$148+ 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 5/29. Fares are subject to change and may not be available on all flights or dates of travel.
CHS — SJU
Jun 5 — Jun 121
Round-trip
1 adult, Economy
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Find cheap flights from Charleston to Caribbean with Cheapflights
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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 May 6, 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 May 6, 2026.
This American Airlines deal was found by Cheapflights users on 5/4. Clicking the “Pick Dates” 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 5/197:39 pm
CHS
- STX
2 stops17h 36m
American Airlines
Sat 5/233:48 pm
STX
- CHS
2 stops18h 19m
American Airlines
Deal found 5/4![American Airlines logo]()
$300
This Delta deal was found by Cheapflights users on 5/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/221:13 pm
CHS
- SJU
1 stop9h 16m
Delta
Sat 8/295:49 pm
SJU
- CHS
1 stop6h 10m
Delta
Deal found 5/6![Delta logo]()
$312
This Kiwi.com deal was found by Cheapflights users on 5/4. Clicking the “Pick Dates” 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 03m
Multiple Airlines
Mon 8/316:16 pm
SJU
- CHS
1 stop14h 22m
Multiple Airlines
Deal found 5/4![Multiple Airlines logo]()
$324
This Kiwi.com deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” 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 5/309:19 pm
CHS
- SJU
1 stop20h 33m
Multiple Airlines
Tue 6/98:39 am
SJU
- CHS
1 stop24h 04m
Multiple Airlines
Deal found 5/3![Multiple Airlines logo]()
$325
This Kiwi.com deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” 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 5/309:19 pm
CHS
- SJU
1 stop20h 33m
Multiple Airlines
Wed 6/38:32 am
SJU
- CHS
2 stops24h 06m
Multiple Airlines
Deal found 5/3![Multiple Airlines logo]()
$327
This Kiwi.com deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” 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 5/309:19 pm
CHS
- SJU
1 stop20h 33m
Multiple Airlines
Fri 6/58:33 am
SJU
- CHS
1 stop24h 10m
Multiple Airlines
Deal found 5/3![Multiple Airlines logo]()
$336
This Southwest deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/41:15 pm
CHS
- SJU
1 stop9h 35m
Southwest
Sun 9/135:00 am
SJU
- CHS
2 stops9h 25m
Southwest
Deal found 5/3![Southwest logo]()
$338
This Kiwi.com deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” 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 6/46:14 pm
CHS
- SJU
2 stops29h 45m
Multiple Airlines
Tue 6/98:39 am
SJU
- CHS
1 stop24h 04m
Multiple Airlines
Deal found 5/3![Multiple Airlines logo]()
$339
This Cheapflightsfares deal was found by Cheapflights users on 5/2. Clicking the “Pick Dates” 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 6/54:02 pm
CHS
- SJU
1 stop6h 40m
Spirit Airlines
Mon 6/87:30 am
SJU
- CHS
1 stop7h 21m
Spirit Airlines
Deal found 5/2![Spirit Airlines logo]()
$340
This Delta deal was found by Cheapflights users on 5/4. Clicking the “Pick Dates” 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 5/58:25 am
CHS
- MBJ
1 stop7h 52m
Delta
Wed 5/134:59 pm
MBJ
- CHS
1 stop6h 00m
Delta
Deal found 5/4![Delta logo]()
$344
This Kiwi.com deal was found by Cheapflights users on 5/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/219:44 pm
CHS
- SJU
1 stop26h 39m
Multiple Airlines
Wed 8/265:15 pm
SJU
- CHS
2 stops19h 49m
Multiple Airlines
Deal found 5/5![Multiple Airlines logo]()
$345
This American Airlines deal was found by Cheapflights users on 5/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/226:20 pm
CHS
- SJU
1 stop5h 55m
American Airlines
Sat 8/2910:33 am
SJU
- CHS
2 stops11h 18m
American Airlines
Deal found 5/6![American Airlines logo]()
$346
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 May 6, 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 May 6, 2026.
This American Airlines deal was found by Cheapflights users on 5/4. Clicking the “Pick Dates” 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 5/197:39 pm
CHS
- STX
2 stops17h 36m
American Airlines
Sat 5/233:48 pm
STX
- CHS
2 stops18h 19m
American Airlines
Deal found 5/4![American Airlines logo]()
$300
This Southwest deal was found by Cheapflights users on 5/4. Clicking the “Pick Dates” 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 7/304:10 pm
CHS
- SJU
1 stop8h 05m
Southwest
Mon 8/36:00 am
SJU
- CHS
2 stops9h 35m
Southwest
Deal found 5/4![Southwest logo]()
$364
This United Airlines deal was found by Cheapflights users on 5/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/2710:23 am
CHS
- PUJ
1 stop6h 02m
United Airlines
Sun 11/15:20 pm
PUJ
- CHS
1 stop17h 35m
United Airlines
Deal found 5/6![United Airlines logo]()
$412
This Delta deal was found by Cheapflights users on 5/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/207:20 am
CHS
- SJU
1 stop9h 25m
Delta
Sun 8/25:56 pm
SJU
- CHS
1 stop6h 30m
Delta
Deal found 5/5![Delta logo]()
$428
This Kiwi.com deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” 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 5/153:23 pm
CHS
- SJU
1 stop16h 41m
Multiple Airlines
Sat 5/1612:59 am
SJU
- CHS
1 stop8h 29m
Multiple Airlines
Deal found 5/1![Multiple Airlines logo]()
$433
This JetBlue deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” 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.
Tue 9/297:05 pm
CHS
- SDQ
1 stop4h 54m
JetBlue
Sat 10/37:22 pm
SDQ
- CHS
1 stop14h 53m
JetBlue
Deal found 5/3![JetBlue logo]()
$480
This Mytrip deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/1111:05 am
CHS
- PUJ
1 stop28h 20m
Air Canada
Sun 6/145:25 pm
PUJ
- CHS
2 stops16h 48m
Air Canada
Deal found 5/1![Air Canada logo]()
$493
This Copa Airlines deal was found by Cheapflights users on 5/2. Clicking the “Pick Dates” 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 6/310:00 am
CHS
- PUJ
2 stops31h 36m
Copa Airlines
Tue 6/91:32 pm
PUJ
- CHS
2 stops20h 44m
Copa Airlines
Deal found 5/2![Copa Airlines logo]()
$629
This American Airlines deal was found by Cheapflights users on 5/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/208:43 pm
CHS
- MBJ
2 stops15h 59m
American Airlines
Mon 8/245:13 pm
MBJ
- CHS
2 stops18h 18m
American Airlines
Deal found 5/5![American Airlines logo]()
$357
This American Airlines deal was found by Cheapflights users on 5/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/98:48 pm
CHS
- MBJ
2 stops16h 52m
American Airlines
Mon 10/125:00 pm
MBJ
- CHS
2 stops16h 19m
American Airlines
Deal found 5/6![American Airlines logo]()
$357
This Southwest deal was found by Cheapflights users on 5/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/254:50 pm
CHS
- SJU
2 stops8h 25m
Southwest
Thu 7/3010:20 am
SJU
- CHS
1 stop11h 35m
Southwest
Deal found 5/5![Southwest logo]()
$396
This United Airlines deal was found by Cheapflights users on 5/4. Clicking the “Pick Dates” 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 6/96:00 am
CHS
- SJU
1 stop7h 45m
United Airlines
Mon 6/151:00 am
SJU
- CHS
1 stop7h 51m
United Airlines
Deal found 5/4![United Airlines logo]()
$431
This American Airlines deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” 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 6/17:50 pm
CHS
- MBJ
2 stops16h 55m
American Airlines
Thu 7/3012:47 pm
MBJ
- CHS
1 stop9h 09m
American Airlines
Deal found 5/1![American Airlines logo]()
$357
This Southwest deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” 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 5/291:15 pm
CHS
- SJU
2 stops10h 25m
Southwest
Sat 6/137:00 am
SJU
- CHS
2 stops9h 15m
Southwest
Deal found 5/1![Southwest logo]()
$416
This Delta deal was found by Cheapflights users on 5/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/25:15 am
CHS
- SDQ
1 stop8h 08m
Delta
Tue 6/92:41 pm
SDQ
- CHS
1 stop7h 25m
Delta
Deal found 5/5![Delta logo]()
$460
This American Airlines deal was found by Cheapflights users on 5/4. Clicking the “Pick Dates” 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 5/127:39 pm
CHS
- STX
2 stops17h 36m
American Airlines
Wed 5/135:14 pm
STX
- CHS
1 stop7h 10m
American Airlines
Deal found 5/4![American Airlines logo]()
$370
This Expedia deal was found by Cheapflights users on 5/4. Clicking the “Pick Dates” 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.
Sat 8/15:27 pm
CHS
- SXM
1 stop19h 10m
JetBlue
Thu 8/61:42 pm
SXM
- CHS
1 stop27h 05m
JetBlue
Deal found 5/4![JetBlue logo]()
$496
This United Airlines deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” 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 5/2910:00 am
CHS
- MBJ
1 stop6h 10m
United Airlines
Mon 6/112:52 pm
MBJ
- CHS
1 stop10h 00m
United Airlines
Deal found 5/3![United Airlines logo]()
$454
This Southwest deal was found by Cheapflights users on 5/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/292:10 pm
CHS
- SJU
2 stops10h 05m
Southwest
Sun 8/25:20 am
SJU
- CHS
1 stop8h 05m
Southwest
Deal found 5/6![Southwest logo]()
$420
This Delta deal was found by Cheapflights users on 5/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/95:10 am
CHS
- SDQ
2 stops12h 54m
Delta
Sun 6/147:35 pm
SDQ
- CHS
2 stops14h 43m
Delta
Deal found 5/6![Delta logo]()
$465
This Expedia deal was found by Cheapflights users on 5/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/2811:05 am
CHS
- NAS
2 stops50h 30m
Multiple Airlines
Tue 9/112:20 pm
NAS
- CHS
1 stop4h 11m
Multiple Airlines
Deal found 5/6![Multiple Airlines logo]()
$526
This United Airlines deal was found by Cheapflights users on 5/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/286:50 am
CHS
- MBJ
1 stop9h 36m
United Airlines
Sat 7/44:12 pm
MBJ
- CHS
1 stop16h 59m
United Airlines
Deal found 5/5![United Airlines logo]()
$455
This Southwest deal was found by Cheapflights users on 5/4. Clicking the “Pick Dates” 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 6/1210:35 am
CHS
- SJU
1 stop13h 40m
Southwest
Wed 6/175:00 am
SJU
- CHS
1 stop8h 30m
Southwest
Deal found 5/4![Southwest logo]()
$422
This JetBlue deal was found by Cheapflights users on 5/4. Clicking the “Pick Dates” 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.
Tue 9/85:27 pm
CHS
- SDQ
1 stop6h 32m
JetBlue
Tue 9/157:22 pm
SDQ
- CHS
1 stop14h 53m
JetBlue
Deal found 5/4![JetBlue logo]()
$526
This Travelocity deal was found by Cheapflights users on 5/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/411:05 am
CHS
- PLS
2 stops26h 45m
Air Canada
Tue 6/92:10 pm
PLS
- CHS
1 stop20h 03m
Air Canada
Deal found 5/4![Air Canada logo]()
$591
This Southwest deal was found by Cheapflights users on 5/4. Clicking the “Pick Dates” 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 6/93:00 pm
CHS
- SJU
2 stops9h 15m
Southwest
Tue 6/166:00 am
SJU
- CHS
2 stops10h 10m
Southwest
Deal found 5/4![Southwest logo]()
$422
This Delta deal was found by Cheapflights users on 5/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/126:00 am
CHS
- SDQ
1 stop12h 04m
Delta
Wed 6/176:06 am
SDQ
- CHS
1 stop10h 48m
Delta
Deal found 5/6![Delta logo]()
$513
This American Airlines deal was found by Cheapflights users on 5/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/288:20 pm
CHS
- MBJ
1 stop17h 48m
American Airlines
Thu 6/185:17 pm
MBJ
- CHS
1 stop5h 42m
American Airlines
Deal found 5/5![American Airlines logo]()
$441
This Copa Airlines deal was found by Cheapflights users on 5/4. Clicking the “Pick Dates” 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 9/1210:00 am
CHS
- AUA
2 stops26h 09m
Copa Airlines
Sat 9/193:46 pm
AUA
- CHS
2 stops18h 16m
Copa Airlines
Deal found 5/4![Copa Airlines logo]()
$648
This Justfly.com deal was found by Cheapflights users on 5/2. Clicking the “Pick Dates” 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 7/178:14 pm
CHS
- SXM
1 stop20h 02m
JetBlue
Wed 7/221:42 pm
SXM
- CHS
1 stop26h 49m
JetBlue
Deal found 5/2![JetBlue logo]()
$538
Last-minute flights from Charleston to CaribbeanDiscover last-minute flight deals from Charleston to Caribbean. Data last updated May 6, 2026 and is based on user searches.
Discover last-minute flight deals from Charleston to Caribbean. Data last updated May 6, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 5/4. Clicking the “Pick Dates” 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 5/66:25 am
CHS
- MBJ
1 stop9h 52m
Delta
Wed 5/134:59 pm
MBJ
- CHS
1 stop6h 00m
Delta
Deal found 5/4![Delta logo]()
$344
This American Airlines deal was found by Cheapflights users on 5/4. Clicking the “Pick Dates” 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 5/118:21 pm
CHS
- MBJ
1 stop16h 03m
American Airlines
Fri 5/1510:17 am
MBJ
- CHS
1 stop10h 59m
American Airlines
Deal found 5/4![American Airlines logo]()
$352
This Priceline deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” 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.
Fri 5/292:39 pm
CHS
- SJU
1 stop8h 03m
Multiple Airlines
Sat 6/137:00 am
SJU
- CHS
1 stop10h 48m
Multiple Airlines
Deal found 5/1![Multiple Airlines logo]()
$348
This Kiwi.com deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” 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 5/309:19 pm
CHS
- SJU
1 stop20h 33m
Multiple Airlines
Tue 6/98:39 am
SJU
- CHS
1 stop24h 04m
Multiple Airlines
Deal found 5/3![Multiple Airlines logo]()
$325
This Kiwi.com deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” 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 5/309:19 pm
CHS
- SJU
1 stop20h 33m
Multiple Airlines
Wed 6/38:32 am
SJU
- CHS
2 stops24h 06m
Multiple Airlines
Deal found 5/3![Multiple Airlines logo]()
$327
This Kiwi.com deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” 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 5/309:19 pm
CHS
- SJU
1 stop20h 33m
Multiple Airlines
Fri 6/58:33 am
SJU
- CHS
1 stop24h 10m
Multiple Airlines
Deal found 5/3![Multiple Airlines logo]()
$336
This American Airlines deal was found by Cheapflights users on 5/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/17:50 pm
CHS
- MBJ
2 stops16h 55m
American Airlines
Thu 7/3012:47 pm
MBJ
- CHS
1 stop9h 09m
American Airlines
Deal found 5/5![American Airlines logo]()
$357
This Kiwi.com deal was found by Cheapflights users on 5/2. Clicking the “Pick Dates” 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 6/210:38 am
CHS
- SJU
2 stops13h 21m
Multiple Airlines
Tue 6/98:39 am
SJU
- CHS
1 stop24h 04m
Multiple Airlines
Deal found 5/2![Multiple Airlines logo]()
$356
This Kiwi.com deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” 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 6/46:14 pm
CHS
- SJU
2 stops29h 45m
Multiple Airlines
Tue 6/98:39 am
SJU
- CHS
1 stop24h 04m
Multiple Airlines
Deal found 5/3![Multiple Airlines logo]()
$339
This Cheapflightsfares deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” 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.
Thu 6/44:02 pm
CHS
- SJU
1 stop6h 40m
Spirit Airlines
Sun 6/77:00 am
SJU
- CHS
1 stop7h 51m
Spirit Airlines
Deal found 5/1![Spirit Airlines logo]()
$360
This Cheapflightsfares deal was found by Cheapflights users on 5/2. Clicking the “Pick Dates” 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 6/54:02 pm
CHS
- SJU
1 stop6h 40m
Spirit Airlines
Mon 6/87:30 am
SJU
- CHS
1 stop7h 21m
Spirit Airlines
Deal found 5/2![Spirit Airlines logo]()
$340
This Kiwi.com deal was found by Cheapflights users on 5/2. Clicking the “Pick Dates” 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 6/53:23 pm
CHS
- SJU
2 stops36h 38m
Multiple Airlines
Fri 6/125:15 pm
SJU
- CHS
1 stop22h 13m
Multiple Airlines
Deal found 5/2![Multiple Airlines logo]()
$357
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 May 6, 2026.
Search for one-way flight options from Charleston to Caribbean. Find affordable one-way fares based on user searches. Data last updated May 6, 2026.
This United Airlines deal was found by Cheapflights users on 5/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/1410:15 am
CHS
- MBJ
1 stop5h 55m
United Airlines
Deal found 5/6![United Airlines logo]()
$148
This American Airlines deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” 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 8/208:43 pm
CHS
- MBJ
1 stop15h 54m
American Airlines
Deal found 5/3![American Airlines logo]()
$152
This Kiwi.com deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” 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 5/309:19 pm
CHS
- SJU
1 stop20h 33m
Multiple Airlines
Deal found 5/3![Multiple Airlines logo]()
$154
This Delta deal was found by Cheapflights users on 5/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/147:20 am
CHS
- SJU
1 stop6h 12m
Delta
Deal found 5/5![Delta logo]()
$156
This American Airlines deal was found by Cheapflights users on 5/4. Clicking the “Pick Dates” 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 5/287:50 pm
CHS
- MBJ
2 stops16h 55m
American Airlines
Deal found 5/4![American Airlines logo]()
$158
This Southwest deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” 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 5/267:40 am
CHS
- NAS
2 stops10h 50m
Southwest
Deal found 5/1![Southwest logo]()
$167
This Kiwi.com deal was found by Cheapflights users on 5/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/167:47 pm
CHS
- SJU
1 stop20h 18m
Multiple Airlines
Deal found 5/5![Multiple Airlines logo]()
$169
This Kiwi.com deal was found by Cheapflights users on 5/4. Clicking the “Pick Dates” 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 6/34:34 pm
CHS
- SJU
2 stops35h 27m
Multiple Airlines
Deal found 5/4![Multiple Airlines logo]()
$170
This Southwest deal was found by Cheapflights users on 5/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/184:50 pm
CHS
- SJU
2 stops8h 25m
Southwest
Deal found 5/5![Southwest logo]()
$182
This Kiwi.com deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” 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 5/236:18 pm
CHS
- SDQ
2 stops19h 21m
Multiple Airlines
Deal found 5/3![Multiple Airlines logo]()
$183
This Cheapflightsfares deal was found by Cheapflights users on 5/4. Clicking the “Pick Dates” 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 5/2911:49 am
CHS
- SJU
1 stop9h 53m
JetBlue
Deal found 5/4![JetBlue logo]()
$186
This Kiwi.com deal was found by Cheapflights users on 5/4. Clicking the “Pick Dates” 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 6/46:14 pm
CHS
- SJU
2 stops29h 08m
Multiple Airlines
Deal found 5/4![Multiple Airlines logo]()
$188
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 May 6, 2026.
Round-trip from | $300 (American Airlines) |
|---|---|
One-way from | $148 (United Airlines) |
Popular in | August |
Cheapest in | January |
Average price | $424 |
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 May 6, 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
CharlestonChristiansted
CHS - STX
CHSSTX
Charleston
Tue 5/19
7:39 pm-1:15 pm
2 stops17h 36m
Christiansted Henry Rohlsen
Sat 5/23
3:48 pm-10:07 am
2 stops18h 19m
$300
CharlestonMontego Bay
CHS - MBJ
CHSMBJ
Charleston
Thu 8/20
8:43 pm-11:42 am
2 stops15h 59m
Montego Bay Sangster Intl
Mon 8/24
5:13 pm-12:31 pm
2 stops18h 18m
$357
CharlestonMontego Bay
CHS - MBJ
CHSMBJ
Charleston
Fri 10/9
8:48 pm-12:40 pm
2 stops16h 52m
Montego Bay Sangster Intl
Mon 10/12
5:00 pm-10:19 am
2 stops16h 19m
$357
CharlestonMontego Bay
CHS - MBJ
CHSMBJ
Charleston
Mon 6/1
7:50 pm-11:45 am
2 stops16h 55m
Montego Bay Sangster Intl
Thu 7/30
12:47 pm-10:56 pm
1 stop9h 09m
$357
CharlestonSan Juan
CHS - SJU
CHSSJU
Charleston
Thu 7/30
4:10 pm-12:15 am
1 stop8h 05m
San Juan Luis Munoz Marin Intl
Mon 8/3
6:00 am-3:35 pm
2 stops9h 35m
$364
CharlestonChristiansted
CHS - STX
CHSSTX
Charleston
Tue 5/12
7:39 pm-1:15 pm
2 stops17h 36m
Christiansted Henry Rohlsen
Wed 5/13
5:14 pm-12:24 am
1 stop7h 10m
$370
CharlestonSan Juan
CHS - SJU
CHSSJU
Charleston
Sat 7/25
4:50 pm-1:15 am
2 stops8h 25m
San Juan Luis Munoz Marin Intl
Thu 7/30
10:20 am-9:55 pm
1 stop11h 35m
$396
CharlestonPunta Cana
CHS - PUJ
CHSPUJ
Charleston
Tue 10/27
10:23 am-4:25 pm
1 stop6h 02m
Punta Cana
Sun 11/1
5:20 pm-9:55 am
1 stop17h 35m
$412
CharlestonSan Juan
CHS - SJU
CHSSJU
Charleston
Fri 5/29
1:15 pm-11:40 pm
2 stops10h 25m
San Juan Luis Munoz Marin Intl
Sat 6/13
7:00 am-4:15 pm
2 stops9h 15m
$416
CharlestonSan Juan
CHS - SJU
CHSSJU
Charleston
Wed 7/29
2:10 pm-12:15 am
2 stops10h 05m
San Juan Luis Munoz Marin Intl
Sun 8/2
5:20 am-1:25 pm
1 stop8h 05m
$420
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-MBJ
CHS-NAS
CHS-SDQ
CHS-SJU
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-MBJ
CHS-NAS
CHS-SDQ
CHS-SJU
How far ahead should I book a flight from Charleston to Caribbean?
Booking 47 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.
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.
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 May 6, 2026.
See what other customers who have flown with Delta,United Airlines, andAmerican 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.
Boarding
8.1
Crew
8.5
Overall
7.9
Food
7.2
Entertainment
7.8
Comfort
7.9
Reviews
1 / 20
4.0
OkayJoel,May 2026
ATL - JAX
Boarding
8.1
Crew
8.5
Overall
7.9
Food
7.2
Entertainment
7.8
Comfort
7.9
Reviews
1 / 20
4.0
OkayJoel,May 2026
ATL - JAX
Boarding
8.1
Crew
8.5
Overall
7.9
Food
7.2
Entertainment
7.8
Comfort
7.9
Reviews
1 / 20
4.0
OkayJoel,May 2026
ATL - JAX
Boarding
8.1
Crew
8.5
Overall
7.9
Food
7.2
Entertainment
7.8
Comfort
7.9
Reviews
1 / 20
4.0
OkayJoel,May 2026
ATL - JAX
Boarding
8.1
Crew
8.5
Overall
7.9
Food
7.2
Entertainment
7.8
Comfort
7.9
Reviews
1 / 20
4.0
OkayJoel,May 2026
ATL - JAX
Boarding
8.1
Crew
8.5
Overall
7.9
Food
7.2
Entertainment
7.8
Comfort
7.9
Reviews
1 / 20
4.0
OkayJoel,May 2026
ATL - JAX
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 May 6, 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 6 airlines flying from Charleston to Caribbean
Discover the top 6 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 May 6, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$146 | Average$528 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$180 | Average$393 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$188 | Average$563 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$216 | Average$376 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$271 | Average$553 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$365 | Average$666 | FlexibilityNo cancel fee | On-time63% |