$109+ Cheap flights from Charleston (CHS) 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 9/3. Fares are subject to change and may not be available on all flights or dates of travel.
CHS — SJU
Aug 13 — Aug 201
Round-trip
1 adult, Economy
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Find cheap flights from Charleston to Caribbean with Cheapflights
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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 July 14, 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 July 14, 2026.
This Kiwi.com deal was found by Cheapflights users on 7/10. 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 9/266:00 am
CHS
- SJU
1 stop17h 57m
Multiple Airlines
Tue 9/294:39 pm
SJU
- CHS
1 stop20h 45m
Multiple Airlines
Deal found 7/10![Multiple Airlines logo]()
$228
This Kiwi.com deal was found by Cheapflights users on 7/9. 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 9/196:00 am
CHS
- SJU
1 stop17h 57m
Multiple Airlines
Tue 9/294:39 pm
SJU
- CHS
1 stop20h 45m
Multiple Airlines
Deal found 7/9![Multiple Airlines logo]()
$229
This Kiwi.com deal was found by Cheapflights users on 7/9. 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 8/289:44 pm
CHS
- SJU
1 stop27h 12m
Multiple Airlines
Mon 8/315:37 pm
SJU
- CHS
1 stop16h 00m
Multiple Airlines
Deal found 7/9![Multiple Airlines logo]()
$248
This Kiwi.com deal was found by Cheapflights users on 7/9. 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 8/278:20 pm
CHS
- SJU
1 stop28h 36m
Multiple Airlines
Mon 8/315:37 pm
SJU
- CHS
1 stop16h 00m
Multiple Airlines
Deal found 7/9![Multiple Airlines logo]()
$254
This Kiwi.com deal was found by Cheapflights users on 7/9. 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 8/219:44 pm
CHS
- SJU
1 stop27h 12m
Multiple Airlines
Wed 8/268:57 pm
SJU
- CHS
1 stop11h 41m
Multiple Airlines
Deal found 7/9![Multiple Airlines logo]()
$256
This Kiwi.com deal was found by Cheapflights users on 7/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/289:44 pm
CHS
- SJU
1 stop27h 12m
Multiple Airlines
Tue 9/18:57 pm
SJU
- CHS
1 stop12h 11m
Multiple Airlines
Deal found 7/11![Multiple Airlines logo]()
$262
This Kiwi.com deal was found by Cheapflights users on 7/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/254:04 pm
CHS
- SJU
1 stop8h 52m
Multiple Airlines
Thu 8/276:35 am
SJU
- CHS
1 stop6h 29m
Multiple Airlines
Deal found 7/12![Multiple Airlines logo]()
$264
This Kiwi.com deal was found by Cheapflights users on 7/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/266:00 am
CHS
- SJU
1 stop17h 57m
Multiple Airlines
Wed 9/306:05 am
SJU
- CHS
1 stop26h 33m
Multiple Airlines
Deal found 7/12![Multiple Airlines logo]()
$267
This Kiwi.com deal was found by Cheapflights users on 7/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/254:04 pm
CHS
- SJU
1 stop8h 52m
Multiple Airlines
Wed 8/268:57 pm
SJU
- CHS
1 stop11h 41m
Multiple Airlines
Deal found 7/12![Multiple Airlines logo]()
$268
This Kiwi.com deal was found by Cheapflights users on 7/13. 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 8/198:56 pm
CHS
- SJU
1 stop27h 38m
Multiple Airlines
Sun 8/235:15 pm
SJU
- CHS
1 stop21h 29m
Multiple Airlines
Deal found 7/13![Multiple Airlines logo]()
$269
This American Airlines deal was found by Cheapflights users on 7/12. 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.
Mon 7/136:41 am
CHS
- NAS
1 stop4h 58m
American Airlines
Sun 7/1912:13 pm
NAS
- CHS
1 stop6h 58m
American Airlines
Deal found 7/12![American Airlines logo]()
$322
This American Airlines deal was found by Cheapflights users on 7/9. 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.
Mon 7/135:00 am
CHS
- NAS
1 stop8h 18m
American Airlines
Wed 7/1511:02 am
NAS
- CHS
1 stop8h 48m
American Airlines
Deal found 7/9![American Airlines logo]()
$326
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 July 14, 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 July 14, 2026.
This Southwest deal was found by Cheapflights users on 7/10. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/176:35 am
CHS
- SJU
2 stops10h 20m
Southwest
Fri 8/215:30 am
SJU
- CHS
1 stop9h 55m
Southwest
Deal found 7/10![Southwest logo]()
$322
This Delta deal was found by Cheapflights users on 7/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/246:15 am
CHS
- SJU
1 stop5h 31m
Delta
Wed 9/212:56 pm
SJU
- CHS
1 stop8h 46m
Delta
Deal found 7/10![Delta logo]()
$322
This American Airlines deal was found by Cheapflights users on 7/11. 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 8/188:12 am
CHS
- NAS
1 stop6h 21m
American Airlines
Fri 8/213:35 pm
NAS
- CHS
1 stop8h 19m
American Airlines
Deal found 7/11![American Airlines logo]()
$326
This United Airlines deal was found by Cheapflights users on 7/10. 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.
Thu 9/37:00 am
CHS
- NAS
1 stop6h 33m
United Airlines
Sun 9/612:35 pm
NAS
- CHS
1 stop11h 24m
United Airlines
Deal found 7/10![United Airlines logo]()
$326
This Flysmarter deal was found by Cheapflights users on 7/13. 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 Flysmarter is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/218:25 pm
CHS
- SXM
1 stop13h 39m
JetBlue
Fri 8/2811:20 am
SXM
- CHS
1 stop8h 10m
JetBlue
Deal found 7/13![JetBlue logo]()
$504
This Breeze Airways deal was found by Cheapflights users on 7/10. 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.
Sun 11/229:39 pm
CHS
- NAS
1 stop10h 51m
Breeze Airways
Fri 11/279:20 am
NAS
- CHS
1 stop4h 25m
Breeze Airways
Deal found 7/10![Breeze Airways logo]()
$567
This Southwest deal was found by Cheapflights users on 7/9. 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 8/287:00 am
CHS
- SJU
2 stops9h 55m
Southwest
Mon 8/315:30 am
SJU
- CHS
1 stop9h 55m
Southwest
Deal found 7/9![Southwest logo]()
$322
This Delta deal was found by Cheapflights users on 7/12. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/226:00 am
CHS
- SJU
1 stop5h 46m
Delta
Sat 8/297:00 am
SJU
- CHS
1 stop6h 52m
Delta
Deal found 7/12![Delta logo]()
$322
This Copa Airlines deal was found by Cheapflights users on 7/9. 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.
Sat 10/317:52 pm
CHS
- AUA
2 stops16h 20m
Copa Airlines
Sat 11/73:46 pm
AUA
- CHS
2 stops19h 19m
Copa Airlines
Deal found 7/9![Copa Airlines logo]()
$648
This United Airlines deal was found by Cheapflights users on 7/10. 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 10/77:00 am
CHS
- NAS
1 stop6h 33m
United Airlines
Sun 10/112:53 pm
NAS
- CHS
1 stop7h 28m
United Airlines
Deal found 7/10![United Airlines logo]()
$326
This American Airlines deal was found by Cheapflights users on 7/13. 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 8/116:15 am
CHS
- NAS
2 stops12h 56m
American Airlines
Tue 8/182:36 pm
NAS
- CHS
1 stop8h 22m
American Airlines
Deal found 7/13![American Airlines logo]()
$350
This Southwest deal was found by Cheapflights users on 7/10. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/247:00 am
CHS
- SJU
2 stops9h 55m
Southwest
Mon 8/316:00 am
SJU
- CHS
2 stops9h 25m
Southwest
Deal found 7/10![Southwest logo]()
$322
This Delta deal was found by Cheapflights users on 7/13. 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 10/272:00 pm
CHS
- SJU
1 stop7h 59m
Delta
Thu 11/126:35 pm
SJU
- CHS
1 stop6h 21m
Delta
Deal found 7/13![Delta logo]()
$322
This Southwest deal was found by Cheapflights users on 7/12. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/176:35 am
CHS
- SJU
2 stops10h 20m
Southwest
Sat 8/225:55 am
SJU
- CHS
1 stop13h 25m
Southwest
Deal found 7/12![Southwest logo]()
$322
This American Airlines deal was found by Cheapflights users on 7/9. 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.
Thu 8/207:48 pm
CHS
- MBJ
2 stops16h 54m
American Airlines
Thu 9/32:52 pm
MBJ
- CHS
2 stops17h 47m
American Airlines
Deal found 7/9![American Airlines logo]()
$379
This Southwest deal was found by Cheapflights users on 7/9. 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.
Thu 8/131:15 pm
CHS
- SJU
2 stops10h 35m
Southwest
Sun 8/235:00 am
SJU
- CHS
2 stops8h 05m
Southwest
Deal found 7/9![Southwest logo]()
$322
This Delta deal was found by Cheapflights users on 7/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/212:17 pm
CHS
- SJU
1 stop8h 12m
Delta
Mon 8/242:59 pm
SJU
- CHS
1 stop9h 00m
Delta
Deal found 7/11![Delta logo]()
$370
This Southwest deal was found by Cheapflights users on 7/12. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/241:15 pm
CHS
- SJU
2 stops10h 35m
Southwest
Thu 8/276:30 am
SJU
- CHS
2 stops10h 10m
Southwest
Deal found 7/12![Southwest logo]()
$322
This American Airlines deal was found by Cheapflights users on 7/11. 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.
Fri 11/136:32 pm
CHS
- MBJ
2 stops15h 34m
American Airlines
Thu 11/1910:56 am
MBJ
- CHS
2 stops10h 26m
American Airlines
Deal found 7/11![American Airlines logo]()
$394
This United Airlines deal was found by Cheapflights users on 7/10. 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.
Sat 8/297:00 am
CHS
- NAS
1 stop6h 47m
United Airlines
Tue 9/12:35 pm
NAS
- CHS
1 stop9h 24m
United Airlines
Deal found 7/10![United Airlines logo]()
$446
This Delta deal was found by Cheapflights users on 7/13. 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 10/168:00 am
CHS
- SJU
1 stop8h 33m
Delta
Fri 10/232:31 pm
SJU
- CHS
1 stop9h 28m
Delta
Deal found 7/13![Delta logo]()
$388
This American Airlines deal was found by Cheapflights users on 7/13. 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 8/277:48 pm
CHS
- MBJ
2 stops16h 54m
American Airlines
Sun 8/305:08 pm
MBJ
- CHS
2 stops18h 19m
American Airlines
Deal found 7/13![American Airlines logo]()
$404
This United Airlines deal was found by Cheapflights users on 7/13. 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 7/236:00 am
CHS
- NAS
1 stop8h 57m
United Airlines
Mon 7/2712:35 pm
NAS
- CHS
1 stop11h 17m
United Airlines
Deal found 7/13![United Airlines logo]()
$446
This Justfly.com deal was found by Cheapflights users on 7/12. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/157:05 pm
CHS
- SXM
1 stop17h 33m
JetBlue
Thu 10/291:35 pm
SXM
- CHS
1 stop28h 30m
JetBlue
Deal found 7/12![JetBlue logo]()
$546
This Delta deal was found by Cheapflights users on 7/12. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/56:10 am
CHS
- SDQ
1 stop11h 56m
Delta
Sat 9/122:53 pm
SDQ
- CHS
1 stop6h 40m
Delta
Deal found 7/12![Delta logo]()
$408
This American Airlines deal was found by Cheapflights users on 7/9. 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.
Thu 8/206:00 am
CHS
- SDQ
1 stop12h 44m
American Airlines
Mon 8/2410:27 am
SDQ
- CHS
1 stop13h 32m
American Airlines
Deal found 7/9![American Airlines logo]()
$408
This United Airlines deal was found by Cheapflights users on 7/11. 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.
Fri 10/167:00 am
CHS
- MBJ
1 stop29h 43m
United Airlines
Mon 10/1912:52 pm
MBJ
- CHS
1 stop10h 07m
United Airlines
Deal found 7/11![United Airlines logo]()
$451
This Breeze Airways deal was found by Cheapflights users on 7/10. 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 11/46:00 am
CHS
- PUJ
1 stop26h 54m
Breeze Airways
Sun 11/810:44 am
PUJ
- CHS
1 stop28h 01m
Breeze Airways
Deal found 7/10![Breeze Airways logo]()
$603
This Orbitz deal was found by Cheapflights users on 7/11. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/207:25 pm
CHS
- SXM
1 stop18h 35m
JetBlue
Sun 9/272:45 pm
SXM
- CHS
1 stop19h 30m
JetBlue
Deal found 7/11![JetBlue logo]()
$579
This Copa Airlines deal was found by Cheapflights users on 7/11. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/77:52 pm
CHS
- AUA
2 stops17h 49m
Copa Airlines
Sat 11/141:17 pm
AUA
- CHS
2 stops21h 48m
Copa Airlines
Deal found 7/11![Copa Airlines logo]()
$650
Last-minute flights from Charleston to CaribbeanDiscover last-minute flight deals from Charleston to Caribbean. Data last updated July 14, 2026 and is based on user searches.
Discover last-minute flight deals from Charleston to Caribbean. Data last updated July 14, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 7/12. 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.
Mon 7/136:41 am
CHS
- NAS
1 stop4h 58m
American Airlines
Sun 7/1912:13 pm
NAS
- CHS
1 stop6h 58m
American Airlines
Deal found 7/12![American Airlines logo]()
$322
This American Airlines deal was found by Cheapflights users on 7/9. 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.
Mon 7/135:00 am
CHS
- NAS
1 stop8h 18m
American Airlines
Wed 7/1511:02 am
NAS
- CHS
1 stop8h 48m
American Airlines
Deal found 7/9![American Airlines logo]()
$326
This Kiwi.com deal was found by Cheapflights users on 7/13. 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 8/198:56 pm
CHS
- SJU
1 stop27h 38m
Multiple Airlines
Sun 8/235:15 pm
SJU
- CHS
1 stop21h 29m
Multiple Airlines
Deal found 7/13![Multiple Airlines logo]()
$269
This Kiwi.com deal was found by Cheapflights users on 7/11. 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 8/208:20 pm
CHS
- SJU
1 stop28h 36m
Multiple Airlines
Mon 8/248:57 pm
SJU
- CHS
1 stop11h 41m
Multiple Airlines
Deal found 7/11![Multiple Airlines logo]()
$274
This American Airlines deal was found by Cheapflights users on 7/10. 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.
Thu 8/206:00 am
CHS
- NAS
1 stop13h 11m
American Airlines
Sun 8/236:45 pm
NAS
- CHS
1 stop5h 14m
American Airlines
Deal found 7/10![American Airlines logo]()
$331
This Kiwi.com deal was found by Cheapflights users on 7/9. 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 8/219:44 pm
CHS
- SJU
1 stop27h 12m
Multiple Airlines
Wed 8/268:57 pm
SJU
- CHS
1 stop11h 41m
Multiple Airlines
Deal found 7/9![Multiple Airlines logo]()
$256
This Kiwi.com deal was found by Cheapflights users on 7/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/254:04 pm
CHS
- SJU
1 stop8h 52m
Multiple Airlines
Thu 8/276:35 am
SJU
- CHS
1 stop6h 29m
Multiple Airlines
Deal found 7/12![Multiple Airlines logo]()
$264
This Kiwi.com deal was found by Cheapflights users on 7/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/254:04 pm
CHS
- SJU
1 stop8h 52m
Multiple Airlines
Wed 8/268:57 pm
SJU
- CHS
1 stop11h 41m
Multiple Airlines
Deal found 7/12![Multiple Airlines logo]()
$268
This Kiwi.com deal was found by Cheapflights users on 7/9. 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 8/278:20 pm
CHS
- SJU
1 stop28h 36m
Multiple Airlines
Mon 8/315:37 pm
SJU
- CHS
1 stop16h 00m
Multiple Airlines
Deal found 7/9![Multiple Airlines logo]()
$254
This Kiwi.com deal was found by Cheapflights users on 7/13. 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 8/278:20 pm
CHS
- SJU
1 stop28h 36m
Multiple Airlines
Thu 9/36:35 am
SJU
- CHS
1 stop6h 29m
Multiple Airlines
Deal found 7/13![Multiple Airlines logo]()
$273
This Kiwi.com deal was found by Cheapflights users on 7/9. 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 8/289:44 pm
CHS
- SJU
1 stop27h 12m
Multiple Airlines
Mon 8/315:37 pm
SJU
- CHS
1 stop16h 00m
Multiple Airlines
Deal found 7/9![Multiple Airlines logo]()
$248
This Kiwi.com deal was found by Cheapflights users on 7/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/289:44 pm
CHS
- SJU
1 stop27h 12m
Multiple Airlines
Tue 9/18:57 pm
SJU
- CHS
1 stop12h 11m
Multiple Airlines
Deal found 7/11![Multiple Airlines logo]()
$262
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 July 14, 2026.
Search for one-way flight options from Charleston to Caribbean. Find affordable one-way fares based on user searches. Data last updated July 14, 2026.
This Kiwi.com deal was found by Cheapflights users on 7/10. 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 9/58:56 pm
CHS
- SJU
1 stop27h 38m
Multiple Airlines
Deal found 7/10![Multiple Airlines logo]()
$109
This American Airlines deal was found by Cheapflights users on 7/9. 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.
Thu 9/36:00 am
CHS
- NAS
1 stop13h 11m
American Airlines
Deal found 7/9![American Airlines logo]()
$109
This American Airlines deal was found by Cheapflights users on 7/13. 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 8/111:04 am
CHS
- NAS
1 stop8h 51m
American Airlines
Deal found 7/13![American Airlines logo]()
$119
This Kiwi.com deal was found by Cheapflights users on 7/11. 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 8/109:44 pm
CHS
- SJU
1 stop26h 57m
Multiple Airlines
Deal found 7/11![Multiple Airlines logo]()
$127
This Kiwi.com deal was found by Cheapflights users on 7/11. 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 8/39:44 pm
CHS
- SJU
1 stop26h 57m
Multiple Airlines
Deal found 7/11![Multiple Airlines logo]()
$138
This Kiwi.com deal was found by Cheapflights users on 7/9. 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.
Tue 8/44:04 pm
CHS
- SJU
1 stop8h 37m
Multiple Airlines
Deal found 7/9![Multiple Airlines logo]()
$141
This Kiwi.com deal was found by Cheapflights users on 7/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/319:44 pm
CHS
- SJU
1 stop27h 12m
Multiple Airlines
Deal found 7/12![Multiple Airlines logo]()
$144
This American Airlines deal was found by Cheapflights users on 7/9. 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.
Tue 12/17:53 pm
CHS
- MBJ
2 stops17h 07m
American Airlines
Deal found 7/9![American Airlines logo]()
$158
This Southwest deal was found by Cheapflights users on 7/12. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/271:15 pm
CHS
- SJU
2 stops10h 35m
Southwest
Deal found 7/12![Southwest logo]()
$161
This United Airlines deal was found by Cheapflights users on 7/9. 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.
Tue 12/16:05 am
CHS
- MBJ
1 stop7h 41m
United Airlines
Deal found 7/9![United Airlines logo]()
$161
This United Airlines deal was found by Cheapflights users on 7/11. 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.
Mon 7/206:50 am
CHS
- MBJ
1 stop7h 40m
United Airlines
Deal found 7/11![United Airlines logo]()
$163
This Southwest deal was found by Cheapflights users on 7/9. 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.
Tue 8/46:45 am
CHS
- SJU
2 stops11h 25m
Southwest
Deal found 7/9![Southwest logo]()
$167
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 July 14, 2026.
Round-trip from | $228 (Kiwi.com) |
|---|---|
One-way from | $109 (Kiwi.com) |
Popular in | August |
Cheapest in | January |
Average price | $465 |
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 2,558,603 searches. Data last updated July 14, 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 - SJU
CHSSJU
Charleston
Mon 8/17
6:35 am-4:55 pm
2 stops10h 20m
San Juan Luis Munoz Marin Intl
Fri 8/21
5:30 am-3:25 pm
1 stop9h 55m
$322
CharlestonSan Juan
CHS - SJU
CHSSJU
Charleston
Mon 8/24
6:15 am-11:46 am
1 stop5h 31m
San Juan Luis Munoz Marin Intl
Wed 9/2
12:56 pm-9:42 pm
1 stop8h 46m
$322
CharlestonSan Juan
CHS - SJU
CHSSJU
Charleston
Fri 8/28
7:00 am-4:55 pm
2 stops9h 55m
San Juan Luis Munoz Marin Intl
Mon 8/31
5:30 am-3:25 pm
1 stop9h 55m
$322
Quickest round-trip
CharlestonSan Juan
CHS - SJU
CHSSJU
Charleston
Sat 8/22
6:00 am-11:46 am
1 stop5h 46m
San Juan Luis Munoz Marin Intl
Sat 8/29
7:00 am-1:52 pm
1 stop6h 52m
$322
CharlestonSan Juan
CHS - SJU
CHSSJU
Charleston
Mon 8/24
7:00 am-4:55 pm
2 stops9h 55m
San Juan Luis Munoz Marin Intl
Mon 8/31
6:00 am-3:25 pm
2 stops9h 25m
$322
CharlestonSan Juan
CHS - SJU
CHSSJU
Charleston
Tue 10/27
2:00 pm-9:59 pm
1 stop7h 59m
San Juan Luis Munoz Marin Intl
Thu 11/12
6:35 pm-11:56 pm
1 stop6h 21m
$322
CharlestonSan Juan
CHS - SJU
CHSSJU
Charleston
Mon 8/17
6:35 am-4:55 pm
2 stops10h 20m
San Juan Luis Munoz Marin Intl
Sat 8/22
5:55 am-7:20 pm
1 stop13h 25m
$322
CharlestonSan Juan
CHS - SJU
CHSSJU
Charleston
Thu 8/13
1:15 pm-11:50 pm
2 stops10h 35m
San Juan Luis Munoz Marin Intl
Sun 8/23
5:00 am-1:05 pm
2 stops8h 05m
$322
CharlestonSan Juan
CHS - SJU
CHSSJU
Charleston
Mon 8/24
1:15 pm-11:50 pm
2 stops10h 35m
San Juan Luis Munoz Marin Intl
Thu 8/27
6:30 am-4:40 pm
2 stops10h 10m
$322
CharlestonNassau
CHS - NAS
CHSNAS
Charleston
Tue 8/18
8:12 am-2:33 pm
1 stop6h 21m
Nassau Intl
Fri 8/21
3:35 pm-11:54 pm
1 stop8h 19m
$326
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-NAS
CHS-MBJ
CHS-SDQ
CHS-PUJ
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-NAS
CHS-MBJ
CHS-SDQ
What is the cheapest month to book a flight from Charleston to Caribbean?
Currently, December is the cheapest month in which you can book a flight from Charleston to Caribbean (average of $94). Flying from Charleston to Caribbean in August is currently the most expensive (average of $279). 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 69 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 July 14, 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.
Crew
8.6
Boarding
8.1
Entertainment
7.5
Food
7.0
Overall
8.0
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Crew
8.6
Boarding
8.1
Entertainment
7.5
Food
7.0
Overall
8.0
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Crew
8.6
Boarding
8.1
Entertainment
7.5
Food
7.0
Overall
8.0
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Crew
8.6
Boarding
8.1
Entertainment
7.5
Food
7.0
Overall
8.0
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Crew
8.6
Boarding
8.1
Entertainment
7.5
Food
7.0
Overall
8.0
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Crew
8.6
Boarding
8.1
Entertainment
7.5
Food
7.0
Overall
8.0
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Related info for your journey
Find useful and relevant information for your journey from 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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Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
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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 July 14, 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 2,558,603 searches. Data last updated July 14, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$188 | Average$573 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$208 | Average$428 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$222 | Average$541 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$271 | Average$559 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$322 | Average$667 | FlexibilityNo cancel fee | On-time63% |