$129+ 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 31 — Jun 71
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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Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Charleston to Caribbean
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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 1, 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 1, 2026.
This Kiwi.com deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” 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 5/282:39 pm
CHS
- SJU
1 stop8h 03m
Multiple Airlines
Wed 6/36:00 am
SJU
- CHS
2 stops26h 38m
Multiple Airlines
Deal found 4/29![Multiple Airlines logo]()
$304
This Kiwi.com deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/64:02 pm
CHS
- SJU
2 stops34h 06m
Multiple Airlines
Wed 6/106:05 pm
SJU
- CHS
1 stop14h 33m
Multiple Airlines
Deal found 4/29![Multiple Airlines logo]()
$311
This Southwest deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” 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 10/13:15 pm
CHS
- SJU
1 stop9h 20m
Southwest
Sun 10/45:00 am
SJU
- CHS
1 stop8h 30m
Southwest
Deal found 4/29![Southwest logo]()
$312
This American Airlines deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” 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 9/307:39 am
CHS
- SJU
1 stop7h 06m
American Airlines
Thu 10/88:30 am
SJU
- CHS
1 stop10h 42m
American Airlines
Deal found 4/28![American Airlines logo]()
$317
This Cheapflightsfares deal was found by Cheapflights users on 4/26. Clicking the “Pick Dates” 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
Sat 6/67:30 am
SJU
- CHS
1 stop7h 21m
Spirit Airlines
Deal found 4/26![Spirit Airlines logo]()
$318
This Kiwi.com deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” 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 5/263:13 pm
CHS
- SJU
2 stops24h 37m
Multiple Airlines
Sat 6/67:30 am
SJU
- CHS
1 stop7h 21m
Multiple Airlines
Deal found 4/29![Multiple Airlines logo]()
$319
This Kiwi.com deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/104:34 pm
CHS
- SJU
1 stop20h 42m
Multiple Airlines
Fri 6/125:15 pm
SJU
- CHS
1 stop22h 13m
Multiple Airlines
Deal found 4/29![Multiple Airlines logo]()
$322
This Kiwi.com deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” 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 5/263:13 pm
CHS
- SJU
2 stops24h 37m
Multiple Airlines
Fri 6/58:33 am
SJU
- CHS
1 stop24h 10m
Multiple Airlines
Deal found 4/29![Multiple Airlines logo]()
$324
This flygcity.se deal was found by Cheapflights users on 4/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure flygcity.se is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/3010:39 am
CHS
- NAS
1 stop6h 27m
Multiple Airlines
Fri 6/512:16 pm
NAS
- CHS
1 stop9h 37m
Multiple Airlines
Deal found 4/26![Multiple Airlines logo]()
$324
This Cheapflightsfares deal was found by Cheapflights users on 4/26. Clicking the “Pick Dates” 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 5/232:39 pm
CHS
- SJU
1 stop8h 03m
Spirit Airlines
Sun 5/2412:59 am
SJU
- CHS
1 stop12h 45m
Spirit Airlines
Deal found 4/26![Spirit Airlines logo]()
$325
This Kiwi.com deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/309:19 pm
CHS
- SJU
1 stop20h 33m
Multiple Airlines
Sat 6/67:30 am
SJU
- CHS
1 stop7h 21m
Multiple Airlines
Deal found 4/30![Multiple Airlines logo]()
$326
This American Airlines deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/156:47 am
CHS
- MBJ
1 stop7h 47m
American Airlines
Wed 8/192:52 pm
MBJ
- CHS
1 stop8h 07m
American Airlines
Deal found 4/28![American Airlines logo]()
$352
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 1, 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 1, 2026.
This Southwest deal was found by Cheapflights users on 4/26. Clicking the “Pick Dates” 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 8/217:00 am
CHS
- SJU
2 stops9h 55m
Southwest
Wed 8/266:00 am
SJU
- CHS
1 stop13h 15m
Southwest
Deal found 4/26![Southwest logo]()
$312
This American Airlines deal was found by Cheapflights users on 4/26. Clicking the “Pick Dates” 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 7/237:50 pm
CHS
- MBJ
2 stops16h 57m
American Airlines
Mon 7/275:14 pm
MBJ
- CHS
2 stops15h 53m
American Airlines
Deal found 4/26![American Airlines logo]()
$357
This JetBlue deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” 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 8/255:27 pm
CHS
- SJU
1 stop5h 51m
JetBlue
Wed 8/269:42 am
SJU
- CHS
1 stop6h 49m
JetBlue
Deal found 4/30![JetBlue logo]()
$375
This United Airlines deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/810:00 am
CHS
- MBJ
1 stop6h 10m
United Airlines
Sat 6/134:55 pm
MBJ
- CHS
1 stop14h 56m
United Airlines
Deal found 4/28![United Airlines logo]()
$400
This Kiwi.com deal was found by Cheapflights users on 4/26. Clicking the “Pick Dates” 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 7/238:20 pm
CHS
- NAS
1 stop12h 35m
Multiple Airlines
Mon 7/274:00 pm
NAS
- CHS
1 stop26h 14m
Multiple Airlines
Deal found 4/26![Multiple Airlines logo]()
$441
This Delta deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” 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 7/47:00 am
CHS
- SDQ
1 stop17h 42m
Delta
Tue 7/146:05 am
SDQ
- CHS
1 stop11h 36m
Delta
Deal found 4/27![Delta logo]()
$467
This Southwest deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” 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 10/13:15 pm
CHS
- SJU
1 stop9h 20m
Southwest
Sun 10/45:00 am
SJU
- CHS
1 stop8h 30m
Southwest
Deal found 4/30![Southwest logo]()
$312
This Copa Airlines deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” 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.
Tue 7/287:46 pm
CHS
- PUJ
2 stops21h 49m
Copa Airlines
Sun 8/211:46 am
PUJ
- CHS
2 stops22h 25m
Copa Airlines
Deal found 4/29![Copa Airlines logo]()
$639
This Southwest deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” 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 8/286:35 am
CHS
- SJU
2 stops10h 20m
Southwest
Sun 8/305:00 am
SJU
- CHS
2 stops9h 25m
Southwest
Deal found 4/27![Southwest logo]()
$312
This American Airlines deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/168:48 pm
CHS
- MBJ
2 stops16h 52m
American Airlines
Fri 10/235:00 pm
MBJ
- CHS
2 stops16h 19m
American Airlines
Deal found 4/29![American Airlines logo]()
$357
This American Airlines deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” 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 5/247:50 pm
CHS
- MBJ
2 stops16h 55m
American Airlines
Tue 6/25:17 pm
MBJ
- CHS
2 stops15h 50m
American Airlines
Deal found 4/29![American Airlines logo]()
$357
This Southwest deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” 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 6/54:10 pm
CHS
- SJU
1 stop8h 05m
Southwest
Fri 6/125:30 am
SJU
- CHS
1 stop13h 25m
Southwest
Deal found 4/27![Southwest logo]()
$354
This American Airlines deal was found by Cheapflights users on 4/26. Clicking the “Pick Dates” 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 4/26![American Airlines logo]()
$357
This Kiwi.com deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” 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 5/236:18 pm
CHS
- SDQ
1 stop15h 35m
Multiple Airlines
Sun 5/314:01 pm
SDQ
- CHS
2 stops41h 36m
Multiple Airlines
Deal found 4/29![Multiple Airlines logo]()
$451
This American Airlines deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/98:48 pm
CHS
- MBJ
2 stops15h 12m
American Airlines
Mon 10/125:00 pm
MBJ
- CHS
2 stops16h 19m
American Airlines
Deal found 4/27![American Airlines logo]()
$357
This Southwest deal was found by Cheapflights users on 4/26. Clicking the “Pick Dates” 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 8/93:05 pm
CHS
- SJU
2 stops9h 25m
Southwest
Sun 8/165:00 am
SJU
- CHS
2 stops8h 15m
Southwest
Deal found 4/26![Southwest logo]()
$364
This Delta deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” 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 5/195:15 am
CHS
- STT
1 stop8h 36m
Delta
Wed 5/273:01 pm
STT
- CHS
1 stop8h 58m
Delta
Deal found 4/27![Delta logo]()
$500
This Priceline deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” 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.
Sun 7/58:20 pm
CHS
- NAS
1 stop12h 35m
Multiple Airlines
Tue 7/79:25 am
NAS
- CHS
1 stop6h 29m
Multiple Airlines
Deal found 4/27![Multiple Airlines logo]()
$463
This American Airlines deal was found by Cheapflights users on 4/26. Clicking the “Pick Dates” 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 7/225:14 pm
MBJ
- CHS
2 stops15h 53m
American Airlines
Deal found 4/26![American Airlines logo]()
$357
This United Airlines deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” 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 5/286:00 am
CHS
- NAS
1 stop7h 33m
United Airlines
Thu 6/43:59 pm
NAS
- CHS
1 stop18h 09m
United Airlines
Deal found 4/30![United Airlines logo]()
$534
This Southwest deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” 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 9/207:20 am
CHS
- SJU
2 stops9h 45m
Southwest
Thu 9/245:30 am
SJU
- CHS
1 stop9h 55m
Southwest
Deal found 4/27![Southwest logo]()
$374
This Delta deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/125:10 am
CHS
- SDQ
2 stops12h 54m
Delta
Wed 6/176:06 am
SDQ
- CHS
1 stop10h 48m
Delta
Deal found 4/27![Delta logo]()
$530
This American Airlines deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/278:43 pm
CHS
- MBJ
1 stop17h 45m
American Airlines
Mon 8/315:13 pm
MBJ
- CHS
2 stops17h 41m
American Airlines
Deal found 5/1![American Airlines logo]()
$363
This Kiwi.com deal was found by Cheapflights users on 4/26. Clicking the “Pick Dates” 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 7/167:47 pm
CHS
- STT
1 stop17h 40m
Multiple Airlines
Tue 7/214:37 pm
STT
- CHS
1 stop17h 01m
Multiple Airlines
Deal found 4/26![Multiple Airlines logo]()
$484
This Cheapflightsfares deal was found by Cheapflights users on 4/26. Clicking the “Pick Dates” 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 5/126:00 am
CHS
- PUJ
1 stop8h 42m
JetBlue
Sat 5/1611:12 am
PUJ
- CHS
1 stop10h 11m
JetBlue
Deal found 4/26![JetBlue logo]()
$595
This United Airlines deal was found by Cheapflights users on 4/26. Clicking the “Pick Dates” 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 9/292:57 pm
CHS
- SDQ
1 stop7h 49m
United Airlines
Sat 10/31:10 pm
SDQ
- CHS
1 stop20h 03m
United Airlines
Deal found 4/26![United Airlines logo]()
$543
This Southwest deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” 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 8/96:30 am
CHS
- SJU
2 stops10h 35m
Southwest
Sat 8/1510:25 am
SJU
- CHS
2 stops8h 20m
Southwest
Deal found 4/29![Southwest logo]()
$374
This Copa Airlines deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” 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.
Tue 6/910:00 am
CHS
- PUJ
2 stops16h 11m
Copa Airlines
Sat 6/1311:46 am
PUJ
- CHS
2 stops22h 30m
Copa Airlines
Deal found 4/28![Copa Airlines logo]()
$647
This Delta deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” 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 9/229:30 am
CHS
- NAS
1 stop4h 19m
Delta
Wed 9/301:15 pm
NAS
- CHS
1 stop10h 42m
Delta
Deal found 4/30![Delta logo]()
$536
This Southwest deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” 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 7/266:35 am
CHS
- SJU
1 stop11h 35m
Southwest
Thu 7/3010:20 am
SJU
- CHS
1 stop8h 35m
Southwest
Deal found 4/29![Southwest logo]()
$380
Last-minute flights from Charleston to CaribbeanDiscover last-minute flight deals from Charleston to Caribbean. Data last updated May 1, 2026 and is based on user searches.
Discover last-minute flight deals from Charleston to Caribbean. Data last updated May 1, 2026 and is based on user searches.
This Cheapflightsfares deal was found by Cheapflights users on 4/26. Clicking the “Pick Dates” 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 5/232:39 pm
CHS
- SJU
1 stop8h 03m
Spirit Airlines
Sun 5/2412:59 am
SJU
- CHS
1 stop12h 45m
Spirit Airlines
Deal found 4/26![Spirit Airlines logo]()
$325
This Kiwi.com deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” 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 5/263:13 pm
CHS
- SJU
2 stops24h 37m
Multiple Airlines
Sat 6/67:30 am
SJU
- CHS
1 stop7h 21m
Multiple Airlines
Deal found 4/29![Multiple Airlines logo]()
$319
This Kiwi.com deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” 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 5/263:13 pm
CHS
- SJU
2 stops24h 37m
Multiple Airlines
Fri 6/58:33 am
SJU
- CHS
1 stop24h 10m
Multiple Airlines
Deal found 4/29![Multiple Airlines logo]()
$324
This Kiwi.com deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” 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 5/282:39 pm
CHS
- SJU
1 stop8h 03m
Multiple Airlines
Wed 6/36:00 am
SJU
- CHS
2 stops26h 38m
Multiple Airlines
Deal found 4/29![Multiple Airlines logo]()
$304
This Cheapflightsfares deal was found by Cheapflights users on 4/26. Clicking the “Pick Dates” 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
Sat 6/67:30 am
SJU
- CHS
1 stop7h 21m
Spirit Airlines
Deal found 4/26![Spirit Airlines logo]()
$318
This Kiwi.com deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” 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 5/282:39 pm
CHS
- SJU
2 stops35h 29m
Multiple Airlines
Sat 6/67:30 am
SJU
- CHS
1 stop7h 21m
Multiple Airlines
Deal found 4/29![Multiple Airlines logo]()
$327
This Kiwi.com deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” 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 5/282:39 pm
CHS
- SJU
2 stops35h 29m
Multiple Airlines
Fri 6/58:33 am
SJU
- CHS
1 stop24h 10m
Multiple Airlines
Deal found 4/29![Multiple Airlines logo]()
$332
This Kiwi.com deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” 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 5/282:39 pm
CHS
- SJU
1 stop8h 03m
Multiple Airlines
Thu 6/46:09 pm
SJU
- CHS
2 stops20h 42m
Multiple Airlines
Deal found 4/29![Multiple Airlines logo]()
$333
This Cheapflightsfares deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” 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.
Fri 5/292:39 pm
CHS
- SJU
1 stop8h 03m
Spirit Airlines
Fri 6/57:30 am
SJU
- CHS
1 stop7h 21m
Spirit Airlines
Deal found 4/29![Spirit Airlines logo]()
$330
This American Airlines deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” 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
Wed 6/312:31 pm
MBJ
- CHS
1 stop10h 17m
American Airlines
Deal found 4/28![American Airlines logo]()
$357
This flygcity.se deal was found by Cheapflights users on 4/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure flygcity.se is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/3010:39 am
CHS
- NAS
1 stop6h 27m
Multiple Airlines
Fri 6/512:16 pm
NAS
- CHS
1 stop9h 37m
Multiple Airlines
Deal found 4/26![Multiple Airlines logo]()
$324
This Kiwi.com deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/309:19 pm
CHS
- SJU
1 stop20h 33m
Multiple Airlines
Sat 6/67:30 am
SJU
- CHS
1 stop7h 21m
Multiple Airlines
Deal found 4/30![Multiple Airlines logo]()
$326
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 1, 2026.
Search for one-way flight options from Charleston to Caribbean. Find affordable one-way fares based on user searches. Data last updated May 1, 2026.
This Kiwi.com deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” 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
1 stop16h 20m
Multiple Airlines
Deal found 4/29![Multiple Airlines logo]()
$129
This United Airlines deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” 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 5/166:00 am
CHS
- MBJ
1 stop10h 10m
United Airlines
Deal found 4/29![United Airlines logo]()
$138
This Breeze Airways deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” 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.
Sat 8/18:56 pm
CHS
- NAS
1 stop11h 59m
Breeze Airways
Deal found 4/28![Breeze Airways logo]()
$146
This United Airlines deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” 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 5/156:00 am
CHS
- MBJ
1 stop10h 10m
United Airlines
Deal found 4/30![United Airlines logo]()
$148
This American Airlines deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/278:43 pm
CHS
- MBJ
2 stops15h 59m
American Airlines
Deal found 4/28![American Airlines logo]()
$152
This Delta deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/145:10 am
CHS
- SJU
1 stop6h 36m
Delta
Deal found 4/27![Delta logo]()
$156
This American Airlines deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” 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
Deal found 4/28![American Airlines logo]()
$158
This American Airlines deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” 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 5/185:00 am
CHS
- MBJ
1 stop9h 25m
American Airlines
Deal found 4/29![American Airlines logo]()
$162
This Kiwi.com deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” 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 6/43:48 pm
CHS
- SJU
2 stops31h 34m
Multiple Airlines
Deal found 4/28![Multiple Airlines logo]()
$164
This American Airlines deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” 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 8/138:43 pm
CHS
- MBJ
1 stop17h 45m
American Airlines
Deal found 4/29![American Airlines logo]()
$164
This American Airlines deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” 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 6/278:09 pm
CHS
- MBJ
1 stop17h 59m
American Airlines
Deal found 4/27![American Airlines logo]()
$166
This Kiwi.com deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” 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
1 stop16h 33m
Multiple Airlines
Deal found 4/27![Multiple Airlines logo]()
$175
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 1, 2026.
Round-trip from | $304 (Kiwi.com) |
|---|---|
One-way from | $129 (Kiwi.com) |
Popular in | August |
Cheapest in | January |
Average price | $416 |
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 1, 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
7:00 am-4:55 pm
2 stops9h 55m
San Juan Luis Munoz Marin Intl
Wed 8/26
6:00 am-7:15 pm
1 stop13h 15m
$312
CharlestonSan Juan
CHS - SJU
CHSSJU
Charleston
Thu 10/1
3:15 pm-12:35 am
1 stop9h 20m
San Juan Luis Munoz Marin Intl
Sun 10/4
5:00 am-1:30 pm
1 stop8h 30m
$312
CharlestonSan Juan
CHS - SJU
CHSSJU
Charleston
Fri 8/28
6:35 am-4:55 pm
2 stops10h 20m
San Juan Luis Munoz Marin Intl
Sun 8/30
5:00 am-2:25 pm
2 stops9h 25m
$312
CharlestonSan Juan
CHS - SJU
CHSSJU
Charleston
Fri 6/5
4:10 pm-12:15 am
1 stop8h 05m
San Juan Luis Munoz Marin Intl
Fri 6/12
5:30 am-6:55 pm
1 stop13h 25m
$354
CharlestonMontego Bay
CHS - MBJ
CHSMBJ
Charleston
Thu 7/23
7:50 pm-11:47 am
2 stops16h 57m
Montego Bay Sangster Intl
Mon 7/27
5:14 pm-10:07 am
2 stops15h 53m
$357
CharlestonMontego Bay
CHS - MBJ
CHSMBJ
Charleston
Fri 10/16
8:48 pm-12:40 pm
2 stops16h 52m
Montego Bay Sangster Intl
Fri 10/23
5:00 pm-10:19 am
2 stops16h 19m
$357
CharlestonMontego Bay
CHS - MBJ
CHSMBJ
Charleston
Sun 5/24
7:50 pm-11:45 am
2 stops16h 55m
Montego Bay Sangster Intl
Tue 6/2
5:17 pm-10:07 am
2 stops15h 50m
$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
5:14 pm-12:19 pm
2 stops18h 05m
$357
CharlestonMontego Bay
CHS - MBJ
CHSMBJ
Charleston
Fri 10/9
8:48 pm-11:00 am
2 stops15h 12m
Montego Bay Sangster Intl
Mon 10/12
5:00 pm-10:19 am
2 stops16h 19m
$357
CharlestonMontego Bay
CHS - MBJ
CHSMBJ
Charleston
Thu 7/16
7:50 pm-11:47 am
2 stops16h 57m
Montego Bay Sangster Intl
Wed 7/22
5:14 pm-10:07 am
2 stops15h 53m
$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-NAS
CHS-SJU
CHS-PUJ
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-MBJ
CHS-NAS
CHS-SJU
CHS-PUJ
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 May 1, 2026.
See what other customers who have flown with Delta,United Airlines, andJetBlue from Charleston to Caribbean have to say. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Entertainment
7.8
Comfort
7.9
Food
7.2
Boarding
8.1
Crew
8.5
Overall
7.9
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Entertainment
7.8
Comfort
7.9
Food
7.2
Boarding
8.1
Crew
8.5
Overall
7.9
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Entertainment
7.8
Comfort
7.9
Food
7.2
Boarding
8.1
Crew
8.5
Overall
7.9
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Entertainment
7.8
Comfort
7.9
Food
7.2
Boarding
8.1
Crew
8.5
Overall
7.9
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Entertainment
7.8
Comfort
7.9
Food
7.2
Boarding
8.1
Crew
8.5
Overall
7.9
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Entertainment
7.8
Comfort
7.9
Food
7.2
Boarding
8.1
Crew
8.5
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 May 1, 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 May 1, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$84 | Average$168 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$146 | Average$514 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$180 | Average$394 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$188 | Average$564 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$216 | Average$376 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$271 | Average$536 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$376 | Average$642 | FlexibilityNo cancel fee | On-time63% |