$156+ 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 7/14. Fares are subject to change and may not be available on all flights or dates of travel.
CHS — SJU
Jun 16 — Jun 231
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 17, 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 17, 2026.
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.
Sat 8/227:13 am
CHS
- SJU
1 stop6h 29m
Delta
Sat 8/2912:56 pm
SJU
- CHS
1 stop11h 03m
Delta
Deal found 5/13![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 8/146:35 am
CHS
- SJU
2 stops10h 20m
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.
Sat 8/225:05 am
CHS
- SJU
2 stops9h 33m
American Airlines
Sat 8/2910:33 am
SJU
- CHS
2 stops9h 25m
American Airlines
Deal found 5/16![American Airlines logo]()
$322
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.
Wed 8/268:12 am
CHS
- SJU
2 stops10h 12m
American Airlines
Fri 8/286:00 am
SJU
- CHS
1 stop10h 25m
American Airlines
Deal found 5/13![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 5/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/2211:00 am
CHS
- SJU
2 stops9h 55m
Southwest
Sat 8/298:20 am
SJU
- CHS
2 stops9h 50m
Southwest
Deal found 5/12![Southwest logo]()
$338
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 8/296:47 am
CHS
- MBJ
1 stop7h 47m
American Airlines
Sat 9/55:13 pm
MBJ
- CHS
1 stop5h 46m
American Airlines
Deal found 5/13![American Airlines logo]()
$352
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 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 5/13![American Airlines logo]()
$353
This Priceline deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/910:39 am
CHS
- NAS
1 stop6h 26m
JetBlue
Tue 6/169:21 am
NAS
- CHS
1 stop6h 36m
JetBlue
Deal found 5/12![JetBlue logo]()
$355
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 5/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/148:21 pm
CHS
- MBJ
1 stop16h 03m
American Airlines
Mon 5/183:20 pm
MBJ
- CHS
1 stop19h 24m
American Airlines
Deal found 5/12![American Airlines logo]()
$359
This American Airlines deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/278:43 pm
CHS
- MBJ
2 stops15h 59m
American Airlines
Sun 8/305:13 pm
MBJ
- CHS
2 stops17h 41m
American Airlines
Deal found 5/12![American Airlines logo]()
$362
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 17, 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 17, 2026.
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 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 8/146:35 am
CHS
- SJU
2 stops10h 20m
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 5/13. 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.
Fri 11/136:00 am
CHS
- MBJ
1 stop6h 42m
American Airlines
Thu 11/194:05 pm
MBJ
- CHS
1 stop8h 18m
American Airlines
Deal found 5/13![American Airlines logo]()
$352
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/205:27 pm
CHS
- SDQ
1 stop6h 32m
JetBlue
Mon 8/245:01 am
SDQ
- CHS
1 stop11h 46m
JetBlue
Deal found 5/17![JetBlue logo]()
$363
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 Air Canada 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/2711:05 am
CHS
- NAS
2 stops25h 35m
Air Canada
Sat 5/306:30 pm
NAS
- CHS
1 stop15h 43m
Air Canada
Deal found 5/15![Air Canada logo]()
$502
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 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 5/13![Breeze Airways logo]()
$504
This Kiwi.com deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/273:44 pm
CHS
- PUJ
1 stop27h 06m
Multiple Airlines
Sun 7/58:11 pm
PUJ
- CHS
1 stop18h 33m
Multiple Airlines
Deal found 5/12![Multiple Airlines logo]()
$535
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 8/296:47 am
CHS
- MBJ
1 stop7h 47m
American Airlines
Sat 9/55:13 pm
MBJ
- CHS
1 stop5h 46m
American Airlines
Deal found 5/13![American Airlines logo]()
$352
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 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 10/98:48 pm
CHS
- MBJ
2 stops15h 12m
American Airlines
Mon 10/125:00 pm
MBJ
- CHS
2 stops16h 19m
American Airlines
Deal found 5/15![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 10/168:48 pm
CHS
- MBJ
2 stops16h 52m
American Airlines
Fri 10/2312:47 pm
MBJ
- CHS
1 stop8h 52m
American Airlines
Deal found 5/14![American Airlines logo]()
$357
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.
Fri 6/126:00 am
CHS
- SDQ
1 stop12h 04m
Delta
Wed 6/176:06 am
SDQ
- CHS
1 stop10h 48m
Delta
Deal found 5/16![Delta logo]()
$467
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.
Wed 10/217:05 pm
CHS
- SDQ
1 stop4h 54m
JetBlue
Sat 10/247:22 pm
SDQ
- CHS
1 stop14h 37m
JetBlue
Deal found 5/14![JetBlue logo]()
$470
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 10/28:43 pm
CHS
- MBJ
2 stops17h 02m
American Airlines
Tue 10/65:00 pm
MBJ
- CHS
2 stops16h 19m
American Airlines
Deal found 5/15![American Airlines logo]()
$357
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 Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/91:55 pm
CHS
- SJU
2 stops9h 40m
Southwest
Sun 7/1211:35 am
SJU
- CHS
2 stops10h 10m
Southwest
Deal found 5/13![Southwest logo]()
$443
This JetBlue deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure 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 5/12![JetBlue logo]()
$470
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 6/1110:35 am
CHS
- SJU
1 stop13h 40m
Southwest
Thu 6/186:30 am
SJU
- CHS
1 stop9h 35m
Southwest
Deal found 5/16![Southwest logo]()
$446
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 8/277:36 pm
CHS
- MBJ
1 stop21h 37m
American Airlines
Sun 8/305:13 pm
MBJ
- CHS
2 stops15h 27m
American Airlines
Deal found 5/16![American Airlines logo]()
$369
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/36:49 pm
CHS
- PUJ
1 stop17h 44m
Delta
Thu 7/93:55 pm
PUJ
- CHS
1 stop8h 31m
Delta
Deal found 5/17![Delta logo]()
$500
This United 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 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 5/13![United Airlines logo]()
$503
This Southwest deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/303:00 pm
CHS
- SJU
1 stop7h 45m
Southwest
Tue 7/76:00 am
SJU
- CHS
2 stops10h 10m
Southwest
Deal found 5/12![Southwest logo]()
$452
This Expedia 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/2711:05 am
CHS
- SXM
1 stop29h 55m
Multiple Airlines
Tue 6/212:31 pm
SXM
- CHS
1 stop29h 42m
Multiple Airlines
Deal found 5/16![Multiple Airlines logo]()
$610
This Delta deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/96:00 am
CHS
- SDQ
1 stop12h 04m
Delta
Sun 6/146:06 am
SDQ
- CHS
1 stop10h 48m
Delta
Deal found 5/12![Delta logo]()
$521
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/16:00 am
CHS
- PUJ
1 stop8h 27m
United Airlines
Fri 6/126:45 pm
PUJ
- CHS
1 stop14h 06m
United Airlines
Deal found 5/14![United Airlines logo]()
$526
This Justfly.com deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/108:50 pm
CHS
- AUA
1 stop18h 20m
JetBlue
Sun 6/146:00 pm
AUA
- CHS
1 stop15h 55m
JetBlue
Deal found 5/12![JetBlue logo]()
$535
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 7/910:35 am
CHS
- SJU
1 stop13h 40m
Southwest
Thu 7/166:30 am
SJU
- CHS
1 stop9h 35m
Southwest
Deal found 5/16![Southwest logo]()
$452
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.
Thu 7/98:13 pm
CHS
- SDQ
1 stop17h 07m
American Airlines
Mon 7/137:40 pm
SDQ
- CHS
1 stop14h 42m
American Airlines
Deal found 5/14![American Airlines logo]()
$423
This Expedia 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/2711:05 am
CHS
- SXM
1 stop29h 55m
Multiple Airlines
Wed 6/32:58 pm
SXM
- CHS
1 stop18h 51m
Multiple Airlines
Deal found 5/13![Multiple Airlines logo]()
$642
Last-minute flights from Charleston to CaribbeanDiscover last-minute flight deals from Charleston to Caribbean. Data last updated May 17, 2026 and is based on user searches.
Discover last-minute flight deals from Charleston to Caribbean. Data last updated May 17, 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 5/15. 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 5/161:18 pm
CHS
- SDQ
1 stop9h 37m
American Airlines
Tue 5/194:00 pm
SDQ
- CHS
1 stop8h 24m
American Airlines
Deal found 5/15![American Airlines logo]()
$414
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 5/237:50 pm
CHS
- MBJ
2 stops16h 55m
American Airlines
Tue 6/162:08 pm
MBJ
- CHS
2 stops18h 59m
American Airlines
Deal found 5/13![American Airlines logo]()
$407
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 5/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/279:19 pm
CHS
- SJU
1 stop20h 33m
Multiple Airlines
Tue 6/27:00 am
SJU
- CHS
2 stops34h 36m
Multiple Airlines
Deal found 5/12![Multiple Airlines logo]()
$398
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 Priceline deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/910:39 am
CHS
- NAS
1 stop6h 26m
JetBlue
Tue 6/169:21 am
NAS
- CHS
1 stop6h 36m
JetBlue
Deal found 5/12![JetBlue logo]()
$355
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 Travelocity deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Travelocity 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
Wed 6/175:07 am
SJU
- CHS
1 stop13h 58m
JetBlue
Deal found 5/12![JetBlue logo]()
$391
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 American Airlines deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/306:51 am
CHS
- SJU
1 stop15h 54m
American Airlines
Tue 7/77:14 pm
SJU
- CHS
1 stop15h 08m
American Airlines
Deal found 5/12![American Airlines logo]()
$397
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 17, 2026.
Search for one-way flight options from Charleston to Caribbean. Find affordable one-way fares based on user searches. Data last updated May 17, 2026.
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 SmartFares 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/35:42 pm
CHS
- SDQ
1 stop6h 17m
JetBlue
Deal found 5/15![JetBlue logo]()
$157
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 5/287:50 pm
CHS
- MBJ
2 stops16h 55m
American Airlines
Deal found 5/16![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 Southwest deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/56:45 am
CHS
- SJU
2 stops11h 25m
Southwest
Deal found 5/12![Southwest logo]()
$162
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 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.
Fri 6/56:06 am
CHS
- SDQ
1 stop6h 39m
American Airlines
Deal found 5/13![American Airlines logo]()
$172
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 8/68:20 pm
CHS
- NAS
1 stop12h 35m
Breeze Airways
Deal found 5/13![Breeze Airways logo]()
$175
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 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 8/18:13 pm
CHS
- SDQ
1 stop19h 11m
American Airlines
Deal found 5/15![American Airlines logo]()
$181
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 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.
Sat 7/1810:40 am
CHS
- SJU
1 stop10h 05m
Delta
Deal found 5/13![Delta logo]()
$187
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 17, 2026.
Round-trip from | $312 (Delta) |
|---|---|
One-way from | $156 (Delta) |
Popular in | August |
Cheapest in | July |
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 17, 2026.
Use the filters below to find and compare flights from Charleston to Caribbean that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
CharlestonSan Juan
CHS - SJU
CHSSJU
Charleston
Mon 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 8/14
6:35 am-4:55 pm
2 stops10h 20m
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 11/13
6:00 am-12:42 pm
1 stop6h 42m
Montego Bay Sangster Intl
Thu 11/19
4:05 pm-12:23 am
1 stop8h 18m
$352
Quickest round-trip
CharlestonMontego Bay
CHS - MBJ
CHSMBJ
Charleston
Sat 8/29
6:47 am-1:34 pm
1 stop7h 47m
Montego Bay Sangster Intl
Sat 9/5
5:13 pm-11:59 pm
1 stop5h 46m
$352
CharlestonMontego Bay
CHS - MBJ
CHSMBJ
Charleston
Fri 10/9
8:48 pm-11:00 am
2 stops15h 12m
Montego Bay Sangster Intl
Mon 10/12
5:00 pm-10:19 am
2 stops16h 19m
$357
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
12:47 pm-10:39 pm
1 stop8h 52m
$357
CharlestonMontego Bay
CHS - MBJ
CHSMBJ
Charleston
Fri 10/2
8:43 pm-12:45 pm
2 stops17h 02m
Montego Bay Sangster Intl
Tue 10/6
5:00 pm-10:19 am
2 stops16h 19m
$357
CharlestonSanto Domingo
CHS - SDQ
CHSSDQ
Charleston
Thu 8/20
5:27 pm-11:59 pm
1 stop6h 32m
Santo Domingo Las Americas
Mon 8/24
5:01 am-4:47 pm
1 stop11h 46m
$363
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
CharlestonMontego Bay
CHS - MBJ
CHSMBJ
Charleston
Thu 8/27
7:36 pm-4:13 pm
1 stop21h 37m
Montego Bay Sangster Intl
Sun 8/30
5:13 pm-9:40 am
2 stops15h 27m
$369
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Charleston to Caribbean
Have a flexible travel schedule? Discover the best time to fly to Caribbean from Charleston with our price prediction graph.
CHS-SJU
CHS-MBJ
CHS-NAS
CHS-SDQ
CHS-PUJ
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Charleston to Caribbean
CHS-0CB
CHS-SJU
CHS-MBJ
CHS-NAS
CHS-SDQ
How far ahead should I book a flight from Charleston to Caribbean?
Booking 17 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 17, 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
Overall
7.9
Food
7.2
Boarding
8.1
Comfort
7.8
Crew
8.5
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Entertainment
7.8
Overall
7.9
Food
7.2
Boarding
8.1
Comfort
7.8
Crew
8.5
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Entertainment
7.8
Overall
7.9
Food
7.2
Boarding
8.1
Comfort
7.8
Crew
8.5
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Entertainment
7.8
Overall
7.9
Food
7.2
Boarding
8.1
Comfort
7.8
Crew
8.5
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Entertainment
7.8
Overall
7.9
Food
7.2
Boarding
8.1
Comfort
7.8
Crew
8.5
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Entertainment
7.8
Overall
7.9
Food
7.2
Boarding
8.1
Comfort
7.8
Crew
8.5
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 17, 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 17, 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% |