$100+ 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 3/3. Fares are subject to change and may not be available on all flights or dates of travel.
CHS — SJU
Mar 5 — Mar 121
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 February 3, 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 February 3, 2026.
This Travelocity deal was found by Cheapflights users on 2/1. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/118:07 am
CHS
- STT
1 stop7h 21m
Spirit Airlines
Sat 4/184:40 pm
STT
- CHS
1 stop6h 01m
Spirit Airlines
Deal found 2/1![Spirit Airlines logo]()
$183
This Mytrip deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” 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.
Wed 4/18:07 am
CHS
- SJU
1 stop10h 48m
Spirit Airlines
Wed 4/812:55 pm
SJU
- CHS
1 stop9h 18m
Spirit Airlines
Deal found 2/2![Spirit Airlines logo]()
$188
This Cheapflightsfares deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” 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 3/258:07 am
CHS
- SJU
1 stop10h 48m
Spirit Airlines
Wed 4/112:55 pm
SJU
- CHS
1 stop9h 18m
Spirit Airlines
Deal found 2/2![Spirit Airlines logo]()
$199
This Expedia deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” 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.
Sat 3/218:07 am
CHS
- SJU
1 stop10h 48m
Spirit Airlines
Wed 3/2512:55 pm
SJU
- CHS
1 stop9h 18m
Spirit Airlines
Deal found 2/2![Spirit Airlines logo]()
$200
This Travelocity deal was found by Cheapflights users on 2/1. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/192:59 pm
CHS
- SJU
1 stop9h 30m
Multiple Airlines
Tue 3/2412:55 pm
SJU
- CHS
1 stop9h 18m
Multiple Airlines
Deal found 2/1![Multiple Airlines logo]()
$220
This American Airlines deal was found by Cheapflights users on 2/1. 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.
Mon 2/235:10 am
CHS
- SJU
1 stop7h 43m
American Airlines
Fri 2/275:18 pm
SJU
- CHS
1 stop16h 15m
American Airlines
Deal found 2/1![American Airlines logo]()
$222
This Cheapflightsfares deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” 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 4/148:07 am
CHS
- SJU
1 stop10h 48m
Spirit Airlines
Thu 4/233:36 pm
SJU
- CHS
1 stop7h 05m
Spirit Airlines
Deal found 2/2![Spirit Airlines logo]()
$229
This Kiwi.com deal was found by Cheapflights users on 2/1. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/159:35 am
CHS
- SJU
2 stops15h 45m
Multiple Airlines
Sun 4/196:00 am
SJU
- CHS
1 stop16h 41m
Multiple Airlines
Deal found 2/1![Multiple Airlines logo]()
$239
This Priceline deal was found by Cheapflights users on 2/1. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/168:07 am
CHS
- STT
1 stop7h 21m
Spirit Airlines
Fri 3/204:35 pm
STT
- CHS
1 stop5h 38m
Spirit Airlines
Deal found 2/1![Spirit Airlines logo]()
$240
This Kiwi.com deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” 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 2/216:35 pm
CHS
- SJU
1 stop19h 56m
Spirit Airlines
Tue 2/243:18 pm
SJU
- CHS
2 stops25h 47m
Spirit Airlines
Deal found 2/2![Spirit Airlines logo]()
$241
This Cheapflightsfares deal was found by Cheapflights users on 2/1. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/247:00 am
CHS
- SJU
1 stop7h 31m
Spirit Airlines
Wed 4/293:36 pm
SJU
- CHS
1 stop7h 05m
Spirit Airlines
Deal found 2/1![Spirit Airlines logo]()
$244
This United Airlines deal was found by Cheapflights users on 2/1. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/276:00 am
CHS
- SJU
1 stop8h 44m
United Airlines
Thu 4/304:55 pm
SJU
- CHS
1 stop7h 04m
United Airlines
Deal found 2/1![United Airlines logo]()
$249
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 February 3, 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 February 3, 2026.
This Cheapflightsfares deal was found by Cheapflights users on 2/1. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/18:07 am
CHS
- SJU
1 stop10h 48m
Spirit Airlines
Wed 4/812:55 pm
SJU
- CHS
1 stop9h 18m
Spirit Airlines
Deal found 2/1![Spirit Airlines logo]()
$199
This American Airlines deal was found by Cheapflights users on 2/1. 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.
Mon 2/235:10 am
CHS
- SJU
1 stop7h 43m
American Airlines
Fri 2/275:18 pm
SJU
- CHS
1 stop16h 15m
American Airlines
Deal found 2/1![American Airlines logo]()
$222
This United Airlines deal was found by Cheapflights users on 2/1. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/276:00 am
CHS
- SJU
1 stop8h 44m
United Airlines
Thu 4/304:55 pm
SJU
- CHS
1 stop7h 04m
United Airlines
Deal found 2/1![United Airlines logo]()
$249
This Kiwi.com deal was found by Cheapflights users on 2/1. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/196:35 pm
CHS
- STT
1 stop20h 59m
Multiple Airlines
Mon 2/233:36 pm
STT
- CHS
1 stop18h 02m
Multiple Airlines
Deal found 2/1![Multiple Airlines logo]()
$294
This Delta deal was found by Cheapflights users on 2/1. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/45:20 am
CHS
- PUJ
1 stop6h 15m
Delta
Fri 5/81:10 pm
PUJ
- CHS
1 stop9h 46m
Delta
Deal found 2/1![Delta logo]()
$339
This Orbitz deal was found by Cheapflights users on 2/1. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/311:47 am
CHS
- AUA
1 stop24h 33m
JetBlue
Tue 3/104:05 pm
AUA
- CHS
1 stop22h 54m
JetBlue
Deal found 2/1![JetBlue logo]()
$410
This Southwest deal was found by Cheapflights users on 2/1. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/126:15 am
CHS
- PLS
2 stops8h 35m
Southwest
Fri 4/173:50 pm
PLS
- CHS
2 stops18h 20m
Southwest
Deal found 2/1![Southwest logo]()
$434
This American Airlines deal was found by Cheapflights users on 2/1. 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.
Sat 2/216:00 am
CHS
- SJU
1 stop14h 34m
American Airlines
Tue 2/248:00 am
SJU
- CHS
1 stop12h 22m
American Airlines
Deal found 2/1![American Airlines logo]()
$222
This CheapOair deal was found by Cheapflights users on 2/1. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/118:07 am
CHS
- STT
1 stop7h 21m
Spirit Airlines
Sat 4/182:36 pm
STT
- CHS
2 stops8h 05m
Spirit Airlines
Deal found 2/1![Spirit Airlines logo]()
$222
This American Airlines deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” 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 4/147:00 am
CHS
- SJU
1 stop16h 02m
American Airlines
Tue 4/217:00 pm
SJU
- CHS
1 stop15h 34m
American Airlines
Deal found 2/2![American Airlines logo]()
$222
This Cheapflightsfares deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” 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 4/148:07 am
CHS
- SJU
1 stop10h 48m
Spirit Airlines
Thu 4/233:36 pm
SJU
- CHS
1 stop7h 05m
Spirit Airlines
Deal found 2/2![Spirit Airlines logo]()
$229
This American Airlines deal was found by Cheapflights users on 2/1. 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.
Sat 2/288:13 pm
CHS
- SJU
1 stop12h 47m
American Airlines
Wed 3/48:00 am
SJU
- CHS
1 stop16h 59m
American Airlines
Deal found 2/1![American Airlines logo]()
$222
This Kiwi.com deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” 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 2/216:35 pm
CHS
- SJU
1 stop19h 56m
Spirit Airlines
Tue 2/243:18 pm
SJU
- CHS
2 stops25h 47m
Spirit Airlines
Deal found 2/2![Spirit Airlines logo]()
$241
This Kiwi.com deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” 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
Thu 5/142:36 pm
STT
- CHS
1 stop18h 07m
Multiple Airlines
Deal found 2/2![Multiple Airlines logo]()
$312
This Mytrip deal was found by Cheapflights users on 2/1. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/25:00 pm
CHS
- SJU
2 stops21h 31m
Spirit Airlines
Fri 3/68:05 pm
SJU
- CHS
2 stops22h 35m
Spirit Airlines
Deal found 2/1![Spirit Airlines logo]()
$254
This Delta deal was found by Cheapflights users on 2/1. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/26:00 am
CHS
- PUJ
1 stop9h 21m
Delta
Mon 3/95:05 pm
PUJ
- CHS
1 stop7h 11m
Delta
Deal found 2/1![Delta logo]()
$339
This Delta deal was found by Cheapflights users on 2/1. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/295:20 am
CHS
- PUJ
1 stop6h 15m
Delta
Tue 5/52:46 pm
PUJ
- CHS
1 stop7h 09m
Delta
Deal found 2/1![Delta logo]()
$339
This Kiwi.com deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” 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 3/198:07 am
CHS
- AUA
1 stop6h 28m
Multiple Airlines
Wed 3/253:40 pm
AUA
- CHS
2 stops16h 58m
Multiple Airlines
Deal found 2/3![Multiple Airlines logo]()
$340
This CheapOair deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” 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 2/146:35 pm
CHS
- STT
1 stop20h 59m
Spirit Airlines
Wed 2/185:40 pm
STT
- CHS
1 stop25h 00m
Spirit Airlines
Deal found 2/3![Spirit Airlines logo]()
$269
This Orbitz deal was found by Cheapflights users on 2/1. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/22:25 pm
CHS
- NAS
1 stop26h 02m
JetBlue
Mon 3/96:25 pm
NAS
- CHS
2 stops16h 33m
JetBlue
Deal found 2/1![JetBlue logo]()
$411
This Southwest deal was found by Cheapflights users on 2/1. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/87:40 am
CHS
- NAS
2 stops10h 50m
Southwest
Tue 4/148:45 am
NAS
- CHS
2 stops11h 40m
Southwest
Deal found 2/1![Southwest logo]()
$435
This American Airlines deal was found by Cheapflights users on 2/1. 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 2/266:36 pm
CHS
- MBJ
1 stop17h 45m
American Airlines
Mon 3/22:33 pm
MBJ
- CHS
1 stop9h 26m
American Airlines
Deal found 2/1![American Airlines logo]()
$340
This CheapOair deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” 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 2/226:35 pm
CHS
- STT
1 stop20h 59m
Spirit Airlines
Thu 2/265:40 pm
STT
- CHS
1 stop25h 00m
Spirit Airlines
Deal found 2/2![Spirit Airlines logo]()
$282
This Mytrip deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” 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 3/178:07 am
CHS
- PUJ
1 stop7h 49m
Multiple Airlines
Tue 3/2410:40 am
PUJ
- CHS
3 stops24h 29m
Multiple Airlines
Deal found 2/2![Multiple Airlines logo]()
$377
This Expedia deal was found by Cheapflights users on 2/1. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/32:25 pm
CHS
- SXM
1 stop23h 30m
JetBlue
Tue 3/103:35 pm
SXM
- CHS
1 stop17h 50m
JetBlue
Deal found 2/1![JetBlue logo]()
$429
This Delta deal was found by Cheapflights users on 2/1. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/235:27 am
CHS
- PUJ
1 stop10h 14m
Delta
Sat 2/286:06 pm
PUJ
- CHS
1 stop6h 48m
Delta
Deal found 2/1![Delta logo]()
$393
This United Airlines deal was found by Cheapflights users on 2/1. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/176:00 am
CHS
- PLS
1 stop10h 05m
United Airlines
Mon 4/202:35 pm
PLS
- CHS
1 stop9h 24m
United Airlines
Deal found 2/1![United Airlines logo]()
$502
This American Airlines deal was found by Cheapflights users on 2/1. 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.
Tue 3/36:50 am
CHS
- PUJ
2 stops8h 05m
American Airlines
Tue 3/104:43 pm
PUJ
- CHS
1 stop7h 16m
American Airlines
Deal found 2/1![American Airlines logo]()
$343
This Kiwi.com deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” 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 2/276:35 pm
CHS
- STT
1 stop20h 59m
Spirit Airlines
Tue 3/35:40 pm
STT
- CHS
2 stops23h 25m
Spirit Airlines
Deal found 2/2![Spirit Airlines logo]()
$290
This Delta deal was found by Cheapflights users on 2/1. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/215:27 am
CHS
- PUJ
1 stop10h 14m
Delta
Sat 2/286:06 pm
PUJ
- CHS
1 stop6h 48m
Delta
Deal found 2/1![Delta logo]()
$393
Last-minute flights from Charleston to CaribbeanDiscover last-minute flight deals from Charleston to Caribbean. Data last updated February 3, 2026 and is based on user searches.
Discover last-minute flight deals from Charleston to Caribbean. Data last updated February 3, 2026 and is based on user searches.
This CheapOair deal was found by Cheapflights users on 2/1. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/196:35 pm
CHS
- STT
1 stop20h 59m
Spirit Airlines
Thu 2/265:40 pm
STT
- CHS
1 stop25h 00m
Spirit Airlines
Deal found 2/1![Spirit Airlines logo]()
$252
This Kiwi.com deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” 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 2/216:35 pm
CHS
- SJU
1 stop19h 56m
Spirit Airlines
Tue 2/243:18 pm
SJU
- CHS
2 stops25h 47m
Spirit Airlines
Deal found 2/2![Spirit Airlines logo]()
$241
This American Airlines deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” 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 2/238:13 pm
CHS
- SJU
1 stop12h 47m
American Airlines
Fri 2/275:18 pm
SJU
- CHS
1 stop6h 43m
American Airlines
Deal found 2/2![American Airlines logo]()
$222
This Mytrip deal was found by Cheapflights users on 2/1. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/25:00 pm
CHS
- SJU
2 stops21h 31m
Spirit Airlines
Fri 3/68:05 pm
SJU
- CHS
2 stops22h 35m
Spirit Airlines
Deal found 2/1![Spirit Airlines logo]()
$254
This Kiwi.com deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” 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 3/56:35 pm
CHS
- STT
1 stop20h 59m
Multiple Airlines
Mon 3/92:36 pm
STT
- CHS
1 stop18h 02m
Multiple Airlines
Deal found 2/2![Multiple Airlines logo]()
$251
This Kiwi.com deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” 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 3/56:35 pm
CHS
- STT
1 stop20h 59m
Spirit Airlines
Mon 3/94:40 pm
STT
- CHS
2 stops23h 25m
Spirit Airlines
Deal found 2/2![Spirit Airlines logo]()
$256
This Priceline deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” 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 stop9h 09m
Multiple Airlines
Thu 3/1912:55 pm
SJU
- CHS
1 stop9h 18m
Multiple Airlines
Deal found 1/31![Multiple Airlines logo]()
$259
This Priceline deal was found by Cheapflights users on 2/1. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/168:07 am
CHS
- STT
1 stop7h 21m
Spirit Airlines
Fri 3/204:35 pm
STT
- CHS
1 stop5h 38m
Spirit Airlines
Deal found 2/1![Spirit Airlines logo]()
$240
This Travelocity deal was found by Cheapflights users on 2/1. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/192:59 pm
CHS
- SJU
1 stop9h 30m
Multiple Airlines
Tue 3/2412:55 pm
SJU
- CHS
1 stop9h 18m
Multiple Airlines
Deal found 2/1![Multiple Airlines logo]()
$220
This Expedia deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” 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.
Sat 3/218:07 am
CHS
- SJU
1 stop10h 48m
Spirit Airlines
Wed 3/2512:55 pm
SJU
- CHS
1 stop9h 18m
Spirit Airlines
Deal found 2/2![Spirit Airlines logo]()
$200
This Cheapflightsfares deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” 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 3/258:07 am
CHS
- SJU
1 stop10h 48m
Spirit Airlines
Wed 4/112:55 pm
SJU
- CHS
1 stop9h 18m
Spirit Airlines
Deal found 2/2![Spirit Airlines logo]()
$199
This CheapOair deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” 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.
Thu 3/268:07 am
CHS
- SJU
1 stop15h 51m
Spirit Airlines
Fri 4/37:54 pm
SJU
- CHS
1 stop26h 19m
Spirit Airlines
Deal found 1/31![Spirit Airlines logo]()
$256
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 February 3, 2026.
Search for one-way flight options from Charleston to Caribbean. Find affordable one-way fares based on user searches. Data last updated February 3, 2026.
This Kiwi.com deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” 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 3/35:00 pm
CHS
- SJU
1 stop22h 25m
Multiple Airlines
Deal found 1/31![Multiple Airlines logo]()
$100
This Kiwi.com deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” 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 3/218:07 am
CHS
- SJU
1 stop13h 27m
Multiple Airlines
Deal found 2/2![Multiple Airlines logo]()
$102
This Mytrip deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” 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 3/35:00 pm
CHS
- SJU
2 stops21h 31m
Spirit Airlines
Deal found 1/31![Spirit Airlines logo]()
$104
This Delta deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” 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 2/253:07 pm
CHS
- SJU
1 stop7h 51m
Delta
Deal found 2/2![Delta logo]()
$111
This deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/209:20 am
CHS
- NAS
1 stop7h 39m
JetBlue
Deal found 2/2![JetBlue logo]()
$126
This Cheapflightsfares deal was found by Cheapflights users on 2/1. 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 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 2/1![JetBlue logo]()
$128
This Trip.com deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/286:35 pm
CHS
- SJU
1 stop26h 39m
Multiple Airlines
Deal found 2/2![Multiple Airlines logo]()
$130
This Kiwi.com deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” 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 2/196:35 pm
CHS
- SJU
2 stops54h 02m
Multiple Airlines
Deal found 2/2![Multiple Airlines logo]()
$133
This Mytrip deal was found by Cheapflights users on 2/1. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/216:35 pm
CHS
- SJU
2 stops16h 02m
Spirit Airlines
Deal found 2/1![Spirit Airlines logo]()
$135
This Priceline deal was found by Cheapflights users on 2/1. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/219:20 am
CHS
- SJU
1 stop11h 11m
JetBlue
Deal found 2/1![JetBlue logo]()
$141
This CheapOair deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” 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.
Thu 2/266:35 pm
CHS
- SJU
2 stops14h 42m
Spirit Airlines
Deal found 2/2![Spirit Airlines logo]()
$143
This CheapOair deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” 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 3/45:00 pm
CHS
- SJU
2 stops29h 09m
Spirit Airlines
Deal found 2/2![Spirit Airlines logo]()
$147
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 February 3, 2026.
Round-trip from | $183 (Travelocity) |
|---|---|
One-way from | $100 (Kiwi.com) |
Popular in | August |
Cheapest in | October |
Average price | $465 |
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 February 3, 2026.
Use the filters below to find and compare flights from Charleston to Caribbean that are best for you.
Fly from
Charleston
Fly to
Caribbean
Route
Depart
Return
Price
CharlestonSan Juan
CHS - SJU
CHSSJU
Charleston
Wed 4/1
8:07 am-6:55 pm
1 stop10h 48m
San Juan Luis Munoz Marin Intl
Wed 4/8
12:55 pm-10:13 pm
1 stop9h 18m
$199
CharlestonSan Juan
CHS - SJU
CHSSJU
Charleston
Mon 2/23
5:10 am-1:53 pm
1 stop7h 43m
San Juan Luis Munoz Marin Intl
Fri 2/27
5:18 pm-8:33 am
1 stop16h 15m
$222
CharlestonSan Juan
CHS - SJU
CHSSJU
Charleston
Sat 2/21
6:00 am-9:34 pm
1 stop14h 34m
San Juan Luis Munoz Marin Intl
Tue 2/24
8:00 am-7:22 pm
1 stop12h 22m
$222
CharlestonSaint Thomas Island
CHS - STT
CHSSTT
Charleston
Sat 4/11
8:07 am-3:28 pm
1 stop7h 21m
Saint Thomas Island Cyril E King
Sat 4/18
2:36 pm-10:41 pm
2 stops8h 05m
$222
CharlestonSan Juan
CHS - SJU
CHSSJU
Charleston
Tue 4/14
7:00 am-11:02 pm
1 stop16h 02m
San Juan Luis Munoz Marin Intl
Tue 4/21
7:00 pm-10:34 am
1 stop15h 34m
$222
CharlestonSan Juan
CHS - SJU
CHSSJU
Charleston
Sat 2/28
8:13 pm-10:00 am
1 stop12h 47m
San Juan Luis Munoz Marin Intl
Wed 3/4
8:00 am-11:59 pm
1 stop16h 59m
$222
CharlestonSan Juan
CHS - SJU
CHSSJU
Charleston
Tue 4/14
8:07 am-6:55 pm
1 stop10h 48m
San Juan Luis Munoz Marin Intl
Thu 4/23
3:36 pm-10:41 pm
1 stop7h 05m
$229
CharlestonSan Juan
CHS - SJU
CHSSJU
Charleston
Sat 2/21
6:35 pm-3:31 pm
1 stop19h 56m
San Juan Luis Munoz Marin Intl
Tue 2/24
3:18 pm-4:05 pm
2 stops25h 47m
$241
CharlestonSan Juan
CHS - SJU
CHSSJU
Charleston
Mon 4/27
6:00 am-2:44 pm
1 stop8h 44m
San Juan Luis Munoz Marin Intl
Thu 4/30
4:55 pm-11:59 pm
1 stop7h 04m
$249
CharlestonSan Juan
CHS - SJU
CHSSJU
Charleston
Mon 3/2
5:00 pm-3:31 pm
2 stops21h 31m
San Juan Luis Munoz Marin Intl
Fri 3/6
8:05 pm-5:40 pm
2 stops22h 35m
$254
Showing 1-10 of 60 results
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-STT
CHS-PUJ
CHS-AUA
CHS-PLS
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-STT
CHS-PUJ
CHS-AUA
What is the cheapest month to book a flight from Charleston to Caribbean?
Currently, January is the cheapest month in which you can book a flight from Charleston to Caribbean (average of $84). Flying from Charleston to Caribbean 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
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 February 3, 2026.
See what other customers who have flown with Delta, United Airlines, and American Airlines 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.
Crew
8.5
Entertainment
7.8
Boarding
8.1
Comfort
7.9
Overall
7.9
Food
7.2
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Crew
8.5
Entertainment
7.8
Boarding
8.1
Comfort
7.9
Overall
7.9
Food
7.2
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Crew
8.5
Entertainment
7.8
Boarding
8.1
Comfort
7.9
Overall
7.9
Food
7.2
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Crew
8.5
Entertainment
7.8
Boarding
8.1
Comfort
7.9
Overall
7.9
Food
7.2
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Crew
8.5
Entertainment
7.8
Boarding
8.1
Comfort
7.9
Overall
7.9
Food
7.2
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Crew
8.5
Entertainment
7.8
Boarding
8.1
Comfort
7.9
Overall
7.9
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. 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.
Alternative routes for Charleston to Caribbean
See prices for flight routes from nearby airports that may be better suited for you.
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 February 3, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$84 | Average$168 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$113 | Average$327 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$157 | Average$399 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$180 | Average$560 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$188 | Average$483 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$278 | Average$557 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$371 | Average$690 | FlexibilityNo cancel fee | On-time63% |