$97+ Cheap flights from Charleston (CHS) to Caribbean Islands
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 4/24. Fares are subject to change and may not be available on all flights or dates of travel.
CHS — SJU
Mar 15 — Mar 221
1 adult, Economy
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Find cheap flights from Charleston to Caribbean Islands 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 Islands
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Cheapest flights from Charleston to Caribbean IslandsExplore the most affordable flight options available from Charleston to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 13, 2026.
Explore the most affordable flight options available from Charleston to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 13, 2026.
This Priceline deal was found by Cheapflights users on 2/10. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/23:09 pm
CHS
- SJU
1 stop9h 20m
Multiple Airlines
Wed 5/63:36 pm
SJU
- CHS
1 stop6h 13m
Multiple Airlines
Deal found 2/10![Multiple Airlines logo]()
$209
This American Airlines deal was found by Cheapflights users on 2/11. 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.
Tue 4/146:10 am
CHS
- SJU
2 stops8h 42m
American Airlines
Thu 4/237:00 pm
SJU
- CHS
1 stop5h 24m
American Airlines
Deal found 2/11![American Airlines logo]()
$232
This Cheapflightsfares deal was found by Cheapflights users on 2/11. 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.
Sun 5/107:00 am
CHS
- SJU
1 stop13h 49m
Spirit Airlines
Thu 5/143:36 pm
SJU
- CHS
1 stop6h 13m
Spirit Airlines
Deal found 2/11![Spirit Airlines logo]()
$235
This CheapOair deal was found by Cheapflights users on 2/10. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/188:07 am
CHS
- SJU
1 stop10h 48m
Spirit Airlines
Tue 3/247:54 pm
SJU
- CHS
1 stop26h 19m
Spirit Airlines
Deal found 2/10![Spirit Airlines logo]()
$249
This Priceline deal was found by Cheapflights users on 2/10. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/102:50 pm
CHS
- SJU
1 stop6h 05m
Multiple Airlines
Tue 3/1712:55 pm
SJU
- CHS
1 stop9h 18m
Multiple Airlines
Deal found 2/10![Multiple Airlines logo]()
$251
This CheapOair deal was found by Cheapflights users on 2/9. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/286:35 pm
CHS
- SJU
1 stop23h 23m
Spirit Airlines
Thu 3/54:36 pm
SJU
- CHS
1 stop26h 04m
Spirit Airlines
Deal found 2/9![Spirit Airlines logo]()
$254
This Kiwi.com deal was found by Cheapflights users on 2/10. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/285:00 pm
CHS
- SJU
1 stop23h 58m
Multiple Airlines
Fri 3/66:50 pm
SJU
- CHS
2 stops22h 15m
Multiple Airlines
Deal found 2/10![Multiple Airlines logo]()
$255
This CheapOair deal was found by Cheapflights users on 2/10. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/236:35 pm
CHS
- SJU
1 stop19h 56m
Spirit Airlines
Fri 2/274:31 pm
SJU
- CHS
1 stop26h 09m
Spirit Airlines
Deal found 2/10![Spirit Airlines logo]()
$257
This Priceline deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” 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.
Tue 3/248:07 am
CHS
- AUA
1 stop6h 28m
Spirit Airlines
Tue 3/313:40 pm
AUA
- CHS
1 stop6h 33m
Spirit Airlines
Deal found 2/12![Spirit Airlines logo]()
$258
This Mytrip deal was found by Cheapflights users on 2/11. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/1712:04 pm
CHS
- SJU
2 stops11h 54m
Spirit Airlines
Tue 3/2412:05 pm
SJU
- CHS
2 stops23h 04m
Spirit Airlines
Deal found 2/11![Spirit Airlines logo]()
$258
This Kiwi.com deal was found by Cheapflights users on 2/10. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/108:07 am
CHS
- SJU
1 stop28h 26m
Multiple Airlines
Tue 4/147:54 pm
SJU
- CHS
1 stop25h 55m
Multiple Airlines
Deal found 2/10![Multiple Airlines logo]()
$259
This CheapOair deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/76:35 pm
CHS
- STT
1 stop19h 59m
Spirit Airlines
Thu 3/124:35 pm
STT
- CHS
1 stop5h 38m
Spirit Airlines
Deal found 2/12![Spirit Airlines logo]()
$269
Best flights from Charleston to Caribbean IslandsDiscover carefully curated flight deals from Charleston to Caribbean Islands that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 13, 2026.
Discover carefully curated flight deals from Charleston to Caribbean Islands that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 13, 2026.
This Delta deal was found by Cheapflights users on 2/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/105:15 am
CHS
- SJU
1 stop6h 31m
Delta
Thu 5/142:20 pm
SJU
- CHS
1 stop8h 36m
Delta
Deal found 2/13![Delta logo]()
$232
This American Airlines deal was found by Cheapflights users on 2/10. 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.
Thu 4/168:09 pm
CHS
- SJU
1 stop13h 04m
American Airlines
Tue 4/2110:03 am
SJU
- CHS
1 stop9h 26m
American Airlines
Deal found 2/10![American Airlines logo]()
$232
This CheapOair deal was found by Cheapflights users on 2/9. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/286:35 pm
CHS
- SJU
1 stop23h 23m
Spirit Airlines
Thu 3/54:36 pm
SJU
- CHS
1 stop26h 04m
Spirit Airlines
Deal found 2/9![Spirit Airlines logo]()
$254
This Kiwi.com deal was found by Cheapflights users on 2/9. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/25:00 pm
CHS
- SJU
1 stop20h 04m
Multiple Airlines
Thu 3/57:09 pm
SJU
- CHS
2 stops23h 31m
Multiple Airlines
Deal found 2/9![Multiple Airlines logo]()
$280
This United Airlines deal was found by Cheapflights users on 2/13. Clicking the “Pick Dates” 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 3/46:00 am
CHS
- GCM
1 stop7h 15m
United Airlines
Wed 3/111:25 pm
GCM
- CHS
1 stop9h 05m
United Airlines
Deal found 2/13![United Airlines logo]()
$299
This Southwest deal was found by Cheapflights users on 2/10. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/147:15 am
CHS
- NAS
2 stops11h 15m
Southwest
Tue 4/218:45 am
NAS
- CHS
2 stops11h 15m
Southwest
Deal found 2/10![Southwest logo]()
$369
This Orbitz deal was found by Cheapflights users on 2/13. Clicking the “Pick Dates” 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 4/83:42 pm
CHS
- NAS
1 stop25h 23m
JetBlue
Mon 4/133:00 pm
NAS
- CHS
2 stops19h 27m
JetBlue
Deal found 2/13![JetBlue logo]()
$437
This American Airlines deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” 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 4/308:09 pm
CHS
- SJU
1 stop13h 04m
American Airlines
Tue 5/57:25 am
SJU
- CHS
1 stop15h 11m
American Airlines
Deal found 2/12![American Airlines logo]()
$232
This American Airlines deal was found by Cheapflights users on 2/10. 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.
Sat 4/118:17 pm
CHS
- SJU
1 stop14h 31m
American Airlines
Tue 4/147:00 pm
SJU
- CHS
1 stop15h 34m
American Airlines
Deal found 2/10![American Airlines logo]()
$232
This CheapOair deal was found by Cheapflights users on 2/9. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/26:35 pm
CHS
- SJU
1 stop19h 56m
Spirit Airlines
Thu 3/54:36 pm
SJU
- CHS
1 stop26h 04m
Spirit Airlines
Deal found 2/9![Spirit Airlines logo]()
$257
This FlightHub deal was found by Cheapflights users on 2/11. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/1711:05 am
CHS
- BGI
1 stop28h 20m
Air Canada
Sun 6/214:20 pm
BGI
- CHS
1 stop18h 08m
Air Canada
Deal found 2/11![Air Canada logo]()
$560
This American Airlines deal was found by Cheapflights users on 2/13. Clicking the “Pick Dates” 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 4/216:10 am
CHS
- SJU
2 stops8h 42m
American Airlines
Sun 4/267:00 pm
SJU
- CHS
1 stop15h 34m
American Airlines
Deal found 2/13![American Airlines logo]()
$232
This Kiwi.com deal was found by Cheapflights users on 2/11. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/108:07 am
CHS
- SJU
1 stop28h 26m
Multiple Airlines
Tue 4/1412:05 pm
SJU
- CHS
2 stops20h 27m
Multiple Airlines
Deal found 2/11![Multiple Airlines logo]()
$291
This CheapOair deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/76:35 pm
CHS
- STT
1 stop19h 59m
Spirit Airlines
Thu 3/124:35 pm
STT
- CHS
1 stop5h 38m
Spirit Airlines
Deal found 2/12![Spirit Airlines logo]()
$269
This Delta deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” 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 4/246:25 am
CHS
- GCM
1 stop6h 35m
Delta
Mon 4/271:25 pm
GCM
- CHS
1 stop9h 57m
Delta
Deal found 2/12![Delta logo]()
$299
This United Airlines deal was found by Cheapflights users on 2/11. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/610:00 am
CHS
- GCM
1 stop6h 10m
United Airlines
Sat 6/134:15 pm
GCM
- CHS
1 stop16h 46m
United Airlines
Deal found 2/11![United Airlines logo]()
$299
This American Airlines deal was found by Cheapflights users on 2/11. 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 4/178:09 pm
CHS
- SJU
1 stop14h 44m
American Airlines
Mon 4/207:00 pm
SJU
- CHS
1 stop15h 34m
American Airlines
Deal found 2/11![American Airlines logo]()
$232
This Kiwi.com deal was found by Cheapflights users on 2/11. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/177:00 am
CHS
- STT
1 stop8h 34m
Multiple Airlines
Mon 4/202:36 pm
STT
- CHS
1 stop18h 02m
Multiple Airlines
Deal found 2/11![Multiple Airlines logo]()
$296
This Delta deal was found by Cheapflights users on 2/9. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/245:20 am
CHS
- GCM
1 stop7h 40m
Delta
Wed 4/291:25 pm
GCM
- CHS
1 stop7h 30m
Delta
Deal found 2/9![Delta logo]()
$299
This United Airlines deal was found by Cheapflights users on 2/10. 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 4/156:00 am
CHS
- MBJ
1 stop10h 10m
United Airlines
Sun 4/191:52 pm
MBJ
- CHS
1 stop8h 35m
United Airlines
Deal found 2/10![United Airlines logo]()
$322
This CheapOair deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/276:35 pm
CHS
- STT
1 stop20h 59m
Spirit Airlines
Sun 3/15:40 pm
STT
- CHS
1 stop25h 00m
Spirit Airlines
Deal found 2/12![Spirit Airlines logo]()
$297
This Delta deal was found by Cheapflights users on 2/11. 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.
Thu 3/56:30 am
CHS
- GCM
1 stop5h 59m
Delta
Mon 3/91:12 pm
GCM
- CHS
1 stop6h 23m
Delta
Deal found 2/11![Delta logo]()
$299
This Kiwi.com deal was found by Cheapflights users on 2/11. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/233:21 pm
CHS
- STT
1 stop22h 10m
Multiple Airlines
Fri 2/275:40 pm
STT
- CHS
1 stop25h 00m
Multiple Airlines
Deal found 2/11![Multiple Airlines logo]()
$301
This Southwest deal was found by Cheapflights users on 2/11. 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.
Tue 5/57:40 am
CHS
- NAS
2 stops10h 50m
Southwest
Fri 5/88:45 am
NAS
- CHS
2 stops12h 45m
Southwest
Deal found 2/11![Southwest logo]()
$369
This United Airlines deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” 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 5/297:00 am
CHS
- MBJ
1 stop7h 30m
United Airlines
Tue 6/24:12 pm
MBJ
- CHS
1 stop16h 49m
United Airlines
Deal found 2/12![United Airlines logo]()
$322
This Delta deal was found by Cheapflights users on 2/11. 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.
Fri 3/66:30 am
CHS
- GCM
1 stop5h 59m
Delta
Tue 3/101:12 pm
GCM
- CHS
1 stop9h 43m
Delta
Deal found 2/11![Delta logo]()
$299
This CheapOair deal was found by Cheapflights users on 2/9. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/86:35 pm
CHS
- STT
1 stop20h 59m
Spirit Airlines
Sun 3/154:35 pm
STT
- CHS
1 stop5h 38m
Spirit Airlines
Deal found 2/9![Spirit Airlines logo]()
$307
This Kiwi.com deal was found by Cheapflights users on 2/10. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/193:13 pm
CHS
- STT
1 stop21h 13m
Multiple Airlines
Wed 5/272:36 pm
STT
- CHS
1 stop18h 02m
Multiple Airlines
Deal found 2/10![Multiple Airlines logo]()
$318
This Southwest deal was found by Cheapflights users on 2/10. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/107:55 am
CHS
- NAS
2 stops10h 35m
Southwest
Tue 3/178:45 am
NAS
- CHS
2 stops8h 45m
Southwest
Deal found 2/10![Southwest logo]()
$391
This American Airlines deal was found by Cheapflights users on 2/11. 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 3/18:13 pm
CHS
- SJU
1 stop12h 47m
American Airlines
Wed 3/410:50 am
SJU
- CHS
1 stop14h 09m
American Airlines
Deal found 2/11![American Airlines logo]()
$294
Last-minute flights from Charleston to Caribbean IslandsDiscover last-minute flight deals from Charleston to Caribbean Islands. Data last updated February 13, 2026 and is based on user searches.
Discover last-minute flight deals from Charleston to Caribbean Islands. Data last updated February 13, 2026 and is based on user searches.
This CheapOair deal was found by Cheapflights users on 2/10. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/236:35 pm
CHS
- SJU
1 stop19h 56m
Spirit Airlines
Fri 2/274:31 pm
SJU
- CHS
1 stop26h 09m
Spirit Airlines
Deal found 2/10![Spirit Airlines logo]()
$257
This CheapOair deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/276:35 pm
CHS
- STT
1 stop20h 59m
Spirit Airlines
Sun 3/15:40 pm
STT
- CHS
1 stop25h 00m
Spirit Airlines
Deal found 2/12![Spirit Airlines logo]()
$297
This CheapOair deal was found by Cheapflights users on 2/9. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/286:35 pm
CHS
- SJU
1 stop23h 23m
Spirit Airlines
Thu 3/54:36 pm
SJU
- CHS
1 stop26h 04m
Spirit Airlines
Deal found 2/9![Spirit Airlines logo]()
$254
This Kiwi.com deal was found by Cheapflights users on 2/10. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/285:00 pm
CHS
- SJU
1 stop23h 58m
Multiple Airlines
Fri 3/66:50 pm
SJU
- CHS
2 stops22h 15m
Multiple Airlines
Deal found 2/10![Multiple Airlines logo]()
$255
This CheapOair deal was found by Cheapflights users on 2/10. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/286:35 pm
CHS
- SJU
1 stop19h 56m
Spirit Airlines
Fri 3/64:31 pm
SJU
- CHS
1 stop26h 09m
Spirit Airlines
Deal found 2/10![Spirit Airlines logo]()
$267
This CheapOair deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/16:35 pm
CHS
- SJU
1 stop23h 23m
Spirit Airlines
Thu 3/54:36 pm
SJU
- CHS
1 stop26h 04m
Spirit Airlines
Deal found 2/12![Spirit Airlines logo]()
$265
This Delta deal was found by Cheapflights users on 2/13. Clicking the “Pick Dates” 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 3/57:30 am
CHS
- GCM
1 stop4h 59m
Delta
Mon 3/91:12 pm
GCM
- CHS
1 stop6h 23m
Delta
Deal found 2/13![Delta logo]()
$299
This CheapOair deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/76:35 pm
CHS
- STT
1 stop19h 59m
Spirit Airlines
Thu 3/124:35 pm
STT
- CHS
1 stop5h 38m
Spirit Airlines
Deal found 2/12![Spirit Airlines logo]()
$269
This Priceline deal was found by Cheapflights users on 2/10. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/102:50 pm
CHS
- SJU
1 stop6h 05m
Multiple Airlines
Tue 3/1712:55 pm
SJU
- CHS
1 stop9h 18m
Multiple Airlines
Deal found 2/10![Multiple Airlines logo]()
$251
This Mytrip deal was found by Cheapflights users on 2/11. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/1712:04 pm
CHS
- SJU
2 stops11h 54m
Spirit Airlines
Tue 3/2412:05 pm
SJU
- CHS
2 stops23h 04m
Spirit Airlines
Deal found 2/11![Spirit Airlines logo]()
$258
This CheapOair deal was found by Cheapflights users on 2/10. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/188:07 am
CHS
- SJU
1 stop10h 48m
Spirit Airlines
Tue 3/247:54 pm
SJU
- CHS
1 stop26h 19m
Spirit Airlines
Deal found 2/10![Spirit Airlines logo]()
$249
This Priceline deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” 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.
Tue 3/248:07 am
CHS
- AUA
1 stop6h 28m
Spirit Airlines
Tue 3/313:40 pm
AUA
- CHS
1 stop6h 33m
Spirit Airlines
Deal found 2/12![Spirit Airlines logo]()
$258
One-way flights from Charleston to Caribbean IslandsSearch for one-way flight options from Charleston to Caribbean Islands. Find affordable one-way fares based on user searches. Data last updated February 13, 2026.
Search for one-way flight options from Charleston to Caribbean Islands. Find affordable one-way fares based on user searches. Data last updated February 13, 2026.
This United Airlines deal was found by Cheapflights users on 2/11. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/246:00 am
CHS
- GCM
1 stop7h 45m
United Airlines
Deal found 2/11![United Airlines logo]()
$97
This American Airlines deal was found by Cheapflights users on 2/11. 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 4/248:21 pm
CHS
- GCM
2 stops15h 34m
American Airlines
Deal found 2/11![American Airlines logo]()
$103
This Kiwi.com deal was found by Cheapflights users on 2/9. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/236:35 pm
CHS
- SJU
2 stops42h 47m
Spirit Airlines
Deal found 2/9![Spirit Airlines logo]()
$113
This Delta deal was found by Cheapflights users on 2/11. 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.
Wed 4/225:20 am
CHS
- SJU
1 stop7h 54m
Delta
Deal found 2/11![Delta logo]()
$116
This Mytrip deal was found by Cheapflights users on 2/10. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/2112:04 pm
CHS
- SJU
2 stops11h 54m
Spirit Airlines
Deal found 2/10![Spirit Airlines logo]()
$125
This American Airlines deal was found by Cheapflights users on 2/13. Clicking the “Pick Dates” 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 4/155:00 am
CHS
- MBJ
1 stop9h 25m
American Airlines
Deal found 2/13![American Airlines logo]()
$132
This Kiwi.com deal was found by Cheapflights users on 2/11. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/1812:04 pm
CHS
- SJU
2 stops11h 54m
Spirit Airlines
Deal found 2/11![Spirit Airlines logo]()
$133
This United Airlines deal was found by Cheapflights users on 2/13. Clicking the “Pick Dates” 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 4/36:00 am
CHS
- MBJ
1 stop10h 10m
United Airlines
Deal found 2/13![United Airlines logo]()
$137
This Cheapflightsfares deal was found by Cheapflights users on 2/9. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/42:25 pm
CHS
- SJU
1 stop6h 49m
JetBlue
Deal found 2/9![JetBlue logo]()
$138
This Kiwi.com deal was found by Cheapflights users on 2/11. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/53:01 pm
CHS
- STT
1 stop22h 30m
Multiple Airlines
Deal found 2/11![Multiple Airlines logo]()
$138
This American Airlines deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” 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 3/126:45 pm
CHS
- MBJ
2 stops15h 22m
American Airlines
Deal found 2/12![American Airlines logo]()
$138
This CheapOair deal was found by Cheapflights users on 2/11. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/229:35 am
CHS
- SJU
2 stops32h 33m
Spirit Airlines
Deal found 2/11![Spirit Airlines logo]()
$139
Find flight deals from Charleston to Caribbean Islands
Keep the following information in mind while searching for Charleston to Caribbean Islands flight deals. Data was last updated February 13, 2026.
Round-trip from | $209 (Priceline) |
|---|---|
One-way from | $97 (United Airlines) |
Popular in | August |
Cheapest in | October |
Average price | $467 |
Cheapflights Fare Finder
Customize your flight search to find flights from Charleston to Caribbean Islands 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 February 13, 2026.
Use the filters below to find and compare flights from Charleston to Caribbean Islands that are best for you.
Fly from
Charleston
Fly to
Caribbean Islands
Route
Depart
Return
Price
CharlestonSan Juan
CHS - SJU
CHSSJU
Charleston
Sun 5/10
5:15 am-11:46 am
1 stop6h 31m
San Juan Luis Munoz Marin Intl
Thu 5/14
2:20 pm-10:56 pm
1 stop8h 36m
$232
CharlestonSan Juan
CHS - SJU
CHSSJU
Charleston
Thu 4/16
8:09 pm-9:13 am
1 stop13h 04m
San Juan Luis Munoz Marin Intl
Tue 4/21
10:03 am-7:29 pm
1 stop9h 26m
$232
CharlestonSan Juan
CHS - SJU
CHSSJU
Charleston
Thu 4/30
8:09 pm-9:13 am
1 stop13h 04m
San Juan Luis Munoz Marin Intl
Tue 5/5
7:25 am-10:36 pm
1 stop15h 11m
$232
CharlestonSan Juan
CHS - SJU
CHSSJU
Charleston
Sat 4/11
8:17 pm-10:48 am
1 stop14h 31m
San Juan Luis Munoz Marin Intl
Tue 4/14
7:00 pm-10:34 am
1 stop15h 34m
$232
CharlestonSan Juan
CHS - SJU
CHSSJU
Charleston
Tue 4/21
6:10 am-2:52 pm
2 stops8h 42m
San Juan Luis Munoz Marin Intl
Sun 4/26
7:00 pm-10:34 am
1 stop15h 34m
$232
CharlestonSan Juan
CHS - SJU
CHSSJU
Charleston
Fri 4/17
8:09 pm-10:53 am
1 stop14h 44m
San Juan Luis Munoz Marin Intl
Mon 4/20
7:00 pm-10:34 am
1 stop15h 34m
$232
CharlestonSan Juan
CHS - SJU
CHSSJU
Charleston
Sat 2/28
6:35 pm-6:58 pm
1 stop23h 23m
San Juan Luis Munoz Marin Intl
Thu 3/5
4:36 pm-5:40 pm
1 stop26h 04m
$254
CharlestonSan Juan
CHS - SJU
CHSSJU
Charleston
Mon 3/2
6:35 pm-3:31 pm
1 stop19h 56m
San Juan Luis Munoz Marin Intl
Thu 3/5
4:36 pm-5:40 pm
1 stop26h 04m
$257
CharlestonSaint Thomas Island
CHS - STT
CHSSTT
Charleston
Sat 3/7
6:35 pm-3:34 pm
1 stop19h 59m
Saint Thomas Island Cyril E King
Thu 3/12
4:35 pm-10:13 pm
1 stop5h 38m
$269
CharlestonSan Juan
CHS - SJU
CHSSJU
Charleston
Mon 3/2
5:00 pm-2:04 pm
1 stop20h 04m
San Juan Luis Munoz Marin Intl
Thu 3/5
7:09 pm-5:40 pm
2 stops23h 31m
$280
Showing 1-10 of 60 results
Best time to book a flight from Charleston to Caribbean Islands
Have a flexible travel schedule? Discover the best time to fly to Caribbean Islands from Charleston with our price prediction graph.
CHS-GCM
CHS-SJU
CHS-STT
CHS-NAS
CHS-MBJ
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 Islands
CHS-zzEPX
CHS-GCM
CHS-SJU
CHS-STT
CHS-NAS
What is the cheapest month to book a flight from Charleston to Caribbean Islands?
Currently, January is the cheapest month in which you can book a flight from Charleston to Caribbean Islands (average of $84). Flying from Charleston to Caribbean Islands in October is currently the most expensive (average of $251). 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 Islands
Get insights into the airlines that provide service to Caribbean Islands. 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 Islands. Reviews last updated February 13, 2026.
Read through reviews of airlines operating flights from Charleston to Caribbean Islands, such as Delta, United Airlines, and American Airlines. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Overall
7.9
Boarding
8.1
Entertainment
7.8
Comfort
7.9
Crew
8.5
Food
7.2
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Overall
7.9
Boarding
8.1
Entertainment
7.8
Comfort
7.9
Crew
8.5
Food
7.2
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Overall
7.9
Boarding
8.1
Entertainment
7.8
Comfort
7.9
Crew
8.5
Food
7.2
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Overall
7.9
Boarding
8.1
Entertainment
7.8
Comfort
7.9
Crew
8.5
Food
7.2
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Overall
7.9
Boarding
8.1
Entertainment
7.8
Comfort
7.9
Crew
8.5
Food
7.2
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Overall
7.9
Boarding
8.1
Entertainment
7.8
Comfort
7.9
Crew
8.5
Food
7.2
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 Islands. 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 Islands
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Caribbean Islands by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Charleston to Caribbean Islands by cabin class
Find flights from Charleston to Caribbean Islands, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Charleston and Caribbean Islands flights
Browse other Charleston and Caribbean Islands flight options. Last updated on February 13, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Charleston to Caribbean Islands flights
Consider these flights traveling from Charleston to Caribbean Islands.
Top 7 airlines flying from Charleston to Caribbean Islands
Discover the top 7 airlines that operate flights from Charleston to Caribbean Islands. 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 February 13, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$84 | Average$168 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$113 | Average$289 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$157 | Average$386 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$188 | Average$483 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$209 | Average$559 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$277 | Average$570 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$371 | Average$690 | FlexibilityNo cancel fee | On-time63% |