$148+ Cheap flights from Charleston (CHS) to Caribbean
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/19. Fares are subject to change and may not be available on all flights or dates of travel.
CHS — SJU
Jun 10 — Jun 171
Round-trip
1 adult, Economy
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Find cheap flights from Charleston to Caribbean with Cheapflights
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Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Cheapest flights from Charleston to CaribbeanExplore the most affordable flight options available from Charleston to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 11, 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 11, 2026.
This Southwest deal was found by Cheapflights users on 5/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/228:05 am
CHS
- SJU
2 stops10h 10m
Southwest
Sat 8/295:55 am
SJU
- CHS
1 stop13h 25m
Southwest
Deal found 5/11![Southwest logo]()
$312
This American Airlines deal was found by Cheapflights users on 5/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/268:12 am
CHS
- SJU
2 stops10h 12m
American Airlines
Fri 8/2810:33 am
SJU
- CHS
1 stop13h 33m
American Airlines
Deal found 5/10![American Airlines logo]()
$317
This Southwest deal was found by Cheapflights users on 5/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/126:45 am
CHS
- SJU
2 stops12h 15m
Southwest
Sun 8/165:30 am
SJU
- CHS
1 stop13h 25m
Southwest
Deal found 5/7![Southwest logo]()
$338
This American Airlines deal was found by Cheapflights users on 5/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/225:13 pm
CHS
- SJU
1 stop16h 30m
American Airlines
Sat 8/2910:33 am
SJU
- CHS
2 stops11h 18m
American Airlines
Deal found 5/11![American Airlines logo]()
$343
This Kiwi.com deal was found by Cheapflights users on 5/6. Clicking the “Pick Dates” 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 8/67:47 pm
CHS
- SJU
1 stop20h 18m
Multiple Airlines
Wed 8/129:00 am
SJU
- CHS
2 stops23h 38m
Multiple Airlines
Deal found 5/6![Multiple Airlines logo]()
$350
This American Airlines deal was found by Cheapflights users on 5/11. Clicking the “Pick Dates” 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 8/147:00 am
CHS
- MBJ
1 stop10h 13m
American Airlines
Tue 8/1812:47 pm
MBJ
- CHS
1 stop8h 52m
American Airlines
Deal found 5/11![American Airlines logo]()
$352
This American Airlines deal was found by Cheapflights users on 5/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/168:48 pm
CHS
- MBJ
2 stops16h 52m
American Airlines
Fri 10/2312:47 pm
MBJ
- CHS
1 stop8h 52m
American Airlines
Deal found 5/11![American Airlines logo]()
$357
This American Airlines deal was found by Cheapflights users on 5/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/117:00 am
CHS
- MBJ
1 stop10h 13m
American Airlines
Sun 8/165:13 pm
MBJ
- CHS
2 stops17h 41m
American Airlines
Deal found 5/10![American Airlines logo]()
$362
This Cheapflightsfares deal was found by Cheapflights users on 5/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/205:27 pm
CHS
- SDQ
1 stop6h 32m
JetBlue
Mon 8/245:01 am
SDQ
- CHS
1 stop11h 46m
JetBlue
Deal found 5/10![JetBlue logo]()
$363
This United Airlines deal was found by Cheapflights users on 5/6. Clicking the “Pick Dates” 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 5/307:15 am
CHS
- MBJ
1 stop9h 11m
United Airlines
Wed 6/1012:52 pm
MBJ
- CHS
1 stop10h 00m
United Airlines
Deal found 5/6![United Airlines logo]()
$363
This Southwest deal was found by Cheapflights users on 5/6. Clicking the “Pick Dates” 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 7/3110:35 am
CHS
- SJU
1 stop13h 40m
Southwest
Sat 8/85:55 am
SJU
- CHS
1 stop13h 25m
Southwest
Deal found 5/6![Southwest logo]()
$364
This American Airlines deal was found by Cheapflights users on 5/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/207:52 pm
CHS
- MBJ
1 stop21h 22m
American Airlines
Fri 7/245:14 pm
MBJ
- CHS
2 stops16h 02m
American Airlines
Deal found 5/11![American Airlines logo]()
$364
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 11, 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 11, 2026.
This Delta deal was found by Cheapflights users on 5/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/266:20 am
CHS
- SJU
1 stop7h 22m
Delta
Fri 8/2812:56 pm
SJU
- CHS
1 stop5h 56m
Delta
Deal found 5/10![Delta logo]()
$312
This Southwest deal was found by Cheapflights users on 5/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/228:05 am
CHS
- SJU
2 stops11h 15m
Southwest
Sat 8/295:55 am
SJU
- CHS
1 stop13h 25m
Southwest
Deal found 5/9![Southwest logo]()
$312
This American Airlines deal was found by Cheapflights users on 5/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/17:50 pm
CHS
- MBJ
2 stops18h 18m
American Airlines
Thu 7/305:14 pm
MBJ
- CHS
2 stops15h 53m
American Airlines
Deal found 5/10![American Airlines logo]()
$357
This United Airlines deal was found by Cheapflights users on 5/6. Clicking the “Pick Dates” 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 5/307:15 am
CHS
- MBJ
1 stop9h 11m
United Airlines
Wed 6/1012:52 pm
MBJ
- CHS
1 stop10h 00m
United Airlines
Deal found 5/6![United Airlines logo]()
$363
This Cheapflightsfares deal was found by Cheapflights users on 5/11. Clicking the “Pick Dates” 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 8/55:27 pm
CHS
- SDQ
1 stop6h 32m
JetBlue
Sun 8/95:01 am
SDQ
- CHS
1 stop11h 30m
JetBlue
Deal found 5/11![JetBlue logo]()
$504
This Breeze Airways deal was found by Cheapflights users on 5/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/18:56 pm
CHS
- PUJ
1 stop22h 15m
Breeze Airways
Sun 7/58:11 pm
PUJ
- CHS
1 stop18h 33m
Breeze Airways
Deal found 5/7![Breeze Airways logo]()
$536
This Delta deal was found by Cheapflights users on 5/6. Clicking the “Pick Dates” 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 8/65:10 am
CHS
- SJU
1 stop6h 36m
Delta
Wed 8/126:48 am
SJU
- CHS
1 stop6h 23m
Delta
Deal found 5/6![Delta logo]()
$312
This FlightHub deal was found by Cheapflights users on 5/8. Clicking the “Pick Dates” 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 5/8![Multiple Airlines logo]()
$633
This Orbitz deal was found by Cheapflights users on 5/8. Clicking the “Pick Dates” 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.
Fri 6/1911:15 am
CHS
- PUJ
1 stop28h 00m
Air Canada
Sat 6/274:20 pm
PUJ
- CHS
1 stop18h 20m
Air Canada
Deal found 5/8![Air Canada logo]()
$635
This Copa Airlines deal was found by Cheapflights users on 5/7. Clicking the “Pick Dates” 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.
Sat 6/67:47 pm
CHS
- PUJ
2 stops15h 13m
Copa Airlines
Sat 6/1311:46 am
PUJ
- CHS
2 stops22h 30m
Copa Airlines
Deal found 5/7![Copa Airlines logo]()
$665
This American Airlines deal was found by Cheapflights users on 5/10. Clicking the “Pick Dates” 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 8/98:43 pm
CHS
- MBJ
2 stops15h 59m
American Airlines
Sat 8/155:13 pm
MBJ
- CHS
2 stops16h 21m
American Airlines
Deal found 5/10![American Airlines logo]()
$357
This Southwest deal was found by Cheapflights users on 5/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/66:35 am
CHS
- SJU
2 stops10h 20m
Southwest
Wed 8/128:20 am
SJU
- CHS
2 stops11h 25m
Southwest
Deal found 5/6![Southwest logo]()
$370
This Delta deal was found by Cheapflights users on 5/11. Clicking the “Pick Dates” 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 8/46:20 am
CHS
- SJU
1 stop5h 26m
Delta
Wed 8/55:49 pm
SJU
- CHS
1 stop6h 10m
Delta
Deal found 5/11![Delta logo]()
$370
This Southwest deal was found by Cheapflights users on 5/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/67:20 am
CHS
- SJU
1 stop11h 45m
Southwest
Sat 6/135:00 am
SJU
- CHS
1 stop10h 25m
Southwest
Deal found 5/9![Southwest logo]()
$390
This American Airlines deal was found by Cheapflights users on 5/11. Clicking the “Pick Dates” 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 7/57:50 pm
CHS
- MBJ
2 stops16h 57m
American Airlines
Thu 7/95:14 pm
MBJ
- CHS
2 stops15h 53m
American Airlines
Deal found 5/11![American Airlines logo]()
$419
This United Airlines deal was found by Cheapflights users on 5/6. Clicking the “Pick Dates” 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 5/2010:15 am
CHS
- MBJ
1 stop5h 55m
United Airlines
Tue 6/24:12 pm
MBJ
- CHS
1 stop17h 04m
United Airlines
Deal found 5/6![United Airlines logo]()
$471
This Southwest deal was found by Cheapflights users on 5/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/2312:00 pm
CHS
- SJU
1 stop12h 30m
Southwest
Sun 8/25:20 am
SJU
- CHS
1 stop8h 05m
Southwest
Deal found 5/7![Southwest logo]()
$394
This Delta deal was found by Cheapflights users on 5/6. Clicking the “Pick Dates” 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 9/44:30 pm
CHS
- SJU
1 stop5h 53m
Delta
Sun 9/1312:58 pm
SJU
- CHS
1 stop8h 49m
Delta
Deal found 5/6![Delta logo]()
$409
This American Airlines deal was found by Cheapflights users on 5/9. Clicking the “Pick Dates” 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 6/22:08 pm
MBJ
- CHS
2 stops18h 59m
American Airlines
Deal found 5/9![American Airlines logo]()
$451
This Southwest deal was found by Cheapflights users on 5/8. Clicking the “Pick Dates” 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 6/512:00 pm
CHS
- SJU
1 stop12h 25m
Southwest
Fri 6/125:30 am
SJU
- CHS
1 stop13h 25m
Southwest
Deal found 5/8![Southwest logo]()
$428
This United Airlines deal was found by Cheapflights users on 5/10. Clicking the “Pick Dates” 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 7/226:00 am
CHS
- NAS
1 stop7h 29m
United Airlines
Mon 7/272:53 pm
NAS
- CHS
1 stop7h 22m
United Airlines
Deal found 5/10![United Airlines logo]()
$534
This FlightHub deal was found by Cheapflights users on 5/9. Clicking the “Pick Dates” 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.
Sun 7/265:27 pm
CHS
- STT
2 stops22h 05m
JetBlue
Fri 7/312:58 pm
STT
- CHS
2 stops26h 49m
JetBlue
Deal found 5/9![JetBlue logo]()
$595
This Delta deal was found by Cheapflights users on 5/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/96:00 am
CHS
- SDQ
1 stop12h 04m
Delta
Tue 6/166:06 am
SDQ
- CHS
2 stops14h 41m
Delta
Deal found 5/10![Delta logo]()
$465
This American Airlines deal was found by Cheapflights users on 5/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/212:10 pm
CHS
- SDQ
2 stops10h 45m
American Airlines
Tue 6/91:45 pm
SDQ
- CHS
1 stop10h 11m
American Airlines
Deal found 5/8![American Airlines logo]()
$465
This Southwest deal was found by Cheapflights users on 5/9. Clicking the “Pick Dates” 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 7/1710:35 am
CHS
- SJU
1 stop13h 40m
Southwest
Mon 7/205:30 am
SJU
- CHS
1 stop13h 25m
Southwest
Deal found 5/9![Southwest logo]()
$439
This United Airlines deal was found by Cheapflights users on 5/6. Clicking the “Pick Dates” 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 7/246:00 am
CHS
- NAS
1 stop8h 57m
United Airlines
Mon 7/272:53 pm
NAS
- CHS
1 stop7h 22m
United Airlines
Deal found 5/6![United Airlines logo]()
$534
This American Airlines deal was found by Cheapflights users on 5/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/287:50 pm
CHS
- MBJ
2 stops16h 55m
American Airlines
Mon 6/12:55 pm
MBJ
- CHS
1 stop8h 01m
American Airlines
Deal found 5/11![American Airlines logo]()
$478
This Justfly.com deal was found by Cheapflights users on 5/11. Clicking the “Pick Dates” 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 6/208:00 pm
CHS
- SXM
1 stop17h 20m
JetBlue
Sat 6/275:39 pm
SXM
- CHS
1 stop25h 26m
JetBlue
Deal found 5/11![JetBlue logo]()
$638
This Southwest deal was found by Cheapflights users on 5/6. Clicking the “Pick Dates” 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 7/34:10 pm
CHS
- SJU
1 stop8h 05m
Southwest
Sun 7/125:45 am
SJU
- CHS
1 stop10h 35m
Southwest
Deal found 5/6![Southwest logo]()
$439
This United Airlines deal was found by Cheapflights users on 5/7. Clicking the “Pick Dates” 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 9/257:00 am
CHS
- NAS
1 stop6h 33m
United Airlines
Mon 9/282:53 pm
NAS
- CHS
1 stop7h 19m
United Airlines
Deal found 5/7![United Airlines logo]()
$534
Last-minute flights from Charleston to CaribbeanDiscover last-minute flight deals from Charleston to Caribbean. Data last updated May 11, 2026 and is based on user searches.
Discover last-minute flight deals from Charleston to Caribbean. Data last updated May 11, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 5/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/126:10 am
CHS
- MBJ
1 stop8h 09m
American Airlines
Thu 5/1412:25 pm
MBJ
- CHS
1 stop8h 51m
American Airlines
Deal found 5/8![American Airlines logo]()
$414
This American Airlines deal was found by Cheapflights users on 5/6. Clicking the “Pick Dates” 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 5/228:09 pm
CHS
- MBJ
1 stop17h 59m
American Airlines
Wed 5/275:17 pm
MBJ
- CHS
1 stop5h 42m
American Airlines
Deal found 5/6![American Airlines logo]()
$412
This American Airlines deal was found by Cheapflights users on 5/9. Clicking the “Pick Dates” 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 5/238:09 pm
CHS
- MBJ
1 stop17h 59m
American Airlines
Tue 6/162:08 pm
MBJ
- CHS
2 stops18h 59m
American Airlines
Deal found 5/9![American Airlines logo]()
$416
This American Airlines deal was found by Cheapflights users on 5/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/247:12 pm
CHS
- PUJ
1 stop15h 43m
American Airlines
Thu 5/2812:04 pm
PUJ
- CHS
1 stop11h 55m
American Airlines
Deal found 5/11![American Airlines logo]()
$410
This Expedia deal was found by Cheapflights users on 5/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/2710:39 am
CHS
- NAS
1 stop6h 27m
JetBlue
Fri 5/296:12 pm
NAS
- CHS
1 stop15h 37m
JetBlue
Deal found 5/11![JetBlue logo]()
$371
This Kiwi.com deal was found by Cheapflights users on 5/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/279:19 pm
CHS
- SJU
1 stop20h 33m
Multiple Airlines
Tue 6/28:33 am
SJU
- CHS
1 stop24h 10m
Multiple Airlines
Deal found 5/6![Multiple Airlines logo]()
$383
This Orbitz deal was found by Cheapflights users on 5/11. Clicking the “Pick Dates” 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.
Wed 5/2710:39 am
CHS
- NAS
1 stop6h 27m
JetBlue
Tue 6/26:12 pm
NAS
- CHS
1 stop15h 37m
JetBlue
Deal found 5/11![JetBlue logo]()
$389
This United Airlines deal was found by Cheapflights users on 5/6. Clicking the “Pick Dates” 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 5/307:15 am
CHS
- MBJ
1 stop9h 11m
United Airlines
Wed 6/1012:52 pm
MBJ
- CHS
1 stop10h 00m
United Airlines
Deal found 5/6![United Airlines logo]()
$363
This American Airlines deal was found by Cheapflights users on 5/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/17:50 pm
CHS
- MBJ
2 stops16h 55m
American Airlines
Thu 7/305:14 pm
MBJ
- CHS
2 stops18h 05m
American Airlines
Deal found 5/11![American Airlines logo]()
$357
This Priceline deal was found by Cheapflights users on 5/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/49:29 am
CHS
- SJU
1 stop16h 09m
JetBlue
Thu 6/118:30 am
SJU
- CHS
1 stop9h 20m
JetBlue
Deal found 5/7![JetBlue logo]()
$416
This Southwest deal was found by Cheapflights users on 5/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/67:20 am
CHS
- SJU
1 stop11h 45m
Southwest
Sat 6/135:00 am
SJU
- CHS
1 stop10h 25m
Southwest
Deal found 5/9![Southwest logo]()
$390
This Priceline deal was found by Cheapflights users on 5/11. Clicking the “Pick Dates” 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.
Fri 6/128:00 pm
CHS
- NAS
1 stop20h 04m
JetBlue
Tue 6/169:21 am
NAS
- CHS
1 stop6h 36m
JetBlue
Deal found 5/11![JetBlue logo]()
$409
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 11, 2026.
Search for one-way flight options from Charleston to Caribbean. Find affordable one-way fares based on user searches. Data last updated May 11, 2026.
This United Airlines deal was found by Cheapflights users on 5/9. Clicking the “Pick Dates” 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 5/196:30 am
CHS
- MBJ
1 stop8h 00m
United Airlines
Deal found 5/9![United Airlines logo]()
$148
This American Airlines deal was found by Cheapflights users on 5/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/198:11 am
CHS
- MBJ
2 stops8h 26m
American Airlines
Deal found 5/9![American Airlines logo]()
$152
This Southwest deal was found by Cheapflights users on 5/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/206:35 am
CHS
- SJU
2 stops10h 20m
Southwest
Deal found 5/7![Southwest logo]()
$156
This American Airlines deal was found by Cheapflights users on 5/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/197:41 pm
CHS
- MBJ
2 stops17h 01m
American Airlines
Deal found 5/7![American Airlines logo]()
$163
This Kiwi.com deal was found by Cheapflights users on 5/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/279:19 pm
CHS
- SJU
1 stop20h 33m
Multiple Airlines
Deal found 5/6![Multiple Airlines logo]()
$174
This Southwest deal was found by Cheapflights users on 5/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/184:50 pm
CHS
- SJU
2 stops8h 25m
Southwest
Deal found 5/7![Southwest logo]()
$182
This American Airlines deal was found by Cheapflights users on 5/7. Clicking the “Pick Dates” 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 5/165:00 am
CHS
- STX
1 stop9h 49m
American Airlines
Deal found 5/7![American Airlines logo]()
$183
This Cheapflightsfares deal was found by Cheapflights users on 5/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/145:27 pm
CHS
- SJU
1 stop5h 53m
JetBlue
Deal found 5/11![JetBlue logo]()
$186
This American Airlines deal was found by Cheapflights users on 5/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/147:34 pm
CHS
- SJU
1 stop14h 11m
American Airlines
Deal found 5/9![American Airlines logo]()
$187
This American Airlines deal was found by Cheapflights users on 5/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/247:12 pm
CHS
- PUJ
1 stop15h 43m
American Airlines
Deal found 5/11![American Airlines logo]()
$193
This Kiwi.com deal was found by Cheapflights users on 5/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/188:56 pm
CHS
- SJU
1 stop27h 45m
Multiple Airlines
Deal found 5/7![Multiple Airlines logo]()
$202
This American Airlines deal was found by Cheapflights users on 5/11. Clicking the “Pick Dates” 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 8/31:00 pm
CHS
- SJU
2 stops25h 12m
American Airlines
Deal found 5/11![American Airlines logo]()
$206
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 11, 2026.
Round-trip from | $312 (Delta) |
|---|---|
One-way from | $148 (United Airlines) |
Popular in | August |
Cheapest in | July |
Average price | $424 |
Cheapflights Fare Finder
Customize your flight search to find flights from Charleston to Caribbean that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated May 11, 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
Wed 8/26
6:20 am-1:42 pm
1 stop7h 22m
San Juan Luis Munoz Marin Intl
Fri 8/28
12:56 pm-6:52 pm
1 stop5h 56m
$312
CharlestonSan Juan
CHS - SJU
CHSSJU
Charleston
Sat 8/22
8:05 am-7:20 pm
2 stops11h 15m
San Juan Luis Munoz Marin Intl
Sat 8/29
5:55 am-7:20 pm
1 stop13h 25m
$312
CharlestonSan Juan
CHS - SJU
CHSSJU
Charleston
Thu 8/6
5:10 am-11:46 am
1 stop6h 36m
San Juan Luis Munoz Marin Intl
Wed 8/12
6:48 am-1:11 pm
1 stop6h 23m
$312
CharlestonMontego Bay
CHS - MBJ
CHSMBJ
Charleston
Mon 6/1
7:50 pm-1:08 pm
2 stops18h 18m
Montego Bay Sangster Intl
Thu 7/30
5:14 pm-10:07 am
2 stops15h 53m
$357
CharlestonMontego Bay
CHS - MBJ
CHSMBJ
Charleston
Sun 8/9
8:43 pm-11:42 am
2 stops15h 59m
Montego Bay Sangster Intl
Sat 8/15
5:13 pm-10:34 am
2 stops16h 21m
$357
CharlestonMontego Bay
CHS - MBJ
CHSMBJ
Charleston
Sat 5/30
7:15 am-3:26 pm
1 stop9h 11m
Montego Bay Sangster Intl
Wed 6/10
12:52 pm-11:52 pm
1 stop10h 00m
$363
CharlestonSan Juan
CHS - SJU
CHSSJU
Charleston
Thu 8/6
6:35 am-4:55 pm
2 stops10h 20m
San Juan Luis Munoz Marin Intl
Wed 8/12
8:20 am-7:45 pm
2 stops11h 25m
$370
Quickest round-trip
CharlestonSan Juan
CHS - SJU
CHSSJU
Charleston
Tue 8/4
6:20 am-11:46 am
1 stop5h 26m
San Juan Luis Munoz Marin Intl
Wed 8/5
5:49 pm-11:59 pm
1 stop6h 10m
$370
CharlestonSan Juan
CHS - SJU
CHSSJU
Charleston
Sat 6/6
7:20 am-7:05 pm
1 stop11h 45m
San Juan Luis Munoz Marin Intl
Sat 6/13
5:00 am-3:25 pm
1 stop10h 25m
$390
CharlestonSan Juan
CHS - SJU
CHSSJU
Charleston
Thu 7/23
12:00 pm-12:30 am
1 stop12h 30m
San Juan Luis Munoz Marin Intl
Sun 8/2
5:20 am-1:25 pm
1 stop8h 05m
$394
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-SDQ
CHS-PUJ
CHS-AUA
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-SDQ
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 11, 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.
Comfort
7.8
Entertainment
7.8
Crew
8.5
Food
7.2
Overall
7.9
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Comfort
7.8
Entertainment
7.8
Crew
8.5
Food
7.2
Overall
7.9
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Comfort
7.8
Entertainment
7.8
Crew
8.5
Food
7.2
Overall
7.9
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Comfort
7.8
Entertainment
7.8
Crew
8.5
Food
7.2
Overall
7.9
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Comfort
7.8
Entertainment
7.8
Crew
8.5
Food
7.2
Overall
7.9
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Comfort
7.8
Entertainment
7.8
Crew
8.5
Food
7.2
Overall
7.9
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Related info for your journey
Find useful and relevant information for your journey from Charleston to Caribbean. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
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Alternative routes for Charleston to Caribbean
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Caribbean by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Charleston to Caribbean by cabin class
Find flights from Charleston to Caribbean, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Charleston and Caribbean flights
Browse other Charleston and Caribbean flight options. Last updated on May 11, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Fly to Caribbean countries
Consider these flights traveling to countries located in Caribbean.
Charleston to Caribbean flights
Consider these flights traveling from Charleston to Caribbean.
Top 6 airlines flying from Charleston to Caribbean
Discover the top 6 airlines that operate flights from Charleston to Caribbean. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated May 11, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$180 | Average$394 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$188 | Average$563 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$216 | Average$346 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$222 | Average$532 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$271 | Average$554 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$365 | Average$666 | FlexibilityNo cancel fee | On-time63% |