$140+ Cheap flights from Greenville (GSP) to Caribbean
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/19. Fares are subject to change and may not be available on all flights or dates of travel.
GSP — SJU
Oct 10 — Oct 171
Round-trip
1 adult, Economy
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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
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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 September 10, 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 September 10, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/193:20 pm -
1 stop23h 58m
Wed 10/288:45 am -
2 stops24h 47m
Deal found 9/5![Multiple Airlines logo]()
$265
This Kiwi.com deal was found by Cheapflights users on 9/8. 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 -
2 stops17h 07m
Sun 10/257:00 am -
1 stop27h 51m
Deal found 9/8![Multiple Airlines logo]()
$272
This Kiwi.com deal was found by Cheapflights users on 9/8. 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 10/102:30 pm -
1 stop11h 23m
Wed 10/148:45 am -
2 stops24h 47m
Deal found 9/8![Multiple Airlines logo]()
$276
This Kiwi.com deal was found by Cheapflights users on 9/8. 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 10/1312:29 pm -
1 stop26h 49m
Mon 10/197:00 am -
1 stop7h 30m
Deal found 9/8![Multiple Airlines logo]()
$277
This Kiwi.com deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/138:52 pm -
2 stops25h 02m
Wed 11/188:45 am -
1 stop24h 03m
Deal found 9/7![Multiple Airlines logo]()
$279
This American Airlines deal was found by Cheapflights users on 9/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/17:41 pm -
2 stops15h 19m
Mon 10/196:30 am -
1 stop16h 22m
Deal found 9/5![American Airlines logo]()
$280
This Kiwi.com deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/2512:11 pm -
1 stop28h 52m
Tue 9/298:45 am -
1 stop8h 29m
Deal found 9/6![Multiple Airlines logo]()
$282
This Kiwi.com deal was found by Cheapflights users on 9/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/119:39 pm -
1 stop15h 52m
Tue 10/138:45 am -
1 stop8h 34m
Deal found 9/5![Multiple Airlines logo]()
$285
This Kiwi.com deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/138:32 pm -
1 stop17h 11m
Tue 11/173:59 pm -
2 stops29h 08m
Deal found 9/7![Multiple Airlines logo]()
$290
This United Airlines deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/176:20 am -
1 stop7h 28m
Sun 11/222:54 pm -
1 stop18h 36m
Deal found 9/7![United Airlines logo]()
$419
This Kiwi.com deal was found by Cheapflights users on 9/8. 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 10/108:24 pm -
1 stop13h 01m
Fri 10/169:25 am -
1 stop9h 03m
Deal found 9/8![Breeze Airways logo]()
$423
This Kiwi.com deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/148:24 pm -
1 stop13h 01m
Fri 11/209:25 am -
1 stop10h 47m
Deal found 9/7![Breeze Airways logo]()
$429
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 September 10, 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 September 10, 2026.
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/47:42 pm -
1 stop13h 00m
Tue 12/86:28 am -
1 stop7h 43m
Deal found 9/9![American Airlines logo]()
$280
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/196:30 am -
1 stop7h 16m
Wed 2/243:20 pm -
1 stop7h 59m
Deal found 9/9![United Airlines logo]()
$413
This Delta deal was found by Cheapflights users on 9/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/25:05 pm -
1 stop5h 45m
Thu 2/112:15 pm -
1 stop6h 59m
Deal found 9/5![Delta logo]()
$416
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/411:20 am -
2 stops11h 00m
Tue 12/85:40 am -
2 stops9h 30m
Deal found 9/9![Southwest logo]()
$428
This Kiwi.com deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/226:08 pm -
1 stop20h 37m
Thu 10/295:05 pm -
2 stops22h 42m
Deal found 9/7![Multiple Airlines logo]()
$562
This United Airlines deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/176:20 am -
1 stop7h 28m
Sun 11/222:54 pm -
1 stop18h 36m
Deal found 9/7![United Airlines logo]()
$419
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/1412:50 pm -
2 stops9h 40m
Tue 11/176:10 am -
2 stops9h 00m
Deal found 9/9![Southwest logo]()
$431
This Delta deal was found by Cheapflights users on 9/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/65:40 am -
1 stop6h 25m
Thu 2/117:30 am -
1 stop8h 19m
Deal found 9/5![Delta logo]()
$436
This Delta deal was found by Cheapflights users on 9/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/64:00 pm -
1 stop6h 50m
Tue 2/92:15 pm -
1 stop8h 06m
Deal found 9/5![Delta logo]()
$436
This Southwest deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 1/198:30 am -
2 stops9h 15m
Sat 1/236:55 am -
2 stops9h 25m
Deal found 9/7![Southwest logo]()
$442
This United Airlines deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/26:30 am -
1 stop7h 18m
Tue 2/92:54 pm -
1 stop18h 57m
Deal found 9/6![United Airlines logo]()
$443
This American Airlines deal was found by Cheapflights users on 9/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/97:49 pm -
1 stop15h 24m
Fri 1/151:07 pm -
1 stop7h 12m
Deal found 9/5![American Airlines logo]()
$488
This American Airlines deal was found by Cheapflights users on 9/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/83:58 pm -
2 stops19h 18m
Wed 11/183:15 pm -
1 stop7h 35m
Deal found 9/5![American Airlines logo]()
$488
This Southwest deal was found by Cheapflights users on 9/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/48:30 am -
2 stops11h 45m
Tue 2/910:45 am -
2 stops11h 15m
Deal found 9/5![Southwest logo]()
$450
This Delta deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/142:00 pm -
1 stop8h 15m
Mon 11/166:55 pm -
1 stop5h 58m
Deal found 9/7![Delta logo]()
$456
This United Airlines deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/96:00 am -
1 stop7h 40m
Sat 12/122:05 am -
1 stop10h 29m
Deal found 9/7![United Airlines logo]()
$465
This Southwest deal was found by Cheapflights users on 9/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/117:15 am -
2 stops9h 45m
Tue 10/136:35 am -
2 stops11h 55m
Deal found 9/5![Southwest logo]()
$465
This United Airlines deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/286:00 am -
1 stop8h 14m
Thu 2/41:25 pm -
1 stop9h 54m
Deal found 9/7![United Airlines logo]()
$480
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/314:08 pm -
1 stop22h 18m
Fri 11/63:26 pm -
1 stop8h 58m
Deal found 9/9![American Airlines logo]()
$529
This American Airlines deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/66:00 am -
1 stop9h 20m
Tue 10/137:00 am -
1 stop15h 52m
Deal found 9/6![American Airlines logo]()
$550
This Delta deal was found by Cheapflights users on 9/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/15:40 am -
1 stop6h 15m
Tue 2/92:10 pm -
1 stop10h 27m
Deal found 9/5![Delta logo]()
$555
This United Airlines deal was found by Cheapflights users on 9/8. 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.
Fri 10/306:20 am -
1 stop7h 28m
Wed 11/42:54 pm -
1 stop18h 36m
Deal found 9/8![United Airlines logo]()
$540
This American Airlines deal was found by Cheapflights users on 9/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/207:25 pm -
2 stops17h 58m
Tue 10/272:23 pm -
1 stop8h 29m
Deal found 9/5![American Airlines logo]()
$554
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.
Wed 1/136:00 am -
2 stops12h 20m
Wed 2/37:30 am -
2 stops11h 11m
Deal found 9/9![Delta logo]()
$555
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/2411:26 am -
1 stop26h 48m
Sat 10/314:21 pm -
1 stop17h 41m
Deal found 9/9![United Airlines logo]()
$541
This American Airlines deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/226:05 am -
2 stops14h 45m
Thu 10/2910:27 am -
2 stops12h 51m
Deal found 9/7![American Airlines logo]()
$555
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.
Wed 10/145:40 am -
2 stops12h 26m
Thu 10/222:57 pm -
1 stop7h 54m
Deal found 9/9![Delta logo]()
$555
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/295:50 am -
1 stop8h 16m
Tue 11/32:53 pm -
1 stop9h 07m
Deal found 9/9![United Airlines logo]()
$550
This Delta deal was found by Cheapflights users on 9/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/17:55 pm -
2 stops16h 48m
Fri 2/121:35 pm -
2 stops22h 23m
Deal found 9/5![Delta logo]()
$560
This American Airlines deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/186:00 am -
2 stops12h 53m
Wed 11/256:00 am -
1 stop14h 46m
Deal found 9/6![American Airlines logo]()
$560
Last-minute flights from Greenville to CaribbeanDiscover last-minute flight deals from Greenville to Caribbean. Data last updated September 10, 2026 and is based on user searches.
Discover last-minute flight deals from Greenville to Caribbean. Data last updated September 10, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 9/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/98:24 pm -
1 stop13h 01m
Fri 9/119:25 am -
1 stop7h 58m
Deal found 9/5![Breeze Airways logo]()
$476
This Kiwi.com deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/2512:11 pm -
1 stop28h 52m
Tue 9/298:45 am -
1 stop8h 29m
Deal found 9/6![Multiple Airlines logo]()
$282
This American Airlines deal was found by Cheapflights users on 9/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/17:41 pm -
2 stops15h 19m
Mon 10/196:30 am -
1 stop16h 22m
Deal found 9/5![American Airlines logo]()
$280
This Kiwi.com deal was found by Cheapflights users on 9/8. 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 10/110:12 am -
1 stop13h 46m
Mon 10/57:15 am -
1 stop6h 45m
Deal found 9/8![Multiple Airlines logo]()
$295
This Kiwi.com deal was found by Cheapflights users on 9/8. 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 10/102:30 pm -
1 stop11h 23m
Wed 10/148:45 am -
2 stops24h 47m
Deal found 9/8![Multiple Airlines logo]()
$276
This Kiwi.com deal was found by Cheapflights users on 9/8. 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 10/108:24 pm -
1 stop13h 01m
Fri 10/169:25 am -
1 stop9h 03m
Deal found 9/8![Breeze Airways logo]()
$423
This Kiwi.com deal was found by Cheapflights users on 9/8. 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 10/108:24 pm -
1 stop13h 01m
Fri 10/164:00 pm -
2 stops27h 44m
Deal found 9/8![Multiple Airlines logo]()
$452
This Kiwi.com deal was found by Cheapflights users on 9/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/119:39 pm -
1 stop15h 52m
Tue 10/138:45 am -
1 stop8h 34m
Deal found 9/5![Multiple Airlines logo]()
$285
This Kiwi.com deal was found by Cheapflights users on 9/8. 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 10/1312:29 pm -
1 stop26h 49m
Mon 10/197:00 am -
1 stop7h 30m
Deal found 9/8![Multiple Airlines logo]()
$277
This Kiwi.com deal was found by Cheapflights users on 9/8. 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 -
2 stops17h 07m
Sun 10/257:00 am -
1 stop27h 51m
Deal found 9/8![Multiple Airlines logo]()
$272
This Kiwi.com deal was found by Cheapflights users on 9/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/193:20 pm -
1 stop23h 58m
Wed 10/288:45 am -
2 stops24h 47m
Deal found 9/5![Multiple Airlines logo]()
$265
This Kiwi.com deal was found by Cheapflights users on 9/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/197:08 pm -
2 stops20h 10m
Fri 10/234:39 pm -
1 stop27h 05m
Deal found 9/5![Multiple Airlines logo]()
$292
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 September 10, 2026.
Search for one-way flight options from Greenville to Caribbean. Find affordable one-way fares based on user searches. Data last updated September 10, 2026.
This American Airlines deal was found by Cheapflights users on 9/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/198:08 pm -
1 stop13h 38m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/5![American Airlines logo]()
$140
This United Airlines deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/316:30 am -
1 stop7h 18m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/6![United Airlines logo]()
$182
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.
Sat 10/38:24 pm -
1 stop27h 34m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Multiple Airlines logo]()
$198
This Kiwi.com deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/98:32 pm -
2 stops15h 39m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/7![Multiple Airlines logo]()
$203
This Southwest deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/96:40 am -
2 stops9h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/7![Southwest logo]()
$203
This Kiwi.com deal was found by Cheapflights users on 9/8. 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 10/248:24 pm -
3 stops41h 07m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/8![Multiple Airlines logo]()
$205
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 12/248:43 am -
2 stops23h 47m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Multiple Airlines logo]()
$208
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 12/2410:12 am -
1 stop22h 18m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Breeze Airways logo]()
$212
This Kiwi.com deal was found by Cheapflights users on 9/8. 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 9/287:03 pm -
3 stops41h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/8![Multiple Airlines logo]()
$215
This Kiwi.com deal was found by Cheapflights users on 9/8. 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 9/243:39 pm -
1 stop28h 46m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/8![Multiple Airlines logo]()
$232
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.
Mon 12/218:52 pm -
1 stop12h 33m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Breeze Airways logo]()
$239
This Kiwi.com deal was found by Cheapflights users on 9/8. 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 9/186:03 pm -
3 stops42h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/8![Multiple Airlines logo]()
$243
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 September 10, 2026.
Round-trip from | $265 (Kiwi.com) |
|---|---|
One-way from | $140 (American Airlines) |
Popular in | December |
Cheapest in | September |
Average price | $416 |
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 7,457,451 searches. Data last updated September 10, 2026.
Use the filters below to find and compare flights from Greenville to Caribbean that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
GreenvilleSan Juan
GSP Greenville - SJU San Juan Luis Munoz Marin Intl
GSPSJU
Greenville
Mon 10/19
8:08 pm-9:46 am
1 stop13h 38m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$140
GreenvilleSan Juan
GSP Greenville - SJU San Juan Luis Munoz Marin Intl
GSPSJU
Greenville
Sat 10/3
7:41 pm-9:24 am
2 stops13h 43m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$140
GreenvilleSan Juan
GSP Greenville - SJU San Juan Luis Munoz Marin Intl
GSPSJU
Greenville
Mon 10/26
8:08 pm-11:31 am
1 stop15h 23m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$140
Quickest round-trip
GreenvilleMontego Bay
GSP Greenville - MBJ Montego Bay Sangster Intl
GSPMBJ
Greenville
Thu 12/31
6:30 am-1:48 pm
1 stop7h 18m
Montego Bay Sangster Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$182
GreenvilleNassau
GSP Greenville - NAS Nassau Intl
GSPNAS
Greenville
Thu 12/24
10:12 am-8:30 am
1 stop22h 18m
Nassau Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$212
GreenvillePunta Cana
GSP Greenville - PUJ Punta Cana
GSPPUJ
Greenville
Tue 9/29
12:29 pm-8:54 am
2 stops44h 25m
Punta Cana
Wed 12/31
12:00 am-11:30 pm
Nonstop0h 00m
$249
GreenvillePunta Cana
GSP Greenville - PUJ Punta Cana
GSPPUJ
Greenville
Tue 11/10
11:28 am-1:11 pm
2 stops48h 43m
Punta Cana
Wed 12/31
12:00 am-11:30 pm
Nonstop0h 00m
$250
GreenvilleNassau
GSP Greenville - NAS Nassau Intl
GSPNAS
Greenville
Sun 12/20
8:43 am-10:30 am
1 stop25h 47m
Nassau Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$252
GreenvilleSimpson Bay
GSP Greenville - SXM Simpson Bay Princess Juliana
GSPSXM
Greenville
Tue 11/17
5:40 am-2:40 pm
1 stop8h 00m
Simpson Bay Princess Juliana
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$266
GreenvilleSimpson Bay
GSP Greenville - SXM Simpson Bay Princess Juliana
GSPSXM
Greenville
Sun 11/15
5:40 am-2:40 pm
1 stop8h 00m
Simpson Bay Princess Juliana
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$266
Showing 1-10 of 60 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-SJU
GSP-MBJ
GSP-NAS
GSP-PUJ
GSP-SXM
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-SJU
GSP-MBJ
GSP-NAS
GSP-PUJ
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 $566). Flying from Greenville to Caribbean in December is currently the most expensive (average of $819). 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 72 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 September 10, 2026.
Read through reviews of airlines operating flights from Greenville to Caribbean, such as Southwest,Delta, andUnited Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Food
7.0
Entertainment
7.5
Crew
8.6
Overall
8.0
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
4.0
OkaySteven,Sep 2026
OGG - HNL
Food
7.0
Entertainment
7.5
Crew
8.6
Overall
8.0
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
4.0
OkaySteven,Sep 2026
OGG - HNL
Food
7.0
Entertainment
7.5
Crew
8.6
Overall
8.0
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
4.0
OkaySteven,Sep 2026
OGG - HNL
Food
7.0
Entertainment
7.5
Crew
8.6
Overall
8.0
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
4.0
OkaySteven,Sep 2026
OGG - HNL
Food
7.0
Entertainment
7.5
Crew
8.6
Overall
8.0
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
4.0
OkaySteven,Sep 2026
OGG - HNL
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.
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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.
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 September 10, 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 4 airlines flying from Greenville to Caribbean
Discover the top 4 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 7,457,451 searches. Data last updated September 10, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$208 | Average$661 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$385 | Average$662 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$415 | Average$556 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$514 | Average$700 | FlexibilityNo cancel fee | On-time69% |