$151+ 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 5/16. Fares are subject to change and may not be available on all flights or dates of travel.
CRW — SJU
May 17 — May 241
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 April 17, 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 April 17, 2026.
This American Airlines deal was found by Cheapflights users on 4/13. 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.
Sat 8/293:14 pm
CRW
- SJU
1 stop9h 01m
American Airlines
Sat 9/57:05 am
SJU
- CRW
1 stop16h 53m
American Airlines
Deal found 4/13![American Airlines logo]()
$347
This American Airlines deal was found by Cheapflights users on 4/13. 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.
Fri 5/86:11 pm
CRW
- PUJ
2 stops17h 01m
American Airlines
Tue 5/1211:51 am
PUJ
- CRW
2 stops22h 43m
American Airlines
Deal found 4/13![American Airlines logo]()
$357
This American Airlines deal was found by Cheapflights users on 4/14. 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.
Sat 7/188:05 pm
CRW
- MBJ
2 stops18h 57m
American Airlines
Sat 7/255:17 pm
MBJ
- CRW
2 stops16h 13m
American Airlines
Deal found 4/14![American Airlines logo]()
$357
This American Airlines deal was found by Cheapflights users on 4/15. 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.
Thu 9/37:59 pm
CRW
- PUJ
2 stops16h 45m
American Airlines
Mon 9/712:02 pm
PUJ
- CRW
2 stops21h 43m
American Airlines
Deal found 4/15![American Airlines logo]()
$365
This Kiwi.com deal was found by Cheapflights users on 4/13. 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 8/292:22 pm
CRW
- SJU
2 stops10h 01m
Multiple Airlines
Sun 9/65:01 pm
SJU
- CRW
1 stop17h 18m
Multiple Airlines
Deal found 4/13![Multiple Airlines logo]()
$369
This American Airlines deal was found by Cheapflights users on 4/13. 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.
Sat 9/56:55 pm
CRW
- SJU
2 stops17h 53m
American Airlines
Fri 9/113:55 pm
SJU
- CRW
1 stop8h 08m
American Airlines
Deal found 4/13![American Airlines logo]()
$372
This American Airlines deal was found by Cheapflights users on 4/16. Clicking the “Pick Dates” 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 7/18:05 pm
CRW
- PUJ
2 stops18h 36m
American Airlines
Sun 7/512:01 pm
PUJ
- CRW
2 stops22h 29m
American Airlines
Deal found 4/16![American Airlines logo]()
$375
This United Airlines deal was found by Cheapflights users on 4/14. 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.
Tue 6/26:00 am
CRW
- NAS
1 stop8h 57m
United Airlines
Wed 6/103:59 pm
NAS
- CRW
1 stop17h 26m
United Airlines
Deal found 4/14![United Airlines logo]()
$376
This American Airlines deal was found by Cheapflights users on 4/14. 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.
Wed 7/15:33 am
CRW
- SJU
2 stops16h 26m
American Airlines
Tue 7/76:00 am
SJU
- CRW
2 stops15h 54m
American Airlines
Deal found 4/14![American Airlines logo]()
$377
This American Airlines deal was found by Cheapflights users on 4/13. 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.
Sat 8/293:14 pm
CRW
- SJU
1 stop9h 01m
American Airlines
Fri 9/43:47 pm
SJU
- CRW
2 stops26h 38m
American Airlines
Deal found 4/13![American Airlines logo]()
$386
This American Airlines deal was found by Cheapflights users on 4/15. 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 5/36:00 am
CRW
- SJU
2 stops15h 15m
American Airlines
Sun 5/107:25 am
SJU
- CRW
1 stop16h 34m
American Airlines
Deal found 4/15![American Airlines logo]()
$392
This American Airlines deal was found by Cheapflights users on 4/14. 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.
Tue 5/126:12 pm
CRW
- MBJ
1 stop16h 01m
American Airlines
Fri 5/1512:25 pm
MBJ
- CRW
1 stop21h 04m
American Airlines
Deal found 4/14![American Airlines logo]()
$396
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 April 17, 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 April 17, 2026.
This American Airlines deal was found by Cheapflights users on 4/12. 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 7/188:05 pm
CRW
- MBJ
2 stops18h 04m
American Airlines
Sat 7/255:17 pm
MBJ
- CRW
2 stops16h 13m
American Airlines
Deal found 4/12![American Airlines logo]()
$357
This United Airlines deal was found by Cheapflights users on 4/14. 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.
Tue 6/26:00 am
CRW
- NAS
1 stop8h 57m
United Airlines
Wed 6/103:59 pm
NAS
- CRW
1 stop17h 26m
United Airlines
Deal found 4/14![United Airlines logo]()
$376
This Delta deal was found by Cheapflights users on 4/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/306:00 am
CRW
- SJU
1 stop5h 56m
Delta
Fri 9/41:06 pm
SJU
- CRW
1 stop9h 36m
Delta
Deal found 4/13![Delta logo]()
$408
This Kiwi.com deal was found by Cheapflights users on 4/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/12:22 pm
CRW
- SJU
2 stops10h 15m
Multiple Airlines
Mon 7/62:59 am
SJU
- CRW
1 stop14h 24m
Multiple Airlines
Deal found 4/14![Multiple Airlines logo]()
$501
This American Airlines deal was found by Cheapflights users on 4/12. 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.
Fri 5/86:11 pm
CRW
- PUJ
2 stops18h 51m
American Airlines
Tue 5/121:24 pm
PUJ
- CRW
2 stops21h 10m
American Airlines
Deal found 4/12![American Airlines logo]()
$357
This Delta deal was found by Cheapflights users on 4/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/66:00 am
CRW
- SJU
1 stop10h 35m
Delta
Thu 9/1012:58 pm
SJU
- CRW
1 stop9h 44m
Delta
Deal found 4/13![Delta logo]()
$408
This United Airlines deal was found by Cheapflights users on 4/14. 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.
Fri 5/295:47 pm
CRW
- NAS
1 stop21h 10m
United Airlines
Fri 6/53:59 pm
NAS
- CRW
1 stop8h 09m
United Airlines
Deal found 4/14![United Airlines logo]()
$413
This American Airlines deal was found by Cheapflights users on 4/14. 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.
Wed 7/15:33 am
CRW
- SJU
2 stops16h 26m
American Airlines
Tue 7/76:00 am
SJU
- CRW
2 stops15h 54m
American Airlines
Deal found 4/14![American Airlines logo]()
$377
This American Airlines deal was found by Cheapflights users on 4/12. 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 7/128:05 pm
CRW
- MBJ
2 stops16h 42m
American Airlines
Fri 7/175:17 pm
MBJ
- CRW
2 stops25h 16m
American Airlines
Deal found 4/12![American Airlines logo]()
$399
This Kiwi.com deal was found by Cheapflights users on 4/16. Clicking the “Pick Dates” 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 7/252:22 pm
CRW
- SJU
2 stops10h 01m
Multiple Airlines
Thu 7/305:01 pm
SJU
- CRW
1 stop17h 18m
Multiple Airlines
Deal found 4/16![Multiple Airlines logo]()
$531
This American Airlines deal was found by Cheapflights users on 4/13. 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.
Thu 5/288:06 pm
CRW
- NAS
1 stop13h 57m
American Airlines
Thu 6/411:03 am
NAS
- CRW
1 stop8h 32m
American Airlines
Deal found 4/13![American Airlines logo]()
$416
This United Airlines deal was found by Cheapflights users on 4/12. 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.
Sat 9/265:59 pm
CRW
- NAS
2 stops19h 51m
United Airlines
Tue 9/292:33 pm
NAS
- CRW
2 stops23h 46m
United Airlines
Deal found 4/12![United Airlines logo]()
$540
This Kiwi.com deal was found by Cheapflights users on 4/12. 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.
Fri 8/710:59 am
CRW
- SJU
1 stop13h 24m
Multiple Airlines
Sun 8/166:00 am
SJU
- CRW
2 stops28h 19m
Multiple Airlines
Deal found 4/12![Multiple Airlines logo]()
$544
This American Airlines deal was found by Cheapflights users on 4/15. 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.
Thu 6/188:05 pm
CRW
- MBJ
2 stops18h 55m
American Airlines
Mon 6/225:17 pm
MBJ
- CRW
2 stops25h 18m
American Airlines
Deal found 4/15![American Airlines logo]()
$446
This Delta deal was found by Cheapflights users on 4/14. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/12:42 pm
CRW
- SJU
1 stop7h 45m
Delta
Tue 7/77:30 am
SJU
- CRW
1 stop6h 32m
Delta
Deal found 4/14![Delta logo]()
$594
This United Airlines deal was found by Cheapflights users on 4/15. 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.
Mon 8/315:59 pm
CRW
- NAS
2 stops19h 34m
United Airlines
Wed 9/22:35 pm
NAS
- CRW
2 stops18h 51m
United Airlines
Deal found 4/15![United Airlines logo]()
$652
This United Airlines deal was found by Cheapflights users on 4/12. 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 9/2210:45 am
CRW
- PUJ
2 stops25h 55m
United Airlines
Thu 9/243:35 pm
PUJ
- CRW
2 stops25h 41m
United Airlines
Deal found 4/12![United Airlines logo]()
$672
This American Airlines deal was found by Cheapflights users on 4/16. Clicking the “Pick Dates” 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 7/18:05 pm
CRW
- PUJ
1 stop19h 45m
American Airlines
Sun 7/54:07 pm
PUJ
- CRW
1 stop7h 46m
American Airlines
Deal found 4/16![American Airlines logo]()
$573
This American Airlines deal was found by Cheapflights users on 4/13. 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.
Thu 6/188:05 pm
CRW
- PLS
1 stop16h 26m
American Airlines
Mon 6/223:12 pm
PLS
- CRW
1 stop19h 20m
American Airlines
Deal found 4/13![American Airlines logo]()
$586
This United Airlines deal was found by Cheapflights users on 4/13. 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.
Sun 9/67:00 am
CRW
- SJU
2 stops13h 38m
United Airlines
Fri 9/114:55 pm
SJU
- CRW
2 stops16h 31m
United Airlines
Deal found 4/13![United Airlines logo]()
$779
This American Airlines deal was found by Cheapflights users on 4/12. 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 6/228:05 pm
CRW
- PLS
1 stop16h 26m
American Airlines
Sat 6/272:55 pm
PLS
- CRW
2 stops28h 40m
American Airlines
Deal found 4/12![American Airlines logo]()
$602
This United Airlines deal was found by Cheapflights users on 4/16. Clicking the “Pick Dates” 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 5/236:00 am
CRW
- SJU
1 stop8h 44m
United Airlines
Sat 5/303:56 pm
SJU
- CRW
1 stop8h 10m
United Airlines
Deal found 4/16![United Airlines logo]()
$823
This American Airlines deal was found by Cheapflights users on 4/15. 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.
Thu 9/37:59 pm
CRW
- PUJ
1 stop19h 07m
American Airlines
Mon 9/74:18 pm
PUJ
- CRW
1 stop6h 41m
American Airlines
Deal found 4/15![American Airlines logo]()
$628
This United Airlines deal was found by Cheapflights users on 4/13. 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.
Sat 8/2910:45 am
CRW
- SJU
2 stops13h 05m
United Airlines
Fri 9/41:00 am
SJU
- CRW
3 stops16h 16m
United Airlines
Deal found 4/13![United Airlines logo]()
$849
This American Airlines deal was found by Cheapflights users on 4/12. 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 7/208:05 pm
CRW
- ANU
2 stops20h 20m
American Airlines
Fri 7/315:29 pm
ANU
- CRW
2 stops26h 04m
American Airlines
Deal found 4/12![American Airlines logo]()
$645
This United Airlines deal was found by Cheapflights users on 4/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/86:45 am
CRW
- STI
2 stops16h 07m
United Airlines
Sat 5/96:00 am
STI
- CRW
2 stops11h 09m
United Airlines
Deal found 4/12![United Airlines logo]()
$1,019
This American Airlines deal was found by Cheapflights users on 4/12. 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 7/95:23 am
CRW
- SJU
2 stops17h 34m
American Airlines
Sun 7/197:00 am
SJU
- CRW
2 stops14h 54m
American Airlines
Deal found 4/12![American Airlines logo]()
$816
This American Airlines deal was found by Cheapflights users on 4/16. Clicking the “Pick Dates” 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 7/255:39 am
CRW
- SJU
2 stops16h 21m
American Airlines
Thu 7/307:25 am
SJU
- CRW
2 stops14h 29m
American Airlines
Deal found 4/16![American Airlines logo]()
$836
This United Airlines deal was found by Cheapflights users on 4/14. 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 5/305:47 pm
CRW
- NAS
3 stops20h 00m
United Airlines
Tue 6/912:35 pm
NAS
- CRW
2 stops10h 18m
United Airlines
Deal found 4/14![United Airlines logo]()
$2,962
This United Airlines deal was found by Cheapflights users on 4/12. 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 6/225:47 pm
CRW
- PLS
3 stops20h 38m
United Airlines
Sat 6/275:15 pm
PLS
- CRW
2 stops16h 10m
United Airlines
Deal found 4/12![United Airlines logo]()
$4,033
Last-minute flights from Charleston to CaribbeanDiscover last-minute flight deals from Charleston to Caribbean. Data last updated April 17, 2026 and is based on user searches.
Discover last-minute flight deals from Charleston to Caribbean. Data last updated April 17, 2026 and is based on user searches.
This United Airlines deal was found by Cheapflights users on 4/12. 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.
Thu 4/167:39 pm
CRW
- PUJ
1 stop18h 48m
United Airlines
Wed 4/221:50 pm
PUJ
- CRW
1 stop19h 41m
United Airlines
Deal found 4/12![United Airlines logo]()
$945
This American Airlines deal was found by Cheapflights users on 4/14. 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.
Thu 4/166:11 pm
CRW
- PUJ
2 stops16h 40m
American Airlines
Wed 4/221:39 pm
PUJ
- CRW
2 stops20h 55m
American Airlines
Deal found 4/14![American Airlines logo]()
$991
This United Airlines deal was found by Cheapflights users on 4/12. 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.
Sun 4/266:45 am
CRW
- SJU
2 stops13h 53m
United Airlines
Thu 4/307:20 am
SJU
- CRW
2 stops15h 29m
United Airlines
Deal found 4/12![United Airlines logo]()
$510
This American Airlines deal was found by Cheapflights users on 4/15. 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 5/36:00 am
CRW
- SJU
2 stops15h 15m
American Airlines
Sun 5/107:25 am
SJU
- CRW
1 stop16h 34m
American Airlines
Deal found 4/15![American Airlines logo]()
$392
This American Airlines deal was found by Cheapflights users on 4/13. 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.
Fri 5/86:11 pm
CRW
- PUJ
2 stops17h 01m
American Airlines
Tue 5/1211:51 am
PUJ
- CRW
2 stops22h 43m
American Airlines
Deal found 4/13![American Airlines logo]()
$357
This American Airlines deal was found by Cheapflights users on 4/14. 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.
Tue 5/126:12 pm
CRW
- MBJ
2 stops18h 39m
American Airlines
Fri 5/151:15 pm
MBJ
- CRW
2 stops20h 14m
American Airlines
Deal found 4/14![American Airlines logo]()
$357
This American Airlines deal was found by Cheapflights users on 4/14. 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.
Sat 5/238:06 pm
CRW
- MBJ
2 stops16h 39m
American Airlines
Sat 5/302:08 pm
MBJ
- CRW
2 stops19h 24m
American Airlines
Deal found 4/14![American Airlines logo]()
$407
This United Airlines deal was found by Cheapflights users on 4/12. 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.
Sat 5/237:00 am
CRW
- SJU
1 stop7h 44m
United Airlines
Sat 5/303:56 pm
SJU
- CRW
1 stop8h 10m
United Airlines
Deal found 4/12![United Airlines logo]()
$779
This United Airlines deal was found by Cheapflights users on 4/12. 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.
Sat 5/236:00 am
CRW
- MBJ
1 stop7h 50m
United Airlines
Sat 5/301:52 pm
MBJ
- CRW
1 stop8h 01m
United Airlines
Deal found 4/12![United Airlines logo]()
$842
This American Airlines deal was found by Cheapflights users on 4/13. 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.
Thu 5/288:06 pm
CRW
- NAS
1 stop13h 57m
American Airlines
Thu 6/411:03 am
NAS
- CRW
1 stop8h 32m
American Airlines
Deal found 4/13![American Airlines logo]()
$416
This United Airlines deal was found by Cheapflights users on 4/14. 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.
Fri 5/295:47 pm
CRW
- NAS
2 stops18h 16m
United Airlines
Fri 6/53:59 pm
NAS
- CRW
1 stop8h 09m
United Airlines
Deal found 4/14![United Airlines logo]()
$411
This American Airlines deal was found by Cheapflights users on 4/14. 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.
Fri 5/298:06 pm
CRW
- NAS
2 stops15h 20m
American Airlines
Fri 6/512:16 pm
NAS
- CRW
2 stops11h 40m
American Airlines
Deal found 4/14![American Airlines logo]()
$486
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 April 17, 2026.
Search for one-way flight options from Charleston to Caribbean. Find affordable one-way fares based on user searches. Data last updated April 17, 2026.
This American Airlines deal was found by Cheapflights users on 4/12. 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 5/166:11 pm
CRW
- SJU
1 stop16h 37m
American Airlines
Deal found 4/12![American Airlines logo]()
$151
This American Airlines deal was found by Cheapflights users on 4/14. 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.
Tue 6/25:33 am
CRW
- SJU
2 stops16h 26m
American Airlines
Deal found 4/14![American Airlines logo]()
$157
This American Airlines deal was found by Cheapflights users on 4/14. 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.
Thu 8/277:59 pm
CRW
- PUJ
1 stop15h 57m
American Airlines
Deal found 4/14![American Airlines logo]()
$164
This Kiwi.com deal was found by Cheapflights users on 4/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/179:56 am
CRW
- SJU
1 stop12h 46m
Multiple Airlines
Deal found 4/14![Multiple Airlines logo]()
$185
This Delta deal was found by Cheapflights users on 4/16. Clicking the “Pick Dates” 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 5/193:30 pm
CRW
- SJU
1 stop6h 47m
Delta
Deal found 4/16![Delta logo]()
$196
This Kiwi.com deal was found by Cheapflights users on 4/13. 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 5/1810:06 am
CRW
- SJU
1 stop13h 51m
Multiple Airlines
Deal found 4/13![Multiple Airlines logo]()
$197
This United Airlines deal was found by Cheapflights users on 4/13. 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.
Thu 8/275:59 pm
CRW
- PUJ
3 stops21h 31m
United Airlines
Deal found 4/13![United Airlines logo]()
$1,912
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 April 17, 2026.
Round-trip from | $347 (American Airlines) |
|---|---|
One-way from | $151 (American Airlines) |
Popular in | July |
Cheapest in | October |
Average price | $447 |
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 April 17, 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
CharlestonMontego Bay
CRW - MBJ
CRWMBJ
Charleston Yeager
Sat 7/18
8:05 pm-1:09 pm
2 stops18h 04m
Montego Bay Sangster Intl
Sat 7/25
5:17 pm-10:30 am
2 stops16h 13m
$357
CharlestonPunta Cana
CRW - PUJ
CRWPUJ
Charleston Yeager
Fri 5/8
6:11 pm-1:02 pm
2 stops18h 51m
Punta Cana
Tue 5/12
1:24 pm-10:34 am
2 stops21h 10m
$357
CharlestonNassau
CRW - NAS
CRWNAS
Charleston Yeager
Tue 6/2
6:00 am-2:57 pm
1 stop8h 57m
Nassau Intl
Wed 6/10
3:59 pm-9:25 am
1 stop17h 26m
$376
CharlestonSan Juan
CRW - SJU
CRWSJU
Charleston Yeager
Wed 7/1
5:33 am-9:59 pm
2 stops16h 26m
San Juan Luis Munoz Marin Intl
Tue 7/7
6:00 am-9:54 pm
2 stops15h 54m
$377
CharlestonMontego Bay
CRW - MBJ
CRWMBJ
Charleston Yeager
Sun 7/12
8:05 pm-11:47 am
2 stops16h 42m
Montego Bay Sangster Intl
Fri 7/17
5:17 pm-7:33 pm
2 stops25h 16m
$399
CharlestonSan Juan
CRW - SJU
CRWSJU
Charleston Yeager
Sun 8/30
6:00 am-11:56 am
1 stop5h 56m
San Juan Luis Munoz Marin Intl
Fri 9/4
1:06 pm-10:42 pm
1 stop9h 36m
$408
CharlestonSan Juan
CRW - SJU
CRWSJU
Charleston Yeager
Sun 9/6
6:00 am-4:35 pm
1 stop10h 35m
San Juan Luis Munoz Marin Intl
Thu 9/10
12:58 pm-10:42 pm
1 stop9h 44m
$408
CharlestonNassau
CRW - NAS
CRWNAS
Charleston Yeager
Fri 5/29
5:47 pm-2:57 pm
1 stop21h 10m
Nassau Intl
Fri 6/5
3:59 pm-12:08 am
1 stop8h 09m
$413
CharlestonNassau
CRW - NAS
CRWNAS
Charleston Yeager
Thu 5/28
8:06 pm-10:03 am
1 stop13h 57m
Nassau Intl
Thu 6/4
11:03 am-7:35 pm
1 stop8h 32m
$416
CharlestonMontego Bay
CRW - MBJ
CRWMBJ
Charleston Yeager
Thu 6/18
8:05 pm-2:00 pm
2 stops18h 55m
Montego Bay Sangster Intl
Mon 6/22
5:17 pm-7:35 pm
2 stops25h 18m
$446
Showing 1-10 of 38 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-SJU
CRW-PUJ
CRW-MBJ
CRW-NAS
CRW-PLS
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Charleston to Caribbean
CRW-0CB
CRW-SJU
CRW-PUJ
CRW-MBJ
CRW-NAS
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 February is currently the most expensive (average of $555). 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 April 17, 2026.
Peruse reviews from past customers who have flown with 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.
Crew
7.9
Boarding
7.5
Food
6.4
Entertainment
6.9
Comfort
7.2
Overall
7.1
Reviews
1 / 20
4.0
OkayElizabeth,Mar 2026
ORD - MIA
Crew
7.9
Boarding
7.5
Food
6.4
Entertainment
6.9
Comfort
7.2
Overall
7.1
Reviews
1 / 20
4.0
OkayElizabeth,Mar 2026
ORD - MIA
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 April 17, 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 airline flying from Charleston to Caribbean
Discover the top airline 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 April 17, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$307 | Average$577 | FlexibilityNo cancel fee | On-time71% |