Juan Luis Munoz Marin Intl

Wed 1/21

7:45 am-3:35 pm

1 stop8h 50m

$365

GreenvilleSan Juan

GSP - SJU

GSPSJU

Greenville

Wed 2/25

10:05 am-8:55 pm

2 stops9h 50m

San Juan Luis Munoz Marin Intl

Sat 3/7

6:00 am-1:15 pm

1 stop8h 15m

$365

GreenvilleSaint Thomas Island

GSP - STT

GSPSTT

Greenville

Mon 11/17

8:03 pm-1:00 pm

2 stops15h 57m

Saint Thomas Island Cyril E King

Sat 11/22

2:00 pm-8:44 pm

1 stop7h 44m

$381

GreenvillePunta Cana

GSP - PUJ

GSPPUJ

Greenville

Fri 12/12

3:00 pm-4:50 pm

1 stop24h 50m

Punta Cana

Fri 12/19

6:08 pm-8:51 pm

1 stop27h 43m

$384

GreenvilleSan Juan

GSP - SJU

GSPSJU

Greenville

Tue 12/2

10:35 am-12:35 am

2 stops13h 00m

San Juan Luis Munoz Marin Intl

Tue 12/9

6:40 am-4:05 pm

2 stops10h 25m

$410

GreenvilleSan Juan

GSP - SJU

GSPSJU

Greenville

Thu 2/26

7:29 pm-10:07 am

1 stop13h 38m

San Juan Luis Munoz Marin Intl

Mon 3/2

10:57 am-6:59 pm

1 stop9h 02m

$418

GreenvilleSan Juan

GSP - SJU

GSPSJU

Greenville

Mon 12/8

5:10 am-11:59 am

1 stop5h 49m

San Juan Luis Munoz Marin Intl

Mon 12/15

6:42 pm-11:59 pm

1 stop6h 17m

$425

GreenvilleSan Juan

GSP - SJU

GSPSJU

Greenville

Fri 2/6

6:55 pm-10:48 am

1 stop14h 53m

San Juan Luis Munoz Marin Intl

Sun 2/15

8:19 am-11:58 pm

1 stop16h 39m

$438

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/27

Showing 1-10 of 57 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, January is the cheapest month in which you can book a flight from Greenville to Caribbean (average of $59). Flying from Greenville to Caribbean in May is currently the most expensive (average of $207). 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.

What is the cheapest time of day to fly from GSP to CB?

Find hourly flight availability from Greenville to Caribbean. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 28, 2025.

A simple way to save on the total cost of your ticket is to fly from Greenville to Caribbean in the evening. If you’re flexible enough to do this you can expect to save up to 31% on your trip compared to booking a flight in the afternoon.

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 October 28, 2025.
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
7,994 reviews

Crew

8.5

Boarding

8.2

Overall

7.9

Comfort

7.9

Food

7.3

Entertainment

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
Delta
7.9
Good
7,994 reviews
Delta
7.9
Good
7,994 reviews

Crew

8.5

Boarding

8.2

Overall

7.9

Comfort

7.9

Food

7.3

Entertainment

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
United Airlines
7.4
Good
9,001 reviews
Delta
7.9
Good
7,994 reviews

Crew

8.5

Boarding

8.2

Overall

7.9

Comfort

7.9

Food

7.3

Entertainment

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
American Airlines
7.2
Good
11,032 reviews
Delta
7.9
Good
7,994 reviews

Crew

8.5

Boarding

8.2

Overall

7.9

Comfort

7.9

Food

7.3

Entertainment

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.

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 8h 56m. Fly via Southwest, American Airlines, or United Airlines 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 cheapest airlines to fly from Greenville to Caribbean one-way?

    The cheapest airlines for a one-way flight from Greenville to Caribbean are American Airlines ($172), Delta ($213), and United Airlines ($409).

  • 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 - Saint Thomas Island Cyril E King 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, January is the cheapest month in which you can book a flight from Greenville to Caribbean (average of $59). Flying from Greenville to Caribbean in May is currently the most expensive (average of $207). 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 October 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$335Average$578FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$335Average$635FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$345Average$568FlexibilityNo cancel feeOn-time69%

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