$128+ 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 5/16. Fares are subject to change and may not be available on all flights or dates of travel.
CHS — SJU
may. 24 — may. 311
Round-trip
1 adult, Economy
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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 abril 24, 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 abril 24, 2026.
This Cheapflightsfares deal was found by Cheapflights users on 4/19. 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.
mar. 5/52:39 pm
CHS
- SJU
1 stop8h 03m
Spirit Airlines
vie. 5/812:59 am
SJU
- CHS
1 stop12h 45m
Spirit Airlines
Deal found 4/19![Spirit Airlines logo]()
$241
This Cheapflightsfares deal was found by Cheapflights users on 4/19. 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.
mar. 5/52:39 pm
CHS
- SJU
1 stop8h 03m
Spirit Airlines
mar. 5/1912:59 am
SJU
- CHS
1 stop12h 45m
Spirit Airlines
Deal found 4/19![Spirit Airlines logo]()
$249
This Cheapflightsfares deal was found by Cheapflights users on 4/19. 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.
sáb. 5/162:39 pm
CHS
- SJU
1 stop8h 03m
Spirit Airlines
mar. 5/1912:59 am
SJU
- CHS
1 stop12h 45m
Spirit Airlines
Deal found 4/19![Spirit Airlines logo]()
$265
This Booking.com deal was found by Cheapflights users on 4/23. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 5/282:39 pm
CHS
- SJU
1 stop8h 03m
Spirit Airlines
vie. 6/512:59 am
SJU
- CHS
1 stop12h 45m
Spirit Airlines
Deal found 4/23![Spirit Airlines logo]()
$266
This Cheapflightsfares deal was found by Cheapflights users on 4/19. 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.
jue. 5/282:39 pm
CHS
- SJU
1 stop8h 03m
Spirit Airlines
mar. 6/212:59 am
SJU
- CHS
1 stop12h 45m
Spirit Airlines
Deal found 4/19![Spirit Airlines logo]()
$284
This Kiwi.com deal was found by Cheapflights users on 4/23. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 5/64:34 pm
CHS
- SJU
1 stop9h 34m
Multiple Airlines
mar. 5/1212:59 am
SJU
- CHS
1 stop7h 29m
Multiple Airlines
Deal found 4/23![Multiple Airlines logo]()
$293
This Kiwi.com deal was found by Cheapflights users on 4/19. 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.
mar. 5/52:39 pm
CHS
- SJU
1 stop8h 03m
Multiple Airlines
mar. 5/125:15 pm
SJU
- CHS
2 stops20h 29m
Multiple Airlines
Deal found 4/19![Multiple Airlines logo]()
$301
This Cheapflightsfares deal was found by Cheapflights users on 4/19. 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.
mar. 6/22:39 pm
CHS
- SJU
1 stop8h 03m
Spirit Airlines
lun. 6/812:59 am
SJU
- CHS
1 stop12h 45m
Spirit Airlines
Deal found 4/19![Spirit Airlines logo]()
$305
This Mytrip deal was found by Cheapflights users on 4/20. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 5/62:39 pm
CHS
- SJU
1 stop8h 03m
Spirit Airlines
sáb. 5/912:59 am
SJU
- CHS
1 stop12h 45m
Spirit Airlines
Deal found 4/20![Spirit Airlines logo]()
$306
This Cheapflightsfares deal was found by Cheapflights users on 4/19. 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.
mié. 5/62:39 pm
CHS
- SJU
1 stop8h 03m
Spirit Airlines
lun. 5/1112:59 am
SJU
- CHS
1 stop12h 45m
Spirit Airlines
Deal found 4/19![Spirit Airlines logo]()
$307
This American Airlines deal was found by Cheapflights users on 4/21. 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.
sáb. 8/225:05 am
CHS
- SJU
2 stops9h 33m
American Airlines
sáb. 8/296:00 am
SJU
- CHS
1 stop10h 25m
American Airlines
Deal found 4/21![American Airlines logo]()
$312
This United Airlines deal was found by Cheapflights users on 4/20. 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.
jue. 4/2310:00 am
CHS
- MBJ
1 stop6h 10m
United Airlines
sáb. 4/254:12 pm
MBJ
- CHS
1 stop17h 11m
United Airlines
Deal found 4/20![United Airlines logo]()
$324
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 abril 24, 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 abril 24, 2026.
This United Airlines deal was found by Cheapflights users on 4/19. 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.
mié. 7/110:00 am
CHS
- MBJ
1 stop6h 10m
United Airlines
mar. 7/74:12 pm
MBJ
- CHS
1 stop16h 59m
United Airlines
Deal found 4/19![United Airlines logo]()
$354
This American Airlines deal was found by Cheapflights users on 4/20. 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.
mar. 6/306:18 pm
CHS
- MBJ
2 stops18h 27m
American Airlines
vie. 7/32:09 pm
MBJ
- CHS
2 stops17h 14m
American Airlines
Deal found 4/20![American Airlines logo]()
$357
This Delta deal was found by Cheapflights users on 4/21. 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.
mié. 5/65:20 am
CHS
- SJU
1 stop6h 25m
Delta
mar. 5/121:14 pm
SJU
- CHS
1 stop10h 45m
Delta
Deal found 4/21![Delta logo]()
$374
This Southwest deal was found by Cheapflights users on 4/22. 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.
vie. 6/510:35 am
CHS
- SJU
1 stop13h 40m
Southwest
lun. 6/85:30 am
SJU
- CHS
1 stop7h 45m
Southwest
Deal found 4/22![Southwest logo]()
$374
This JetBlue deal was found by Cheapflights users on 4/20. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 5/1311:24 am
CHS
- SDQ
1 stop7h 53m
JetBlue
sáb. 5/165:01 am
SDQ
- CHS
1 stop10h 37m
JetBlue
Deal found 4/20![JetBlue logo]()
$414
This Expedia deal was found by Cheapflights users on 4/20. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 8/1911:05 am
CHS
- SXM
1 stop29h 55m
Multiple Airlines
dom. 8/231:42 pm
SXM
- CHS
1 stop27h 05m
Multiple Airlines
Deal found 4/20![Multiple Airlines logo]()
$544
This Copa Airlines deal was found by Cheapflights users on 4/19. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 6/210:00 am
CHS
- PUJ
2 stops25h 03m
Copa Airlines
mar. 6/911:46 am
PUJ
- CHS
2 stops22h 30m
Copa Airlines
Deal found 4/19![Copa Airlines logo]()
$673
This American Airlines deal was found by Cheapflights users on 4/20. 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.
vie. 6/127:50 pm
CHS
- MBJ
2 stops18h 18m
American Airlines
vie. 7/35:17 pm
MBJ
- CHS
2 stops18h 42m
American Airlines
Deal found 4/20![American Airlines logo]()
$357
This Delta deal was found by Cheapflights users on 4/20. 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.
lun. 7/275:10 am
CHS
- SJU
1 stop8h 22m
Delta
lun. 8/35:56 pm
SJU
- CHS
1 stop6h 30m
Delta
Deal found 4/20![Delta logo]()
$374
This Southwest deal was found by Cheapflights users on 4/22. 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.
vie. 6/1210:35 am
CHS
- SJU
1 stop13h 40m
Southwest
mar. 6/165:30 am
SJU
- CHS
2 stops10h 40m
Southwest
Deal found 4/22![Southwest logo]()
$374
This United Airlines deal was found by Cheapflights users on 4/23. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 5/86:30 am
CHS
- STT
1 stop9h 13m
United Airlines
mar. 5/121:22 pm
STT
- CHS
1 stop8h 37m
United Airlines
Deal found 4/23![United Airlines logo]()
$380
This American Airlines deal was found by Cheapflights users on 4/21. 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.
vie. 10/98:48 pm
CHS
- MBJ
2 stops15h 12m
American Airlines
lun. 10/125:00 pm
MBJ
- CHS
2 stops16h 19m
American Airlines
Deal found 4/21![American Airlines logo]()
$357
This United Airlines deal was found by Cheapflights users on 4/19. 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.
sáb. 8/86:50 am
CHS
- MBJ
1 stop9h 36m
United Airlines
sáb. 8/154:12 pm
MBJ
- CHS
1 stop16h 50m
United Airlines
Deal found 4/19![United Airlines logo]()
$383
This American Airlines deal was found by Cheapflights users on 4/19. 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.
jue. 7/27:50 pm
CHS
- MBJ
2 stops16h 57m
American Airlines
lun. 7/65:17 pm
MBJ
- CHS
2 stops15h 50m
American Airlines
Deal found 4/19![American Airlines logo]()
$357
This Delta deal was found by Cheapflights users on 4/20. 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.
mié. 5/65:20 am
CHS
- PUJ
1 stop8h 01m
Delta
mié. 5/134:00 pm
PUJ
- CHS
1 stop7h 59m
Delta
Deal found 4/20![Delta logo]()
$400
This Southwest deal was found by Cheapflights users on 4/20. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 5/298:05 am
CHS
- NAS
2 stops10h 25m
Southwest
lun. 6/18:45 am
NAS
- CHS
2 stops12h 45m
Southwest
Deal found 4/20![Southwest logo]()
$410
This United Airlines deal was found by Cheapflights users on 4/19. 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.
mar. 5/56:30 am
CHS
- STT
1 stop9h 13m
United Airlines
sáb. 5/91:22 pm
STT
- CHS
1 stop8h 37m
United Airlines
Deal found 4/19![United Airlines logo]()
$398
This Delta deal was found by Cheapflights users on 4/22. 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.
mar. 5/125:15 am
CHS
- PUJ
1 stop9h 20m
Delta
jue. 5/144:00 pm
PUJ
- CHS
1 stop7h 59m
Delta
Deal found 4/22![Delta logo]()
$400
This American Airlines deal was found by Cheapflights users on 4/19. 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.
mar. 5/57:39 pm
CHS
- STT
2 stops17h 36m
American Airlines
mar. 5/1212:25 pm
STT
- CHS
2 stops9h 21m
American Airlines
Deal found 4/19![American Airlines logo]()
$380
This Southwest deal was found by Cheapflights users on 4/20. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 5/410:55 am
CHS
- NAS
2 stops7h 35m
Southwest
jue. 5/78:45 am
NAS
- CHS
2 stops10h 35m
Southwest
Deal found 4/20![Southwest logo]()
$442
This United Airlines deal was found by Cheapflights users on 4/19. 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.
mar. 6/210:00 am
CHS
- MBJ
1 stop6h 10m
United Airlines
dom. 6/74:12 pm
MBJ
- CHS
1 stop17h 04m
United Airlines
Deal found 4/19![United Airlines logo]()
$408
This FlightHub deal was found by Cheapflights users on 4/21. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 8/115:27 pm
CHS
- AUA
1 stop20h 07m
Multiple Airlines
sáb. 8/153:05 pm
AUA
- CHS
1 stop19h 08m
Multiple Airlines
Deal found 4/21![Multiple Airlines logo]()
$546
This Delta deal was found by Cheapflights users on 4/20. 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.
jue. 6/41:03 pm
CHS
- SDQ
1 stop11h 38m
Delta
jue. 6/112:41 pm
SDQ
- CHS
1 stop10h 04m
Delta
Deal found 4/20![Delta logo]()
$414
This American Airlines deal was found by Cheapflights users on 4/19. 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.
sáb. 5/27:13 pm
CHS
- PUJ
1 stop17h 26m
American Airlines
mié. 5/64:24 pm
PUJ
- CHS
1 stop7h 35m
American Airlines
Deal found 4/19![American Airlines logo]()
$400
This Justfly.com deal was found by Cheapflights users on 4/20. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 7/95:27 pm
CHS
- AUA
1 stop20h 07m
JetBlue
lun. 7/132:39 pm
AUA
- CHS
1 stop25h 52m
JetBlue
Deal found 4/20![JetBlue logo]()
$588
This Southwest deal was found by Cheapflights users on 4/21. 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.
mar. 4/287:40 am
CHS
- NAS
2 stops10h 50m
Southwest
mar. 5/58:45 am
NAS
- CHS
2 stops11h 40m
Southwest
Deal found 4/21![Southwest logo]()
$442
This FlightHub deal was found by Cheapflights users on 4/22. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 7/1711:05 am
CHS
- SXM
1 stop29h 55m
Multiple Airlines
mié. 7/221:42 pm
SXM
- CHS
1 stop26h 49m
Multiple Airlines
Deal found 4/22![Multiple Airlines logo]()
$554
This Delta deal was found by Cheapflights users on 4/21. 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.
mar. 10/205:55 pm
CHS
- MBJ
2 stops18h 30m
Delta
vie. 10/234:59 pm
MBJ
- CHS
1 stop15h 43m
Delta
Deal found 4/21![Delta logo]()
$437
This Southwest deal was found by Cheapflights users on 4/21. 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.
jue. 5/78:05 am
CHS
- NAS
2 stops10h 25m
Southwest
mié. 5/138:45 am
NAS
- CHS
2 stops11h 40m
Southwest
Deal found 4/21![Southwest logo]()
$445
This American Airlines deal was found by Cheapflights users on 4/23. 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.
vie. 5/227:50 pm
CHS
- MBJ
2 stops16h 55m
American Airlines
mié. 5/275:17 pm
MBJ
- CHS
2 stops15h 50m
American Airlines
Deal found 4/23![American Airlines logo]()
$407
Last-minute flights from Charleston to CaribbeanDiscover last-minute flight deals from Charleston to Caribbean. Data last updated abril 24, 2026 and is based on user searches.
Discover last-minute flight deals from Charleston to Caribbean. Data last updated abril 24, 2026 and is based on user searches.
This United Airlines deal was found by Cheapflights users on 4/20. 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.
jue. 4/2310:00 am
CHS
- MBJ
1 stop6h 10m
United Airlines
sáb. 4/254:12 pm
MBJ
- CHS
1 stop17h 11m
United Airlines
Deal found 4/20![United Airlines logo]()
$324
This Cheapflightsfares deal was found by Cheapflights users on 4/19. 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.
mar. 5/52:39 pm
CHS
- SJU
1 stop8h 03m
Spirit Airlines
vie. 5/812:59 am
SJU
- CHS
1 stop12h 45m
Spirit Airlines
Deal found 4/19![Spirit Airlines logo]()
$241
This Cheapflightsfares deal was found by Cheapflights users on 4/19. 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.
mar. 5/52:39 pm
CHS
- SJU
1 stop8h 03m
Spirit Airlines
mar. 5/1912:59 am
SJU
- CHS
1 stop12h 45m
Spirit Airlines
Deal found 4/19![Spirit Airlines logo]()
$249
This Kiwi.com deal was found by Cheapflights users on 4/19. 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.
mar. 5/52:39 pm
CHS
- SJU
1 stop8h 03m
Multiple Airlines
mar. 5/125:15 pm
SJU
- CHS
2 stops20h 29m
Multiple Airlines
Deal found 4/19![Multiple Airlines logo]()
$301
This Kiwi.com deal was found by Cheapflights users on 4/19. 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.
mar. 5/52:39 pm
CHS
- SJU
1 stop8h 03m
Multiple Airlines
vie. 5/83:03 am
SJU
- CHS
2 stops10h 41m
Multiple Airlines
Deal found 4/19![Multiple Airlines logo]()
$313
This Kiwi.com deal was found by Cheapflights users on 4/23. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 5/64:34 pm
CHS
- SJU
1 stop9h 34m
Multiple Airlines
mar. 5/1212:59 am
SJU
- CHS
1 stop7h 29m
Multiple Airlines
Deal found 4/23![Multiple Airlines logo]()
$293
This Mytrip deal was found by Cheapflights users on 4/20. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 5/62:39 pm
CHS
- SJU
1 stop8h 03m
Spirit Airlines
sáb. 5/912:59 am
SJU
- CHS
1 stop12h 45m
Spirit Airlines
Deal found 4/20![Spirit Airlines logo]()
$306
This Cheapflightsfares deal was found by Cheapflights users on 4/19. 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.
mié. 5/62:39 pm
CHS
- SJU
1 stop8h 03m
Spirit Airlines
lun. 5/1112:59 am
SJU
- CHS
1 stop12h 45m
Spirit Airlines
Deal found 4/19![Spirit Airlines logo]()
$307
This Cheapflightsfares deal was found by Cheapflights users on 4/19. 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.
sáb. 5/162:39 pm
CHS
- SJU
1 stop8h 03m
Spirit Airlines
mar. 5/1912:59 am
SJU
- CHS
1 stop12h 45m
Spirit Airlines
Deal found 4/19![Spirit Airlines logo]()
$265
This Kiwi.com deal was found by Cheapflights users on 4/19. 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.
sáb. 5/163:44 pm
CHS
- SJU
2 stops23h 28m
Multiple Airlines
mar. 5/1912:59 am
SJU
- CHS
1 stop12h 45m
Multiple Airlines
Deal found 4/19![Multiple Airlines logo]()
$312
This Booking.com deal was found by Cheapflights users on 4/23. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 5/282:39 pm
CHS
- SJU
1 stop8h 03m
Spirit Airlines
vie. 6/512:59 am
SJU
- CHS
1 stop12h 45m
Spirit Airlines
Deal found 4/23![Spirit Airlines logo]()
$266
This Cheapflightsfares deal was found by Cheapflights users on 4/19. 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.
jue. 5/282:39 pm
CHS
- SJU
1 stop8h 03m
Spirit Airlines
mar. 6/212:59 am
SJU
- CHS
1 stop12h 45m
Spirit Airlines
Deal found 4/19![Spirit Airlines logo]()
$284
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 abril 24, 2026.
Search for one-way flight options from Charleston to Caribbean. Find affordable one-way fares based on user searches. Data last updated abril 24, 2026.
This Kiwi.com deal was found by Cheapflights users on 4/23. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 5/163:44 pm
CHS
- SJU
1 stop10h 24m
Multiple Airlines
Deal found 4/23![Multiple Airlines logo]()
$128
This Cheapflightsfares deal was found by Cheapflights users on 4/22. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 5/302:39 pm
CHS
- SJU
1 stop8h 03m
Spirit Airlines
Deal found 4/22![Spirit Airlines logo]()
$132
This United Airlines deal was found by Cheapflights users on 4/21. 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.
mar. 5/196:30 am
CHS
- MBJ
1 stop8h 00m
United Airlines
Deal found 4/21![United Airlines logo]()
$138
This Kiwi.com deal was found by Cheapflights users on 4/23. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 6/164:04 pm
CHS
- SJU
1 stop8h 33m
Multiple Airlines
Deal found 4/23![Multiple Airlines logo]()
$150
This Kiwi.com deal was found by Cheapflights users on 4/21. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 5/134:34 pm
CHS
- SJU
2 stops26h 25m
Multiple Airlines
Deal found 4/21![Multiple Airlines logo]()
$151
This American Airlines deal was found by Cheapflights users on 4/23. 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.
mar. 5/1911:14 am
CHS
- MBJ
1 stop5h 23m
American Airlines
Deal found 4/23![American Airlines logo]()
$152
This Delta deal was found by Cheapflights users on 4/20. 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.
sáb. 7/1812:59 pm
CHS
- SJU
1 stop9h 30m
Delta
Deal found 4/20![Delta logo]()
$156
This American Airlines deal was found by Cheapflights users on 4/22. 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.
lun. 6/17:50 pm
CHS
- MBJ
2 stops18h 18m
American Airlines
Deal found 4/22![American Airlines logo]()
$158
This Kiwi.com deal was found by Cheapflights users on 4/19. 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.
lun. 5/119:28 pm
CHS
- SJU
2 stops26h 31m
Multiple Airlines
Deal found 4/19![Multiple Airlines logo]()
$161
This Orbitz deal was found by Cheapflights users on 4/20. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 6/311:05 am
CHS
- SXM
1 stop29h 55m
Air Canada
Deal found 4/20![Air Canada logo]()
$163
This Cheapflightsfares deal was found by Cheapflights users on 4/22. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 5/2310:39 am
CHS
- SDQ
1 stop6h 54m
JetBlue
Deal found 4/22![JetBlue logo]()
$167
This Orbitz deal was found by Cheapflights users on 4/20. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 4/3011:05 am
CHS
- NAS
1 stop9h 00m
Air Canada
Deal found 4/20![Air Canada logo]()
$168
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 abril 24, 2026.
Round-trip from | $241 (Cheapflightsfares) |
|---|---|
One-way from | $128 (Kiwi.com) |
Popular in | August |
Cheapest in | October |
Average price | $427 |
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 abril 24, 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
CharlestonMontego Bay
CHS - MBJ
CHSMBJ
Charleston
mié. 7/1
10:00 am-3:10 pm
1 stop6h 10m
Montego Bay Sangster Intl
mar. 7/7
4:12 pm-10:11 am
1 stop16h 59m
$354
CharlestonMontego Bay
CHS - MBJ
CHSMBJ
Charleston
mar. 6/30
6:18 pm-11:45 am
2 stops18h 27m
Montego Bay Sangster Intl
vie. 7/3
2:09 pm-8:23 am
2 stops17h 14m
$357
CharlestonMontego Bay
CHS - MBJ
CHSMBJ
Charleston
vie. 6/12
7:50 pm-1:08 pm
2 stops18h 18m
Montego Bay Sangster Intl
vie. 7/3
5:17 pm-12:59 pm
2 stops18h 42m
$357
CharlestonMontego Bay
CHS - MBJ
CHSMBJ
Charleston
vie. 10/9
8:48 pm-11:00 am
2 stops15h 12m
Montego Bay Sangster Intl
lun. 10/12
5:00 pm-10:19 am
2 stops16h 19m
$357
CharlestonMontego Bay
CHS - MBJ
CHSMBJ
Charleston
jue. 7/2
7:50 pm-11:47 am
2 stops16h 57m
Montego Bay Sangster Intl
lun. 7/6
5:17 pm-10:07 am
2 stops15h 50m
$357
CharlestonSan Juan
CHS - SJU
CHSSJU
Charleston
mié. 5/6
5:20 am-11:45 am
1 stop6h 25m
San Juan Luis Munoz Marin Intl
mar. 5/12
1:14 pm-11:59 pm
1 stop10h 45m
$374
CharlestonSan Juan
CHS - SJU
CHSSJU
Charleston
vie. 6/5
10:35 am-12:15 am
1 stop13h 40m
San Juan Luis Munoz Marin Intl
lun. 6/8
5:30 am-1:15 pm
1 stop7h 45m
$374
Quickest round-trip
CharlestonSan Juan
CHS - SJU
CHSSJU
Charleston
lun. 7/27
5:10 am-1:32 pm
1 stop8h 22m
San Juan Luis Munoz Marin Intl
lun. 8/3
5:56 pm-12:26 am
1 stop6h 30m
$374
CharlestonSan Juan
CHS - SJU
CHSSJU
Charleston
vie. 6/12
10:35 am-12:15 am
1 stop13h 40m
San Juan Luis Munoz Marin Intl
mar. 6/16
5:30 am-4:10 pm
2 stops10h 40m
$374
CharlestonSaint Thomas Island
CHS - STT
CHSSTT
Charleston
vie. 5/8
6:30 am-3:43 pm
1 stop9h 13m
Saint Thomas Island Cyril E King
mar. 5/12
1:22 pm-9:59 pm
1 stop8h 37m
$380
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-SXM
CHS-SDQ
CHS-STT
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-SXM
CHS-SDQ
How far ahead should I book a flight from Charleston to Caribbean?
Booking 47 days in advance of your planned departure date is, on average, the best time to get cheap flights from Charleston to Caribbean. The general trend is that the closer you book to the departure date, the more expensive your flight will be.
What is the cheapest month to book a flight from Charleston to Caribbean?
Currently, July is the cheapest month in which you can book a flight from Charleston to Caribbean (average of $84). Flying from Charleston to Caribbean in August is currently the most expensive (average of $279). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
Reviews of airlines servicing Caribbean
Get insights into the airlines that provide service to Caribbean. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Caribbean. Reviews last updated abril 24, 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.
Food
7.2
Entertainment
7.8
Comfort
7.9
Crew
8.5
Boarding
8.1
Overall
7.9
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Food
7.2
Entertainment
7.8
Comfort
7.9
Crew
8.5
Boarding
8.1
Overall
7.9
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Food
7.2
Entertainment
7.8
Comfort
7.9
Crew
8.5
Boarding
8.1
Overall
7.9
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Food
7.2
Entertainment
7.8
Comfort
7.9
Crew
8.5
Boarding
8.1
Overall
7.9
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Food
7.2
Entertainment
7.8
Comfort
7.9
Crew
8.5
Boarding
8.1
Overall
7.9
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Food
7.2
Entertainment
7.8
Comfort
7.9
Crew
8.5
Boarding
8.1
Overall
7.9
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
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 abril 24, 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 7 airlines flying from Charleston to Caribbean
Discover the top 7 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 abril 24, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$84 | Average$168 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$111 | Average$341 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$146 | Average$521 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$180 | Average$395 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$188 | Average$567 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$271 | Average$537 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$371 | Average$642 | FlexibilityNo cancel fee | On-time63% |