$131+ 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 10/7. Fares are subject to change and may not be available on all flights or dates of travel.
GSP — SJU
Aug 25 — Sep 11
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
Find cheap flights from Greenville to Caribbean with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Greenville to Caribbean
Cheapest
Best
Last-minute
One-way
Cheapest flights from Greenville to CaribbeanExplore 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 July 26, 2026.
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 July 26, 2026.
This Kiwi.com deal was found by Cheapflights users on 7/22. 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 8/173:13 pm
GSP
- SJU
1 stop9h 28m
Multiple Airlines
Thu 8/205:15 pm
SJU
- GSP
1 stop26h 18m
Multiple Airlines
Deal found 7/22![Multiple Airlines logo]()
$253
This Kiwi.com deal was found by Cheapflights users on 7/23. 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 8/173:13 pm
GSP
- SJU
1 stop9h 28m
Multiple Airlines
Fri 8/216:35 am
SJU
- GSP
1 stop9h 30m
Multiple Airlines
Deal found 7/23![Multiple Airlines logo]()
$259
This Kiwi.com deal was found by Cheapflights users on 7/23. 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 9/116:03 pm
GSP
- SJU
1 stop5h 54m
Multiple Airlines
Tue 9/154:39 pm
SJU
- GSP
1 stop27h 05m
Multiple Airlines
Deal found 7/23![Multiple Airlines logo]()
$266
This Kiwi.com deal was found by Cheapflights users on 7/25. 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 9/143:18 pm
GSP
- SJU
1 stop23h 59m
Multiple Airlines
Mon 9/217:00 am
SJU
- GSP
1 stop11h 30m
Multiple Airlines
Deal found 7/25![Multiple Airlines logo]()
$267
This Kiwi.com deal was found by Cheapflights users on 7/23. 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 8/218:13 pm
GSP
- SJU
1 stop28h 43m
Multiple Airlines
Fri 8/286:35 am
SJU
- GSP
2 stops12h 58m
Multiple Airlines
Deal found 7/23![Multiple Airlines logo]()
$268
This Kiwi.com deal was found by Cheapflights users on 7/21. 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 8/208:37 am
GSP
- SJU
1 stop7h 34m
Multiple Airlines
Thu 8/275:15 pm
SJU
- GSP
1 stop26h 18m
Multiple Airlines
Deal found 7/21![Multiple Airlines logo]()
$270
This Kiwi.com deal was found by Cheapflights users on 7/22. 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 8/286:41 pm
GSP
- SJU
1 stop21h 30m
Multiple Airlines
Mon 8/316:35 am
SJU
- GSP
1 stop10h 09m
Multiple Airlines
Deal found 7/22![Multiple Airlines logo]()
$274
This Kiwi.com deal was found by Cheapflights users on 7/22. 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 9/252:18 pm
GSP
- SJU
1 stop9h 20m
Multiple Airlines
Sun 9/275:12 pm
SJU
- GSP
1 stop21h 16m
Multiple Airlines
Deal found 7/22![Multiple Airlines logo]()
$276
This American Airlines deal was found by Cheapflights users on 7/24. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/86:00 am
GSP
- STX
1 stop14h 43m
American Airlines
Wed 8/123:54 pm
STX
- GSP
1 stop7h 04m
American Airlines
Deal found 7/24![American Airlines logo]()
$386
This Delta deal was found by Cheapflights users on 7/24. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/307:45 am
GSP
- MBJ
1 stop5h 22m
Delta
Wed 11/42:32 pm
MBJ
- GSP
1 stop9h 05m
Delta
Deal found 7/24![Delta logo]()
$392
This Kiwi.com deal was found by Cheapflights users on 7/24. 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 8/23:40 pm
GSP
- NAS
1 stop17h 15m
Breeze Airways
Fri 8/79:55 am
NAS
- GSP
1 stop9h 38m
Breeze Airways
Deal found 7/24![Breeze Airways logo]()
$394
This American Airlines deal was found by Cheapflights users on 7/26. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/308:31 pm
GSP
- MBJ
2 stops17h 23m
American Airlines
Wed 11/41:22 pm
MBJ
- GSP
1 stop8h 36m
American Airlines
Deal found 7/26![American Airlines logo]()
$397
Best flights from Greenville to CaribbeanDiscover carefully curated flight deals from Greenville to Caribbean that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 26, 2026.
Discover carefully curated flight deals from Greenville to Caribbean that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 26, 2026.
This Kiwi.com deal was found by Cheapflights users on 7/24. 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 8/173:13 pm
GSP
- SJU
1 stop9h 28m
Multiple Airlines
Fri 8/216:35 am
SJU
- GSP
1 stop11h 04m
Multiple Airlines
Deal found 7/24![Multiple Airlines logo]()
$261
This Southwest deal was found by Cheapflights users on 7/21. 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 8/261:20 pm
GSP
- SJU
1 stop8h 40m
Southwest
Wed 9/210:30 am
SJU
- GSP
2 stops8h 55m
Southwest
Deal found 7/21![Southwest logo]()
$340
This United Airlines deal was found by Cheapflights users on 7/21. 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 8/267:00 am
GSP
- SJU
1 stop6h 45m
United Airlines
Wed 9/21:25 pm
SJU
- GSP
1 stop9h 38m
United Airlines
Deal found 7/21![United Airlines logo]()
$340
This Delta deal was found by Cheapflights users on 7/22. 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 9/235:00 pm
GSP
- SJU
1 stop5h 19m
Delta
Sun 9/272:59 pm
SJU
- GSP
1 stop7h 56m
Delta
Deal found 7/22![Delta logo]()
$375
This American Airlines deal was found by Cheapflights users on 7/24. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/86:00 am
GSP
- STX
1 stop14h 43m
American Airlines
Wed 8/123:54 pm
STX
- GSP
1 stop7h 04m
American Airlines
Deal found 7/24![American Airlines logo]()
$386
This Breeze Airways deal was found by Cheapflights users on 7/26. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/610:07 am
GSP
- NAS
1 stop22h 23m
Breeze Airways
Fri 12/119:25 am
NAS
- GSP
1 stop10h 42m
Breeze Airways
Deal found 7/26![Breeze Airways logo]()
$452
This Southwest deal was found by Cheapflights users on 7/24. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/18:15 am
GSP
- SJU
2 stops10h 45m
Southwest
Wed 9/308:20 am
SJU
- GSP
2 stops8h 25m
Southwest
Deal found 7/24![Southwest logo]()
$340
This Delta deal was found by Cheapflights users on 7/24. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/307:45 am
GSP
- MBJ
1 stop5h 22m
Delta
Wed 11/42:32 pm
MBJ
- GSP
1 stop9h 05m
Delta
Deal found 7/24![Delta logo]()
$392
This American Airlines deal was found by Cheapflights users on 7/22. 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 8/237:00 am
GSP
- MBJ
1 stop10h 08m
American Airlines
Fri 8/2812:47 pm
MBJ
- GSP
1 stop8h 30m
American Airlines
Deal found 7/22![American Airlines logo]()
$392
This Southwest deal was found by Cheapflights users on 7/23. 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.
Fri 9/111:05 pm
GSP
- SJU
2 stops10h 05m
Southwest
Tue 9/158:20 am
SJU
- GSP
2 stops8h 25m
Southwest
Deal found 7/23![Southwest logo]()
$375
This United Airlines deal was found by Cheapflights users on 7/21. 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.
Mon 8/247:00 am
GSP
- SJU
1 stop6h 45m
United Airlines
Thu 8/271:00 am
SJU
- GSP
1 stop9h 37m
United Airlines
Deal found 7/21![United Airlines logo]()
$430
This American Airlines deal was found by Cheapflights users on 7/23. 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 8/217:05 pm
GSP
- MBJ
2 stops17h 37m
American Airlines
Thu 8/275:08 pm
MBJ
- GSP
2 stops16h 16m
American Airlines
Deal found 7/23![American Airlines logo]()
$397
This Delta deal was found by Cheapflights users on 7/23. 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 9/251:35 pm
GSP
- SJU
1 stop8h 44m
Delta
Sun 9/272:59 pm
SJU
- GSP
1 stop6h 51m
Delta
Deal found 7/23![Delta logo]()
$410
This Southwest deal was found by Cheapflights users on 7/21. 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.
Thu 8/201:05 pm
GSP
- SJU
2 stops10h 00m
Southwest
Thu 8/276:00 am
SJU
- GSP
2 stops10h 05m
Southwest
Deal found 7/21![Southwest logo]()
$384
This American Airlines deal was found by Cheapflights users on 7/21. 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 10/308:31 pm
GSP
- MBJ
2 stops17h 23m
American Airlines
Wed 11/41:22 pm
MBJ
- GSP
1 stop8h 36m
American Airlines
Deal found 7/21![American Airlines logo]()
$397
This Southwest deal was found by Cheapflights users on 7/23. 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.
Fri 8/211:05 pm
GSP
- SJU
2 stops10h 45m
Southwest
Fri 8/286:30 am
SJU
- GSP
2 stops9h 35m
Southwest
Deal found 7/23![Southwest logo]()
$385
This American Airlines deal was found by Cheapflights users on 7/25. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/227:57 am
GSP
- MBJ
1 stop7h 26m
American Airlines
Sat 8/295:08 pm
MBJ
- GSP
2 stops16h 16m
American Airlines
Deal found 7/25![American Airlines logo]()
$397
This Air Canada deal was found by Cheapflights users on 7/21. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/226:30 am
GSP
- BGI
2 stops32h 15m
Air Canada
Tue 12/14:00 pm
BGI
- GSP
2 stops32h 19m
Air Canada
Deal found 7/21![Air Canada logo]()
$1,095
This American Airlines deal was found by Cheapflights users on 7/26. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/188:31 pm
GSP
- MBJ
2 stops15h 41m
American Airlines
Sun 11/16:09 pm
MBJ
- GSP
2 stops17h 18m
American Airlines
Deal found 7/26![American Airlines logo]()
$402
This Kiwi.com deal was found by Cheapflights users on 7/21. 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 10/148:24 pm
GSP
- PUJ
1 stop12h 30m
Multiple Airlines
Sun 10/182:43 pm
PUJ
- GSP
2 stops23h 47m
Multiple Airlines
Deal found 7/21![Multiple Airlines logo]()
$605
This United Airlines deal was found by Cheapflights users on 7/22. 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.
Sat 1/166:00 am
GSP
- STX
1 stop7h 20m
United Airlines
Sat 1/233:25 pm
STX
- GSP
1 stop8h 54m
United Airlines
Deal found 7/22![United Airlines logo]()
$564
This Southwest deal was found by Cheapflights users on 7/26. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/196:25 am
GSP
- SJU
2 stops10h 20m
Southwest
Fri 10/2310:10 am
SJU
- GSP
2 stops9h 50m
Southwest
Deal found 7/26![Southwest logo]()
$428
This American Airlines deal was found by Cheapflights users on 7/25. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/53:58 pm
GSP
- MBJ
2 stops18h 17m
American Airlines
Sun 11/86:09 pm
MBJ
- GSP
2 stops17h 18m
American Airlines
Deal found 7/25![American Airlines logo]()
$402
This Delta deal was found by Cheapflights users on 7/25. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/187:00 am
GSP
- SDQ
1 stop6h 40m
Delta
Wed 11/253:55 pm
SDQ
- GSP
1 stop7h 22m
Delta
Deal found 7/25![Delta logo]()
$550
This United Airlines deal was found by Cheapflights users on 7/26. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/97:00 am
GSP
- AUA
1 stop8h 20m
United Airlines
Wed 9/163:10 pm
AUA
- GSP
1 stop8h 05m
United Airlines
Deal found 7/26![United Airlines logo]()
$572
This Kiwi.com deal was found by Cheapflights users on 7/23. 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 9/412:06 pm
GSP
- NAS
1 stop7h 24m
Multiple Airlines
Mon 9/711:30 am
NAS
- GSP
2 stops27h 36m
Multiple Airlines
Deal found 7/23![Multiple Airlines logo]()
$631
This Delta deal was found by Cheapflights users on 7/25. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/85:45 am
GSP
- SDQ
2 stops12h 22m
Delta
Wed 9/167:35 pm
SDQ
- GSP
2 stops17h 15m
Delta
Deal found 7/25![Delta logo]()
$555
This United Airlines deal was found by Cheapflights users on 7/21. 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.
Thu 9/107:47 pm
GSP
- PUJ
1 stop16h 53m
United Airlines
Tue 9/151:50 pm
PUJ
- GSP
1 stop9h 25m
United Airlines
Deal found 7/21![United Airlines logo]()
$610
This Delta deal was found by Cheapflights users on 7/26. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/145:40 am
GSP
- NAS
1 stop8h 14m
Delta
Wed 10/211:15 pm
NAS
- GSP
1 stop9h 36m
Delta
Deal found 7/26![Delta logo]()
$568
This American Airlines deal was found by Cheapflights users on 7/22. 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 9/186:00 am
GSP
- STX
1 stop9h 39m
American Airlines
Mon 9/214:40 pm
STX
- GSP
1 stop5h 50m
American Airlines
Deal found 7/22![American Airlines logo]()
$518
Last-minute flights from Greenville to CaribbeanDiscover last-minute flight deals from Greenville to Caribbean. Data last updated July 26, 2026 and is based on user searches.
Discover last-minute flight deals from Greenville to Caribbean. Data last updated July 26, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 7/24. 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 8/23:40 pm
GSP
- NAS
1 stop17h 15m
Breeze Airways
Fri 8/79:55 am
NAS
- GSP
1 stop9h 38m
Breeze Airways
Deal found 7/24![Breeze Airways logo]()
$394
This Kiwi.com deal was found by Cheapflights users on 7/24. 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 8/23:40 pm
GSP
- NAS
1 stop17h 15m
Breeze Airways
Thu 8/69:55 am
NAS
- GSP
1 stop9h 44m
Breeze Airways
Deal found 7/24![Breeze Airways logo]()
$430
This American Airlines deal was found by Cheapflights users on 7/24. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/86:00 am
GSP
- STX
1 stop14h 43m
American Airlines
Wed 8/123:54 pm
STX
- GSP
1 stop7h 04m
American Airlines
Deal found 7/24![American Airlines logo]()
$386
This Kiwi.com deal was found by Cheapflights users on 7/22. 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 8/173:13 pm
GSP
- SJU
1 stop9h 28m
Multiple Airlines
Thu 8/205:15 pm
SJU
- GSP
1 stop26h 18m
Multiple Airlines
Deal found 7/22![Multiple Airlines logo]()
$253
This Kiwi.com deal was found by Cheapflights users on 7/23. 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 8/173:13 pm
GSP
- SJU
1 stop9h 28m
Multiple Airlines
Fri 8/216:35 am
SJU
- GSP
1 stop9h 30m
Multiple Airlines
Deal found 7/23![Multiple Airlines logo]()
$259
This Kiwi.com deal was found by Cheapflights users on 7/21. 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 8/208:37 am
GSP
- SJU
1 stop7h 34m
Multiple Airlines
Thu 8/275:15 pm
SJU
- GSP
1 stop26h 18m
Multiple Airlines
Deal found 7/21![Multiple Airlines logo]()
$270
This Kiwi.com deal was found by Cheapflights users on 7/23. 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 8/218:13 pm
GSP
- SJU
1 stop28h 43m
Multiple Airlines
Fri 8/286:35 am
SJU
- GSP
2 stops12h 58m
Multiple Airlines
Deal found 7/23![Multiple Airlines logo]()
$268
This American Airlines deal was found by Cheapflights users on 7/23. 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 8/217:05 pm
GSP
- MBJ
2 stops17h 37m
American Airlines
Thu 8/275:08 pm
MBJ
- GSP
2 stops16h 16m
American Airlines
Deal found 7/23![American Airlines logo]()
$397
This American Airlines deal was found by Cheapflights users on 7/25. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/227:57 am
GSP
- MBJ
1 stop7h 26m
American Airlines
Sat 8/293:23 pm
MBJ
- GSP
1 stop18h 01m
American Airlines
Deal found 7/25![American Airlines logo]()
$399
This American Airlines deal was found by Cheapflights users on 7/22. 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 8/237:00 am
GSP
- MBJ
1 stop10h 08m
American Airlines
Fri 8/2812:47 pm
MBJ
- GSP
1 stop8h 30m
American Airlines
Deal found 7/22![American Airlines logo]()
$392
This American Airlines deal was found by Cheapflights users on 7/22. 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 8/236:35 am
GSP
- MBJ
2 stops10h 33m
American Airlines
Sat 8/295:08 pm
MBJ
- GSP
2 stops18h 01m
American Airlines
Deal found 7/22![American Airlines logo]()
$462
This Kiwi.com deal was found by Cheapflights users on 7/22. 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 8/286:41 pm
GSP
- SJU
1 stop21h 30m
Multiple Airlines
Mon 8/316:35 am
SJU
- GSP
1 stop10h 09m
Multiple Airlines
Deal found 7/22![Multiple Airlines logo]()
$274
One-way flights from Greenville to CaribbeanSearch for one-way flight options from Greenville to Caribbean. Find affordable one-way fares based on user searches. Data last updated July 26, 2026.
Search for one-way flight options from Greenville to Caribbean. Find affordable one-way fares based on user searches. Data last updated July 26, 2026.
This Priceline deal was found by Cheapflights users on 7/26. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/78:24 pm
GSP
- NAS
1 stop13h 01m
Breeze Airways
Deal found 7/26![Breeze Airways logo]()
$131
This Kiwi.com deal was found by Cheapflights users on 7/24. 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.
Tue 8/1811:07 am
GSP
- SJU
1 stop13h 49m
Multiple Airlines
Deal found 7/24![Multiple Airlines logo]()
$137
This Kiwi.com deal was found by Cheapflights users on 7/24. 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 8/178:13 pm
GSP
- SJU
1 stop28h 43m
Multiple Airlines
Deal found 7/24![Multiple Airlines logo]()
$138
This Kiwi.com deal was found by Cheapflights users on 7/21. 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 10/128:32 pm
GSP
- SJU
1 stop16h 44m
Multiple Airlines
Deal found 7/21![Multiple Airlines logo]()
$153
This Kiwi.com deal was found by Cheapflights users on 7/22. 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 10/178:24 pm
GSP
- NAS
1 stop13h 01m
Breeze Airways
Deal found 7/22![Breeze Airways logo]()
$154
This Kiwi.com deal was found by Cheapflights users on 7/24. 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 8/104:57 pm
GSP
- SJU
1 stop23h 14m
Multiple Airlines
Deal found 7/24![Multiple Airlines logo]()
$156
This Kiwi.com deal was found by Cheapflights users on 7/21. 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 9/712:06 pm
GSP
- SJU
1 stop28h 05m
Multiple Airlines
Deal found 7/21![Multiple Airlines logo]()
$157
This Kiwi.com deal was found by Cheapflights users on 7/21. 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 8/98:37 am
GSP
- SJU
1 stop7h 34m
Multiple Airlines
Deal found 7/21![Multiple Airlines logo]()
$163
This Southwest deal was found by Cheapflights users on 7/21. 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 8/261:20 pm
GSP
- SJU
1 stop8h 40m
Southwest
Deal found 7/21![Southwest logo]()
$170
This Kiwi.com deal was found by Cheapflights users on 7/24. 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 8/312:06 pm
GSP
- SJU
1 stop27h 59m
Multiple Airlines
Deal found 7/24![Multiple Airlines logo]()
$174
This American Airlines deal was found by Cheapflights users on 7/21. 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 8/196:00 am
GSP
- SJU
1 stop8h 51m
American Airlines
Deal found 7/21![American Airlines logo]()
$179
This Kiwi.com deal was found by Cheapflights users on 7/26. 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.
Wed 10/78:24 pm
GSP
- NAS
2 stops18h 21m
Multiple Airlines
Deal found 7/26![Multiple Airlines logo]()
$205
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 July 26, 2026.
Round-trip from | $253 (Kiwi.com) |
|---|---|
One-way from | $131 (Priceline) |
Popular in | December |
Cheapest in | September |
Average price | $615 |
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 July 26, 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
Cheapest round-trip
GreenvilleSan Juan
GSP - SJU
GSPSJU
Greenville
Mon 8/17
3:13 pm-12:41 am
1 stop9h 28m
San Juan Luis Munoz Marin Intl
Fri 8/21
6:35 am-5:39 pm
1 stop11h 04m
$261
GreenvilleSan Juan
GSP - SJU
GSPSJU
Greenville
Wed 8/26
1:20 pm-10:00 pm
1 stop8h 40m
San Juan Luis Munoz Marin Intl
Wed 9/2
10:30 am-7:25 pm
2 stops8h 55m
$340
GreenvilleSan Juan
GSP - SJU
GSPSJU
Greenville
Wed 8/26
7:00 am-1:45 pm
1 stop6h 45m
San Juan Luis Munoz Marin Intl
Wed 9/2
1:25 pm-11:03 pm
1 stop9h 38m
$340
GreenvilleSan Juan
GSP - SJU
GSPSJU
Greenville
Tue 9/1
8:15 am-7:00 pm
2 stops10h 45m
San Juan Luis Munoz Marin Intl
Wed 9/30
8:20 am-4:45 pm
2 stops8h 25m
$340
Quickest round-trip
GreenvilleSan Juan
GSP - SJU
GSPSJU
Greenville
Wed 9/23
5:00 pm-10:19 pm
1 stop5h 19m
San Juan Luis Munoz Marin Intl
Sun 9/27
2:59 pm-10:55 pm
1 stop7h 56m
$375
GreenvilleSan Juan
GSP - SJU
GSPSJU
Greenville
Fri 9/11
1:05 pm-11:10 pm
2 stops10h 05m
San Juan Luis Munoz Marin Intl
Tue 9/15
8:20 am-4:45 pm
2 stops8h 25m
$375
GreenvilleSan Juan
GSP - SJU
GSPSJU
Greenville
Thu 8/20
1:05 pm-11:05 pm
2 stops10h 00m
San Juan Luis Munoz Marin Intl
Thu 8/27
6:00 am-4:05 pm
2 stops10h 05m
$384
GreenvilleSan Juan
GSP - SJU
GSPSJU
Greenville
Fri 8/21
1:05 pm-11:50 pm
2 stops10h 45m
San Juan Luis Munoz Marin Intl
Fri 8/28
6:30 am-4:05 pm
2 stops9h 35m
$385
GreenvilleChristiansted
GSP - STX
GSPSTX
Greenville
Sat 8/8
6:00 am-8:43 pm
1 stop14h 43m
Christiansted Henry Rohlsen
Wed 8/12
3:54 pm-10:58 pm
1 stop7h 04m
$386
GreenvilleMontego Bay
GSP - MBJ
GSPMBJ
Greenville
Fri 10/30
7:45 am-12:07 pm
1 stop5h 22m
Montego Bay Sangster Intl
Wed 11/4
2:32 pm-11:37 pm
1 stop9h 05m
$392
Showing 1-10 of 58 resultsSorted by cheapest first
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.
GSP-NAS
GSP-SJU
GSP-PUJ
GSP-SDQ
GSP-STT
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
GSP-0CB
GSP-NAS
GSP-SJU
GSP-PUJ
GSP-SDQ
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 $514). Flying from Greenville to Caribbean in December is currently the most expensive (average of $799). 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.
How far ahead should I book a flight from Greenville to Caribbean?
Booking 69 days in advance of your planned departure date is, on average, the best time to get cheap flights from Greenville to Caribbean. The general trend is that the closer you book to the departure date, the more expensive your flight will be.
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 July 26, 2026.
Read through reviews of airlines operating flights from Greenville to Caribbean, such as Southwest,Delta, andAmerican Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Entertainment
7.5
Comfort
8.0
Overall
8.0
Crew
8.6
Boarding
8.1
Food
7.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Entertainment
7.5
Comfort
8.0
Overall
8.0
Crew
8.6
Boarding
8.1
Food
7.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Entertainment
7.5
Comfort
8.0
Overall
8.0
Crew
8.6
Boarding
8.1
Food
7.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Entertainment
7.5
Comfort
8.0
Overall
8.0
Crew
8.6
Boarding
8.1
Food
7.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
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.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes
Complete your trip
Flights by cabin class
Other flight options
Popular flights
Top countries
Top destinations
Alternative routes for Greenville to Caribbean
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Caribbean by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Greenville to Caribbean by cabin class
Find flights from Greenville to Caribbean, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Greenville and Caribbean flights
Browse other Greenville and Caribbean flight options. Last updated on July 26, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Fly to Caribbean countries
Consider these flights traveling to countries located in Caribbean.
Greenville to Caribbean flights
Consider these flights traveling from Greenville to Caribbean.
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 July 26, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$208 | Average$638 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$385 | Average$649 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$415 | Average$556 | FlexibilityNo cancel fee | On-time63% |