$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 7/13. Fares are subject to change and may not be available on all flights or dates of travel.
CHS — SJU
Jun 22 — Jun 291
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 23, 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 23, 2026.
This Delta deal was found by Cheapflights users on 5/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/215:10 am
CHS
- SJU
1 stop6h 36m
Delta
Wed 8/266:48 am
SJU
- CHS
1 stop9h 12m
Delta
Deal found 5/21![Delta logo]()
$312
This Priceline deal was found by Cheapflights users on 5/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/298:56 pm
CHS
- NAS
1 stop11h 59m
Multiple Airlines
Sat 9/512:20 pm
NAS
- CHS
1 stop4h 11m
Multiple Airlines
Deal found 5/22![Multiple Airlines logo]()
$315
This American Airlines deal was found by Cheapflights users on 5/19. Clicking the “Pick Dates” 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 8/266:15 am
CHS
- SJU
2 stops12h 09m
American Airlines
Fri 8/283:47 pm
SJU
- CHS
1 stop7h 07m
American Airlines
Deal found 5/19![American Airlines logo]()
$317
This Southwest deal was found by Cheapflights users on 5/19. Clicking the “Pick Dates” 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 9/612:05 pm
CHS
- SJU
1 stop11h 15m
Southwest
Sun 9/135:00 am
SJU
- CHS
2 stops9h 35m
Southwest
Deal found 5/19![Southwest logo]()
$338
This American Airlines deal was found by Cheapflights users on 5/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/168:13 pm
CHS
- SJU
1 stop14h 51m
American Airlines
Thu 8/61:38 pm
SJU
- CHS
2 stops8h 13m
American Airlines
Deal found 5/22![American Airlines logo]()
$343
This Delta deal was found by Cheapflights users on 5/20. Clicking the “Pick Dates” 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 11/1310:30 am
CHS
- MBJ
1 stop6h 05m
Delta
Thu 11/193:40 pm
MBJ
- CHS
1 stop6h 06m
Delta
Deal found 5/20![Delta logo]()
$344
This Delta deal was found by Cheapflights users on 5/21. Clicking the “Pick Dates” 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.
Thu 7/25:10 am
CHS
- SJU
1 stop6h 34m
Delta
Thu 7/95:56 pm
SJU
- CHS
1 stop6h 30m
Delta
Deal found 5/21![Delta logo]()
$346
This American Airlines deal was found by Cheapflights users on 5/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/2211:04 am
CHS
- SJU
1 stop10h 55m
American Airlines
Thu 7/307:14 pm
SJU
- CHS
1 stop15h 08m
American Airlines
Deal found 5/23![American Airlines logo]()
$348
This American Airlines deal was found by Cheapflights users on 5/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/137:53 pm
CHS
- MBJ
1 stop14h 15m
American Airlines
Thu 11/191:55 pm
MBJ
- CHS
1 stop10h 28m
American Airlines
Deal found 5/22![American Airlines logo]()
$352
This Kiwi.com deal was found by Cheapflights users on 5/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/39:44 pm
CHS
- SJU
1 stop26h 53m
Multiple Airlines
Thu 7/98:37 pm
SJU
- CHS
1 stop12h 08m
Multiple Airlines
Deal found 5/20![Multiple Airlines logo]()
$354
This American Airlines deal was found by Cheapflights users on 5/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure 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 5/22![American Airlines logo]()
$357
This Priceline deal was found by Cheapflights users on 5/20. Clicking the “Pick Dates” 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 10/229:39 pm
CHS
- NAS
1 stop10h 51m
Multiple Airlines
Tue 10/2712:25 pm
NAS
- CHS
1 stop5h 40m
Multiple Airlines
Deal found 5/20![Multiple Airlines logo]()
$359
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 23, 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 23, 2026.
This Delta deal was found by Cheapflights users on 5/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/211:01 pm
CHS
- SJU
1 stop9h 28m
Delta
Mon 8/245:49 pm
SJU
- CHS
1 stop6h 10m
Delta
Deal found 5/22![Delta logo]()
$312
This Southwest deal was found by Cheapflights users on 5/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/301:25 pm
CHS
- SJU
1 stop8h 35m
Southwest
Sat 10/35:30 am
SJU
- CHS
1 stop8h 05m
Southwest
Deal found 5/23![Southwest logo]()
$312
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.
Mon 6/17:50 pm
CHS
- MBJ
2 stops16h 55m
American Airlines
Thu 7/305:14 pm
MBJ
- CHS
2 stops18h 05m
American Airlines
Deal found 5/18![American Airlines logo]()
$357
This Cheapflightsfares deal was found by Cheapflights users on 5/19. Clicking the “Pick Dates” 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 5/19![JetBlue logo]()
$363
This United Airlines deal was found by Cheapflights users on 5/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/286:50 am
CHS
- MBJ
1 stop7h 40m
United Airlines
Sat 7/44:12 pm
MBJ
- CHS
1 stop16h 59m
United Airlines
Deal found 5/19![United Airlines logo]()
$414
This Breeze Airways deal was found by Cheapflights users on 5/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure 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 5/22![Breeze Airways logo]()
$464
This Air Canada deal was found by Cheapflights users on 5/20. Clicking the “Pick Dates” 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 6/1011:05 am
CHS
- NAS
2 stops25h 35m
Air Canada
Sun 6/146:30 pm
NAS
- CHS
1 stop15h 43m
Air Canada
Deal found 5/20![Air Canada logo]()
$513
This Delta deal was found by Cheapflights users on 5/19. Clicking the “Pick Dates” 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 8/265:10 am
CHS
- SJU
1 stop6h 36m
Delta
Fri 8/2812:56 pm
SJU
- CHS
1 stop5h 56m
Delta
Deal found 5/19![Delta logo]()
$312
This Southwest deal was found by Cheapflights users on 5/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/216:30 am
CHS
- SJU
2 stops11h 15m
Southwest
Wed 10/286:10 am
SJU
- CHS
1 stop8h 00m
Southwest
Deal found 5/23![Southwest logo]()
$312
This Delta deal was found by Cheapflights users on 5/21. Clicking the “Pick Dates” 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
Tue 8/256:48 am
SJU
- CHS
1 stop6h 23m
Delta
Deal found 5/21![Delta logo]()
$312
This Delta deal was found by Cheapflights users on 5/19. Clicking the “Pick Dates” 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 8/296:48 am
SJU
- CHS
1 stop9h 01m
Delta
Deal found 5/19![Delta logo]()
$312
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.
Fri 8/76:35 am
CHS
- SJU
2 stops10h 20m
Southwest
Mon 8/106:30 am
SJU
- CHS
2 stops10h 10m
Southwest
Deal found 5/18![Southwest logo]()
$364
This American Airlines deal was found by Cheapflights users on 5/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/208:43 pm
CHS
- SDQ
2 stops12h 42m
American Airlines
Mon 8/2410:25 am
SDQ
- CHS
2 stops13h 29m
American Airlines
Deal found 5/23![American Airlines logo]()
$419
This Southwest deal was found by Cheapflights users on 5/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/146:35 am
CHS
- SJU
2 stops10h 20m
Southwest
Thu 9/175:30 am
SJU
- CHS
1 stop9h 55m
Southwest
Deal found 5/22![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 9/3010:30 am
CHS
- SJU
1 stop6h 01m
Delta
Sun 10/42:26 pm
SJU
- CHS
1 stop7h 21m
Delta
Deal found 5/18![Delta logo]()
$343
This American Airlines deal was found by Cheapflights users on 5/21. Clicking the “Pick Dates” 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 8/57:41 pm
CHS
- MBJ
2 stops17h 01m
American Airlines
Wed 8/1212:38 pm
MBJ
- CHS
1 stop9h 16m
American Airlines
Deal found 5/21![American Airlines logo]()
$423
This United Airlines deal was found by Cheapflights users on 5/21. Clicking the “Pick Dates” 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 8/510:13 am
CHS
- MBJ
1 stop5h 57m
United Airlines
Wed 8/124:12 pm
MBJ
- CHS
1 stop16h 51m
United Airlines
Deal found 5/21![United Airlines logo]()
$472
This Justfly.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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/184:52 pm
CHS
- NAS
1 stop15h 29m
JetBlue
Tue 6/239:21 am
NAS
- CHS
1 stop6h 36m
JetBlue
Deal found 5/18![JetBlue logo]()
$474
This Delta deal was found by Cheapflights users on 5/19. Clicking the “Pick Dates” 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 7/205:10 am
CHS
- SJU
1 stop6h 36m
Delta
Sun 8/212:56 pm
SJU
- CHS
1 stop9h 11m
Delta
Deal found 5/19![Delta logo]()
$343
This United Airlines deal was found by Cheapflights users on 5/20. Clicking the “Pick Dates” 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 6/2710:00 am
CHS
- MBJ
1 stop6h 10m
United Airlines
Sun 7/54:33 pm
MBJ
- CHS
1 stop28h 42m
United Airlines
Deal found 5/20![United Airlines logo]()
$473
This Breeze Airways deal was found by Cheapflights users on 5/20. Clicking the “Pick Dates” 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.
Wed 6/108:56 pm
CHS
- NAS
1 stop11h 59m
Breeze Airways
Sun 6/149:55 am
NAS
- CHS
1 stop4h 03m
Breeze Airways
Deal found 5/20![Breeze Airways logo]()
$525
This American Airlines deal was found by Cheapflights users on 5/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/286:00 am
CHS
- KIN
1 stop15h 12m
American Airlines
Sat 8/14:55 pm
KIN
- CHS
2 stops16h 12m
American Airlines
Deal found 5/22![American Airlines logo]()
$451
This Delta deal was found by Cheapflights users on 5/21. Clicking the “Pick Dates” 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 11/106:30 am
CHS
- SJU
1 stop9h 55m
Delta
Thu 11/191:55 pm
SJU
- CHS
1 stop8h 51m
Delta
Deal found 5/21![Delta logo]()
$346
This American Airlines deal was found by Cheapflights users on 5/20. Clicking the “Pick Dates” 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 6/116:06 am
CHS
- KIN
2 stops11h 02m
American Airlines
Tue 6/167:51 am
KIN
- CHS
1 stop15h 08m
American Airlines
Deal found 5/20![American Airlines logo]()
$451
This Justfly.com deal was found by Cheapflights users on 5/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/95:19 pm
CHS
- AUA
1 stop23h 21m
JetBlue
Mon 7/136:00 pm
AUA
- CHS
1 stop18h 15m
JetBlue
Deal found 5/23![JetBlue logo]()
$586
This United Airlines deal was found by Cheapflights users on 5/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/237:15 am
CHS
- NAS
1 stop8h 41m
United Airlines
Fri 6/262:53 pm
NAS
- CHS
1 stop7h 22m
United Airlines
Deal found 5/22![United Airlines logo]()
$534
This Delta deal was found by Cheapflights users on 5/20. Clicking the “Pick Dates” 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 5/20![Delta logo]()
$370
This American Airlines deal was found by Cheapflights users on 5/21. Clicking the “Pick Dates” 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 6/188:21 pm
CHS
- KIN
1 stop16h 19m
American Airlines
Mon 6/225:10 pm
KIN
- CHS
1 stop5h 49m
American Airlines
Deal found 5/21![American Airlines logo]()
$455
This Southwest deal was found by Cheapflights users on 5/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/307:15 am
CHS
- NAS
2 stops11h 20m
Southwest
Sun 8/22:10 pm
NAS
- CHS
2 stops7h 40m
Southwest
Deal found 5/22![Southwest logo]()
$512
This United Airlines deal was found by Cheapflights users on 5/19. Clicking the “Pick Dates” 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 6/186:00 am
CHS
- NAS
1 stop8h 57m
United Airlines
Mon 6/2212:35 pm
NAS
- CHS
1 stop11h 17m
United Airlines
Deal found 5/19![United Airlines logo]()
$534
Last-minute flights from Charleston to CaribbeanDiscover last-minute flight deals from Charleston to Caribbean. Data last updated May 23, 2026 and is based on user searches.
Discover last-minute flight deals from Charleston to Caribbean. Data last updated May 23, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 5/20. Clicking the “Pick Dates” 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 5/226:42 pm
CHS
- SDQ
1 stop18h 03m
American Airlines
Wed 5/271:45 pm
SDQ
- CHS
1 stop10h 11m
American Airlines
Deal found 5/20![American Airlines logo]()
$397
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.
Fri 5/227:50 pm
CHS
- MBJ
2 stops16h 55m
American Airlines
Wed 5/275:17 pm
MBJ
- CHS
2 stops17h 51m
American Airlines
Deal found 5/18![American Airlines logo]()
$407
This American Airlines deal was found by Cheapflights users on 5/19. Clicking the “Pick Dates” 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
- MBJ
1 stop19h 43m
American Airlines
Tue 6/25:17 pm
MBJ
- CHS
2 stops15h 50m
American Airlines
Deal found 5/19![American Airlines logo]()
$363
This Delta deal was found by Cheapflights users on 5/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/247:00 am
CHS
- SDQ
1 stop17h 41m
Delta
Sat 5/306:05 am
SDQ
- CHS
1 stop11h 07m
Delta
Deal found 5/22![Delta logo]()
$410
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.
Mon 5/256:00 am
CHS
- PUJ
1 stop10h 48m
American Airlines
Wed 6/312:04 pm
PUJ
- CHS
1 stop11h 55m
American Airlines
Deal found 5/18![American Airlines logo]()
$384
This Southwest deal was found by Cheapflights users on 5/21. Clicking the “Pick Dates” 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 5/257:40 am
CHS
- NAS
2 stops10h 50m
Southwest
Wed 5/278:45 am
NAS
- CHS
2 stops11h 40m
Southwest
Deal found 5/21![Southwest logo]()
$413
This American Airlines deal was found by Cheapflights users on 5/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/17:50 pm
CHS
- MBJ
2 stops16h 55m
American Airlines
Thu 7/305:14 pm
MBJ
- CHS
2 stops15h 53m
American Airlines
Deal found 5/22![American Airlines logo]()
$357
This Expedia deal was found by Cheapflights users on 5/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/310:39 am
CHS
- NAS
1 stop6h 27m
Multiple Airlines
Sat 6/136:30 pm
NAS
- CHS
1 stop15h 43m
Multiple Airlines
Deal found 5/23![Multiple Airlines logo]()
$394
This Justfly.com deal was found by Cheapflights users on 5/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/410:39 am
CHS
- NAS
1 stop6h 27m
JetBlue
Mon 6/89:15 am
NAS
- CHS
1 stop24h 34m
JetBlue
Deal found 5/22![JetBlue logo]()
$389
This American Airlines deal was found by Cheapflights users on 5/19. Clicking the “Pick Dates” 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 6/148:09 pm
CHS
- MBJ
1 stop17h 59m
American Airlines
Thu 6/182:08 pm
MBJ
- CHS
2 stops18h 59m
American Airlines
Deal found 5/19![American Airlines logo]()
$365
This Justfly.com deal was found by Cheapflights users on 5/21. Clicking the “Pick Dates” 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.
Mon 6/225:29 pm
CHS
- NAS
1 stop17h 29m
JetBlue
Tue 6/3012:08 pm
NAS
- CHS
1 stop3h 49m
JetBlue
Deal found 5/21![JetBlue logo]()
$395
This Delta deal was found by Cheapflights users on 5/21. Clicking the “Pick Dates” 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 6/305:10 am
CHS
- SJU
1 stop8h 21m
Delta
Wed 7/85:56 pm
SJU
- CHS
1 stop6h 30m
Delta
Deal found 5/21![Delta logo]()
$414
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 23, 2026.
Search for one-way flight options from Charleston to Caribbean. Find affordable one-way fares based on user searches. Data last updated May 23, 2026.
This United Airlines deal was found by Cheapflights users on 5/21. Clicking the “Pick Dates” 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 5/3010:00 am
CHS
- MBJ
1 stop6h 10m
United Airlines
Deal found 5/21![United Airlines logo]()
$148
This American Airlines deal was found by Cheapflights users on 5/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/135:00 am
CHS
- MBJ
2 stops9h 09m
American Airlines
Deal found 5/22![American Airlines logo]()
$152
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 6/208:09 pm
CHS
- SJU
1 stop13h 30m
American Airlines
Deal found 5/18![American Airlines logo]()
$156
This SmartFares deal was found by Cheapflights users on 5/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/17:02 pm
CHS
- SDQ
1 stop4h 57m
JetBlue
Deal found 5/22![JetBlue logo]()
$157
This JetBlue deal was found by Cheapflights users on 5/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/210:39 am
CHS
- SDQ
1 stop6h 54m
JetBlue
Deal found 5/22![JetBlue logo]()
$160
This United Airlines deal was found by Cheapflights users on 5/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/2910:00 am
CHS
- MBJ
1 stop6h 10m
United Airlines
Deal found 5/19![United Airlines logo]()
$163
This American Airlines deal was found by Cheapflights users on 5/20. Clicking the “Pick Dates” 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 5/20![American Airlines logo]()
$168
This JetBlue deal was found by Cheapflights users on 5/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/2810:39 am
CHS
- SDQ
1 stop6h 54m
JetBlue
Deal found 5/22![JetBlue logo]()
$172
This Kiwi.com deal was found by Cheapflights users on 5/19. Clicking the “Pick Dates” 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 7/48:56 pm
CHS
- PUJ
1 stop22h 15m
Breeze Airways
Deal found 5/19![Breeze Airways logo]()
$172
This Delta deal was found by Cheapflights users on 5/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/25:15 am
CHS
- SDQ
2 stops19h 26m
Delta
Deal found 5/22![Delta logo]()
$174
This Southwest deal was found by Cheapflights users on 5/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/302:10 pm
CHS
- SJU
2 stops10h 05m
Southwest
Deal found 5/22![Southwest logo]()
$182
This Kiwi.com deal was found by Cheapflights users on 5/19. Clicking the “Pick Dates” 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 9/62:53 pm
CHS
- SJU
2 stops24h 48m
Multiple Airlines
Deal found 5/19![Multiple Airlines logo]()
$183
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 23, 2026.
Round-trip from | $311 (American Airlines) |
|---|---|
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 23, 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
Fri 8/21
1:01 pm-10:29 pm
1 stop9h 28m
San Juan Luis Munoz Marin Intl
Mon 8/24
5:49 pm-11:59 pm
1 stop6h 10m
$312
CharlestonSan Juan
CHS - SJU
CHSSJU
Charleston
Wed 9/30
1:25 pm-10:00 pm
1 stop8h 35m
San Juan Luis Munoz Marin Intl
Sat 10/3
5:30 am-1:35 pm
1 stop8h 05m
$312
Quickest round-trip
CharlestonSan Juan
CHS - SJU
CHSSJU
Charleston
Wed 8/26
5:10 am-11:46 am
1 stop6h 36m
San Juan Luis Munoz Marin Intl
Fri 8/28
12:56 pm-6:52 pm
1 stop5h 56m
$312
CharlestonSan Juan
CHS - SJU
CHSSJU
Charleston
Wed 10/21
6:30 am-5:45 pm
2 stops11h 15m
San Juan Luis Munoz Marin Intl
Wed 10/28
6:10 am-2:10 pm
1 stop8h 00m
$312
CharlestonSan Juan
CHS - SJU
CHSSJU
Charleston
Sat 8/22
1:13 pm-10:29 pm
1 stop9h 16m
San Juan Luis Munoz Marin Intl
Tue 8/25
6:48 am-1:11 pm
1 stop6h 23m
$312
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
6:48 am-3:49 pm
1 stop9h 01m
$312
CharlestonSan Juan
CHS - SJU
CHSSJU
Charleston
Wed 9/30
10:30 am-4:31 pm
1 stop6h 01m
San Juan Luis Munoz Marin Intl
Sun 10/4
2:26 pm-9:47 pm
1 stop7h 21m
$343
CharlestonSan Juan
CHS - SJU
CHSSJU
Charleston
Mon 7/20
5:10 am-11:46 am
1 stop6h 36m
San Juan Luis Munoz Marin Intl
Sun 8/2
12:56 pm-10:07 pm
1 stop9h 11m
$343
CharlestonSan Juan
CHS - SJU
CHSSJU
Charleston
Tue 11/10
6:30 am-5:25 pm
1 stop9h 55m
San Juan Luis Munoz Marin Intl
Thu 11/19
1:55 pm-9:46 pm
1 stop8h 51m
$346
CharlestonMontego Bay
CHS - MBJ
CHSMBJ
Charleston
Mon 6/1
7:50 pm-11:45 am
2 stops16h 55m
Montego Bay Sangster Intl
Thu 7/30
5:14 pm-12:19 pm
2 stops18h 05m
$357
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-SJU
CHS-SDQ
CHS-NAS
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-MBJ
CHS-SJU
CHS-SDQ
CHS-NAS
What is the cheapest month to book a flight from Charleston to Caribbean?
Currently, July is the cheapest month in which you can book a flight from Charleston to Caribbean (average of $84). Flying from Charleston to Caribbean in August is currently the most expensive (average of $279). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
How far ahead should I book a flight from Charleston to Caribbean?
Booking 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.
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 23, 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.
Comfort
8.0
Crew
8.6
Boarding
8.1
Food
7.0
Entertainment
7.5
Overall
7.9
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Comfort
8.0
Crew
8.6
Boarding
8.1
Food
7.0
Entertainment
7.5
Overall
7.9
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Comfort
8.0
Crew
8.6
Boarding
8.1
Food
7.0
Entertainment
7.5
Overall
7.9
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Comfort
8.0
Crew
8.6
Boarding
8.1
Food
7.0
Entertainment
7.5
Overall
7.9
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Comfort
8.0
Crew
8.6
Boarding
8.1
Food
7.0
Entertainment
7.5
Overall
7.9
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Comfort
8.0
Crew
8.6
Boarding
8.1
Food
7.0
Entertainment
7.5
Overall
7.9
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
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.
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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 23, 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 23, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$188 | Average$491 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$193 | Average$381 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$216 | Average$346 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$222 | Average$513 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$271 | Average$559 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$365 | Average$654 | FlexibilityNo cancel fee | On-time63% |