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$192+ 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 1/1. Fares are subject to change and may not be available on all flights or dates of travel.
GSP — SJU
Jan 11 — Jan 181
Sun 1/11
Sun 1/18
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 December 12, 2025.

This Kiwi.com deal was found by Cheapflights users on 12/10. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/314:45 pmGSP - SJU
1 stop28h 20mMultiple Airlines
Wed 1/78:08 pmSJU - GSP
2 stops21h 11mMultiple Airlines
Deal found 12/10$410
This Kiwi.com deal was found by Cheapflights users on 12/9. 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.
Sat 12/209:41 pmGSP - SJU
1 stop15h 18mMultiple Airlines
Mon 12/226:00 amSJU - GSP
1 stop14h 53mMultiple Airlines
Deal found 12/9$448
This Kiwi.com deal was found by Cheapflights users on 12/10. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/215:17 pmGSP - SJU
2 stops55h 22mMultiple Airlines
Wed 1/79:23 pmSJU - GSP
1 stop19h 56mMultiple Airlines
Deal found 12/10$462
This Kiwi.com deal was found by Cheapflights users on 12/10. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/233:26 pmGSP - SJU
2 stops19h 32mMultiple Airlines
Wed 1/79:23 pmSJU - GSP
1 stop19h 56mMultiple Airlines
Deal found 12/10$468
This American Airlines deal was found by Cheapflights users on 12/10. 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 12/3112:44 pmGSP - SJU
1 stop8h 07mAmerican Airlines
Sat 1/106:00 amSJU - GSP
1 stop13h 26mAmerican Airlines
Deal found 12/10$475
This Kiwi.com deal was found by Cheapflights users on 12/11. 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.
Sun 12/2111:33 amGSP - SJU
2 stops12h 51mMultiple Airlines
Mon 12/226:00 amSJU - GSP
1 stop14h 53mMultiple Airlines
Deal found 12/11$483
This Delta deal was found by Cheapflights users on 12/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/2010:05 amGSP - MBJ
1 stop10h 36mDelta
Wed 12/248:00 amMBJ - GSP
1 stop8h 54mDelta
Deal found 12/10$576
This Delta deal was found by Cheapflights users on 12/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/2410:05 amGSP - NAS
1 stop4h 58mDelta
Sat 12/278:10 amNAS - GSP
1 stop11h 03mDelta
Deal found 12/10$597
This Kiwi.com deal was found by Cheapflights users on 12/9. 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 12/255:17 pmGSP - STT
2 stops17h 14mMultiple Airlines
Mon 12/2912:31 pmSTT - GSP
1 stop7h 04mMultiple Airlines
Deal found 12/9$631
This Kiwi.com deal was found by Cheapflights users on 12/11. 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.
Mon 12/153:00 pmGSP - NAS
1 stop23h 45mMultiple Airlines
Fri 12/1912:00 pmNAS - GSP
1 stop7h 23mMultiple Airlines
Deal found 12/11$662
This American Airlines deal was found by Cheapflights users on 12/11. 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 12/157:30 amGSP - NAS
2 stops10h 25mAmerican Airlines
Fri 12/191:12 pmNAS - GSP
1 stop4h 41mAmerican Airlines
Deal found 12/11$670
This Delta deal was found by Cheapflights users on 12/11. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/196:45 amGSP - NAS
1 stop7h 45mDelta
Tue 12/238:10 amNAS - GSP
1 stop11h 03mDelta
Deal found 12/11$679

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 December 12, 2025.

Round-trip from

$286
(Kiwi.com)

One-way from

$192
(Kiwi.com)

Popular in

November

Cheapest in

May

Average price

$620
From Greenville to Caribbean
Search Deals
One-way flight from Greenville to Caribbean
Search Deals
Highest demand for flights based on searches. 7% potential increase in price ($41 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($10 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
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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 December 12, 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 2/22

5:17 pm-3:02 pm

2 stops20h 45m

San Juan Luis Munoz Marin Intl

Thu 2/26

4:36 pm-5:59 pm

1 stop26h 23m

$303

GreenvilleSan Juan

GSP - SJU

GSPSJU

Greenville

Fri 2/6

8:18 pm-9:47 am

1 stop12h 29m

San Juan Luis Munoz Marin Intl

Sat 2/14

6:00 am-1:12 pm

2 stops32h 12m

$330

GreenvilleSan Juan

GSP - SJU

GSPSJU

Greenville

Tue 2/24

10:05 am-11:10 pm

1 stop12h 05m

San Juan Luis Munoz Marin Intl

Fri 2/27

6:00 am-7:05 pm

2 stops14h 05m

$345

GreenvilleSan Juan

GSP - SJU

GSPSJU

Greenville

Thu 1/29

10:32 am-8:50 pm

1 stop9h 18m

San Juan Luis Munoz Marin Intl

Tue 2/3

3:49 pm-8:48 pm

1 stop5h 59m

$345

GreenvilleSan Juan

GSP - SJU

GSPSJU

Greenville

Thu 1/22

12:09 pm-11:59 pm

2 stops10h 50m

San Juan Luis Munoz Marin Intl

Mon 1/26

5:55 pm-11:26 pm

1 stop6h 31m

$345

GreenvilleSan Juan

GSP - SJU

GSPSJU

Greenville

Thu 1/29

5:45 pm-3:35 pm

1 stop20h 50m

San Juan Luis Munoz Marin Intl

Tue 2/3

7:00 pm-4:55 pm

2 stops46h 55m

$350

GreenvilleMontego Bay

GSP - MBJ

GSPMBJ

Greenville

Sun 1/25

6:45 pm-12:02 pm

1 stop17h 17m

Montego Bay Sangster Intl

Sun 2/1

12:57 pm-8:58 am

1 stop20h 01m

$351

GreenvillePunta Cana

GSP - PUJ

GSPPUJ

Greenville

Thu 1/22

6:45 pm-4:36 pm

1 stop20h 51m

Punta Cana

Thu 1/29

5:47 pm-8:58 am

1 stop16h 11m

$357

GreenvilleSaint Thomas Island

GSP - STT

GSPSTT

Greenville

Mon 1/5

8:03 pm-2:28 pm

1 stop17h 25m

Saint Thomas Island Cyril E King

Sun 1/11

5:42 pm-8:58 am

1 stop16h 16m

$380

GreenvilleSan Juan

GSP - SJU

GSPSJU

Greenville

Thu 1/29

10:05 am-8:55 pm

2 stops9h 50m

San Juan Luis Munoz Marin Intl

Tue 2/3

5:40 am-5:35 pm

2 stops12h 55m

$385

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/11

Showing 1-10 of 44 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.

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 December 12, 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 39% on your trip compared to booking a flight in the afternoon.

What is the cheapest day to fly from Greenville to Caribbean?

Use this chart to determine the cheapest time to fly round-trip from Greenville to Caribbean. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Greenville to Caribbean flight should consider departing on Thursday afternoons when fares are most often at their lowest. Sunday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

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 December 12, 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
8,008 reviews

Food

7.3

Comfort

7.9

Crew

8.5

Boarding

8.1

Entertainment

7.9

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.
Delta
7.9
Good
8,008 reviews
Delta
7.9
Good
8,008 reviews

Food

7.3

Comfort

7.9

Crew

8.5

Boarding

8.1

Entertainment

7.9

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.
United Airlines
7.4
Good
9,095 reviews
Delta
7.9
Good
8,008 reviews

Food

7.3

Comfort

7.9

Crew

8.5

Boarding

8.1

Entertainment

7.9

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.
American Airlines
7.2
Good
11,050 reviews
Delta
7.9
Good
8,008 reviews

Food

7.3

Comfort

7.9

Crew

8.5

Boarding

8.1

Entertainment

7.9

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 9h 13m. Fly via Southwest, American Airlines, or Delta to get the fastest option. Airlines will cover a distance of 737 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 ($154), Southwest ($208), and United Airlines ($295).

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

    The most popular route from Greenville to Caribbean is Greenville - Saint Thomas Island Cyril E King. You may also consider Greenville - San Juan Luis Munoz Marin Intl or Greenville - Oranjestad Reina Beatrix.

  • 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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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 December 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$334Average$621FlexibilityNo cancel feeOn-time71%
DeltaCheapest$345Average$585FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$355Average$579FlexibilityNo cancel feeOn-time69%

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