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$178+ 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 10/10. Fares are subject to change and may not be available on all flights or dates of travel.
GSP — SJU
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
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 September 11, 2025.

Round-trip from

$344
(Kiwi.com)

One-way from

$178
(Kiwi.com)

Popular in

December

Cheapest in

May

Average price

$469
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. 2% potential increase in price ($13 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($14 potential savings vs. average RT price).
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Average for round-trip flights in September 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 September 11, 2025.

This Kiwi.com deal was found by Cheapflights users on 9/9. 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.
Fri 10/248:03 pmGSP - SJU
1 stop18h 09mMultiple Airlines
Sun 10/262:49 amSJU - GSP
1 stop16h 34mMultiple Airlines
Deal found 9/9$344
This American Airlines deal was found by Cheapflights users on 9/10. 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.
Fri 10/175:00 amGSP - SJU
1 stop9h 55mAmerican Airlines
Sun 10/267:05 amSJU - GSP
1 stop8h 53mAmerican Airlines
Deal found 9/10$345
This American Airlines deal was found by Cheapflights users on 9/11. 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 12/318:08 pmGSP - SJU
1 stop12h 28mAmerican Airlines
Sat 1/106:50 pmSJU - GSP
1 stop6h 25mAmerican Airlines
Deal found 9/11$365
This American Airlines deal was found by Cheapflights users on 9/10. 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 10/2611:10 amGSP - SJU
1 stop12h 44mAmerican Airlines
Fri 10/317:05 amSJU - GSP
1 stop16h 16mAmerican Airlines
Deal found 9/10$375
This Kiwi.com deal was found by Cheapflights users on 9/11. 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 10/108:03 pmGSP - SJU
1 stop6h 27mMultiple Airlines
Sat 10/111:59 amSJU - GSP
2 stops18h 45mMultiple Airlines
Deal found 9/11$393
This Kiwi.com deal was found by Cheapflights users on 9/9. 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.
Thu 10/233:37 pmGSP - SJU
1 stop10h 53mMultiple Airlines
Sun 10/262:49 amSJU - GSP
1 stop16h 34mMultiple Airlines
Deal found 9/9$400
This Kiwi.com deal was found by Cheapflights users on 9/9. 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.
Fri 9/267:26 pmGSP - SJU
1 stop18h 45mMultiple Airlines
Sun 9/283:19 pmSJU - GSP
1 stop27h 27mMultiple Airlines
Deal found 9/9$403
This American Airlines deal was found by Cheapflights users on 9/10. 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 10/810:08 amGSP - SJU
1 stop12h 02mAmerican Airlines
Sat 10/117:00 amSJU - GSP
1 stop8h 58mAmerican Airlines
Deal found 9/10$405
This American Airlines deal was found by Cheapflights users on 9/11. 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 10/196:00 amGSP - PUJ
1 stop9h 45mAmerican Airlines
Thu 10/233:20 pmPUJ - GSP
1 stop8h 31mAmerican Airlines
Deal found 9/11$459
This American Airlines deal was found by Cheapflights users on 9/10. 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 12/1510:26 amGSP - STT
1 stop5h 32mAmerican Airlines
Sun 12/216:36 pmSTT - GSP
2 stops16h 35mAmerican Airlines
Deal found 9/10$459
This American Airlines deal was found by Cheapflights users on 9/11. 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 10/275:00 amGSP - PUJ
1 stop10h 45mAmerican Airlines
Mon 11/34:05 pmPUJ - GSP
1 stop9h 10mAmerican Airlines
Deal found 9/11$485
This Delta deal was found by Cheapflights users on 9/9. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/316:35 amGSP - SDQ
1 stop7h 06mDelta
Sat 11/87:05 amSDQ - GSP
2 stops11h 36mDelta
Deal found 9/9$491

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 September 11, 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 2/1

12:00 pm-8:30 pm

1 stop7h 30m

San Juan Luis Munoz Marin Intl

Fri 2/27

6:15 am-11:00 am

1 stop5h 45m

$345

GreenvilleSan Juan

GSP - SJU

GSPSJU

Greenville

Wed 12/31

8:08 pm-9:36 am

1 stop12h 28m

San Juan Luis Munoz Marin Intl

Sat 1/10

6:50 pm-12:15 am

1 stop6h 25m

$365

GreenvilleSan Juan

GSP - SJU

GSPSJU

Greenville

Wed 1/28

10:05 am-8:55 pm

2 stops9h 50m

San Juan Luis Munoz Marin Intl

Sat 1/31

8:40 am-3:35 pm

2 stops7h 55m

$385

GreenvilleSan Juan

GSP - SJU

GSPSJU

Greenville

Fri 10/10

8:03 pm-2:30 am

1 stop6h 27m

San Juan Luis Munoz Marin Intl

Sun 10/12

9:19 pm-7:23 pm

1 stop22h 04m

$411

GreenvilleSan Juan

GSP - SJU

GSPSJU

Greenville

Fri 1/23

4:51 pm-12:05 am

1 stop6h 14m

San Juan Luis Munoz Marin Intl

Sun 2/1

9:20 am-12:15 am

1 stop15h 55m

$418

GreenvilleSaint Thomas Island

GSP - STT

GSPSTT

Greenville

Fri 2/6

9:48 am-12:28 pm

1 stop25h 40m

Saint Thomas Island Cyril E King

Thu 2/19

1:33 pm-5:32 pm

1 stop28h 59m

$422

GreenvilleSan Juan

GSP - SJU

GSPSJU

Greenville

Fri 10/3

6:05 am-1:45 pm

1 stop7h 40m

San Juan Luis Munoz Marin Intl

Tue 10/7

1:30 pm-11:15 pm

1 stop9h 45m

$425

GreenvilleSan Juan

GSP - SJU

GSPSJU

Greenville

Thu 11/13

5:00 am-5:52 pm

1 stop11h 52m

San Juan Luis Munoz Marin Intl

Sun 11/16

6:00 am-11:04 am

1 stop6h 04m

$425

GreenvilleSan Juan

GSP - SJU

GSPSJU

Greenville

Sat 12/13

5:25 am-1:05 pm

1 stop6h 40m

San Juan Luis Munoz Marin Intl

Mon 12/15

4:41 pm-11:08 pm

1 stop7h 27m

$435

GreenvilleSan Juan

GSP - SJU

GSPSJU

Greenville

Sat 11/1

8:00 am-4:40 pm

2 stops8h 40m

San Juan Luis Munoz Marin Intl

Tue 11/4

6:40 am-4:05 pm

2 stops10h 25m

$441

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/9

Showing 1-10 of 37 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, September is the cheapest month in which you can book a flight from Greenville to Caribbean (average of $254). Flying from Greenville to Caribbean in June is currently the most expensive (average of $339). 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 September 11, 2025.

When flying from Greenville to Caribbean, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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 September 11, 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
8.0
Very good
7,960 reviews

Boarding

8.2

Overall

8.0

Entertainment

7.9

Food

7.3

Crew

8.5

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,960 reviews
Delta
8.0
Very good
7,960 reviews

Boarding

8.2

Overall

8.0

Entertainment

7.9

Food

7.3

Crew

8.5

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
United Airlines
7.4
Good
8,937 reviews
Delta
8.0
Very good
7,960 reviews

Boarding

8.2

Overall

8.0

Entertainment

7.9

Food

7.3

Crew

8.5

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,960 reviews

Boarding

8.2

Overall

8.0

Entertainment

7.9

Food

7.3

Crew

8.5

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

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 30m. Fly via Delta, 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 - Castries Hewanorra 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, September is the cheapest month in which you can book a flight from Greenville to Caribbean (average of $254). Flying from Greenville to Caribbean in June is currently the most expensive (average of $339). 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

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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 September 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$335Average$572FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$335Average$615FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$345Average$554FlexibilityNo cancel feeOn-time69%

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