$103+ Cheap flights from Charleston, WV (CRW) 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 7/14. Fares are subject to change and may not be available on all flights or dates of travel.
CRW — SJU
Jul 16 — Jul 231
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
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
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 June 16, 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 June 16, 2026.
This United Airlines deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/165:57 pm
CRW
- NAS
2 stops19h 36m
United Airlines
Thu 6/183:59 pm
NAS
- CRW
1 stop18h 26m
United Airlines
Deal found 6/12![United Airlines logo]()
$303
This Delta deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/311:00 am
CRW
- SJU
1 stop10h 59m
Delta
Wed 11/113:35 pm
SJU
- CRW
1 stop8h 04m
Delta
Deal found 6/11![Delta logo]()
$312
This American Airlines deal was found by Cheapflights users on 6/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/275:49 am
CRW
- SJU
2 stops18h 01m
American Airlines
Tue 11/34:44 pm
SJU
- CRW
1 stop7h 07m
American Airlines
Deal found 6/13![American Airlines logo]()
$352
This American Airlines deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/18:06 pm
CRW
- NAS
1 stop13h 55m
American Airlines
Fri 8/72:36 pm
NAS
- CRW
2 stops19h 19m
American Airlines
Deal found 6/12![American Airlines logo]()
$354
This Delta deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/16:00 am
CRW
- SJU
1 stop10h 33m
Delta
Tue 11/101:55 pm
SJU
- CRW
1 stop9h 44m
Delta
Deal found 6/11![Delta logo]()
$357
This American Airlines deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/115:14 pm
CRW
- MBJ
2 stops22h 09m
American Airlines
Tue 8/182:12 pm
MBJ
- CRW
2 stops18h 43m
American Airlines
Deal found 6/12![American Airlines logo]()
$363
This American Airlines deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/77:51 pm
CRW
- SJU
1 stop16h 13m
American Airlines
Wed 11/114:44 pm
SJU
- CRW
1 stop7h 07m
American Airlines
Deal found 6/12![American Airlines logo]()
$392
This American Airlines deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/198:16 pm
CRW
- MBJ
1 stop13h 49m
American Airlines
Fri 10/2310:50 am
MBJ
- CRW
1 stop27h 58m
American Airlines
Deal found 6/11![American Airlines logo]()
$392
This Delta deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/316:00 am
CRW
- SJU
1 stop10h 33m
Delta
Tue 11/101:55 pm
SJU
- CRW
1 stop9h 44m
Delta
Deal found 6/11![Delta logo]()
$395
This American Airlines deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/106:55 pm
CRW
- MBJ
2 stops19h 33m
American Airlines
Mon 8/172:12 pm
MBJ
- CRW
2 stops18h 43m
American Airlines
Deal found 6/12![American Airlines logo]()
$396
This American Airlines deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/305:49 am
CRW
- SJU
2 stops14h 21m
American Airlines
Fri 11/64:44 pm
SJU
- CRW
1 stop7h 07m
American Airlines
Deal found 6/11![American Airlines logo]()
$400
This Delta deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/16:00 am
CRW
- SJU
1 stop10h 33m
Delta
Fri 11/63:31 pm
SJU
- CRW
1 stop8h 08m
Delta
Deal found 6/11![Delta logo]()
$402
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 June 16, 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 June 16, 2026.
This American Airlines deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/18:06 pm
CRW
- NAS
2 stops17h 55m
American Airlines
Fri 8/77:45 am
NAS
- CRW
2 stops15h 14m
American Airlines
Deal found 6/12![American Airlines logo]()
$354
This Delta deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/26:00 am
CRW
- SJU
1 stop7h 21m
Delta
Wed 11/113:35 pm
SJU
- CRW
1 stop8h 04m
Delta
Deal found 6/11![Delta logo]()
$357
This Kiwi.com deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/92:45 pm
CRW
- SJU
1 stop17h 12m
Multiple Airlines
Thu 8/135:22 pm
SJU
- CRW
1 stop16h 57m
Multiple Airlines
Deal found 6/12![Multiple Airlines logo]()
$433
This United Airlines deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/316:05 pm
CRW
- PUJ
2 stops20h 22m
United Airlines
Thu 9/33:35 pm
PUJ
- CRW
2 stops18h 19m
United Airlines
Deal found 6/11![United Airlines logo]()
$470
This American Airlines deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/198:16 pm
CRW
- MBJ
1 stop13h 49m
American Airlines
Fri 10/2310:50 am
MBJ
- CRW
1 stop27h 58m
American Airlines
Deal found 6/11![American Airlines logo]()
$392
This Delta deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/26:00 am
CRW
- SJU
1 stop10h 33m
Delta
Sat 11/77:30 am
SJU
- CRW
1 stop8h 11m
Delta
Deal found 6/11![Delta logo]()
$440
This American Airlines deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/118:06 pm
CRW
- NAS
1 stop15h 33m
American Airlines
Fri 7/1711:02 am
NAS
- CRW
1 stop12h 51m
American Airlines
Deal found 6/11![American Airlines logo]()
$407
This United Airlines deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/216:05 pm
CRW
- PUJ
2 stops18h 35m
United Airlines
Thu 9/243:35 pm
PUJ
- CRW
2 stops18h 10m
United Airlines
Deal found 6/12![United Airlines logo]()
$475
This American Airlines deal was found by Cheapflights users on 6/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/208:06 pm
CRW
- NAS
1 stop15h 33m
American Airlines
Fri 7/242:18 pm
NAS
- CRW
1 stop20h 12m
American Airlines
Deal found 6/13![American Airlines logo]()
$409
This Delta deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/296:00 am
CRW
- SJU
1 stop7h 21m
Delta
Wed 11/113:35 pm
SJU
- CRW
1 stop8h 04m
Delta
Deal found 6/11![Delta logo]()
$482
This American Airlines deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/308:06 pm
CRW
- NAS
1 stop13h 55m
American Airlines
Sat 8/87:45 am
NAS
- CRW
2 stops15h 14m
American Airlines
Deal found 6/12![American Airlines logo]()
$411
This United Airlines deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/197:00 am
CRW
- SJU
1 stop7h 44m
United Airlines
Sat 9/263:56 pm
SJU
- CRW
1 stop8h 03m
United Airlines
Deal found 6/15![United Airlines logo]()
$506
This Kiwi.com deal was found by Cheapflights users on 6/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/610:59 am
CRW
- SJU
1 stop13h 42m
Multiple Airlines
Mon 7/133:36 pm
SJU
- CRW
2 stops25h 47m
Multiple Airlines
Deal found 6/13![Multiple Airlines logo]()
$567
This Delta deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/26:00 am
CRW
- SJU
1 stop10h 33m
Delta
Mon 11/97:00 am
SJU
- CRW
1 stop8h 41m
Delta
Deal found 6/11![Delta logo]()
$527
This American Airlines deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/116:20 am
CRW
- MBJ
1 stop6h 17m
American Airlines
Tue 8/182:12 pm
MBJ
- CRW
2 stops18h 43m
American Airlines
Deal found 6/12![American Airlines logo]()
$440
This American Airlines deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/138:06 pm
CRW
- PUJ
2 stops19h 12m
American Airlines
Mon 7/205:56 pm
PUJ
- CRW
2 stops16h 34m
American Airlines
Deal found 6/12![American Airlines logo]()
$452
This United Airlines deal was found by Cheapflights users on 6/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/185:57 pm
CRW
- MBJ
2 stops22h 29m
United Airlines
Sat 7/252:40 pm
MBJ
- CRW
2 stops42h 45m
United Airlines
Deal found 6/14![United Airlines logo]()
$603
This American Airlines deal was found by Cheapflights users on 6/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/156:15 am
CRW
- SJU
1 stop8h 35m
American Airlines
Tue 9/226:27 am
SJU
- CRW
2 stops12h 52m
American Airlines
Deal found 6/13![American Airlines logo]()
$472
This United Airlines deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” 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 6/305:57 pm
CRW
- SJU
2 stops11h 32m
United Airlines
Sat 7/47:20 am
SJU
- CRW
2 stops13h 27m
United Airlines
Deal found 6/15![United Airlines logo]()
$642
This American Airlines deal was found by Cheapflights users on 6/14. Clicking the “Pick Dates” 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 8/105:14 pm
CRW
- MBJ
1 stop19h 23m
American Airlines
Mon 8/172:12 pm
MBJ
- CRW
2 stops18h 43m
American Airlines
Deal found 6/14![American Airlines logo]()
$475
This United Airlines deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/3110:45 am
CRW
- STI
2 stops28h 27m
United Airlines
Thu 9/36:00 am
STI
- CRW
2 stops27h 54m
United Airlines
Deal found 6/11![United Airlines logo]()
$648
This American Airlines deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/96:55 pm
CRW
- SJU
2 stops14h 48m
American Airlines
Thu 8/133:47 pm
SJU
- CRW
1 stop7h 12m
American Airlines
Deal found 6/12![American Airlines logo]()
$478
This United Airlines deal was found by Cheapflights users on 6/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/157:00 am
CRW
- SJU
1 stop7h 44m
United Airlines
Tue 9/223:56 pm
SJU
- CRW
1 stop8h 13m
United Airlines
Deal found 6/13![United Airlines logo]()
$669
This American Airlines deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/56:55 pm
CRW
- PUJ
2 stops20h 11m
American Airlines
Mon 8/1012:10 pm
PUJ
- CRW
2 stops21h 45m
American Airlines
Deal found 6/11![American Airlines logo]()
$480
This American Airlines deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/218:06 am
CRW
- MBJ
1 stop8h 09m
American Airlines
Wed 12/25:04 pm
MBJ
- CRW
1 stop5h 50m
American Airlines
Deal found 6/11![American Airlines logo]()
$491
This United Airlines deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/3110:45 am
CRW
- PLS
2 stops24h 54m
United Airlines
Thu 9/312:45 pm
PLS
- CRW
2 stops21h 09m
United Airlines
Deal found 6/11![United Airlines logo]()
$728
This United Airlines deal was found by Cheapflights users on 6/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/285:57 pm
CRW
- PLS
2 stops20h 28m
United Airlines
Tue 8/43:30 pm
PLS
- CRW
2 stops25h 52m
United Airlines
Deal found 6/13![United Airlines logo]()
$728
This American Airlines deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/128:06 pm
CRW
- MBJ
2 stops18h 56m
American Airlines
Fri 7/172:36 pm
MBJ
- CRW
2 stops18h 54m
American Airlines
Deal found 6/15![American Airlines logo]()
$503
This American Airlines deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” 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 7/188:06 pm
CRW
- MBJ
1 stop16h 19m
American Airlines
Sat 7/252:09 pm
MBJ
- CRW
2 stops19h 21m
American Airlines
Deal found 6/15![American Airlines logo]()
$557
This United Airlines deal was found by Cheapflights users on 6/14. Clicking the “Pick Dates” 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.
Sun 12/65:59 pm
CRW
- PLS
2 stops19h 18m
United Airlines
Wed 12/92:30 pm
PLS
- CRW
2 stops26h 21m
United Airlines
Deal found 6/14![United Airlines logo]()
$838
Last-minute flights from Charleston to CaribbeanDiscover last-minute flight deals from Charleston to Caribbean. Data last updated June 16, 2026 and is based on user searches.
Discover last-minute flight deals from Charleston to Caribbean. Data last updated June 16, 2026 and is based on user searches.
This United Airlines deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/165:57 pm
CRW
- NAS
2 stops19h 36m
United Airlines
Thu 6/183:59 pm
NAS
- CRW
1 stop18h 26m
United Airlines
Deal found 6/12![United Airlines logo]()
$303
This American Airlines deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/188:05 pm
CRW
- MBJ
2 stops16h 39m
American Airlines
Mon 6/225:17 pm
MBJ
- CRW
2 stops25h 18m
American Airlines
Deal found 6/11![American Airlines logo]()
$527
This American Airlines deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” 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 6/208:05 pm
CRW
- NAS
1 stop15h 32m
American Airlines
Sat 6/2711:02 am
NAS
- CRW
2 stops11h 04m
American Airlines
Deal found 6/15![American Airlines logo]()
$471
This Kiwi.com deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/22:45 pm
CRW
- SJU
1 stop11h 24m
Multiple Airlines
Sun 7/53:36 pm
SJU
- CRW
2 stops49h 47m
Multiple Airlines
Deal found 6/11![Multiple Airlines logo]()
$541
This Kiwi.com deal was found by Cheapflights users on 6/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/42:22 pm
CRW
- SJU
2 stops10h 15m
Multiple Airlines
Sat 7/118:37 pm
SJU
- CRW
1 stop12h 39m
Multiple Airlines
Deal found 6/13![Multiple Airlines logo]()
$495
This American Airlines deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/67:26 pm
CRW
- MBJ
2 stops19h 05m
American Airlines
Sun 7/125:14 pm
MBJ
- CRW
2 stops25h 22m
American Airlines
Deal found 6/11![American Airlines logo]()
$474
This American Airlines deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/118:06 pm
CRW
- NAS
1 stop15h 33m
American Airlines
Fri 7/1711:02 am
NAS
- CRW
1 stop12h 51m
American Airlines
Deal found 6/11![American Airlines logo]()
$407
This American Airlines deal was found by Cheapflights users on 6/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/128:06 pm
CRW
- MBJ
2 stops18h 03m
American Airlines
Fri 7/172:09 pm
MBJ
- CRW
2 stops19h 21m
American Airlines
Deal found 6/13![American Airlines logo]()
$485
This American Airlines deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/138:06 pm
CRW
- PUJ
2 stops19h 12m
American Airlines
Mon 7/205:56 pm
PUJ
- CRW
2 stops16h 34m
American Airlines
Deal found 6/12![American Airlines logo]()
$452
This American Airlines deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/1811:01 am
CRW
- MBJ
2 stops25h 46m
American Airlines
Sat 7/252:09 pm
MBJ
- CRW
2 stops19h 21m
American Airlines
Deal found 6/12![American Airlines logo]()
$528
This American Airlines deal was found by Cheapflights users on 6/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/208:06 pm
CRW
- NAS
1 stop15h 33m
American Airlines
Fri 7/242:18 pm
NAS
- CRW
1 stop20h 12m
American Airlines
Deal found 6/13![American Airlines logo]()
$409
This American Airlines deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/308:06 pm
CRW
- NAS
1 stop13h 55m
American Airlines
Sat 8/87:45 am
NAS
- CRW
2 stops15h 14m
American Airlines
Deal found 6/12![American Airlines logo]()
$411
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 June 16, 2026.
Search for one-way flight options from Charleston to Caribbean. Find affordable one-way fares based on user searches. Data last updated June 16, 2026.
This United Airlines deal was found by Cheapflights users on 6/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/145:57 pm
CRW
- NAS
2 stops19h 32m
United Airlines
Deal found 6/13![United Airlines logo]()
$103
This Kiwi.com deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/22:45 pm
CRW
- SJU
2 stops33h 11m
Multiple Airlines
Deal found 6/11![Multiple Airlines logo]()
$277
This American Airlines deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/276:55 pm
CRW
- PUJ
2 stops16h 07m
American Airlines
Deal found 6/11![American Airlines logo]()
$282
This Kiwi.com deal was found by Cheapflights users on 6/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/146:03 pm
CRW
- NAS
3 stops25h 12m
Multiple Airlines
Deal found 6/13![Multiple Airlines logo]()
$359
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 June 16, 2026.
Round-trip from | $312 (Delta) |
|---|---|
One-way from | $103 (United Airlines) |
Popular in | July |
Cheapest in | October |
Average price | $387 |
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 June 16, 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
CharlestonNassau
CRW - NAS
CRWNAS
Charleston Yeager
Sat 8/1
8:06 pm-2:01 pm
2 stops17h 55m
Nassau Intl
Fri 8/7
7:45 am-10:59 pm
2 stops15h 14m
$354
CharlestonSan Juan
CRW - SJU
CRWSJU
Charleston Yeager
Mon 11/2
6:00 am-2:21 pm
1 stop7h 21m
San Juan Luis Munoz Marin Intl
Wed 11/11
3:35 pm-10:39 pm
1 stop8h 04m
$357
CharlestonMontego Bay
CRW - MBJ
CRWMBJ
Charleston Yeager
Mon 10/19
8:16 pm-9:05 am
1 stop13h 49m
Montego Bay Sangster Intl
Fri 10/23
10:50 am-3:48 pm
1 stop27h 58m
$392
CharlestonNassau
CRW - NAS
CRWNAS
Charleston Yeager
Sat 7/11
8:06 pm-11:39 am
1 stop15h 33m
Nassau Intl
Fri 7/17
11:02 am-11:53 pm
1 stop12h 51m
$407
CharlestonNassau
CRW - NAS
CRWNAS
Charleston Yeager
Mon 7/20
8:06 pm-11:39 am
1 stop15h 33m
Nassau Intl
Fri 7/24
2:18 pm-10:30 am
1 stop20h 12m
$409
CharlestonNassau
CRW - NAS
CRWNAS
Charleston Yeager
Thu 7/30
8:06 pm-10:01 am
1 stop13h 55m
Nassau Intl
Sat 8/8
7:45 am-10:59 pm
2 stops15h 14m
$411
CharlestonSan Juan
CRW - SJU
CRWSJU
Charleston Yeager
Sun 8/9
2:45 pm-7:57 am
1 stop17h 12m
San Juan Luis Munoz Marin Intl
Thu 8/13
5:22 pm-10:19 am
1 stop16h 57m
$433
CharlestonSan Juan
CRW - SJU
CRWSJU
Charleston Yeager
Mon 11/2
6:00 am-5:33 pm
1 stop10h 33m
San Juan Luis Munoz Marin Intl
Sat 11/7
7:30 am-2:41 pm
1 stop8h 11m
$440
CharlestonMontego Bay
CRW - MBJ
CRWMBJ
Charleston Yeager
Tue 8/11
6:20 am-11:37 am
1 stop6h 17m
Montego Bay Sangster Intl
Tue 8/18
2:12 pm-9:55 am
2 stops18h 43m
$440
CharlestonPunta Cana
CRW - PUJ
CRWPUJ
Charleston Yeager
Mon 7/13
8:06 pm-3:18 pm
2 stops19h 12m
Punta Cana
Mon 7/20
5:56 pm-10:30 am
2 stops16h 34m
$452
Showing 1-10 of 34 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.
CRW-NAS
CRW-SJU
CRW-PUJ
CRW-MBJ
CRW-STI
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
CRW-0CB
CRW-NAS
CRW-SJU
CRW-PUJ
CRW-MBJ
What is the cheapest month to book a flight from Charleston, West Virginia to Caribbean?
Currently, December is the cheapest month in which you can book a flight from Charleston, West Virginia to Caribbean (average of $138). Flying from Charleston, West Virginia to Caribbean in September is currently the most expensive (average of $615). 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 June 16, 2026.
Peruse reviews from past customers who have flown with Delta and American Airlines from Charleston to Caribbean to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Comfort
7.8
Crew
8.5
Entertainment
7.8
Overall
7.9
Boarding
8.1
Food
7.2
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Comfort
7.8
Crew
8.5
Entertainment
7.8
Overall
7.9
Boarding
8.1
Food
7.2
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Comfort
7.8
Crew
8.5
Entertainment
7.8
Overall
7.9
Boarding
8.1
Food
7.2
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Related info for your journey
Find useful and relevant information for your journey from Charleston to Caribbean. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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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 June 16, 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 2 airlines flying from Charleston to Caribbean
Discover the top 2 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 June 16, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$307 | Average$598 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$325 | Average$863 | FlexibilityNo cancel fee | On-timeN/A |