$131+ 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 9/25. Fares are subject to change and may not be available on all flights or dates of travel.
CHS — SJU
Aug 26 — Sep 21
Round-trip
1 adult, Economy
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Find cheap flights from Charleston to Caribbean with Cheapflights
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Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Cheapest flights from Charleston to CaribbeanExplore the most affordable flight options available from Charleston to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 27, 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 27, 2026.
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 9/179:39 pm
CHS
- SJU
1 stop26h 18m
Multiple Airlines
Mon 9/214:39 pm
SJU
- CHS
1 stop19h 52m
Multiple Airlines
Deal found 7/23![Multiple Airlines logo]()
$233
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 Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/219:44 pm
CHS
- SJU
1 stop27h 12m
Multiple Airlines
Tue 8/255:37 pm
SJU
- CHS
1 stop21h 51m
Multiple Airlines
Deal found 7/26![Multiple Airlines logo]()
$255
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 7/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/1510:05 pm
CHS
- SJU
1 stop25h 33m
Multiple Airlines
Mon 10/194:39 pm
SJU
- CHS
1 stop19h 52m
Multiple Airlines
Deal found 7/26![Multiple Airlines logo]()
$261
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.
Thu 10/15:25 am
CHS
- SJU
1 stop8h 20m
Delta
Mon 10/55:59 pm
SJU
- CHS
1 stop6h 00m
Delta
Deal found 7/23![Delta logo]()
$262
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/228:56 pm
CHS
- SJU
1 stop27h 38m
Multiple Airlines
Fri 8/285:37 pm
SJU
- CHS
1 stop21h 51m
Multiple Airlines
Deal found 7/26![Multiple Airlines logo]()
$266
This Kiwi.com 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 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 7/26![Multiple Airlines logo]()
$267
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 7/24. 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 8/278:20 pm
CHS
- SJU
1 stop28h 36m
Multiple Airlines
Mon 8/318:57 pm
SJU
- CHS
1 stop11h 41m
Multiple Airlines
Deal found 7/24![Multiple Airlines logo]()
$269
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 27, 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 27, 2026.
This Southwest 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 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
Thu 8/275:30 am
SJU
- CHS
1 stop9h 55m
Southwest
Deal found 7/26![Southwest logo]()
$262
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1012:43 pm
CHS
- SJU
1 stop9h 36m
Delta
Mon 9/145:59 pm
SJU
- CHS
1 stop6h 00m
Delta
Deal found 7/24![Delta logo]()
$262
This United Airlines deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/307:00 am
CHS
- SJU
1 stop6h 45m
United Airlines
Sat 10/31:00 am
SJU
- CHS
1 stop8h 14m
United Airlines
Deal found 7/27![United Airlines logo]()
$362
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 Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/231:25 pm
CHS
- SJU
1 stop8h 40m
Southwest
Tue 9/298:20 am
SJU
- CHS
2 stops11h 30m
Southwest
Deal found 7/26![Southwest logo]()
$262
This Breeze Airways 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/166:40 am
CHS
- STT
1 stop10h 04m
Breeze Airways
Wed 12/236:39 pm
STT
- CHS
1 stop21h 28m
Breeze Airways
Deal found 7/26![Breeze Airways logo]()
$561
This Southwest deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/194:45 pm
CHS
- SJU
1 stop7h 20m
Southwest
Sun 10/255:30 am
SJU
- CHS
1 stop7h 50m
Southwest
Deal found 7/27![Southwest 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 Copa 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/2310:19 am
CHS
- AUA
2 stops28h 24m
Copa Airlines
Sun 9/277:10 am
AUA
- CHS
2 stops26h 52m
Copa Airlines
Deal found 7/23![Copa Airlines logo]()
$651
This Southwest deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/261:25 pm
CHS
- SJU
1 stop8h 35m
Southwest
Wed 9/28:20 am
SJU
- CHS
2 stops11h 25m
Southwest
Deal found 7/27![Southwest logo]()
$262
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/242:17 pm
CHS
- SJU
1 stop8h 12m
Delta
Wed 9/22:59 pm
SJU
- CHS
1 stop6h 43m
Delta
Deal found 7/24![Delta logo]()
$364
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.
Thu 9/105:31 pm
CHS
- NAS
2 stops16h 11m
American Airlines
Mon 9/146:45 pm
NAS
- CHS
2 stops15h 02m
American Airlines
Deal found 7/24![American Airlines logo]()
$380
This United 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 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
Thu 8/62:53 pm
NAS
- CHS
1 stop7h 22m
United Airlines
Deal found 7/24![United Airlines logo]()
$396
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 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 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 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 7/22. 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.
Thu 9/247:41 pm
CHS
- NAS
2 stops14h 01m
American Airlines
Mon 9/286:45 pm
NAS
- CHS
1 stop4h 58m
American Airlines
Deal found 7/22![American Airlines logo]()
$390
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 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 11/137:40 am
CHS
- SJU
2 stops9h 10m
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 7/23. 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.
Fri 10/98:08 pm
CHS
- NAS
1 stop15h 10m
American Airlines
Mon 10/126:46 pm
NAS
- CHS
1 stop15h 46m
American Airlines
Deal found 7/23![American Airlines logo]()
$397
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 9/245:25 am
CHS
- NAS
1 stop6h 26m
Delta
Mon 9/283:18 pm
NAS
- CHS
1 stop6h 53m
Delta
Deal found 7/22![Delta logo]()
$386
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.
Fri 11/138:32 pm
CHS
- MBJ
2 stops15h 50m
American Airlines
Thu 11/1911:05 am
MBJ
- CHS
2 stops12h 39m
American Airlines
Deal found 7/24![American Airlines logo]()
$434
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
1 stop9h 40m
Southwest
Sun 9/65:20 am
SJU
- CHS
2 stops10h 50m
Southwest
Deal found 7/24![Southwest logo]()
$365
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 Copa 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 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 11/73:46 pm
AUA
- CHS
2 stops19h 20m
Copa Airlines
Deal found 7/25![Copa Airlines logo]()
$657
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
Thu 9/173:18 pm
NAS
- CHS
1 stop8h 41m
Delta
Deal found 7/26![Delta logo]()
$415
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.
Mon 10/198:08 pm
CHS
- MBJ
2 stops16h 04m
American Airlines
Mon 10/265:13 pm
MBJ
- CHS
2 stops18h 43m
American Airlines
Deal found 7/25![American Airlines logo]()
$434
This Copa Airlines deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure 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 7/27![Copa Airlines logo]()
$657
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.
Mon 8/247:17 pm
CHS
- MBJ
2 stops17h 20m
American Airlines
Mon 8/315:08 pm
MBJ
- CHS
2 stops18h 23m
American Airlines
Deal found 7/25![American Airlines logo]()
$434
Last-minute flights from Charleston to CaribbeanDiscover last-minute flight deals from Charleston to Caribbean. Data last updated July 27, 2026 and is based on user searches.
Discover last-minute flight deals from Charleston to Caribbean. Data last updated July 27, 2026 and is based on user searches.
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 7/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/207:47 pm
CHS
- SJU
1 stop20h 24m
Multiple Airlines
Tue 8/255:37 pm
SJU
- CHS
1 stop21h 51m
Multiple Airlines
Deal found 7/26![Multiple Airlines logo]()
$276
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/219:44 pm
CHS
- SJU
1 stop27h 12m
Multiple Airlines
Tue 8/255:37 pm
SJU
- CHS
1 stop21h 51m
Multiple Airlines
Deal found 7/26![Multiple Airlines logo]()
$255
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/219:44 pm
CHS
- SJU
1 stop27h 12m
Multiple Airlines
Mon 8/248:57 pm
SJU
- CHS
1 stop11h 41m
Multiple Airlines
Deal found 7/26![Multiple Airlines logo]()
$285
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 Kiwi.com deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/228:56 pm
CHS
- SJU
1 stop27h 38m
Multiple Airlines
Tue 8/255:37 pm
SJU
- CHS
1 stop21h 51m
Multiple Airlines
Deal found 7/27![Multiple Airlines logo]()
$244
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/228:56 pm
CHS
- SJU
1 stop27h 38m
Multiple Airlines
Fri 8/285:37 pm
SJU
- CHS
1 stop21h 51m
Multiple Airlines
Deal found 7/26![Multiple Airlines logo]()
$266
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/246:35 am
CHS
- SJU
2 stops10h 20m
Southwest
Thu 8/276:30 am
SJU
- CHS
2 stops10h 10m
Southwest
Deal found 7/26![Southwest logo]()
$262
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 8/258:10 am
CHS
- SJU
2 stops10h 50m
Southwest
Fri 8/286:30 am
SJU
- CHS
2 stops10h 10m
Southwest
Deal found 7/23![Southwest logo]()
$272
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 8/278:20 pm
CHS
- SJU
1 stop28h 36m
Multiple Airlines
Mon 8/318:57 pm
SJU
- CHS
1 stop11h 41m
Multiple Airlines
Deal found 7/24![Multiple Airlines logo]()
$269
This Cheapflightsfares deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/285:59 pm
CHS
- SJU
1 stop6h 48m
JetBlue
Mon 8/3111:00 am
SJU
- CHS
1 stop6h 06m
JetBlue
Deal found 7/27![JetBlue logo]()
$273
This Kiwi.com deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/298:56 pm
CHS
- SJU
1 stop27h 38m
Multiple Airlines
Mon 8/318:57 pm
SJU
- CHS
1 stop11h 41m
Multiple Airlines
Deal found 7/27![Multiple Airlines logo]()
$280
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 27, 2026.
Search for one-way flight options from Charleston to Caribbean. Find affordable one-way fares based on user searches. Data last updated July 27, 2026.
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 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 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.
Thu 7/307:50 pm
CHS
- NAS
1 stop14h 11m
American Airlines
Deal found 7/23![American 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 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 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 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.
Sat 8/17:50 pm
CHS
- NAS
2 stops13h 37m
American Airlines
Deal found 7/23![American Airlines logo]()
$177
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/167:47 pm
CHS
- SJU
1 stop20h 24m
Multiple Airlines
Deal found 7/25![Multiple Airlines logo]()
$178
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 9/144:57 pm
CHS
- NAS
1 stop21h 48m
Multiple Airlines
Deal found 7/22![Multiple Airlines logo]()
$180
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 8/158:05 am
CHS
- SJU
2 stops11h 15m
Southwest
Deal found 7/25![Southwest logo]()
$181
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.
Fri 7/317:50 pm
CHS
- NAS
2 stops18h 20m
American Airlines
Deal found 7/23![American Airlines logo]()
$183
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 27, 2026.
Round-trip from | $233 (Kiwi.com) |
|---|---|
One-way from | $131 (Southwest) |
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 27, 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
Mon 8/24
1:15 pm-10:50 pm
1 stop9h 35m
San Juan Luis Munoz Marin Intl
Thu 8/27
5:30 am-3:25 pm
1 stop9h 55m
$262
CharlestonSan Juan
CHS - SJU
CHSSJU
Charleston
Thu 9/10
12:43 pm-10:19 pm
1 stop9h 36m
San Juan Luis Munoz Marin Intl
Mon 9/14
5:59 pm-11:59 pm
1 stop6h 00m
$262
CharlestonSan Juan
CHS - SJU
CHSSJU
Charleston
Wed 9/23
1:25 pm-10:05 pm
1 stop8h 40m
San Juan Luis Munoz Marin Intl
Tue 9/29
8:20 am-7:50 pm
2 stops11h 30m
$262
CharlestonSan Juan
CHS - SJU
CHSSJU
Charleston
Mon 10/19
4:45 pm-12:05 am
1 stop7h 20m
San Juan Luis Munoz Marin Intl
Sun 10/25
5:30 am-1:20 pm
1 stop7h 50m
$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
Wed 8/26
1:25 pm-10:00 pm
1 stop8h 35m
San Juan Luis Munoz Marin Intl
Wed 9/2
8:20 am-7:45 pm
2 stops11h 25m
$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
Fri 11/13
7:40 am-5:50 pm
2 stops9h 10m
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
Wed 9/30
7:00 am-1:45 pm
1 stop6h 45m
San Juan Luis Munoz Marin Intl
Sat 10/3
1:00 am-9:14 am
1 stop8h 14m
$362
CharlestonSan Juan
CHS - SJU
CHSSJU
Charleston
Mon 8/24
2:17 pm-10:29 pm
1 stop8h 12m
San Juan Luis Munoz Marin Intl
Wed 9/2
2:59 pm-9:42 pm
1 stop6h 43m
$364
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-STT
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-STT
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 27, 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
Food
7.0
Overall
8.0
Comfort
8.0
Crew
8.6
Entertainment
7.5
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Boarding
8.1
Food
7.0
Overall
8.0
Comfort
8.0
Crew
8.6
Entertainment
7.5
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Boarding
8.1
Food
7.0
Overall
8.0
Comfort
8.0
Crew
8.6
Entertainment
7.5
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Boarding
8.1
Food
7.0
Overall
8.0
Comfort
8.0
Crew
8.6
Entertainment
7.5
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Boarding
8.1
Food
7.0
Overall
8.0
Comfort
8.0
Crew
8.6
Entertainment
7.5
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Boarding
8.1
Food
7.0
Overall
8.0
Comfort
8.0
Crew
8.6
Entertainment
7.5
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.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
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Alternative routes for Charleston to Caribbean
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Caribbean by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Charleston to Caribbean by cabin class
Find flights from Charleston to Caribbean, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Charleston and Caribbean flights
Browse other Charleston and Caribbean flight options. Last updated on July 27, 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 27, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$188 | Average$573 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$218 | Average$429 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$222 | Average$562 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$271 | Average$560 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$322 | Average$667 | FlexibilityNo cancel fee | On-time63% |