$125+ 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 10/25. Fares are subject to change and may not be available on all flights or dates of travel.
CHS — SJU
Aug 25 — Sep 11
Round-trip
1 adult, Economy
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Find cheap flights from Charleston to Caribbean with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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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 July 26, 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 July 26, 2026.
This Kiwi.com deal was found by Cheapflights users on 7/21. Clicking the “Pick Dates” 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 9/126:00 am
CHS
- SJU
1 stop17h 57m
Multiple Airlines
Mon 9/144:39 pm
SJU
- CHS
1 stop19h 52m
Multiple Airlines
Deal found 7/21![Multiple Airlines logo]()
$233
This Kiwi.com deal was found by Cheapflights users on 7/21. Clicking the “Pick Dates” 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 9/109:39 pm
CHS
- SJU
1 stop26h 18m
Multiple Airlines
Mon 9/144:39 pm
SJU
- CHS
1 stop19h 52m
Multiple Airlines
Deal found 7/21![Multiple Airlines logo]()
$239
This Kiwi.com deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” 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 11/31:21 pm
CHS
- SJU
1 stop10h 36m
Multiple Airlines
Wed 11/46:12 pm
SJU
- CHS
1 stop22h 51m
Multiple Airlines
Deal found 7/22![Multiple Airlines logo]()
$244
This Kiwi.com deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” 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 10/316:00 am
CHS
- SJU
1 stop17h 57m
Multiple Airlines
Wed 11/46:12 pm
SJU
- CHS
1 stop22h 51m
Multiple Airlines
Deal found 7/22![Multiple Airlines logo]()
$250
This Southwest deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” 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 11/311:00 am
CHS
- SJU
2 stops10h 15m
Southwest
Wed 11/47:40 am
SJU
- CHS
2 stops10h 25m
Southwest
Deal found 7/23![Southwest logo]()
$257
This Kiwi.com deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” 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 8/149:44 pm
CHS
- SJU
1 stop26h 57m
Multiple Airlines
Tue 8/185:37 pm
SJU
- CHS
1 stop21h 51m
Multiple Airlines
Deal found 7/22![Multiple Airlines logo]()
$260
This Kiwi.com deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” 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 11/24:57 pm
CHS
- SJU
1 stop6h 41m
Multiple Airlines
Wed 11/46:12 pm
SJU
- CHS
1 stop22h 51m
Multiple Airlines
Deal found 7/22![Multiple Airlines logo]()
$261
This Delta deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” 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 10/19:32 am
CHS
- SJU
1 stop7h 17m
Delta
Mon 10/512:56 pm
SJU
- CHS
1 stop9h 15m
Delta
Deal found 7/22![Delta logo]()
$262
This Kiwi.com deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” 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 9/306:00 am
CHS
- SJU
1 stop17h 57m
Multiple Airlines
Sun 10/44:39 pm
SJU
- CHS
1 stop21h 06m
Multiple Airlines
Deal found 7/24![Multiple Airlines logo]()
$268
This Kiwi.com deal was found by Cheapflights users on 7/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/184:04 pm
CHS
- SJU
1 stop8h 52m
Multiple Airlines
Mon 8/248:57 pm
SJU
- CHS
1 stop11h 41m
Multiple Airlines
Deal found 7/21![Multiple Airlines logo]()
$269
This Southwest deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” 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 8/251:25 pm
CHS
- SJU
1 stop8h 35m
Southwest
Fri 8/285:30 am
SJU
- CHS
1 stop9h 55m
Southwest
Deal found 7/23![Southwest logo]()
$272
This Kiwi.com deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/14:04 pm
CHS
- SJU
1 stop8h 52m
Multiple Airlines
Fri 9/48:57 pm
SJU
- CHS
1 stop11h 51m
Multiple Airlines
Deal found 7/22![Multiple Airlines logo]()
$275
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 July 26, 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 July 26, 2026.
This Delta deal was found by Cheapflights users on 7/21. Clicking the “Pick Dates” 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 8/221:13 pm
CHS
- SJU
1 stop9h 16m
Delta
Sat 8/295:49 pm
SJU
- CHS
1 stop6h 10m
Delta
Deal found 7/21![Delta logo]()
$262
This Southwest deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” 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 10/131:55 pm
CHS
- SJU
2 stops9h 50m
Southwest
Sat 10/247:50 am
SJU
- CHS
2 stops8h 40m
Southwest
Deal found 7/25![Southwest logo]()
$262
This American Airlines deal was found by Cheapflights users on 7/21. Clicking the “Pick Dates” 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 8/286:15 am
CHS
- NAS
1 stop6h 33m
American Airlines
Mon 8/3112:11 pm
NAS
- CHS
1 stop9h 45m
American Airlines
Deal found 7/21![American Airlines logo]()
$346
This United Airlines deal was found by Cheapflights users on 7/21. Clicking the “Pick Dates” 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 9/307:00 am
CHS
- NAS
1 stop6h 33m
United Airlines
Wed 10/2812:55 pm
NAS
- CHS
1 stop10h 53m
United Airlines
Deal found 7/21![United Airlines logo]()
$346
This Delta deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” 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 8/223:00 pm
CHS
- SJU
1 stop7h 29m
Delta
Wed 8/267:00 am
SJU
- CHS
1 stop6h 11m
Delta
Deal found 7/22![Delta logo]()
$262
This Southwest deal was found by Cheapflights users on 7/21. Clicking the “Pick Dates” 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 9/116:35 am
CHS
- SJU
2 stops10h 20m
Southwest
Tue 9/156:00 am
SJU
- CHS
1 stop6h 35m
Southwest
Deal found 7/21![Southwest logo]()
$262
This Delta deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” 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 10/19:32 am
CHS
- SJU
1 stop7h 17m
Delta
Mon 10/512:56 pm
SJU
- CHS
1 stop9h 15m
Delta
Deal found 7/22![Delta logo]()
$262
This Southwest deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/241:15 pm
CHS
- SJU
1 stop9h 35m
Southwest
Wed 8/268:20 am
SJU
- CHS
2 stops10h 55m
Southwest
Deal found 7/24![Southwest logo]()
$272
This Copa Airlines deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” 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 9/267:53 pm
CHS
- AUA
2 stops26h 05m
Copa Airlines
Sat 10/33:46 pm
AUA
- CHS
2 stops18h 16m
Copa Airlines
Deal found 7/22![Copa Airlines logo]()
$622
This American Airlines deal was found by Cheapflights users on 7/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/305:31 pm
CHS
- NAS
2 stops16h 11m
American Airlines
Wed 10/2810:27 am
NAS
- CHS
1 stop13h 32m
American Airlines
Deal found 7/21![American Airlines logo]()
$355
This Southwest deal was found by Cheapflights users on 7/21. Clicking the “Pick Dates” 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 11/127:40 am
CHS
- SJU
2 stops9h 10m
Southwest
Wed 11/187:40 am
SJU
- CHS
2 stops10h 25m
Southwest
Deal found 7/21![Southwest logo]()
$298
This United Airlines deal was found by Cheapflights users on 7/21. Clicking the “Pick Dates” 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 12/76:05 am
CHS
- MBJ
1 stop7h 41m
United Airlines
Thu 12/102:48 pm
MBJ
- CHS
1 stop19h 39m
United Airlines
Deal found 7/21![United Airlines logo]()
$402
This Southwest deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” 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 9/31:15 pm
CHS
- SJU
2 stops9h 55m
Southwest
Sun 9/65:20 am
SJU
- CHS
2 stops10h 50m
Southwest
Deal found 7/24![Southwest logo]()
$308
This American Airlines deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” 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 8/216:00 am
CHS
- NAS
1 stop7h 36m
American Airlines
Mon 8/246:45 pm
NAS
- CHS
1 stop5h 14m
American Airlines
Deal found 7/25![American Airlines logo]()
$376
This Delta deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/145:25 am
CHS
- NAS
1 stop8h 28m
Delta
Sat 9/195:05 pm
NAS
- CHS
1 stop4h 30m
Delta
Deal found 7/26![Delta logo]()
$376
This Southwest deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” 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 11/1311:00 am
CHS
- SJU
1 stop13h 05m
Southwest
Mon 11/166:45 am
SJU
- CHS
1 stop7h 05m
Southwest
Deal found 7/23![Southwest logo]()
$312
This American Airlines deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” 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 11/38:12 am
CHS
- NAS
1 stop5h 03m
American Airlines
Sun 11/810:20 am
NAS
- CHS
1 stop13h 39m
American Airlines
Deal found 7/25![American Airlines logo]()
$381
This Delta deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/296:40 am
CHS
- NAS
1 stop7h 13m
Delta
Sat 10/244:53 pm
NAS
- CHS
1 stop7h 06m
Delta
Deal found 7/25![Delta logo]()
$376
This American Airlines deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” 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 11/46:10 am
CHS
- NAS
1 stop4h 34m
American Airlines
Sun 11/82:44 pm
NAS
- CHS
1 stop9h 15m
American Airlines
Deal found 7/24![American Airlines logo]()
$386
This Southwest deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” 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 9/17:35 am
CHS
- SJU
2 stops10h 35m
Southwest
Fri 9/46:30 am
SJU
- CHS
2 stops10h 10m
Southwest
Deal found 7/22![Southwest logo]()
$327
This Delta deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/145:25 am
CHS
- NAS
1 stop8h 28m
Delta
Fri 9/183:18 pm
NAS
- CHS
1 stop6h 53m
Delta
Deal found 7/26![Delta logo]()
$376
This American Airlines deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” 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 10/56:00 am
CHS
- NAS
1 stop5h 17m
American Airlines
Sat 10/1012:07 pm
NAS
- CHS
1 stop6h 20m
American Airlines
Deal found 7/23![American Airlines logo]()
$386
This Southwest deal was found by Cheapflights users on 7/21. Clicking the “Pick Dates” 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 8/181:25 pm
CHS
- SJU
1 stop8h 35m
Southwest
Mon 8/246:30 am
SJU
- CHS
2 stops10h 10m
Southwest
Deal found 7/21![Southwest logo]()
$345
This Copa Airlines deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” 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 10/317:52 pm
CHS
- AUA
2 stops26h 13m
Copa Airlines
Sat 11/71:17 pm
AUA
- CHS
2 stops21h 48m
Copa Airlines
Deal found 7/22![Copa Airlines logo]()
$627
This American Airlines deal was found by Cheapflights users on 7/21. Clicking the “Pick Dates” 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 12/77:53 pm
CHS
- MBJ
2 stops17h 07m
American Airlines
Thu 12/104:23 pm
MBJ
- CHS
2 stops16h 15m
American Airlines
Deal found 7/21![American Airlines logo]()
$399
This United Airlines deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” 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 10/2710:19 am
CHS
- PUJ
1 stop6h 09m
United Airlines
Sat 10/315:35 pm
PUJ
- CHS
1 stop16h 19m
United Airlines
Deal found 7/22![United Airlines logo]()
$594
This Delta deal was found by Cheapflights users on 7/21. Clicking the “Pick Dates” 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 9/56:10 am
CHS
- SDQ
1 stop11h 56m
Delta
Sun 9/132:53 pm
SDQ
- CHS
1 stop9h 06m
Delta
Deal found 7/21![Delta logo]()
$428
This Copa Airlines deal was found by Cheapflights users on 7/21. Clicking the “Pick Dates” 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 9/1210:10 am
CHS
- AUA
2 stops35h 48m
Copa Airlines
Sat 9/191:18 pm
AUA
- CHS
2 stops20h 45m
Copa Airlines
Deal found 7/21![Copa Airlines logo]()
$635
This American Airlines deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” 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 9/77:48 pm
CHS
- SDQ
2 stops17h 34m
American Airlines
Mon 9/2810:21 am
SDQ
- CHS
2 stops13h 25m
American Airlines
Deal found 7/22![American Airlines logo]()
$433
This Delta deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/296:00 am
CHS
- STX
1 stop8h 03m
Delta
Sat 9/53:08 pm
STX
- CHS
1 stop8h 51m
Delta
Deal found 7/26![Delta logo]()
$436
Last-minute flights from Charleston to CaribbeanDiscover last-minute flight deals from Charleston to Caribbean. Data last updated July 26, 2026 and is based on user searches.
Discover last-minute flight deals from Charleston to Caribbean. Data last updated July 26, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 7/21. Clicking the “Pick Dates” 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 7/255:00 am
CHS
- NAS
1 stop12h 00m
American Airlines
Mon 7/273:56 pm
NAS
- CHS
1 stop7h 59m
American Airlines
Deal found 7/21![American Airlines logo]()
$346
This Kiwi.com deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” 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 8/58:56 pm
CHS
- SJU
1 stop27h 45m
Multiple Airlines
Tue 8/116:26 pm
SJU
- CHS
1 stop14h 42m
Multiple Airlines
Deal found 7/23![Multiple Airlines logo]()
$320
This Kiwi.com deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” 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 8/132:53 pm
CHS
- SJU
1 stop11h 22m
Multiple Airlines
Thu 8/276:35 am
SJU
- CHS
1 stop6h 29m
Multiple Airlines
Deal found 7/24![Multiple Airlines logo]()
$309
This Kiwi.com deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” 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 8/138:20 pm
CHS
- SJU
1 stop28h 21m
Multiple Airlines
Tue 8/186:35 am
SJU
- CHS
1 stop11h 39m
Multiple Airlines
Deal found 7/24![Multiple Airlines logo]()
$316
This Kiwi.com deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” 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 8/149:44 pm
CHS
- SJU
1 stop26h 57m
Multiple Airlines
Tue 8/185:37 pm
SJU
- CHS
1 stop21h 51m
Multiple Airlines
Deal found 7/22![Multiple Airlines logo]()
$260
This Kiwi.com deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” 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 8/158:56 pm
CHS
- SJU
1 stop27h 45m
Multiple Airlines
Sat 8/228:57 pm
SJU
- CHS
1 stop11h 41m
Multiple Airlines
Deal found 7/24![Multiple Airlines logo]()
$302
This Kiwi.com deal was found by Cheapflights users on 7/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/184:04 pm
CHS
- SJU
1 stop8h 52m
Multiple Airlines
Mon 8/248:57 pm
SJU
- CHS
1 stop11h 41m
Multiple Airlines
Deal found 7/21![Multiple Airlines logo]()
$269
This Kiwi.com deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/184:04 pm
CHS
- SJU
1 stop8h 52m
Multiple Airlines
Sat 8/228:57 pm
SJU
- CHS
1 stop11h 41m
Multiple Airlines
Deal found 7/23![Multiple Airlines logo]()
$289
This Southwest deal was found by Cheapflights users on 7/21. Clicking the “Pick Dates” 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 8/201:15 pm
CHS
- SJU
1 stop9h 35m
Southwest
Thu 8/276:00 am
SJU
- CHS
2 stops9h 25m
Southwest
Deal found 7/21![Southwest logo]()
$262
This Southwest deal was found by Cheapflights users on 7/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/247:00 am
CHS
- SJU
2 stops9h 55m
Southwest
Wed 9/26:00 am
SJU
- CHS
1 stop6h 35m
Southwest
Deal found 7/21![Southwest logo]()
$298
This Southwest deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” 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 8/251:25 pm
CHS
- SJU
1 stop8h 35m
Southwest
Fri 8/285:30 am
SJU
- CHS
1 stop9h 55m
Southwest
Deal found 7/23![Southwest logo]()
$272
This Kiwi.com deal was found by Cheapflights users on 7/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/254:04 pm
CHS
- SJU
1 stop8h 52m
Multiple Airlines
Sun 8/306:35 am
SJU
- CHS
1 stop6h 29m
Multiple Airlines
Deal found 7/21![Multiple Airlines logo]()
$295
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 July 26, 2026.
Search for one-way flight options from Charleston to Caribbean. Find affordable one-way fares based on user searches. Data last updated July 26, 2026.
This Kiwi.com deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” 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.
Sun 10/2510:05 pm
CHS
- SJU
1 stop25h 33m
Multiple Airlines
Deal found 7/22![Multiple Airlines logo]()
$125
This Southwest deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” 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 10/38:30 am
CHS
- SJU
2 stops10h 35m
Southwest
Deal found 7/25![Southwest logo]()
$131
This Kiwi.com deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” 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 10/316:00 am
CHS
- SJU
1 stop17h 57m
Multiple Airlines
Deal found 7/22![Multiple Airlines logo]()
$133
This Delta deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” 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 9/255:25 am
CHS
- NAS
1 stop6h 26m
Delta
Deal found 7/23![Delta logo]()
$134
This Southwest deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” 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 9/241:15 pm
CHS
- SJU
2 stops10h 40m
Southwest
Deal found 7/23![Southwest logo]()
$136
This United Airlines deal was found by Cheapflights users on 7/21. Clicking the “Pick Dates” 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 8/46:50 am
CHS
- NAS
1 stop9h 06m
United Airlines
Deal found 7/21![United Airlines logo]()
$139
This Kiwi.com deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” 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 9/249:39 pm
CHS
- NAS
1 stop10h 51m
Breeze Airways
Deal found 7/23![Breeze Airways logo]()
$143
This Kiwi.com deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” 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 10/308:53 pm
CHS
- SJU
1 stop27h 04m
Multiple Airlines
Deal found 7/22![Multiple Airlines logo]()
$144
This American Airlines deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” 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 8/126:15 am
CHS
- NAS
2 stops12h 56m
American Airlines
Deal found 7/24![American Airlines logo]()
$144
This American Airlines deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” 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 11/47:26 pm
CHS
- NAS
2 stops14h 04m
American Airlines
Deal found 7/24![American Airlines logo]()
$145
This Southwest deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” 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 12/129:45 am
CHS
- SJU
1 stop8h 30m
Southwest
Deal found 7/23![Southwest logo]()
$167
This United Airlines deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/293:27 pm
CHS
- SJU
1 stop8h 09m
United Airlines
Deal found 7/22![United Airlines logo]()
$176
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 July 26, 2026.
Round-trip from | $233 (Kiwi.com) |
|---|---|
One-way from | $125 (Kiwi.com) |
Popular in | December |
Cheapest in | January |
Average price | $471 |
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 July 26, 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
Sat 8/22
1:13 pm-10:29 pm
1 stop9h 16m
San Juan Luis Munoz Marin Intl
Sat 8/29
5:49 pm-11:59 pm
1 stop6h 10m
$262
CharlestonSan Juan
CHS - SJU
CHSSJU
Charleston
Tue 10/13
1:55 pm-11:45 pm
2 stops9h 50m
San Juan Luis Munoz Marin Intl
Sat 10/24
7:50 am-4:30 pm
2 stops8h 40m
$262
CharlestonSan Juan
CHS - SJU
CHSSJU
Charleston
Sat 8/22
3:00 pm-10:29 pm
1 stop7h 29m
San Juan Luis Munoz Marin Intl
Wed 8/26
7:00 am-1:11 pm
1 stop6h 11m
$262
CharlestonSan Juan
CHS - SJU
CHSSJU
Charleston
Fri 9/11
6:35 am-4:55 pm
2 stops10h 20m
San Juan Luis Munoz Marin Intl
Tue 9/15
6:00 am-12:35 pm
1 stop6h 35m
$262
CharlestonSan Juan
CHS - SJU
CHSSJU
Charleston
Thu 10/1
9:32 am-4:49 pm
1 stop7h 17m
San Juan Luis Munoz Marin Intl
Mon 10/5
12:56 pm-10:11 pm
1 stop9h 15m
$262
CharlestonSan Juan
CHS - SJU
CHSSJU
Charleston
Mon 8/24
1:15 pm-10:50 pm
1 stop9h 35m
San Juan Luis Munoz Marin Intl
Wed 8/26
8:20 am-7:15 pm
2 stops10h 55m
$272
CharlestonSan Juan
CHS - SJU
CHSSJU
Charleston
Thu 11/12
7:40 am-5:50 pm
2 stops9h 10m
San Juan Luis Munoz Marin Intl
Wed 11/18
7:40 am-5:05 pm
2 stops10h 25m
$298
CharlestonSan Juan
CHS - SJU
CHSSJU
Charleston
Thu 9/3
1:15 pm-11:10 pm
2 stops9h 55m
San Juan Luis Munoz Marin Intl
Sun 9/6
5:20 am-4:10 pm
2 stops10h 50m
$308
CharlestonSan Juan
CHS - SJU
CHSSJU
Charleston
Fri 11/13
11:00 am-1:05 am
1 stop13h 05m
San Juan Luis Munoz Marin Intl
Mon 11/16
6:45 am-12:50 pm
1 stop7h 05m
$312
CharlestonSan Juan
CHS - SJU
CHSSJU
Charleston
Tue 9/1
7:35 am-6:10 pm
2 stops10h 35m
San Juan Luis Munoz Marin Intl
Fri 9/4
6:30 am-4:40 pm
2 stops10h 10m
$327
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-NAS
CHS-SDQ
CHS-AUA
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
CHS-0CB
CHS-SJU
CHS-NAS
CHS-SDQ
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 $482). Flying from Charleston to Caribbean in June is currently the most expensive (average of $651). 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.
How far ahead should I book a flight from Charleston to Caribbean?
Booking 69 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.
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 July 26, 2026.
See what other customers who have flown with Southwest,Delta, andUnited 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.
Boarding
8.1
Entertainment
7.5
Food
7.0
Crew
8.6
Overall
8.0
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Boarding
8.1
Entertainment
7.5
Food
7.0
Crew
8.6
Overall
8.0
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Boarding
8.1
Entertainment
7.5
Food
7.0
Crew
8.6
Overall
8.0
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Boarding
8.1
Entertainment
7.5
Food
7.0
Crew
8.6
Overall
8.0
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Boarding
8.1
Entertainment
7.5
Food
7.0
Crew
8.6
Overall
8.0
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Boarding
8.1
Entertainment
7.5
Food
7.0
Crew
8.6
Overall
8.0
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
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.
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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 July 26, 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 5 airlines flying from Charleston to Caribbean
Discover the top 5 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 July 26, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$188 | Average$573 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$208 | Average$428 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$222 | Average$541 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$271 | Average$564 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$322 | Average$667 | FlexibilityNo cancel fee | On-time63% |