$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 7/28. Fares are subject to change and may not be available on all flights or dates of travel.
CHS — SJU
Aug 7 — Aug 141
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 8, 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 8, 2026.
This Kiwi.com deal was found by Cheapflights users on 7/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 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 7/7![Multiple Airlines logo]()
$257
This Kiwi.com deal was found by Cheapflights users on 7/4. 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.
Fri 8/219:44 pm
CHS
- SJU
1 stop27h 12m
Multiple Airlines
Tue 8/255:37 pm
SJU
- CHS
1 stop21h 51m
Multiple Airlines
Deal found 7/4![Multiple Airlines logo]()
$263
This Kiwi.com deal was found by Cheapflights users on 7/4. 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.
Fri 8/289:44 pm
CHS
- SJU
1 stop27h 12m
Multiple Airlines
Tue 9/16:35 am
SJU
- CHS
1 stop11h 39m
Multiple Airlines
Deal found 7/4![Multiple Airlines logo]()
$265
This Kiwi.com deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/278:20 pm
CHS
- SJU
1 stop28h 36m
Multiple Airlines
Tue 9/18:57 pm
SJU
- CHS
1 stop12h 11m
Multiple Airlines
Deal found 7/8![Multiple Airlines logo]()
$268
This Kiwi.com deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/158:56 pm
CHS
- SJU
1 stop27h 45m
Multiple Airlines
Tue 8/186:35 am
SJU
- CHS
1 stop11h 39m
Multiple Airlines
Deal found 7/8![Multiple Airlines logo]()
$271
This Kiwi.com deal was found by Cheapflights users on 7/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 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 7/7![Multiple Airlines logo]()
$273
This Kiwi.com deal was found by Cheapflights users on 7/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/254:04 pm
CHS
- SJU
1 stop8h 52m
Multiple Airlines
Fri 8/285:37 pm
SJU
- CHS
1 stop21h 51m
Multiple Airlines
Deal found 7/7![Multiple Airlines logo]()
$274
This Kiwi.com deal was found by Cheapflights users on 7/4. 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.
Fri 8/149:44 pm
CHS
- SJU
1 stop26h 57m
Multiple Airlines
Tue 8/186:35 am
SJU
- CHS
1 stop11h 39m
Multiple Airlines
Deal found 7/4![Multiple Airlines logo]()
$275
This Kiwi.com deal was found by Cheapflights users on 7/4. 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 9/236:00 am
CHS
- SJU
1 stop17h 57m
Multiple Airlines
Sun 9/275:12 pm
SJU
- CHS
1 stop27h 44m
Multiple Airlines
Deal found 7/4![Multiple Airlines logo]()
$276
This Kiwi.com deal was found by Cheapflights users on 7/4. 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.
Fri 8/219:44 pm
CHS
- SJU
1 stop27h 12m
Multiple Airlines
Mon 8/245:37 pm
SJU
- CHS
1 stop16h 00m
Multiple Airlines
Deal found 7/4![Multiple Airlines logo]()
$282
This Kiwi.com deal was found by Cheapflights users on 7/4. 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.
Fri 9/49:44 pm
CHS
- SJU
1 stop27h 12m
Multiple Airlines
Tue 9/86:35 am
SJU
- CHS
1 stop11h 39m
Multiple Airlines
Deal found 7/4![Multiple Airlines logo]()
$285
This United Airlines deal was found by Cheapflights users on 7/5. 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.
Mon 7/136:50 am
CHS
- NAS
1 stop6h 57m
United Airlines
Thu 7/162:53 pm
NAS
- CHS
1 stop7h 22m
United Airlines
Deal found 7/5![United 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 8, 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 8, 2026.
This Delta deal was found by Cheapflights users on 7/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/223:00 pm
CHS
- SJU
1 stop7h 29m
Delta
Wed 8/2612:56 pm
SJU
- CHS
1 stop5h 55m
Delta
Deal found 7/5![Delta logo]()
$322
This Southwest deal was found by Cheapflights users on 7/4. 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 9/247:00 am
CHS
- SJU
2 stops9h 55m
Southwest
Sun 9/275:00 am
SJU
- CHS
2 stops9h 35m
Southwest
Deal found 7/4![Southwest logo]()
$322
This American Airlines deal was found by Cheapflights users on 7/4. 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 8/188:12 am
CHS
- NAS
1 stop6h 21m
American Airlines
Tue 8/251:50 pm
NAS
- CHS
1 stop9h 10m
American Airlines
Deal found 7/4![American Airlines logo]()
$326
This United Airlines deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 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 7/8![United Airlines logo]()
$326
This lol.travel deal was found by Cheapflights users on 7/4. 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 lol.travel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/2710:58 am
CHS
- SXM
1 stop23h 06m
JetBlue
Fri 9/43:14 pm
SXM
- CHS
1 stop27h 51m
JetBlue
Deal found 7/4![JetBlue logo]()
$472
This Delta deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/246:15 am
CHS
- SJU
1 stop5h 31m
Delta
Wed 9/212:56 pm
SJU
- CHS
1 stop8h 46m
Delta
Deal found 7/8![Delta logo]()
$322
This Southwest deal was found by Cheapflights users on 7/4. 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 8/281:15 pm
CHS
- SJU
2 stops10h 35m
Southwest
Tue 9/16:00 am
SJU
- CHS
1 stop6h 35m
Southwest
Deal found 7/4![Southwest logo]()
$322
This Copa Airlines deal was found by Cheapflights users on 7/4. 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 10/317:52 pm
CHS
- AUA
2 stops18h 49m
Copa Airlines
Sat 11/71:17 pm
AUA
- CHS
2 stops21h 48m
Copa Airlines
Deal found 7/4![Copa Airlines logo]()
$648
This United Airlines deal was found by Cheapflights users on 7/6. 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.
Fri 7/246:00 am
CHS
- NAS
1 stop8h 57m
United Airlines
Sun 7/263:59 pm
NAS
- CHS
1 stop18h 24m
United Airlines
Deal found 7/6![United Airlines logo]()
$333
This American Airlines deal was found by Cheapflights users on 7/4. 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 9/107:41 pm
CHS
- NAS
2 stops15h 40m
American Airlines
Mon 9/146:45 pm
NAS
- CHS
1 stop20h 49m
American Airlines
Deal found 7/4![American Airlines logo]()
$340
This Delta deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/172:17 pm
CHS
- SJU
1 stop8h 12m
Delta
Wed 8/267:00 am
SJU
- CHS
1 stop6h 11m
Delta
Deal found 7/8![Delta logo]()
$322
This Southwest deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure 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 stops9h 50m
Southwest
Sat 8/228:20 am
SJU
- CHS
2 stops10h 30m
Southwest
Deal found 7/8![Southwest logo]()
$322
This Delta deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/226:00 am
CHS
- SJU
1 stop5h 46m
Delta
Sat 8/297:00 am
SJU
- CHS
1 stop6h 52m
Delta
Deal found 7/8![Delta logo]()
$322
This Southwest deal was found by Cheapflights users on 7/6. 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.
Tue 10/278:10 am
CHS
- SJU
2 stops9h 35m
Southwest
Fri 10/305:30 am
SJU
- CHS
1 stop8h 30m
Southwest
Deal found 7/6![Southwest logo]()
$322
This American Airlines deal was found by Cheapflights users on 7/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 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 7/7![American Airlines logo]()
$379
This Southwest deal was found by Cheapflights users on 7/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/258:10 am
CHS
- SJU
2 stops10h 50m
Southwest
Fri 8/286:30 am
SJU
- CHS
2 stops10h 10m
Southwest
Deal found 7/7![Southwest logo]()
$322
This American Airlines deal was found by Cheapflights users on 7/5. 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 8/277:48 pm
CHS
- MBJ
2 stops16h 54m
American Airlines
Sun 8/305:08 pm
MBJ
- CHS
2 stops18h 19m
American Airlines
Deal found 7/5![American Airlines logo]()
$384
This United Airlines deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/147:51 pm
CHS
- PUJ
1 stop16h 49m
United Airlines
Tue 9/221:50 pm
PUJ
- CHS
1 stop10h 09m
United Airlines
Deal found 7/8![United Airlines logo]()
$438
This JetBlue deal was found by Cheapflights users on 7/3. 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.
Thu 8/2010:58 am
CHS
- SXM
1 stop23h 06m
JetBlue
Fri 8/2811:20 am
SXM
- CHS
1 stop8h 10m
JetBlue
Deal found 7/3![JetBlue logo]()
$503
This Delta deal was found by Cheapflights users on 7/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/104:30 pm
CHS
- SJU
1 stop5h 29m
Delta
Sat 10/175:43 pm
SJU
- CHS
1 stop6h 16m
Delta
Deal found 7/5![Delta logo]()
$384
This American Airlines deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/58:12 am
CHS
- NAS
2 stops10h 59m
American Airlines
Wed 8/122:36 pm
NAS
- CHS
2 stops8h 24m
American Airlines
Deal found 7/6![American Airlines logo]()
$413
This JetBlue deal was found by Cheapflights users on 7/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue 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 7/7![JetBlue logo]()
$511
This Delta deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/175:10 am
CHS
- PUJ
1 stop8h 12m
Delta
Thu 8/272:50 pm
PUJ
- CHS
1 stop9h 09m
Delta
Deal found 7/8![Delta logo]()
$410
This American Airlines deal was found by Cheapflights users on 7/5. 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.
Wed 9/97:41 pm
CHS
- MBJ
2 stops18h 12m
American Airlines
Sun 9/135:16 pm
MBJ
- CHS
2 stops16h 29m
American Airlines
Deal found 7/5![American Airlines logo]()
$418
This Priceline deal was found by Cheapflights users on 7/6. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/196:30 pm
CHS
- NAS
1 stop22h 52m
JetBlue
Tue 7/2112:20 pm
NAS
- CHS
1 stop5h 30m
JetBlue
Deal found 7/6![JetBlue logo]()
$513
This United Airlines deal was found by Cheapflights users on 7/4. 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.
Mon 8/317:51 pm
CHS
- PUJ
1 stop16h 49m
United Airlines
Sun 9/61:50 pm
PUJ
- CHS
1 stop10h 09m
United Airlines
Deal found 7/4![United Airlines logo]()
$522
This Copa Airlines deal was found by Cheapflights users on 7/4. 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 9/1210:10 am
CHS
- AUA
2 stops25h 59m
Copa Airlines
Sat 9/191:20 pm
AUA
- CHS
2 stops20h 43m
Copa Airlines
Deal found 7/4![Copa Airlines logo]()
$652
This American Airlines deal was found by Cheapflights users on 7/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/235:31 pm
CHS
- MBJ
2 stops18h 31m
American Airlines
Sun 9/275:16 pm
MBJ
- CHS
2 stops15h 31m
American Airlines
Deal found 7/7![American Airlines logo]()
$418
This Justfly.com deal was found by Cheapflights users on 7/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure 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 7/7![JetBlue logo]()
$527
This Delta deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/296:00 am
CHS
- STX
1 stop8h 03m
Delta
Sat 9/53:08 pm
STX
- CHS
1 stop8h 51m
Delta
Deal found 7/8![Delta logo]()
$436
Last-minute flights from Charleston to CaribbeanDiscover last-minute flight deals from Charleston to Caribbean. Data last updated July 8, 2026 and is based on user searches.
Discover last-minute flight deals from Charleston to Caribbean. Data last updated July 8, 2026 and is based on user searches.
This United Airlines deal was found by Cheapflights users on 7/5. 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.
Mon 7/136:50 am
CHS
- NAS
1 stop6h 57m
United Airlines
Thu 7/162:53 pm
NAS
- CHS
1 stop7h 22m
United Airlines
Deal found 7/5![United Airlines logo]()
$326
This Kiwi.com deal was found by Cheapflights users on 7/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/114:04 pm
CHS
- SJU
1 stop8h 37m
Multiple Airlines
Fri 8/146:00 am
SJU
- CHS
2 stops33h 28m
Multiple Airlines
Deal found 7/7![Multiple Airlines logo]()
$292
This Kiwi.com deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/138:20 pm
CHS
- SJU
1 stop28h 21m
Multiple Airlines
Sat 8/228:57 pm
SJU
- CHS
1 stop11h 41m
Multiple Airlines
Deal found 7/8![Multiple Airlines logo]()
$291
This Kiwi.com deal was found by Cheapflights users on 7/4. 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.
Fri 8/149:44 pm
CHS
- SJU
1 stop26h 57m
Multiple Airlines
Tue 8/186:35 am
SJU
- CHS
1 stop11h 39m
Multiple Airlines
Deal found 7/4![Multiple Airlines logo]()
$275
This Kiwi.com deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/158:56 pm
CHS
- SJU
1 stop27h 45m
Multiple Airlines
Tue 8/186:35 am
SJU
- CHS
1 stop11h 39m
Multiple Airlines
Deal found 7/8![Multiple Airlines logo]()
$271
This Kiwi.com deal was found by Cheapflights users on 7/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 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 7/7![Multiple Airlines logo]()
$273
This Kiwi.com deal was found by Cheapflights users on 7/4. 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.
Fri 8/219:44 pm
CHS
- SJU
1 stop27h 12m
Multiple Airlines
Tue 8/255:37 pm
SJU
- CHS
1 stop21h 51m
Multiple Airlines
Deal found 7/4![Multiple Airlines logo]()
$263
This Kiwi.com deal was found by Cheapflights users on 7/4. 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.
Fri 8/219:44 pm
CHS
- SJU
1 stop27h 12m
Multiple Airlines
Mon 8/245:37 pm
SJU
- CHS
1 stop16h 00m
Multiple Airlines
Deal found 7/4![Multiple Airlines logo]()
$282
This Kiwi.com deal was found by Cheapflights users on 7/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/254:04 pm
CHS
- SJU
1 stop8h 52m
Multiple Airlines
Fri 8/285:37 pm
SJU
- CHS
1 stop21h 51m
Multiple Airlines
Deal found 7/7![Multiple Airlines logo]()
$274
This Kiwi.com deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/278:20 pm
CHS
- SJU
1 stop28h 36m
Multiple Airlines
Tue 9/18:57 pm
SJU
- CHS
1 stop12h 11m
Multiple Airlines
Deal found 7/8![Multiple Airlines logo]()
$268
This Kiwi.com deal was found by Cheapflights users on 7/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 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 7/7![Multiple Airlines logo]()
$257
This Kiwi.com deal was found by Cheapflights users on 7/4. 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.
Fri 8/289:44 pm
CHS
- SJU
1 stop27h 12m
Multiple Airlines
Tue 9/16:35 am
SJU
- CHS
1 stop11h 39m
Multiple Airlines
Deal found 7/4![Multiple Airlines logo]()
$265
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 8, 2026.
Search for one-way flight options from Charleston to Caribbean. Find affordable one-way fares based on user searches. Data last updated July 8, 2026.
This American Airlines deal was found by Cheapflights users on 7/4. 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 7/285:00 am
CHS
- NAS
2 stops9h 01m
American Airlines
Deal found 7/4![American Airlines logo]()
$109
This Kiwi.com deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/68:20 pm
CHS
- SJU
1 stop28h 21m
Multiple Airlines
Deal found 7/8![Multiple Airlines logo]()
$126
This Kiwi.com deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/2410:05 pm
CHS
- SJU
1 stop25h 33m
Multiple Airlines
Deal found 7/6![Multiple Airlines logo]()
$148
This Kiwi.com deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/237:47 pm
CHS
- SJU
1 stop20h 24m
Multiple Airlines
Deal found 7/6![Multiple Airlines logo]()
$154
This Southwest deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/61:15 pm
CHS
- SJU
2 stops10h 35m
Southwest
Deal found 7/8![Southwest logo]()
$161
This American Airlines deal was found by Cheapflights users on 7/5. 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.
Fri 9/256:39 pm
CHS
- MBJ
1 stop17h 38m
American Airlines
Deal found 7/5![American Airlines logo]()
$163
This Kiwi.com deal was found by Cheapflights users on 7/5. 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.
Sat 7/188:56 pm
CHS
- SJU
1 stop27h 45m
Multiple Airlines
Deal found 7/5![Multiple Airlines logo]()
$176
This Kiwi.com deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/228:56 pm
CHS
- SJU
1 stop27h 45m
Multiple Airlines
Deal found 7/6![Multiple Airlines logo]()
$180
This Kiwi.com deal was found by Cheapflights users on 7/5. 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.
Tue 7/2111:15 am
CHS
- SJU
1 stop28h 50m
Multiple Airlines
Deal found 7/5![Multiple Airlines logo]()
$186
This Kiwi.com deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/1411:15 am
CHS
- SJU
1 stop28h 50m
Multiple Airlines
Deal found 7/8![Multiple Airlines logo]()
$187
This Southwest deal was found by Cheapflights users on 7/6. 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.
Thu 7/237:15 am
CHS
- NAS
2 stops11h 20m
Southwest
Deal found 7/6![Southwest logo]()
$187
This Kiwi.com deal was found by Cheapflights users on 7/5. 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.
Sat 8/18:56 pm
CHS
- PUJ
1 stop22h 15m
Breeze Airways
Deal found 7/5![Breeze Airways 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 July 8, 2026.
Round-trip from | $257 (Kiwi.com) |
|---|---|
One-way from | $109 (American Airlines) |
Popular in | August |
Cheapest in | January |
Average price | $429 |
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 8, 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
Sat 8/22
3:00 pm-10:29 pm
1 stop7h 29m
San Juan Luis Munoz Marin Intl
Wed 8/26
12:56 pm-6:51 pm
1 stop5h 55m
$322
CharlestonSan Juan
CHS - SJU
CHSSJU
Charleston
Thu 9/24
7:00 am-4:55 pm
2 stops9h 55m
San Juan Luis Munoz Marin Intl
Sun 9/27
5:00 am-2:35 pm
2 stops9h 35m
$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
1:15 pm-11:50 pm
2 stops10h 35m
San Juan Luis Munoz Marin Intl
Tue 9/1
6:00 am-12:35 pm
1 stop6h 35m
$322
CharlestonSan Juan
CHS - SJU
CHSSJU
Charleston
Mon 8/17
2:17 pm-10:29 pm
1 stop8h 12m
San Juan Luis Munoz Marin Intl
Wed 8/26
7:00 am-1:11 pm
1 stop6h 11m
$322
CharlestonSan Juan
CHS - SJU
CHSSJU
Charleston
Thu 8/13
1:15 pm-11:05 pm
2 stops9h 50m
San Juan Luis Munoz Marin Intl
Sat 8/22
8:20 am-6:50 pm
2 stops10h 30m
$322
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
Tue 10/27
8:10 am-5:45 pm
2 stops9h 35m
San Juan Luis Munoz Marin Intl
Fri 10/30
5:30 am-2:00 pm
1 stop8h 30m
$322
CharlestonSan Juan
CHS - SJU
CHSSJU
Charleston
Tue 8/25
8:10 am-7:00 pm
2 stops10h 50m
San Juan Luis Munoz Marin Intl
Fri 8/28
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
Tue 8/25
1:50 pm-11:00 pm
1 stop9h 10m
$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-NAS
CHS-SJU
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-NAS
CHS-SJU
CHS-MBJ
CHS-PUJ
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 8, 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
Food
7.0
Boarding
8.1
Comfort
8.0
Entertainment
7.5
Overall
7.9
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Crew
8.6
Food
7.0
Boarding
8.1
Comfort
8.0
Entertainment
7.5
Overall
7.9
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Crew
8.6
Food
7.0
Boarding
8.1
Comfort
8.0
Entertainment
7.5
Overall
7.9
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Crew
8.6
Food
7.0
Boarding
8.1
Comfort
8.0
Entertainment
7.5
Overall
7.9
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Crew
8.6
Food
7.0
Boarding
8.1
Comfort
8.0
Entertainment
7.5
Overall
7.9
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Crew
8.6
Food
7.0
Boarding
8.1
Comfort
8.0
Entertainment
7.5
Overall
7.9
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 July 8, 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 8, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$188 | Average$573 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$208 | Average$429 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$222 | Average$537 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$271 | Average$557 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$322 | Average$667 | FlexibilityNo cancel fee | On-time63% |