$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 5/30. Fares are subject to change and may not be available on all flights or dates of travel.
CHS — SJU
Jun 17 — Jun 241
Round-trip
1 adult, Economy
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Find cheap flights from Charleston to Caribbean with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Cheapest flights from Charleston to CaribbeanExplore the most affordable flight options available from Charleston to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 18, 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 18, 2026.
This Delta deal was found by Cheapflights users on 5/18. Clicking the “Pick Dates” 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 8/227:13 am
CHS
- SJU
1 stop6h 29m
Delta
Sat 8/295:49 pm
SJU
- CHS
1 stop6h 10m
Delta
Deal found 5/18![Delta logo]()
$312
This Southwest deal was found by Cheapflights users on 5/14. Clicking the “Pick Dates” 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 8/141:15 pm
CHS
- SJU
1 stop9h 35m
Southwest
Mon 8/176:30 am
SJU
- CHS
2 stops10h 10m
Southwest
Deal found 5/14![Southwest logo]()
$317
This American Airlines deal was found by Cheapflights users on 5/18. Clicking the “Pick Dates” 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 8/225:05 am
CHS
- SJU
2 stops9h 33m
American Airlines
Sat 8/295:46 pm
SJU
- CHS
1 stop6h 13m
American Airlines
Deal found 5/18![American Airlines logo]()
$322
This American Airlines deal was found by Cheapflights users on 5/16. Clicking the “Pick Dates” 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 8/268:12 am
CHS
- SJU
1 stop6h 39m
American Airlines
Fri 8/283:28 pm
SJU
- CHS
1 stop8h 38m
American Airlines
Deal found 5/16![American Airlines logo]()
$327
This American Airlines deal was found by Cheapflights users on 5/16. Clicking the “Pick Dates” 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 8/131:07 pm
CHS
- SJU
1 stop11h 08m
American Airlines
Tue 8/181:38 pm
SJU
- CHS
2 stops9h 16m
American Airlines
Deal found 5/16![American Airlines logo]()
$328
This Southwest deal was found by Cheapflights users on 5/17. Clicking the “Pick Dates” 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 8/136:35 am
CHS
- SJU
2 stops10h 20m
Southwest
Mon 8/175:30 am
SJU
- CHS
1 stop9h 55m
Southwest
Deal found 5/17![Southwest logo]()
$338
This Southwest deal was found by Cheapflights users on 5/18. Clicking the “Pick Dates” 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 7/234:10 pm
CHS
- SJU
1 stop8h 05m
Southwest
Wed 7/296:00 am
SJU
- CHS
2 stops10h 10m
Southwest
Deal found 5/18![Southwest logo]()
$343
This American Airlines deal was found by Cheapflights users on 5/17. Clicking the “Pick Dates” 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 8/146:00 am
CHS
- MBJ
1 stop6h 42m
American Airlines
Tue 8/1812:47 pm
MBJ
- CHS
1 stop8h 52m
American Airlines
Deal found 5/17![American Airlines logo]()
$352
This American Airlines deal was found by Cheapflights users on 5/14. Clicking the “Pick Dates” 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 7/1310:52 am
CHS
- SJU
1 stop12h 07m
American Airlines
Mon 7/277:14 pm
SJU
- CHS
1 stop15h 08m
American Airlines
Deal found 5/14![American Airlines logo]()
$353
This American Airlines deal was found by Cheapflights users on 5/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/17:50 pm
CHS
- MBJ
2 stops18h 18m
American Airlines
Thu 7/3012:47 pm
MBJ
- CHS
1 stop9h 09m
American Airlines
Deal found 5/13![American Airlines logo]()
$357
This American Airlines deal was found by Cheapflights users on 5/17. Clicking the “Pick Dates” 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 8/278:43 pm
CHS
- MBJ
2 stops15h 59m
American Airlines
Sun 8/302:52 pm
MBJ
- CHS
2 stops17h 48m
American Airlines
Deal found 5/17![American Airlines logo]()
$362
This American Airlines deal was found by Cheapflights users on 5/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/226:36 pm
CHS
- MBJ
1 stop15h 29m
American Airlines
Sun 10/255:00 pm
MBJ
- CHS
1 stop16h 14m
American Airlines
Deal found 5/15![American Airlines logo]()
$365
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 18, 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 18, 2026.
This Delta deal was found by Cheapflights users on 5/14. Clicking the “Pick Dates” 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 5/14![Delta logo]()
$312
This Southwest deal was found by Cheapflights users on 5/16. Clicking the “Pick Dates” 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
1 stop9h 35m
Southwest
Mon 8/315:30 am
SJU
- CHS
1 stop9h 55m
Southwest
Deal found 5/16![Southwest logo]()
$317
This American Airlines deal was found by Cheapflights users on 5/16. Clicking the “Pick Dates” 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 10/168:48 pm
CHS
- MBJ
2 stops16h 52m
American Airlines
Fri 10/235:00 pm
MBJ
- CHS
2 stops16h 19m
American Airlines
Deal found 5/16![American Airlines logo]()
$357
This JetBlue deal was found by Cheapflights users on 5/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/295:27 pm
CHS
- SJU
1 stop5h 51m
JetBlue
Tue 9/111:05 am
SJU
- CHS
1 stop5h 26m
JetBlue
Deal found 5/14![JetBlue logo]()
$427
This United Airlines deal was found by Cheapflights users on 5/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/267:00 am
CHS
- PUJ
1 stop7h 27m
United Airlines
Mon 8/313:35 pm
PUJ
- CHS
1 stop8h 36m
United Airlines
Deal found 5/17![United Airlines logo]()
$482
This Breeze Airways deal was found by Cheapflights users on 5/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/68:20 pm
CHS
- NAS
1 stop12h 35m
Breeze Airways
Sun 8/99:55 am
NAS
- CHS
1 stop4h 03m
Breeze Airways
Deal found 5/16![Breeze Airways logo]()
$515
This Delta deal was found by Cheapflights users on 5/15. Clicking the “Pick Dates” 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 7/206:15 am
CHS
- SJU
1 stop10h 30m
Delta
Sun 8/212:56 pm
SJU
- CHS
1 stop9h 11m
Delta
Deal found 5/15![Delta logo]()
$312
This Copa Airlines deal was found by Cheapflights users on 5/17. Clicking the “Pick Dates” 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 9/2310:19 am
CHS
- PUJ
2 stops29h 46m
Copa Airlines
Sun 9/2711:50 am
PUJ
- CHS
2 stops22h 12m
Copa Airlines
Deal found 5/17![Copa Airlines logo]()
$633
This Southwest deal was found by Cheapflights users on 5/14. Clicking the “Pick Dates” 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 8/141:15 pm
CHS
- SJU
1 stop9h 35m
Southwest
Mon 8/176:30 am
SJU
- CHS
2 stops10h 10m
Southwest
Deal found 5/14![Southwest logo]()
$317
This American Airlines deal was found by Cheapflights users on 5/16. Clicking the “Pick Dates” 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 10/118:48 pm
CHS
- MBJ
2 stops16h 52m
American Airlines
Sat 10/175:00 pm
MBJ
- CHS
2 stops16h 19m
American Airlines
Deal found 5/16![American Airlines logo]()
$357
This American Airlines deal was found by Cheapflights users on 5/14. Clicking the “Pick Dates” 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 5/14![American Airlines logo]()
$357
This Mytrip deal was found by Cheapflights users on 5/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/1811:15 am
CHS
- CUR
1 stop27h 50m
Multiple Airlines
Thu 6/2511:35 am
CUR
- CHS
2 stops23h 05m
Multiple Airlines
Deal found 5/13![Multiple Airlines logo]()
$788
This Southwest deal was found by Cheapflights users on 5/16. Clicking the “Pick Dates” 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 8/136:35 am
CHS
- SJU
2 stops10h 20m
Southwest
Tue 8/1810:30 am
SJU
- CHS
2 stops9h 15m
Southwest
Deal found 5/16![Southwest logo]()
$364
This Delta deal was found by Cheapflights users on 5/18. Clicking the “Pick Dates” 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 11/1110:30 am
CHS
- SJU
1 stop5h 55m
Delta
Tue 11/177:00 am
SJU
- CHS
1 stop10h 51m
Delta
Deal found 5/18![Delta logo]()
$370
This American Airlines deal was found by Cheapflights users on 5/14. Clicking the “Pick Dates” 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 8/147:41 pm
CHS
- MBJ
2 stops17h 01m
American Airlines
Tue 8/1812:47 pm
MBJ
- CHS
1 stop8h 52m
American Airlines
Deal found 5/14![American Airlines logo]()
$357
This FlightHub deal was found by Cheapflights users on 5/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/45:27 pm
CHS
- NAS
2 stops20h 32m
JetBlue
Tue 8/1110:58 am
NAS
- CHS
1 stop5h 33m
JetBlue
Deal found 5/17![JetBlue logo]()
$459
This Southwest deal was found by Cheapflights users on 5/18. Clicking the “Pick Dates” 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 7/234:10 pm
CHS
- SJU
2 stops9h 10m
Southwest
Tue 7/286:00 am
SJU
- CHS
2 stops10h 10m
Southwest
Deal found 5/18![Southwest logo]()
$390
This American Airlines deal was found by Cheapflights users on 5/15. Clicking the “Pick Dates” 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 8/278:43 pm
CHS
- MBJ
2 stops15h 59m
American Airlines
Sun 8/305:13 pm
MBJ
- CHS
2 stops15h 27m
American Airlines
Deal found 5/15![American Airlines logo]()
$362
This United Airlines deal was found by Cheapflights users on 5/17. Clicking the “Pick Dates” 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 6/26:00 am
CHS
- PUJ
1 stop8h 27m
United Airlines
Mon 6/86:45 pm
PUJ
- CHS
1 stop14h 06m
United Airlines
Deal found 5/17![United Airlines logo]()
$483
This Southwest deal was found by Cheapflights users on 5/17. Clicking the “Pick Dates” 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.
Sun 10/1110:40 am
CHS
- SJU
2 stops9h 55m
Southwest
Sat 10/175:30 am
SJU
- CHS
1 stop8h 05m
Southwest
Deal found 5/17![Southwest logo]()
$394
This United Airlines deal was found by Cheapflights users on 5/16. Clicking the “Pick Dates” 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
- STT
1 stop8h 53m
United Airlines
Sun 7/262:10 pm
STT
- CHS
1 stop9h 42m
United Airlines
Deal found 5/16![United Airlines logo]()
$484
This Breeze Airways deal was found by Cheapflights users on 5/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/229:39 pm
CHS
- NAS
1 stop10h 51m
Breeze Airways
Sun 10/2510:15 am
NAS
- CHS
1 stop4h 52m
Breeze Airways
Deal found 5/13![Breeze Airways logo]()
$566
This Justfly.com deal was found by Cheapflights users on 5/17. Clicking the “Pick Dates” 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.
Wed 6/108:50 pm
CHS
- AUA
1 stop18h 20m
JetBlue
Sun 6/146:00 pm
AUA
- CHS
1 stop15h 55m
JetBlue
Deal found 5/17![JetBlue logo]()
$535
This United Airlines deal was found by Cheapflights users on 5/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/36:00 am
CHS
- PUJ
1 stop8h 48m
United Airlines
Tue 6/96:45 pm
PUJ
- CHS
1 stop14h 06m
United Airlines
Deal found 5/15![United Airlines logo]()
$491
This American Airlines deal was found by Cheapflights users on 5/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/26:38 pm
CHS
- MBJ
1 stop17h 29m
American Airlines
Tue 10/65:00 pm
MBJ
- CHS
1 stop5h 59m
American Airlines
Deal found 5/15![American Airlines logo]()
$413
This American Airlines deal was found by Cheapflights users on 5/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/277:50 pm
CHS
- MBJ
2 stops16h 54m
American Airlines
Fri 7/32:09 pm
MBJ
- CHS
2 stops17h 14m
American Airlines
Deal found 5/13![American Airlines logo]()
$419
This Justfly.com deal was found by Cheapflights users on 5/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/255:27 pm
CHS
- SXM
1 stop19h 10m
JetBlue
Mon 8/311:42 pm
SXM
- CHS
1 stop26h 49m
JetBlue
Deal found 5/13![JetBlue logo]()
$565
This Delta deal was found by Cheapflights users on 5/16. Clicking the “Pick Dates” 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 8/157:13 am
CHS
- STX
1 stop6h 50m
Delta
Sat 8/223:05 pm
STX
- CHS
1 stop6h 56m
Delta
Deal found 5/16![Delta logo]()
$568
This United Airlines deal was found by Cheapflights users on 5/16. Clicking the “Pick Dates” 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 6/26:00 am
CHS
- PUJ
1 stop8h 27m
United Airlines
Tue 6/96:45 pm
PUJ
- CHS
1 stop14h 06m
United Airlines
Deal found 5/16![United Airlines logo]()
$540
This Southwest deal was found by Cheapflights users on 5/14. Clicking the “Pick Dates” 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 6/117:15 am
CHS
- NAS
2 stops11h 15m
Southwest
Wed 6/178:45 am
NAS
- CHS
2 stops11h 55m
Southwest
Deal found 5/14![Southwest logo]()
$498
Last-minute flights from Charleston to CaribbeanDiscover last-minute flight deals from Charleston to Caribbean. Data last updated May 18, 2026 and is based on user searches.
Discover last-minute flight deals from Charleston to Caribbean. Data last updated May 18, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 5/15. Clicking the “Pick Dates” 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 5/168:17 pm
CHS
- MBJ
1 stop16h 07m
American Airlines
Sat 5/232:55 pm
MBJ
- CHS
1 stop7h 59m
American Airlines
Deal found 5/15![American Airlines logo]()
$413
This American Airlines deal was found by Cheapflights users on 5/16. Clicking the “Pick Dates” 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 5/247:12 pm
CHS
- PUJ
1 stop15h 43m
American Airlines
Thu 5/281:52 pm
PUJ
- CHS
1 stop10h 07m
American Airlines
Deal found 5/16![American Airlines logo]()
$384
This Kiwi.com deal was found by Cheapflights users on 5/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/309:19 pm
CHS
- SJU
1 stop20h 33m
Multiple Airlines
Thu 6/47:00 am
SJU
- CHS
2 stops13h 49m
Multiple Airlines
Deal found 5/13![Multiple Airlines logo]()
$418
This American Airlines deal was found by Cheapflights users on 5/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/17:50 pm
CHS
- MBJ
2 stops18h 18m
American Airlines
Thu 7/305:14 pm
MBJ
- CHS
2 stops18h 05m
American Airlines
Deal found 5/13![American Airlines logo]()
$357
This American Airlines deal was found by Cheapflights users on 5/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/26:45 am
CHS
- SJU
1 stop16h 00m
American Airlines
Fri 6/57:00 am
SJU
- CHS
1 stop15h 05m
American Airlines
Deal found 5/13![American Airlines logo]()
$415
This Expedia deal was found by Cheapflights users on 5/14. Clicking the “Pick Dates” 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.
Tue 6/99:29 am
CHS
- SJU
2 stops10h 47m
JetBlue
Fri 6/128:25 am
SJU
- CHS
1 stop9h 25m
JetBlue
Deal found 5/14![JetBlue logo]()
$423
This Kiwi.com deal was found by Cheapflights users on 5/18. Clicking the “Pick Dates” 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 6/109:19 pm
CHS
- SJU
1 stop20h 46m
Multiple Airlines
Wed 6/178:50 am
SJU
- CHS
2 stops23h 48m
Multiple Airlines
Deal found 5/18![Multiple Airlines logo]()
$401
This Priceline deal was found by Cheapflights users on 5/14. Clicking the “Pick Dates” 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.
Thu 6/118:00 pm
CHS
- NAS
1 stop20h 04m
JetBlue
Wed 6/1712:08 pm
NAS
- CHS
1 stop3h 49m
JetBlue
Deal found 5/14![JetBlue logo]()
$409
This Cheapflightsfares deal was found by Cheapflights users on 5/15. Clicking the “Pick Dates” 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.
Sat 6/1310:46 am
CHS
- SJU
1 stop8h 24m
JetBlue
Tue 6/235:01 am
SJU
- CHS
1 stop8h 06m
JetBlue
Deal found 5/15![JetBlue logo]()
$406
This Expedia deal was found by Cheapflights users on 5/17. Clicking the “Pick Dates” 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.
Tue 6/164:52 pm
CHS
- NAS
1 stop18h 06m
JetBlue
Tue 6/239:21 am
NAS
- CHS
1 stop6h 36m
JetBlue
Deal found 5/17![JetBlue logo]()
$373
This American Airlines deal was found by Cheapflights users on 5/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/227:50 pm
CHS
- MBJ
2 stops18h 18m
American Airlines
Thu 6/2512:31 pm
MBJ
- CHS
1 stop8h 34m
American Airlines
Deal found 5/13![American Airlines logo]()
$419
This American Airlines deal was found by Cheapflights users on 5/17. Clicking the “Pick Dates” 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 6/306:51 am
CHS
- MBJ
1 stop7h 40m
American Airlines
Fri 7/32:09 pm
MBJ
- CHS
2 stops17h 14m
American Airlines
Deal found 5/17![American Airlines logo]()
$418
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 18, 2026.
Search for one-way flight options from Charleston to Caribbean. Find affordable one-way fares based on user searches. Data last updated May 18, 2026.
This United Airlines deal was found by Cheapflights users on 5/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/307:15 am
CHS
- MBJ
1 stop9h 11m
United Airlines
Deal found 5/17![United Airlines logo]()
$148
This Delta deal was found by Cheapflights users on 5/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/141:05 pm
CHS
- SJU
1 stop9h 25m
Delta
Deal found 5/13![Delta logo]()
$156
This American Airlines deal was found by Cheapflights users on 5/17. Clicking the “Pick Dates” 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 5/17![American Airlines logo]()
$158
This Southwest deal was found by Cheapflights users on 5/14. Clicking the “Pick Dates” 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 7/201:55 pm
CHS
- SJU
2 stops9h 40m
Southwest
Deal found 5/14![Southwest logo]()
$161
This American Airlines deal was found by Cheapflights users on 5/16. Clicking the “Pick Dates” 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 7/186:40 am
CHS
- SJU
1 stop15h 53m
American Airlines
Deal found 5/16![American Airlines logo]()
$164
This Kiwi.com deal was found by Cheapflights users on 5/17. Clicking the “Pick Dates” 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 6/68:48 pm
CHS
- SJU
3 stops41h 45m
Multiple Airlines
Deal found 5/17![Multiple Airlines logo]()
$168
This Kiwi.com deal was found by Cheapflights users on 5/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/309:19 pm
CHS
- SJU
1 stop20h 33m
Multiple Airlines
Deal found 5/13![Multiple Airlines logo]()
$176
This Kiwi.com deal was found by Cheapflights users on 5/17. Clicking the “Pick Dates” 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 6/39:19 pm
CHS
- SJU
1 stop20h 33m
Multiple Airlines
Deal found 5/17![Multiple Airlines logo]()
$184
This Cheapflightsfares deal was found by Cheapflights users on 5/16. Clicking the “Pick Dates” 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.
Tue 7/145:27 pm
CHS
- SJU
1 stop5h 53m
JetBlue
Deal found 5/16![JetBlue logo]()
$186
This Southwest deal was found by Cheapflights users on 5/15. Clicking the “Pick Dates” 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 5/15![Southwest logo]()
$187
This Kiwi.com deal was found by Cheapflights users on 5/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/246:00 am
CHS
- NAS
1 stop27h 25m
Breeze Airways
Deal found 5/15![Breeze Airways logo]()
$190
This Southwest deal was found by Cheapflights users on 5/17. Clicking the “Pick Dates” 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 10/125:15 pm
CHS
- NAS
2 stops20h 00m
Southwest
Deal found 5/17![Southwest logo]()
$193
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 18, 2026.
Round-trip from | $312 (Delta) |
|---|---|
One-way from | $148 (United Airlines) |
Popular in | August |
Cheapest in | January |
Average price | $444 |
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 18, 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
1:13 pm-10:29 pm
1 stop9h 16m
San Juan Luis Munoz Marin Intl
Sat 8/29
5:49 pm-11:59 pm
1 stop6h 10m
$312
CharlestonSan Juan
CHS - SJU
CHSSJU
Charleston
Mon 7/20
6:15 am-4:45 pm
1 stop10h 30m
San Juan Luis Munoz Marin Intl
Sun 8/2
12:56 pm-10:07 pm
1 stop9h 11m
$312
CharlestonSan Juan
CHS - SJU
CHSSJU
Charleston
Fri 8/28
1:15 pm-10:50 pm
1 stop9h 35m
San Juan Luis Munoz Marin Intl
Mon 8/31
5:30 am-3:25 pm
1 stop9h 55m
$317
CharlestonSan Juan
CHS - SJU
CHSSJU
Charleston
Fri 8/14
1:15 pm-10:50 pm
1 stop9h 35m
San Juan Luis Munoz Marin Intl
Mon 8/17
6:30 am-4:40 pm
2 stops10h 10m
$317
CharlestonMontego Bay
CHS - MBJ
CHSMBJ
Charleston
Fri 10/16
8:48 pm-12:40 pm
2 stops16h 52m
Montego Bay Sangster Intl
Fri 10/23
5:00 pm-10:19 am
2 stops16h 19m
$357
CharlestonMontego Bay
CHS - MBJ
CHSMBJ
Charleston
Sun 10/11
8:48 pm-12:40 pm
2 stops16h 52m
Montego Bay Sangster Intl
Sat 10/17
5:00 pm-10:19 am
2 stops16h 19m
$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
Fri 8/14
7:41 pm-11:42 am
2 stops17h 01m
Montego Bay Sangster Intl
Tue 8/18
12:47 pm-10:39 pm
1 stop8h 52m
$357
CharlestonMontego Bay
CHS - MBJ
CHSMBJ
Charleston
Thu 8/27
8:43 pm-11:42 am
2 stops15h 59m
Montego Bay Sangster Intl
Sun 8/30
5:13 pm-9:40 am
2 stops15h 27m
$362
CharlestonSan Juan
CHS - SJU
CHSSJU
Charleston
Thu 8/13
6:35 am-4:55 pm
2 stops10h 20m
San Juan Luis Munoz Marin Intl
Tue 8/18
10:30 am-7:45 pm
2 stops9h 15m
$364
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-PUJ
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-PUJ
CHS-SJU
How far ahead should I book a flight from Charleston to Caribbean?
Booking 90 days in advance of your planned departure date is, on average, the best time to get cheap flights from Charleston to Caribbean. The general trend is that the closer you book to the departure date, the more expensive your flight will be.
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 18, 2026.
See what other customers who have flown with Delta,United Airlines, andJetBlue 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.
Entertainment
7.8
Crew
8.5
Comfort
7.8
Boarding
8.1
Food
7.2
Overall
7.9
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Entertainment
7.8
Crew
8.5
Comfort
7.8
Boarding
8.1
Food
7.2
Overall
7.9
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Entertainment
7.8
Crew
8.5
Comfort
7.8
Boarding
8.1
Food
7.2
Overall
7.9
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Entertainment
7.8
Crew
8.5
Comfort
7.8
Boarding
8.1
Food
7.2
Overall
7.9
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Entertainment
7.8
Crew
8.5
Comfort
7.8
Boarding
8.1
Food
7.2
Overall
7.9
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Entertainment
7.8
Crew
8.5
Comfort
7.8
Boarding
8.1
Food
7.2
Overall
7.9
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
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 18, 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 18, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$180 | Average$394 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$188 | Average$563 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$216 | Average$346 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$222 | Average$532 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$271 | Average$554 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$365 | Average$666 | FlexibilityNo cancel fee | On-time63% |