$132+ 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 20 — May 271
Round-trip
1 adult, Economy
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Find cheap flights from Charleston to Caribbean with Cheapflights
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Cheapest flights from Charleston to CaribbeanExplore the most affordable flight options available from Charleston to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 20, 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 April 20, 2026.
This Cheapflightsfares deal was found by Cheapflights users on 4/16. 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 5/52:39 pm
CHS
- SJU
1 stop8h 03m
Spirit Airlines
Fri 5/812:59 am
SJU
- CHS
1 stop12h 45m
Spirit Airlines
Deal found 4/16![Spirit Airlines logo]()
$205
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.
Tue 5/52:39 pm
CHS
- SJU
1 stop8h 03m
Spirit Airlines
Tue 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 4/18. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/52:39 pm
CHS
- SJU
1 stop8h 03m
Spirit Airlines
Mon 5/1112:59 am
SJU
- CHS
1 stop12h 45m
Spirit Airlines
Deal found 4/18![Spirit Airlines logo]()
$265
This Cheapflightsfares deal was found by Cheapflights users on 4/17. 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.
Tue 5/52:39 pm
CHS
- SJU
1 stop8h 03m
Spirit Airlines
Sat 5/912:59 am
SJU
- CHS
1 stop12h 45m
Spirit Airlines
Deal found 4/17![Spirit Airlines logo]()
$277
This Cheapflightsfares deal was found by Cheapflights users on 4/16. 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.
Wed 5/272:39 pm
CHS
- SJU
1 stop8h 03m
Spirit Airlines
Mon 6/112:59 am
SJU
- CHS
1 stop12h 45m
Spirit Airlines
Deal found 4/16![Spirit Airlines logo]()
$280
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.
Thu 5/282:39 pm
CHS
- SJU
1 stop8h 03m
Spirit Airlines
Tue 6/212:59 am
SJU
- CHS
1 stop12h 45m
Spirit Airlines
Deal found 4/19![Spirit Airlines logo]()
$284
This Mytrip deal was found by Cheapflights users on 4/15. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/52:39 pm
CHS
- SJU
1 stop8h 03m
Spirit Airlines
Fri 5/88:04 pm
SJU
- CHS
2 stops17h 40m
Spirit Airlines
Deal found 4/15![Spirit Airlines logo]()
$287
This United Airlines deal was found by Cheapflights users on 4/16. 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.
Wed 4/226:00 am
CHS
- MBJ
1 stop10h 10m
United Airlines
Wed 5/64:12 pm
MBJ
- CHS
1 stop6h 47m
United Airlines
Deal found 4/16![United Airlines logo]()
$324
This American Airlines deal was found by Cheapflights users on 4/16. 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 4/258:17 pm
CHS
- MBJ
1 stop16h 07m
American Airlines
Sat 5/94:37 pm
MBJ
- CHS
1 stop6h 47m
American Airlines
Deal found 4/16![American Airlines logo]()
$352
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.
Wed 7/110:00 am
CHS
- MBJ
1 stop6h 10m
United Airlines
Tue 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 4/16. 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.
Mon 6/17:50 pm
CHS
- MBJ
2 stops16h 55m
American Airlines
Thu 7/305:17 pm
MBJ
- CHS
2 stops18h 02m
American Airlines
Deal found 4/16![American Airlines logo]()
$357
This Kiwi.com deal was found by Cheapflights users on 4/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/1111:15 am
CHS
- STT
1 stop26h 08m
Multiple Airlines
Wed 8/193:46 pm
STT
- CHS
1 stop21h 18m
Multiple Airlines
Deal found 4/15![Multiple Airlines logo]()
$358
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 April 20, 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 April 20, 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.
Thu 4/2310:00 am
CHS
- MBJ
1 stop6h 10m
United Airlines
Sat 4/254:12 pm
MBJ
- CHS
1 stop17h 11m
United Airlines
Deal found 4/19![United Airlines logo]()
$324
This American Airlines deal was found by Cheapflights users on 4/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/248:21 pm
CHS
- MBJ
1 stop16h 08m
American Airlines
Fri 5/84:37 pm
MBJ
- CHS
1 stop6h 47m
American Airlines
Deal found 4/17![American Airlines logo]()
$352
This Delta deal was found by Cheapflights users on 4/16. 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.
Mon 6/85:10 am
CHS
- SJU
1 stop6h 34m
Delta
Fri 6/127:30 am
SJU
- CHS
1 stop9h 48m
Delta
Deal found 4/16![Delta logo]()
$374
This Southwest deal was found by Cheapflights users on 4/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/78:05 am
CHS
- NAS
2 stops10h 25m
Southwest
Wed 5/138:45 am
NAS
- CHS
2 stops11h 40m
Southwest
Deal found 4/17![Southwest logo]()
$413
This JetBlue deal was found by Cheapflights users on 4/15. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/511:18 am
CHS
- SJU
1 stop9h 42m
JetBlue
Sat 5/98:00 am
SJU
- CHS
1 stop7h 38m
JetBlue
Deal found 4/15![JetBlue logo]()
$436
This Orbitz 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/155:27 pm
CHS
- SXM
1 stop19h 10m
Multiple Airlines
Sat 8/226:00 pm
SXM
- CHS
1 stop16h 13m
Multiple Airlines
Deal found 4/19![Multiple Airlines logo]()
$514
This Justfly.com deal was found by Cheapflights users on 4/18. 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.
Wed 6/311:05 am
CHS
- PUJ
1 stop28h 20m
Air Canada
Tue 6/94:25 pm
PUJ
- CHS
1 stop17h 48m
Air Canada
Deal found 4/18![Air Canada logo]()
$592
This Copa Airlines deal was found by Cheapflights users on 4/15. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/37:47 pm
CHS
- PUJ
2 stops21h 51m
Copa Airlines
Tue 6/912:07 pm
PUJ
- CHS
2 stops22h 09m
Copa Airlines
Deal found 4/15![Copa Airlines logo]()
$673
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.
Wed 7/110:00 am
CHS
- MBJ
1 stop6h 10m
United Airlines
Tue 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 4/15. 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 4/255:00 am
CHS
- MBJ
2 stops11h 37m
American Airlines
Sat 5/94:37 pm
MBJ
- CHS
2 stops14h 54m
American Airlines
Deal found 4/15![American Airlines logo]()
$357
This Delta deal was found by Cheapflights users on 4/15. 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.
Tue 5/56:25 am
CHS
- STT
1 stop7h 26m
Delta
Tue 5/123:01 pm
STT
- CHS
1 stop8h 58m
Delta
Deal found 4/15![Delta logo]()
$380
This American Airlines deal was found by Cheapflights users on 4/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/167:50 pm
CHS
- MBJ
2 stops16h 57m
American Airlines
Wed 7/225:17 pm
MBJ
- CHS
2 stops15h 50m
American Airlines
Deal found 4/15![American Airlines logo]()
$357
This Southwest deal was found by Cheapflights users on 4/16. 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.
Mon 6/154:10 pm
CHS
- SJU
2 stops9h 10m
Southwest
Wed 7/295:30 am
SJU
- CHS
2 stops10h 40m
Southwest
Deal found 4/16![Southwest logo]()
$426
This American Airlines deal was found by Cheapflights users on 4/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/15:00 am
CHS
- MBJ
1 stop5h 13m
American Airlines
Tue 5/512:56 pm
MBJ
- CHS
2 stops18h 36m
American Airlines
Deal found 4/17![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.
Tue 5/56:30 am
CHS
- STT
1 stop9h 13m
United Airlines
Sat 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 4/16. 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.
Thu 6/41:03 pm
CHS
- SDQ
1 stop11h 38m
Delta
Thu 6/116:06 am
SDQ
- CHS
1 stop10h 48m
Delta
Deal found 4/16![Delta logo]()
$400
This FlightHub deal was found by Cheapflights users on 4/15. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/158:12 pm
CHS
- SXM
1 stop17h 54m
JetBlue
Fri 5/223:11 pm
SXM
- CHS
1 stop18h 38m
JetBlue
Deal found 4/15![JetBlue logo]()
$442
This American Airlines deal was found by Cheapflights users on 4/18. 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 7/305:17 pm
MBJ
- CHS
2 stops15h 50m
American Airlines
Deal found 4/18![American Airlines logo]()
$357
This Southwest deal was found by Cheapflights users on 4/16. 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 5/281:15 pm
CHS
- SJU
2 stops10h 10m
Southwest
Mon 6/16:50 am
SJU
- CHS
2 stops11h 30m
Southwest
Deal found 4/16![Southwest logo]()
$446
This Delta deal was found by Cheapflights users on 4/17. 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 7/105:10 am
CHS
- SJU
1 stop6h 36m
Delta
Tue 7/216:00 am
SJU
- CHS
1 stop9h 53m
Delta
Deal found 4/17![Delta logo]()
$410
This American Airlines deal was found by Cheapflights users on 4/18. 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 5/297:50 pm
CHS
- MBJ
2 stops16h 55m
American Airlines
Thu 6/45:17 pm
MBJ
- CHS
1 stop25h 12m
American Airlines
Deal found 4/18![American Airlines logo]()
$365
This FlightHub 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/115:27 pm
CHS
- AUA
1 stop20h 07m
Multiple Airlines
Sat 8/153:05 pm
AUA
- CHS
1 stop19h 08m
Multiple Airlines
Deal found 4/19![Multiple Airlines logo]()
$546
This Southwest deal was found by Cheapflights users on 4/16. 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.
Mon 6/84:10 pm
CHS
- SJU
2 stops9h 10m
Southwest
Fri 6/126:30 am
SJU
- CHS
2 stops9h 05m
Southwest
Deal found 4/16![Southwest logo]()
$456
This United Airlines deal was found by Cheapflights users on 4/17. 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 5/57:00 am
CHS
- SJU
1 stop6h 45m
United Airlines
Sat 5/94:55 pm
SJU
- CHS
1 stop7h 04m
United Airlines
Deal found 4/17![United Airlines logo]()
$464
This Southwest deal was found by Cheapflights users on 4/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/106:15 am
CHS
- NAS
2 stops12h 15m
Southwest
Wed 5/138:45 am
NAS
- CHS
2 stops11h 40m
Southwest
Deal found 4/15![Southwest logo]()
$462
This Justfly.com deal was found by Cheapflights users on 4/16. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/25:59 pm
CHS
- AUA
1 stop22h 15m
JetBlue
Tue 5/53:10 pm
AUA
- CHS
1 stop28h 07m
JetBlue
Deal found 4/16![JetBlue logo]()
$563
This American Airlines deal was found by Cheapflights users on 4/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/28:09 pm
CHS
- SDQ
1 stop13h 11m
American Airlines
Sun 5/105:55 pm
SDQ
- CHS
1 stop6h 29m
American Airlines
Deal found 4/17![American Airlines logo]()
$385
This United Airlines deal was found by Cheapflights users on 4/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/96:00 am
CHS
- STT
1 stop6h 20m
United Airlines
Tue 5/122:10 pm
STT
- CHS
1 stop9h 49m
United Airlines
Deal found 4/15![United Airlines logo]()
$470
This Kiwi.com deal was found by Cheapflights users on 4/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/112:53 pm
CHS
- STT
1 stop23h 23m
Multiple Airlines
Sun 6/211:33 pm
STT
- CHS
1 stop19h 12m
Multiple Airlines
Deal found 4/17![Multiple Airlines logo]()
$569
This Delta deal was found by Cheapflights users on 4/18. 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 4/2910:55 am
CHS
- SJU
1 stop9h 29m
Delta
Sun 5/35:34 pm
SJU
- CHS
1 stop6h 48m
Delta
Deal found 4/18![Delta logo]()
$508
Last-minute flights from Charleston to CaribbeanDiscover last-minute flight deals from Charleston to Caribbean. Data last updated April 20, 2026 and is based on user searches.
Discover last-minute flight deals from Charleston to Caribbean. Data last updated April 20, 2026 and is based on user searches.
This United Airlines deal was found by Cheapflights users on 4/16. 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.
Wed 4/226:00 am
CHS
- MBJ
1 stop10h 10m
United Airlines
Wed 5/64:12 pm
MBJ
- CHS
1 stop6h 47m
United Airlines
Deal found 4/16![United Airlines logo]()
$324
This American Airlines deal was found by Cheapflights users on 4/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/225:00 am
CHS
- MBJ
2 stops11h 37m
American Airlines
Wed 5/612:56 pm
MBJ
- CHS
1 stop10h 28m
American Airlines
Deal found 4/16![American Airlines logo]()
$362
This American Airlines deal was found by Cheapflights users on 4/16. 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 4/238:09 pm
CHS
- MBJ
1 stop20h 28m
American Airlines
Thu 5/712:56 pm
MBJ
- CHS
1 stop5h 41m
American Airlines
Deal found 4/16![American Airlines logo]()
$360
This American Airlines deal was found by Cheapflights users on 4/16. 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 4/258:17 pm
CHS
- MBJ
1 stop16h 07m
American Airlines
Sat 5/94:37 pm
MBJ
- CHS
1 stop6h 47m
American Airlines
Deal found 4/16![American Airlines logo]()
$352
This Cheapflightsfares deal was found by Cheapflights users on 4/16. 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 5/52:39 pm
CHS
- SJU
1 stop8h 03m
Spirit Airlines
Fri 5/812:59 am
SJU
- CHS
1 stop12h 45m
Spirit Airlines
Deal found 4/16![Spirit Airlines logo]()
$205
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.
Tue 5/52:39 pm
CHS
- SJU
1 stop8h 03m
Spirit Airlines
Tue 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 4/18. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/52:39 pm
CHS
- SJU
1 stop8h 03m
Spirit Airlines
Mon 5/1112:59 am
SJU
- CHS
1 stop12h 45m
Spirit Airlines
Deal found 4/18![Spirit Airlines logo]()
$265
This Cheapflightsfares deal was found by Cheapflights users on 4/17. 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.
Tue 5/52:39 pm
CHS
- SJU
1 stop8h 03m
Spirit Airlines
Sat 5/912:59 am
SJU
- CHS
1 stop12h 45m
Spirit Airlines
Deal found 4/17![Spirit Airlines logo]()
$277
This Mytrip deal was found by Cheapflights users on 4/15. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/52:39 pm
CHS
- SJU
1 stop8h 03m
Spirit Airlines
Fri 5/88:04 pm
SJU
- CHS
2 stops17h 40m
Spirit Airlines
Deal found 4/15![Spirit Airlines logo]()
$287
This Kiwi.com deal was found by Cheapflights users on 4/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/159:28 pm
CHS
- STT
2 stops39h 19m
Multiple Airlines
Fri 5/223:21 pm
STT
- CHS
1 stop17h 27m
Multiple Airlines
Deal found 4/15![Multiple Airlines logo]()
$360
This Cheapflightsfares deal was found by Cheapflights users on 4/16. 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.
Wed 5/272:39 pm
CHS
- SJU
1 stop8h 03m
Spirit Airlines
Mon 6/112:59 am
SJU
- CHS
1 stop12h 45m
Spirit Airlines
Deal found 4/16![Spirit Airlines logo]()
$280
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.
Thu 5/282:39 pm
CHS
- SJU
1 stop8h 03m
Spirit Airlines
Tue 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 April 20, 2026.
Search for one-way flight options from Charleston to Caribbean. Find affordable one-way fares based on user searches. Data last updated April 20, 2026.
This Cheapflightsfares deal was found by Cheapflights users on 4/16. 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.
Sat 5/162:39 pm
CHS
- SJU
1 stop8h 03m
Spirit Airlines
Deal found 4/16![Spirit Airlines logo]()
$132
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/278:25 am
CHS
- MBJ
1 stop5h 29m
Delta
Deal found 4/19![Delta logo]()
$138
This Delta deal was found by Cheapflights users on 4/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/1812:59 pm
CHS
- SJU
1 stop9h 30m
Delta
Deal found 4/16![Delta logo]()
$156
This American Airlines deal was found by Cheapflights users on 4/15. 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 6/197:50 pm
CHS
- MBJ
2 stops16h 55m
American Airlines
Deal found 4/15![American Airlines logo]()
$158
This Kiwi.com deal was found by Cheapflights users on 4/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/14:52 pm
CHS
- SJU
2 stops56h 02m
Multiple Airlines
Deal found 4/17![Multiple Airlines logo]()
$159
This Kiwi.com deal was found by Cheapflights users on 4/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/163:44 pm
CHS
- SJU
2 stops23h 28m
Multiple Airlines
Deal found 4/16![Multiple Airlines logo]()
$160
This Kiwi.com deal was found by Cheapflights users on 4/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/110:56 pm
CHS
- AUA
3 stops15h 40m
Multiple Airlines
Deal found 4/16![Multiple Airlines logo]()
$161
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.
Mon 5/119:28 pm
CHS
- SJU
2 stops26h 31m
Multiple Airlines
Deal found 4/19![Multiple Airlines logo]()
$161
This Kiwi.com deal was found by Cheapflights users on 4/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/110:56 pm
CHS
- STT
1 stop10h 58m
Multiple Airlines
Deal found 4/16![Multiple Airlines logo]()
$163
This Southwest deal was found by Cheapflights users on 4/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/207:40 am
CHS
- NAS
2 stops10h 50m
Southwest
Deal found 4/15![Southwest logo]()
$164
This American Airlines deal was found by Cheapflights users on 4/16. 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 4/268:09 pm
CHS
- MBJ
1 stop20h 28m
American Airlines
Deal found 4/16![American Airlines logo]()
$166
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.
Tue 9/111:15 am
CHS
- NAS
1 stop8h 00m
Multiple Airlines
Deal found 4/19![Multiple Airlines logo]()
$167
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 April 20, 2026.
Round-trip from | $205 (Cheapflightsfares) |
|---|---|
One-way from | $132 (Cheapflightsfares) |
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 April 20, 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
Thu 4/23
10:00 am-3:10 pm
1 stop6h 10m
Montego Bay Sangster Intl
Sat 4/25
4:12 pm-10:23 am
1 stop17h 11m
$324
CharlestonMontego Bay
CHS - MBJ
CHSMBJ
Charleston
Fri 4/24
8:21 pm-11:29 am
1 stop16h 08m
Montego Bay Sangster Intl
Fri 5/8
4:37 pm-12:24 am
1 stop6h 47m
$352
CharlestonMontego Bay
CHS - MBJ
CHSMBJ
Charleston
Wed 7/1
10:00 am-3:10 pm
1 stop6h 10m
Montego Bay Sangster Intl
Tue 7/7
4:12 pm-10:11 am
1 stop16h 59m
$354
CharlestonMontego Bay
CHS - MBJ
CHSMBJ
Charleston
Sat 4/25
5:00 am-3:37 pm
2 stops11h 37m
Montego Bay Sangster Intl
Sat 5/9
4:37 pm-8:31 am
2 stops14h 54m
$357
CharlestonMontego Bay
CHS - MBJ
CHSMBJ
Charleston
Thu 7/16
7:50 pm-11:47 am
2 stops16h 57m
Montego Bay Sangster Intl
Wed 7/22
5:17 pm-10:07 am
2 stops15h 50m
$357
CharlestonMontego Bay
CHS - MBJ
CHSMBJ
Charleston
Fri 5/1
5:00 am-9:13 am
1 stop5h 13m
Montego Bay Sangster Intl
Tue 5/5
12:56 pm-8:32 am
2 stops18h 36m
$357
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
5:17 pm-10:07 am
2 stops15h 50m
$357
CharlestonMontego Bay
CHS - MBJ
CHSMBJ
Charleston
Fri 5/29
7:50 pm-11:45 am
2 stops16h 55m
Montego Bay Sangster Intl
Thu 6/4
5:17 pm-7:29 pm
1 stop25h 12m
$365
CharlestonSan Juan
CHS - SJU
CHSSJU
Charleston
Mon 6/8
5:10 am-11:44 am
1 stop6h 34m
San Juan Luis Munoz Marin Intl
Fri 6/12
7:30 am-5:18 pm
1 stop9h 48m
$374
CharlestonSaint Thomas Island
CHS - STT
CHSSTT
Charleston
Tue 5/5
6:25 am-1:51 pm
1 stop7h 26m
Saint Thomas Island Cyril E King
Tue 5/12
3:01 pm-11:59 pm
1 stop8h 58m
$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-STT
CHS-NAS
CHS-SXM
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Charleston to Caribbean
CHS-0CB
CHS-SJU
CHS-MBJ
CHS-STT
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.
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 April 20, 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.
Boarding
8.1
Entertainment
7.8
Food
7.2
Overall
7.9
Comfort
7.9
Crew
8.5
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Boarding
8.1
Entertainment
7.8
Food
7.2
Overall
7.9
Comfort
7.9
Crew
8.5
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Boarding
8.1
Entertainment
7.8
Food
7.2
Overall
7.9
Comfort
7.9
Crew
8.5
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Boarding
8.1
Entertainment
7.8
Food
7.2
Overall
7.9
Comfort
7.9
Crew
8.5
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Boarding
8.1
Entertainment
7.8
Food
7.2
Overall
7.9
Comfort
7.9
Crew
8.5
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Boarding
8.1
Entertainment
7.8
Food
7.2
Overall
7.9
Comfort
7.9
Crew
8.5
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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Top countries
Top destinations
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 April 20, 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 April 20, 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% |