$124+ Cheap flights from Charleston (CHS) 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 12/31. Fares are subject to change and may not be available on all flights or dates of travel.
CHS — SJU
Oct 12 — Oct 191
Round-trip
1 adult, Economy
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Find cheap flights from Charleston 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 Charleston to CaribbeanExplore the most affordable flight options available from Charleston to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 12, 2026.
Explore the most affordable flight options available from Charleston to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 12, 2026.
This United Airlines deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/23:03 pm -
1 stop8h 47m
Tue 10/67:00 am -
1 stop9h 17m
Deal found 9/10![United Airlines logo]()
$262
This Kiwi.com deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/222:13 pm -
1 stop8h 52m
Tue 11/37:26 pm -
1 stop14h 12m
Deal found 9/11![Multiple Airlines logo]()
$276
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.
Wed 10/147:00 am -
1 stop6h 45m
Tue 10/201:00 am -
1 stop8h 14m
Deal found 9/9![United Airlines logo]()
$280
This JetBlue deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/143:04 pm -
1 stop8h 45m
Tue 10/206:20 am -
1 stop7h 52m
Deal found 9/11![JetBlue logo]()
$282
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 10/234:57 pm -
1 stop28h 58m
Fri 10/303:59 pm -
2 stops41h 39m
Deal found 9/8![Multiple Airlines logo]()
$284
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 10/12:13 pm -
1 stop9h 00m
Mon 10/57:00 am -
1 stop25h 38m
Deal found 9/8![Multiple Airlines logo]()
$286
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 10/173:05 pm -
1 stop8h 45m
Fri 10/231:00 am -
1 stop8h 09m
Deal found 9/9![United Airlines logo]()
$288
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 10/177:10 pm -
2 stops44h 56m
Sat 10/246:42 pm -
1 stop13h 56m
Deal found 9/9![Multiple Airlines logo]()
$294
This Kiwi.com deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/23:27 pm -
1 stop7h 46m
Tue 10/610:42 am -
1 stop21h 56m
Deal found 9/9![Multiple Airlines logo]()
$296
This Kiwi.com deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/1210:13 pm -
1 stop14h 12m
Mon 11/167:23 am -
1 stop26h 15m
Deal found 9/11![Multiple Airlines logo]()
$301
This Kiwi.com deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/36:00 am -
1 stop10h 50m
Sat 10/39:50 pm -
1 stop10h 48m
Deal found 9/10![Multiple Airlines logo]()
$302
This American Airlines deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/177:04 am -
1 stop6h 51m
Tue 11/242:50 pm -
1 stop9h 54m
Deal found 9/11![American Airlines logo]()
$402
Best flights from Charleston to CaribbeanDiscover carefully curated flight deals from Charleston to Caribbean that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 12, 2026.
Discover carefully curated flight deals from Charleston to Caribbean that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 12, 2026.
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 10/173:05 pm -
1 stop8h 45m
Fri 10/231:00 am -
1 stop8h 09m
Deal found 9/9![United Airlines logo]()
$288
This Kiwi.com deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/1210:13 pm -
1 stop14h 12m
Mon 11/167:23 am -
1 stop26h 15m
Deal found 9/11![Multiple Airlines logo]()
$301
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.
Wed 10/141:55 pm -
2 stops9h 55m
Wed 10/2110:00 am -
2 stops10h 25m
Deal found 9/9![Southwest logo]()
$352
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.
Tue 10/276:20 am -
1 stop5h 49m
Sun 11/86:05 am -
1 stop5h 56m
Deal found 9/7![American Airlines logo]()
$390
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 1/237:30 am -
1 stop5h 20m
Wed 1/272:50 pm -
1 stop17h 40m
Deal found 9/8![Breeze Airways logo]()
$402
This Delta deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/265:30 am -
1 stop10h 57m
Mon 11/25:44 pm -
1 stop6h 15m
Deal found 9/11![Delta logo]()
$439
This JetBlue 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/2512:05 pm -
1 stop4h 55m
Sun 2/281:42 pm -
1 stop6h 21m
Deal found 9/8![JetBlue logo]()
$476
This Copa Airlines deal was found by Cheapflights users on 9/12. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/37:52 pm -
2 stops14h 35m
Sun 11/811:32 am -
2 stops22h 34m
Deal found 9/12![Copa Airlines logo]()
$626
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.
Wed 10/147:00 am -
1 stop6h 45m
Mon 10/191:00 am -
1 stop8h 14m
Deal found 9/8![United Airlines logo]()
$352
This United Airlines deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/113:35 pm -
1 stop8h 01m
Mon 11/162:05 am -
1 stop8h 07m
Deal found 9/10![United Airlines logo]()
$352
This American Airlines deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/175:28 pm -
2 stops17h 31m
Tue 11/246:00 am -
2 stops11h 08m
Deal found 9/11![American Airlines logo]()
$407
This United Airlines deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/277:00 am -
1 stop6h 40m
Thu 10/291:05 am -
1 stop8h 07m
Deal found 9/11![United Airlines logo]()
$372
This JetBlue deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/86:50 pm -
1 stop7h 14m
Sat 10/103:15 am -
1 stop10h 57m
Deal found 9/11![JetBlue logo]()
$482
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 11/136:00 am -
1 stop7h 12m
Tue 11/176:09 pm -
2 stops17h 14m
Deal found 9/9![American Airlines logo]()
$444
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.
Fri 10/307:00 am -
1 stop6h 40m
Sat 11/77:40 am -
1 stop9h 39m
Deal found 9/7![United Airlines logo]()
$387
This Breeze Airways deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/166:40 am -
1 stop10h 04m
Wed 12/236:39 pm -
1 stop21h 28m
Deal found 9/10![Breeze Airways logo]()
$523
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/86:00 am -
2 stops14h 50m
Mon 10/127:00 am -
2 stops10h 54m
Deal found 9/8![American Airlines logo]()
$460
This JetBlue 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/2411:05 am -
1 stop8h 27m
Sun 10/253:07 am -
1 stop12h 08m
Deal found 9/8![JetBlue logo]()
$530
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 11/53:35 pm -
1 stop7h 11m
Tue 12/84:18 pm -
1 stop17h 59m
Deal found 9/9![United Airlines logo]()
$402
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/75:30 am -
1 stop8h 10m
Fri 10/163:05 pm -
1 stop8h 54m
Deal found 9/8![Delta logo]()
$593
This American Airlines deal was found by Cheapflights users on 9/12. 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 11/136:14 pm -
2 stops16h 01m
Thu 11/196:09 pm -
1 stop5h 43m
Deal found 9/12![American Airlines logo]()
$464
This Copa Airlines deal was found by Cheapflights users on 9/12. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/317:52 pm -
2 stops26h 13m
Sat 11/71:17 pm -
2 stops21h 49m
Deal found 9/12![Copa Airlines logo]()
$657
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 12/114:30 pm -
2 stops20h 20m
Sun 12/132:40 pm -
2 stops10h 50m
Deal found 9/9![Southwest logo]()
$667
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 11/196:15 pm -
2 stops15h 57m
Sun 11/226:09 pm -
1 stop5h 43m
Deal found 9/7![American Airlines logo]()
$464
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.
Thu 11/127:00 pm -
1 stop18h 48m
Tue 11/171:25 pm -
1 stop10h 34m
Deal found 9/8![United Airlines logo]()
$424
This Breeze Airways 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/229:39 pm -
1 stop10h 51m
Fri 11/279:25 am -
1 stop4h 25m
Deal found 9/8![Breeze Airways logo]()
$622
This Copa 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/137:53 pm -
2 stops15h 39m
Sun 10/1812:43 pm -
2 stops21h 19m
Deal found 9/9![Copa Airlines logo]()
$676
This Kiwi.com deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/238:58 pm -
2 stops17h 47m
Sat 11/2811:00 am -
1 stop8h 29m
Deal found 9/11![Multiple Airlines logo]()
$754
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.
Fri 10/26:39 pm -
1 stop17h 38m
Sun 10/185:13 pm -
1 stop16h 19m
Deal found 9/7![American Airlines logo]()
$469
This Breeze Airways deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/26:40 am -
1 stop26h 14m
Sun 12/610:54 am -
1 stop27h 56m
Deal found 9/10![Breeze Airways logo]()
$648
Last-minute flights from Charleston to CaribbeanDiscover last-minute flight deals from Charleston to Caribbean. Data last updated September 12, 2026 and is based on user searches.
Discover last-minute flight deals from Charleston to Caribbean. Data last updated September 12, 2026 and is based on user searches.
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 10/12:13 pm -
1 stop9h 00m
Mon 10/57:00 am -
1 stop25h 38m
Deal found 9/8![Multiple Airlines logo]()
$286
This United Airlines deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/23:03 pm -
1 stop8h 47m
Tue 10/67:00 am -
1 stop9h 17m
Deal found 9/10![United Airlines logo]()
$262
This Kiwi.com deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/23:27 pm -
1 stop7h 46m
Tue 10/610:42 am -
1 stop21h 56m
Deal found 9/9![Multiple Airlines logo]()
$296
This Kiwi.com deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/36:00 am -
1 stop10h 50m
Sat 10/39:50 pm -
1 stop10h 48m
Deal found 9/10![Multiple Airlines logo]()
$302
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.
Wed 10/147:00 am -
1 stop6h 45m
Tue 10/201:00 am -
1 stop8h 14m
Deal found 9/9![United Airlines logo]()
$280
This JetBlue deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/143:04 pm -
1 stop8h 45m
Tue 10/206:20 am -
1 stop7h 52m
Deal found 9/11![JetBlue logo]()
$282
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 10/173:05 pm -
1 stop8h 45m
Fri 10/231:00 am -
1 stop8h 09m
Deal found 9/9![United Airlines logo]()
$288
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 10/177:10 pm -
2 stops44h 56m
Sat 10/246:42 pm -
1 stop13h 56m
Deal found 9/9![Multiple Airlines logo]()
$294
This Kiwi.com deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/222:13 pm -
1 stop8h 52m
Tue 11/37:26 pm -
1 stop14h 12m
Deal found 9/11![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.
Fri 10/234:57 pm -
1 stop28h 58m
Fri 10/303:59 pm -
2 stops41h 39m
Deal found 9/8![Multiple Airlines logo]()
$284
This American Airlines deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/266:00 am -
1 stop9h 04m
Fri 10/301:39 pm -
1 stop10h 20m
Deal found 9/10![American Airlines logo]()
$430
This Delta deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/265:30 am -
1 stop10h 57m
Mon 11/25:44 pm -
1 stop6h 15m
Deal found 9/11![Delta logo]()
$439
One-way flights from Charleston to CaribbeanSearch for one-way flight options from Charleston to Caribbean. Find affordable one-way fares based on user searches. Data last updated September 12, 2026.
Search for one-way flight options from Charleston to Caribbean. Find affordable one-way fares based on user searches. Data last updated September 12, 2026.
This Expedia 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/318:00 am -
1 stop7h 56m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/7![JetBlue logo]()
$124
This JetBlue deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/311:08 am -
1 stop8h 26m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![JetBlue logo]()
$131
This Breeze Airways 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/67:30 am -
1 stop8h 29m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Breeze Airways logo]()
$137
This Delta deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/36:00 am -
1 stop5h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/11![Delta logo]()
$141
This Kiwi.com deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/810:13 pm -
1 stop15h 18m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![Multiple Airlines logo]()
$144
This Kiwi.com deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/37:10 pm -
2 stops44h 09m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![Multiple Airlines logo]()
$150
This eDestinos 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/69:18 am -
1 stop8h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Multiple Airlines logo]()
$166
This United Airlines deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/63:03 pm -
1 stop8h 47m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![United Airlines logo]()
$176
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/234:43 pm -
1 stop7h 16m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![JetBlue logo]()
$177
This Billigflug 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 Billigflug is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/1012:58 pm -
2 stops12h 16m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Air France logo]()
$180
This Kiwi.com deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/86:45 am -
2 stops41h 14m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![Multiple Airlines logo]()
$182
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 10/1510:13 pm -
1 stop21h 02m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/8![Multiple Airlines logo]()
$186
Find flight deals from Charleston to Caribbean
Keep the following information in mind while searching for Charleston to Caribbean flight deals. Data was last updated September 12, 2026.
Round-trip from | $262 (United Airlines) |
|---|---|
One-way from | $124 (Expedia) |
Popular in | December |
Cheapest in | October |
Average price | $432 |
Cheapflights Fare Finder
Customize your flight search to find flights from Charleston 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 12, 2026.
Use the filters below to find and compare flights from Charleston to Caribbean that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
CharlestonSan Juan
CHS Charleston - SJU San Juan Luis Munoz Marin Intl
CHSSJU
Charleston
Sat 10/3
11:08 am-7:34 pm
1 stop8h 26m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$135
CharlestonNassau
CHS Charleston - NAS Nassau Intl
CHSNAS
Charleston
Sat 2/6
7:30 am-3:59 pm
1 stop8h 29m
Nassau Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$137
Quickest round-trip
CharlestonSan Juan
CHS Charleston - SJU San Juan Luis Munoz Marin Intl
CHSSJU
Charleston
Sat 10/3
6:00 am-11:45 am
1 stop5h 45m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$141
CharlestonSan Juan
CHS Charleston - SJU San Juan Luis Munoz Marin Intl
CHSSJU
Charleston
Sat 10/3
7:10 pm-3:19 pm
2 stops44h 09m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$159
CharlestonSan Juan
CHS Charleston - SJU San Juan Luis Munoz Marin Intl
CHSSJU
Charleston
Tue 10/6
9:18 am-5:43 pm
1 stop8h 25m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$166
CharlestonSan Juan
CHS Charleston - SJU San Juan Luis Munoz Marin Intl
CHSSJU
Charleston
Tue 10/6
3:03 pm-11:50 pm
1 stop8h 47m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$176
CharlestonSan Juan
CHS Charleston - SJU San Juan Luis Munoz Marin Intl
CHSSJU
Charleston
Mon 11/23
4:43 pm-12:59 am
1 stop7h 16m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$177
CharlestonSanto Domingo
CHS Charleston - SDQ Santo Domingo Las Americas
CHSSDQ
Charleston
Wed 11/11
5:20 am-2:14 am
2 stops19h 54m
Santo Domingo Las Americas
Wed 12/31
12:00 am-11:30 pm
Nonstop0h 00m
$180
CharlestonSan Juan
CHS Charleston - SJU San Juan Luis Munoz Marin Intl
CHSSJU
Charleston
Sun 11/8
6:45 am-12:59 am
2 stops41h 14m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$182
CharlestonSan Juan
CHS Charleston - SJU San Juan Luis Munoz Marin Intl
CHSSJU
Charleston
Sun 11/8
8:14 pm-10:45 am
1 stop13h 31m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$186
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Charleston to Caribbean
Have a flexible travel schedule? Discover the best time to fly to Caribbean from Charleston with our price prediction graph.
CHS-SJU
CHS-STT
CHS-MBJ
CHS-NAS
CHS-SDQ
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 Charleston to Caribbean
CHS-0CB
CHS-SJU
CHS-STT
CHS-MBJ
CHS-NAS
What is the cheapest month to book a flight from Charleston to Caribbean?
Currently, February is the cheapest month in which you can book a flight from Charleston to Caribbean (average of $488). Flying from Charleston to Caribbean in June is currently the most expensive (average of $649). 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 Charleston to Caribbean?
Booking 90 days in advance of your planned departure date is, on average, the best time to get cheap flights from Charleston 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 12, 2026.
See what other customers who have flown with Southwest,Delta, andUnited Airlines from Charleston to Caribbean have to say. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Comfort
8.0
Crew
8.6
Overall
8.0
Entertainment
7.5
Food
7.0
Boarding
8.1
Reviews
1 / 20
4.0
OkaySteven,Sep 2026
OGG - HNL
Comfort
8.0
Crew
8.6
Overall
8.0
Entertainment
7.5
Food
7.0
Boarding
8.1
Reviews
1 / 20
4.0
OkaySteven,Sep 2026
OGG - HNL
Comfort
8.0
Crew
8.6
Overall
8.0
Entertainment
7.5
Food
7.0
Boarding
8.1
Reviews
1 / 20
4.0
OkaySteven,Sep 2026
OGG - HNL
Comfort
8.0
Crew
8.6
Overall
8.0
Entertainment
7.5
Food
7.0
Boarding
8.1
Reviews
1 / 20
4.0
OkaySteven,Sep 2026
OGG - HNL
Comfort
8.0
Crew
8.6
Overall
8.0
Entertainment
7.5
Food
7.0
Boarding
8.1
Reviews
1 / 20
4.0
OkaySteven,Sep 2026
OGG - HNL
Comfort
8.0
Crew
8.6
Overall
8.0
Entertainment
7.5
Food
7.0
Boarding
8.1
Reviews
1 / 20
4.0
OkaySteven,Sep 2026
OGG - HNL
Related info for your journey
Find useful and relevant information for your journey from Charleston 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 Charleston 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 Charleston to Caribbean by cabin class
Find flights from Charleston to Caribbean, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Charleston and Caribbean flights
Browse other Charleston and Caribbean flight options. Last updated on September 12, 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.
Charleston to Caribbean flights
Consider these flights traveling from Charleston to Caribbean.
Top 5 airlines flying from Charleston to Caribbean
Discover the top 5 airlines that operate flights from Charleston 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 12, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$188 | Average$553 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$218 | Average$434 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$260 | Average$585 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$295 | Average$639 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$308 | Average$578 | FlexibilityNo cancel fee | On-time71% |