$125+ 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 8/7. Fares are subject to change and may not be available on all flights or dates of travel.
CHS — SJU
Jul 27 — Aug 31
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 June 27, 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 June 27, 2026.
This Kiwi.com deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/228:56 pm
CHS
- SJU
1 stop27h 38m
Multiple Airlines
Tue 8/255:37 pm
SJU
- CHS
1 stop21h 51m
Multiple Airlines
Deal found 6/23![Multiple Airlines logo]()
$214
This Kiwi.com deal was found by Cheapflights users on 6/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/236:00 am
CHS
- SJU
1 stop17h 57m
Multiple Airlines
Wed 10/145:12 pm
SJU
- CHS
1 stop22h 51m
Multiple Airlines
Deal found 6/24![Multiple Airlines logo]()
$236
This Kiwi.com deal was found by Cheapflights users on 6/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/228:56 pm
CHS
- SJU
1 stop27h 27m
Multiple Airlines
Wed 8/268:57 pm
SJU
- CHS
1 stop11h 41m
Multiple Airlines
Deal found 6/22![Multiple Airlines logo]()
$253
This Kiwi.com deal was found by Cheapflights users on 6/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/219:44 pm
CHS
- SJU
1 stop27h 12m
Multiple Airlines
Wed 8/268:57 pm
SJU
- CHS
1 stop11h 41m
Multiple Airlines
Deal found 6/22![Multiple Airlines logo]()
$258
This Kiwi.com deal was found by Cheapflights users on 6/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
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 6/22![Multiple Airlines logo]()
$262
This Kiwi.com deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/14:04 pm
CHS
- SJU
1 stop8h 52m
Multiple Airlines
Wed 9/28:57 pm
SJU
- CHS
1 stop11h 41m
Multiple Airlines
Deal found 6/25![Multiple Airlines logo]()
$263
This Kiwi.com deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/298:56 pm
CHS
- SJU
1 stop27h 38m
Multiple Airlines
Tue 9/16:35 am
SJU
- CHS
1 stop11h 39m
Multiple Airlines
Deal found 6/25![Multiple Airlines logo]()
$265
This Kiwi.com deal was found by Cheapflights users on 6/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/237:47 pm
CHS
- SJU
1 stop20h 24m
Multiple Airlines
Tue 8/255:37 pm
SJU
- CHS
1 stop21h 51m
Multiple Airlines
Deal found 6/22![Multiple Airlines logo]()
$268
This Kiwi.com deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/298:56 pm
CHS
- SJU
1 stop27h 38m
Multiple Airlines
Thu 9/36:35 am
SJU
- CHS
1 stop6h 29m
Multiple Airlines
Deal found 6/25![Multiple Airlines logo]()
$271
This Kiwi.com deal was found by Cheapflights users on 6/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/166:00 am
CHS
- SJU
1 stop17h 57m
Multiple Airlines
Sun 9/205:12 pm
SJU
- CHS
1 stop27h 44m
Multiple Airlines
Deal found 6/24![Multiple Airlines logo]()
$273
This Kiwi.com deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/149:44 pm
CHS
- SJU
1 stop26h 57m
Multiple Airlines
Fri 8/215:37 pm
SJU
- CHS
1 stop21h 51m
Multiple Airlines
Deal found 6/25![Multiple Airlines logo]()
$274
This Kiwi.com deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/307:47 pm
CHS
- SJU
1 stop20h 24m
Multiple Airlines
Tue 9/15:01 pm
SJU
- CHS
1 stop22h 27m
Multiple Airlines
Deal found 6/25![Multiple Airlines logo]()
$275
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 June 27, 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 June 27, 2026.
This United Airlines deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/106:50 am
CHS
- NAS
1 stop9h 06m
United Airlines
Sun 7/122:53 pm
NAS
- CHS
1 stop7h 22m
United Airlines
Deal found 6/23![United Airlines logo]()
$316
This Southwest deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/1611:00 am
CHS
- SJU
2 stops9h 55m
Southwest
Tue 10/205:35 am
SJU
- CHS
2 stops8h 35m
Southwest
Deal found 6/23![Southwest logo]()
$322
This Delta deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/226:00 am
CHS
- SJU
1 stop5h 46m
Delta
Sat 8/297:00 am
SJU
- CHS
1 stop6h 52m
Delta
Deal found 6/23![Delta logo]()
$322
This American Airlines deal was found by Cheapflights users on 6/27. Clicking the “Pick Dates” 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 6/27![American Airlines logo]()
$326
This Flysmarter deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Flysmarter is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/208:14 pm
CHS
- SXM
1 stop17h 40m
JetBlue
Fri 8/2811:20 am
SXM
- CHS
1 stop8h 10m
JetBlue
Deal found 6/25![JetBlue logo]()
$515
This United Airlines deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/96:00 am
CHS
- NAS
1 stop8h 57m
United Airlines
Sun 7/122:53 pm
NAS
- CHS
1 stop7h 22m
United Airlines
Deal found 6/23![United Airlines logo]()
$316
This Southwest deal was found by Cheapflights users on 6/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/177:00 am
CHS
- SJU
2 stops9h 55m
Southwest
Mon 9/216:00 am
SJU
- CHS
2 stops9h 25m
Southwest
Deal found 6/22![Southwest logo]()
$322
This Delta deal was found by Cheapflights users on 6/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/175:10 am
CHS
- SJU
1 stop6h 36m
Delta
Fri 8/215:49 pm
SJU
- CHS
1 stop6h 10m
Delta
Deal found 6/26![Delta logo]()
$322
This American Airlines deal was found by Cheapflights users on 6/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/67:33 am
CHS
- NAS
1 stop6h 39m
American Airlines
Thu 8/133:34 pm
NAS
- CHS
1 stop7h 26m
American Airlines
Deal found 6/26![American Airlines logo]()
$326
This Copa Airlines deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/2610:19 am
CHS
- PUJ
2 stops31h 17m
Copa Airlines
Sun 8/305:37 am
PUJ
- CHS
2 stops28h 26m
Copa Airlines
Deal found 6/25![Copa Airlines logo]()
$669
This Kiwi.com deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/92:53 pm
CHS
- PUJ
2 stops19h 31m
Multiple Airlines
Sun 7/128:11 pm
PUJ
- CHS
1 stop18h 33m
Multiple Airlines
Deal found 6/25![Multiple Airlines logo]()
$692
This Southwest deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/163:15 pm
CHS
- SJU
1 stop9h 20m
Southwest
Mon 10/195:30 am
SJU
- CHS
1 stop13h 15m
Southwest
Deal found 6/25![Southwest logo]()
$322
This Delta deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/212:17 pm
CHS
- SJU
1 stop8h 12m
Delta
Wed 8/267:00 am
SJU
- CHS
1 stop10h 38m
Delta
Deal found 6/25![Delta logo]()
$322
This American Airlines deal was found by Cheapflights users on 6/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/2111:04 am
CHS
- NAS
1 stop4h 09m
American Airlines
Tue 7/2811:02 am
NAS
- CHS
1 stop12h 46m
American Airlines
Deal found 6/26![American Airlines logo]()
$326
This Southwest deal was found by Cheapflights users on 6/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/2911:00 am
CHS
- SJU
2 stops9h 55m
Southwest
Sun 11/15:35 am
SJU
- CHS
2 stops8h 45m
Southwest
Deal found 6/24![Southwest logo]()
$322
This Delta deal was found by Cheapflights users on 6/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/216:15 am
CHS
- SJU
1 stop10h 23m
Delta
Mon 8/245:49 pm
SJU
- CHS
1 stop6h 10m
Delta
Deal found 6/22![Delta logo]()
$322
This American Airlines deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/711:04 am
CHS
- NAS
1 stop8h 05m
American Airlines
Fri 7/103:02 pm
NAS
- CHS
1 stop8h 57m
American Airlines
Deal found 6/25![American Airlines logo]()
$343
This Southwest deal was found by Cheapflights users on 6/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/1810:45 am
CHS
- SJU
2 stops11h 15m
Southwest
Sat 8/2210:25 am
SJU
- CHS
2 stops8h 25m
Southwest
Deal found 6/26![Southwest logo]()
$322
This Delta deal was found by Cheapflights users on 6/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/172:17 pm
CHS
- SJU
1 stop8h 12m
Delta
Sat 8/225:49 pm
SJU
- CHS
1 stop6h 10m
Delta
Deal found 6/26![Delta logo]()
$322
This United Airlines deal was found by Cheapflights users on 6/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure 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
Fri 10/2312:52 pm
MBJ
- CHS
1 stop10h 07m
United Airlines
Deal found 6/24![United Airlines logo]()
$410
This Southwest deal was found by Cheapflights users on 6/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/241:15 pm
CHS
- SJU
1 stop9h 35m
Southwest
Thu 8/276:00 am
SJU
- CHS
2 stops9h 25m
Southwest
Deal found 6/26![Southwest logo]()
$322
This Delta deal was found by Cheapflights users on 6/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/248:20 am
CHS
- NAS
1 stop8h 19m
Delta
Sun 7/266:04 pm
NAS
- CHS
1 stop6h 22m
Delta
Deal found 6/24![Delta logo]()
$326
This American Airlines deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/136:00 am
CHS
- MBJ
1 stop6h 42m
American Airlines
Thu 11/194:05 pm
MBJ
- CHS
2 stops16h 24m
American Airlines
Deal found 6/25![American Airlines logo]()
$379
This Delta deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/215:10 am
CHS
- NAS
1 stop8h 47m
Delta
Mon 8/241:16 pm
NAS
- CHS
1 stop8h 51m
Delta
Deal found 6/25![Delta logo]()
$326
This Justfly.com deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/48:25 pm
CHS
- SXM
1 stop17h 17m
JetBlue
Thu 9/102:45 pm
SXM
- CHS
1 stop19h 30m
JetBlue
Deal found 6/25![JetBlue logo]()
$542
This American Airlines deal was found by Cheapflights users on 6/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/238:43 pm
CHS
- MBJ
2 stops15h 59m
American Airlines
Sat 8/293:23 pm
MBJ
- CHS
1 stop7h 31m
American Airlines
Deal found 6/27![American Airlines logo]()
$379
This Delta deal was found by Cheapflights users on 6/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/105:10 am
CHS
- NAS
1 stop11h 29m
Delta
Sun 7/126:04 pm
NAS
- CHS
1 stop6h 22m
Delta
Deal found 6/24![Delta logo]()
$333
This Justfly.com deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/178:47 pm
CHS
- SXM
1 stop19h 35m
JetBlue
Wed 7/221:42 pm
SXM
- CHS
1 stop27h 57m
JetBlue
Deal found 6/25![JetBlue logo]()
$552
This American Airlines deal was found by Cheapflights users on 6/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/277:33 am
CHS
- MBJ
1 stop7h 50m
American Airlines
Sun 8/305:08 pm
MBJ
- CHS
2 stops18h 19m
American Airlines
Deal found 6/26![American Airlines logo]()
$384
This Expedia deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/175:59 pm
CHS
- AUA
1 stop19h 33m
JetBlue
Mon 8/244:50 pm
AUA
- CHS
2 stops17h 18m
JetBlue
Deal found 6/25![JetBlue logo]()
$557
Last-minute flights from Charleston to CaribbeanDiscover last-minute flight deals from Charleston to Caribbean. Data last updated June 27, 2026 and is based on user searches.
Discover last-minute flight deals from Charleston to Caribbean. Data last updated June 27, 2026 and is based on user searches.
This United Airlines deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/266:50 am
CHS
- NAS
1 stop9h 06m
United Airlines
Sun 6/283:59 pm
NAS
- CHS
1 stop18h 24m
United Airlines
Deal found 6/23![United Airlines logo]()
$323
This United Airlines deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/296:00 am
CHS
- NAS
1 stop8h 57m
United Airlines
Wed 7/13:59 pm
NAS
- CHS
1 stop18h 24m
United Airlines
Deal found 6/25![United Airlines logo]()
$333
This Priceline deal was found by Cheapflights users on 6/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/48:56 pm
CHS
- NAS
1 stop11h 59m
Multiple Airlines
Thu 7/912:20 pm
NAS
- CHS
1 stop5h 19m
Multiple Airlines
Deal found 6/24![Multiple Airlines logo]()
$301
This American Airlines deal was found by Cheapflights users on 6/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/67:50 pm
CHS
- NAS
1 stop14h 11m
American Airlines
Sat 7/113:56 pm
NAS
- CHS
1 stop7h 59m
American Airlines
Deal found 6/24![American Airlines logo]()
$326
This American Airlines deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/76:41 am
CHS
- NAS
1 stop4h 58m
American Airlines
Fri 7/1012:39 pm
NAS
- CHS
1 stop11h 20m
American Airlines
Deal found 6/23![American Airlines logo]()
$316
This Kiwi.com deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/144:04 pm
CHS
- SJU
1 stop8h 37m
Multiple Airlines
Thu 7/306:00 am
SJU
- CHS
1 stop7h 04m
Multiple Airlines
Deal found 6/23![Multiple Airlines logo]()
$297
This Kiwi.com deal was found by Cheapflights users on 6/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/144:04 pm
CHS
- SJU
1 stop8h 37m
Multiple Airlines
Tue 7/285:45 pm
SJU
- CHS
2 stops38h 53m
Multiple Airlines
Deal found 6/22![Multiple Airlines logo]()
$334
This Kiwi.com deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/179:44 pm
CHS
- SJU
1 stop26h 57m
Multiple Airlines
Tue 7/213:36 pm
SJU
- CHS
2 stops17h 32m
Multiple Airlines
Deal found 6/23![Multiple Airlines logo]()
$337
This Kiwi.com deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/188:56 pm
CHS
- SJU
1 stop27h 45m
Multiple Airlines
Wed 7/227:34 am
SJU
- CHS
2 stops25h 04m
Multiple Airlines
Deal found 6/23![Multiple Airlines logo]()
$320
This American Airlines deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/2111:04 am
CHS
- NAS
1 stop4h 09m
American Airlines
Tue 7/287:39 am
NAS
- CHS
2 stops7h 02m
American Airlines
Deal found 6/23![American Airlines logo]()
$330
This Kiwi.com deal was found by Cheapflights users on 6/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/249:44 pm
CHS
- SJU
1 stop26h 57m
Multiple Airlines
Thu 7/306:00 am
SJU
- CHS
1 stop7h 04m
Multiple Airlines
Deal found 6/22![Multiple Airlines logo]()
$294
This Kiwi.com deal was found by Cheapflights users on 6/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/258:56 pm
CHS
- SJU
1 stop27h 45m
Multiple Airlines
Thu 7/306:00 am
SJU
- CHS
1 stop7h 04m
Multiple Airlines
Deal found 6/22![Multiple Airlines logo]()
$284
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 June 27, 2026.
Search for one-way flight options from Charleston to Caribbean. Find affordable one-way fares based on user searches. Data last updated June 27, 2026.
This Kiwi.com deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/79:44 pm
CHS
- SJU
1 stop26h 57m
Multiple Airlines
Deal found 6/25![Multiple Airlines logo]()
$125
This Kiwi.com deal was found by Cheapflights users on 6/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/188:56 pm
CHS
- SJU
1 stop27h 45m
Multiple Airlines
Deal found 6/24![Multiple Airlines logo]()
$126
This Delta deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/215:10 am
CHS
- MBJ
1 stop11h 24m
Delta
Deal found 6/25![Delta logo]()
$163
This Southwest deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/56:45 am
CHS
- SJU
2 stops11h 25m
Southwest
Deal found 6/25![Southwest logo]()
$167
This Kiwi.com deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/306:00 am
CHS
- SJU
2 stops32h 00m
Multiple Airlines
Deal found 6/23![Multiple Airlines logo]()
$175
This Kiwi.com deal was found by Cheapflights users on 6/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/39:44 pm
CHS
- SJU
1 stop26h 53m
Multiple Airlines
Deal found 6/24![Multiple Airlines logo]()
$179
This Kiwi.com deal was found by Cheapflights users on 6/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/27:47 pm
CHS
- SJU
1 stop20h 18m
Multiple Airlines
Deal found 6/26![Multiple Airlines logo]()
$188
This Delta deal was found by Cheapflights users on 6/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/175:10 am
CHS
- PUJ
1 stop9h 29m
Delta
Deal found 6/26![Delta logo]()
$190
This Cheapflightsfares deal was found by Cheapflights users on 6/27. Clicking the “Pick Dates” 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.
Fri 8/75:59 pm
CHS
- SJU
1 stop6h 48m
JetBlue
Deal found 6/27![JetBlue logo]()
$193
This Priceline deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/228:56 pm
CHS
- PUJ
1 stop22h 15m
Breeze Airways
Deal found 6/23![Breeze Airways logo]()
$193
This American Airlines deal was found by Cheapflights users on 6/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/177:48 pm
CHS
- PUJ
2 stops16h 59m
American Airlines
Deal found 6/26![American Airlines logo]()
$196
This United Airlines deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/710:13 am
CHS
- MBJ
1 stop5h 57m
United Airlines
Deal found 6/25![United Airlines logo]()
$196
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 June 27, 2026.
Round-trip from | $214 (Kiwi.com) |
|---|---|
One-way from | $125 (Kiwi.com) |
Popular in | August |
Cheapest in | January |
Average price | $510 |
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 June 27, 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
CharlestonNassau
CHS - NAS
CHSNAS
Charleston
Fri 7/10
6:50 am-3:56 pm
1 stop9h 06m
Nassau Intl
Sun 7/12
2:53 pm-10:15 pm
1 stop7h 22m
$316
CharlestonNassau
CHS - NAS
CHSNAS
Charleston
Thu 7/9
6:00 am-2:57 pm
1 stop8h 57m
Nassau Intl
Sun 7/12
2:53 pm-10:15 pm
1 stop7h 22m
$316
CharlestonSan Juan
CHS - SJU
CHSSJU
Charleston
Fri 10/16
11:00 am-8:55 pm
2 stops9h 55m
San Juan Luis Munoz Marin Intl
Tue 10/20
5:35 am-2:10 pm
2 stops8h 35m
$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
Thu 9/17
7:00 am-4:55 pm
2 stops9h 55m
San Juan Luis Munoz Marin Intl
Mon 9/21
6:00 am-3:25 pm
2 stops9h 25m
$322
CharlestonSan Juan
CHS - SJU
CHSSJU
Charleston
Mon 8/17
5:10 am-11:46 am
1 stop6h 36m
San Juan Luis Munoz Marin Intl
Fri 8/21
5:49 pm-11:59 pm
1 stop6h 10m
$322
CharlestonSan Juan
CHS - SJU
CHSSJU
Charleston
Fri 10/16
3:15 pm-12:35 am
1 stop9h 20m
San Juan Luis Munoz Marin Intl
Mon 10/19
5:30 am-6:45 pm
1 stop13h 15m
$322
CharlestonSan Juan
CHS - SJU
CHSSJU
Charleston
Fri 8/21
2:17 pm-10:29 pm
1 stop8h 12m
San Juan Luis Munoz Marin Intl
Wed 8/26
7:00 am-5:38 pm
1 stop10h 38m
$322
CharlestonSan Juan
CHS - SJU
CHSSJU
Charleston
Thu 10/29
11:00 am-8:55 pm
2 stops9h 55m
San Juan Luis Munoz Marin Intl
Sun 11/1
5:35 am-1:20 pm
2 stops8h 45m
$322
CharlestonSan Juan
CHS - SJU
CHSSJU
Charleston
Fri 8/21
6:15 am-4:38 pm
1 stop10h 23m
San Juan Luis Munoz Marin Intl
Mon 8/24
5:49 pm-11:59 pm
1 stop6h 10m
$322
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-PUJ
CHS-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 Charleston to Caribbean
CHS-0CB
CHS-SJU
CHS-NAS
CHS-MBJ
CHS-PUJ
What is the cheapest month to book a flight from Charleston to Caribbean?
Currently, July is the cheapest month in which you can book a flight from Charleston to Caribbean (average of $84). 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 June 27, 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
Overall
7.9
Boarding
8.1
Entertainment
7.5
Comfort
8.0
Food
7.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Crew
8.6
Overall
7.9
Boarding
8.1
Entertainment
7.5
Comfort
8.0
Food
7.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Crew
8.6
Overall
7.9
Boarding
8.1
Entertainment
7.5
Comfort
8.0
Food
7.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Crew
8.6
Overall
7.9
Boarding
8.1
Entertainment
7.5
Comfort
8.0
Food
7.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Crew
8.6
Overall
7.9
Boarding
8.1
Entertainment
7.5
Comfort
8.0
Food
7.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Crew
8.6
Overall
7.9
Boarding
8.1
Entertainment
7.5
Comfort
8.0
Food
7.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Related info for your journey
Find useful and relevant information for your journey from Charleston to Caribbean. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
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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 June 27, 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 June 27, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$188 | Average$563 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$195 | Average$437 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$222 | Average$532 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$271 | Average$561 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$322 | Average$667 | FlexibilityNo cancel fee | On-time63% |