$227+ Cheap flights from Charleston, WV (CRW) to Caribbean Islands
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 8/27. Fares are subject to change and may not be available on all flights or dates of travel.
CRW — SJU
Jul 21 — Jul 281
Round-trip
1 adult, Economy
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Find cheap flights from Charleston to Caribbean Islands 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 Islands
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Cheapest flights from Charleston to Caribbean IslandsExplore the most affordable flight options available from Charleston to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 21, 2026.
Explore the most affordable flight options available from Charleston to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 21, 2026.
This American Airlines deal was found by Cheapflights users on 6/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/210:25 am
CRW
- SJU
1 stop13h 34m
American Airlines
Fri 9/114:38 pm
SJU
- CRW
2 stops23h 42m
American Airlines
Deal found 6/19![American Airlines logo]()
$327
This Kiwi.com deal was found by Cheapflights users on 6/20. Clicking the “Pick Dates” 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 8/222:22 pm
CRW
- SJU
2 stops10h 34m
Multiple Airlines
Sun 8/305:15 pm
SJU
- CRW
1 stop17h 04m
Multiple Airlines
Deal found 6/20![Multiple Airlines logo]()
$330
This American Airlines deal was found by Cheapflights users on 6/17. Clicking the “Pick Dates” 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 7/108:06 pm
CRW
- NAS
1 stop15h 28m
American Airlines
Mon 7/132:18 pm
NAS
- CRW
1 stop20h 12m
American Airlines
Deal found 6/17![American Airlines logo]()
$361
This American Airlines deal was found by Cheapflights users on 6/17. Clicking the “Pick Dates” 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 10/245:49 am
CRW
- SJU
2 stops18h 01m
American Airlines
Wed 10/288:35 am
SJU
- CRW
2 stops12h 56m
American Airlines
Deal found 6/17![American Airlines logo]()
$362
This American Airlines deal was found by Cheapflights users on 6/18. Clicking the “Pick Dates” 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 9/46:55 pm
CRW
- NAS
1 stop16h 25m
American Airlines
Fri 9/112:39 pm
NAS
- CRW
1 stop21h 26m
American Airlines
Deal found 6/18![American Airlines logo]()
$363
This American Airlines deal was found by Cheapflights users on 6/17. Clicking the “Pick Dates” 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 10/188:16 pm
CRW
- NAS
1 stop13h 44m
American Airlines
Thu 10/227:10 pm
NAS
- CRW
2 stops15h 14m
American Airlines
Deal found 6/17![American Airlines logo]()
$364
This American Airlines deal was found by Cheapflights users on 6/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
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 6/21![American Airlines logo]()
$373
This American Airlines deal was found by Cheapflights users on 6/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/226:55 pm
CRW
- SJU
2 stops19h 43m
American Airlines
Sun 8/307:30 am
SJU
- CRW
1 stop16h 28m
American Airlines
Deal found 6/21![American Airlines logo]()
$405
This American Airlines deal was found by Cheapflights users on 6/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 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 6/21![American Airlines logo]()
$406
This United Airlines deal was found by Cheapflights users on 6/18. Clicking the “Pick Dates” 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 7/115:57 pm
CRW
- NAS
2 stops17h 31m
United Airlines
Thu 7/163:59 pm
NAS
- CRW
1 stop18h 26m
United Airlines
Deal found 6/18![United Airlines logo]()
$416
This American Airlines deal was found by Cheapflights users on 6/18. Clicking the “Pick Dates” 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
Thu 7/1612:39 pm
NAS
- CRW
1 stop11h 14m
American Airlines
Deal found 6/18![American Airlines logo]()
$417
This American Airlines deal was found by Cheapflights users on 6/20. Clicking the “Pick Dates” 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 6/20![American Airlines logo]()
$419
Best flights from Charleston to Caribbean IslandsDiscover carefully curated flight deals from Charleston to Caribbean Islands that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 21, 2026.
Discover carefully curated flight deals from Charleston to Caribbean Islands that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 21, 2026.
This American Airlines deal was found by Cheapflights users on 6/18. Clicking the “Pick Dates” 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 9/46:55 pm
CRW
- NAS
2 stops18h 41m
American Airlines
Fri 9/112:39 pm
NAS
- CRW
1 stop21h 26m
American Airlines
Deal found 6/18![American Airlines logo]()
$366
This United Airlines deal was found by Cheapflights users on 6/18. Clicking the “Pick Dates” 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 7/115:57 pm
CRW
- NAS
2 stops17h 31m
United Airlines
Thu 7/163:59 pm
NAS
- CRW
1 stop18h 26m
United Airlines
Deal found 6/18![United Airlines logo]()
$416
This American Airlines deal was found by Cheapflights users on 6/17. Clicking the “Pick Dates” 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 7/107:26 pm
CRW
- NAS
2 stops16h 08m
American Airlines
Mon 7/132:18 pm
NAS
- CRW
1 stop20h 12m
American Airlines
Deal found 6/17![American Airlines logo]()
$366
This American Airlines deal was found by Cheapflights users on 6/17. Clicking the “Pick Dates” 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 6/17![American Airlines logo]()
$406
This United Airlines deal was found by Cheapflights users on 6/17. Clicking the “Pick Dates” 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 10/2410:29 am
CRW
- SJU
2 stops13h 21m
United Airlines
Tue 10/271:05 am
SJU
- CRW
2 stops13h 14m
United Airlines
Deal found 6/17![United Airlines logo]()
$452
This American Airlines deal was found by Cheapflights users on 6/20. Clicking the “Pick Dates” 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 6/20![American Airlines logo]()
$419
This United Airlines deal was found by Cheapflights users on 6/20. Clicking the “Pick Dates” 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 10/246:05 pm
CRW
- STI
2 stops28h 46m
United Airlines
Wed 10/285:00 am
STI
- CRW
2 stops32h 15m
United Airlines
Deal found 6/20![United Airlines logo]()
$543
This American Airlines deal was found by Cheapflights users on 6/17. Clicking the “Pick Dates” 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 12/17:51 pm
CRW
- SJU
1 stop16h 14m
American Airlines
Wed 12/1611:25 am
SJU
- CRW
2 stops11h 28m
American Airlines
Deal found 6/17![American Airlines logo]()
$478
This American Airlines deal was found by Cheapflights users on 6/19. Clicking the “Pick Dates” 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 7/127:26 pm
CRW
- MBJ
2 stops19h 05m
American Airlines
Fri 7/172:36 pm
MBJ
- CRW
2 stops18h 54m
American Airlines
Deal found 6/19![American Airlines logo]()
$495
This United Airlines deal was found by Cheapflights users on 6/17. Clicking the “Pick Dates” 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 8/226:05 pm
CRW
- SJU
2 stops21h 37m
United Airlines
Wed 8/264:55 pm
SJU
- CRW
2 stops16h 59m
United Airlines
Deal found 6/17![United Airlines logo]()
$604
This American Airlines deal was found by Cheapflights users on 6/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/75:14 pm
CRW
- SJU
1 stop6h 45m
American Airlines
Mon 9/146:27 am
SJU
- CRW
2 stops12h 52m
American Airlines
Deal found 6/21![American Airlines logo]()
$503
This United Airlines deal was found by Cheapflights users on 6/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/77:00 am
CRW
- SJU
1 stop7h 44m
United Airlines
Mon 9/143:56 pm
SJU
- CRW
1 stop8h 13m
United Airlines
Deal found 6/21![United Airlines logo]()
$650
This American Airlines deal was found by Cheapflights users on 6/19. Clicking the “Pick Dates” 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 7/252:36 pm
MBJ
- CRW
2 stops18h 54m
American Airlines
Deal found 6/19![American Airlines logo]()
$505
This American Airlines deal was found by Cheapflights users on 6/20. Clicking the “Pick Dates” 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 11/217:51 pm
CRW
- MBJ
2 stops18h 23m
American Airlines
Wed 12/24:23 pm
MBJ
- CRW
2 stops18h 24m
American Airlines
Deal found 6/20![American Airlines logo]()
$506
This United Airlines deal was found by Cheapflights users on 6/17. Clicking the “Pick Dates” 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 8/296:05 pm
CRW
- PLS
2 stops17h 34m
United Airlines
Wed 9/212:45 pm
PLS
- CRW
2 stops21h 09m
United Airlines
Deal found 6/17![United Airlines logo]()
$738
This American Airlines deal was found by Cheapflights users on 6/18. Clicking the “Pick Dates” 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 7/38:05 pm
CRW
- PUJ
2 stops14h 56m
American Airlines
Mon 7/612:01 pm
PUJ
- CRW
2 stops22h 29m
American Airlines
Deal found 6/18![American Airlines logo]()
$579
This United Airlines deal was found by Cheapflights users on 6/19. Clicking the “Pick Dates” 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 7/35:57 pm
CRW
- PUJ
2 stops21h 33m
United Airlines
Mon 7/66:45 pm
PUJ
- CRW
2 stops46h 37m
United Airlines
Deal found 6/19![United Airlines logo]()
$864
This American Airlines deal was found by Cheapflights users on 6/20. Clicking the “Pick Dates” 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 7/238:06 pm
CRW
- PUJ
2 stops17h 54m
American Airlines
Mon 7/273:00 pm
PUJ
- CRW
2 stops19h 30m
American Airlines
Deal found 6/20![American Airlines logo]()
$636
This American Airlines deal was found by Cheapflights users on 6/17. Clicking the “Pick Dates” 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 7/207:26 pm
CRW
- ANU
2 stops20h 56m
American Airlines
Fri 7/315:22 pm
ANU
- CRW
2 stops26h 14m
American Airlines
Deal found 6/17![American Airlines logo]()
$705
This United Airlines deal was found by Cheapflights users on 6/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/811:00 am
CRW
- PLS
2 stops24h 29m
United Airlines
Sat 8/1512:45 pm
PLS
- CRW
2 stops21h 09m
United Airlines
Deal found 6/21![United Airlines logo]()
$1,057
This United Airlines deal was found by Cheapflights users on 6/18. Clicking the “Pick Dates” 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
- PUJ
2 stops20h 51m
United Airlines
Sun 7/193:35 pm
PUJ
- CRW
2 stops18h 50m
United Airlines
Deal found 6/18![United Airlines logo]()
$1,110
This United Airlines deal was found by Cheapflights users on 6/18. Clicking the “Pick Dates” 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 8/25:57 pm
CRW
- STI
2 stops28h 55m
United Airlines
Sun 8/96:00 am
STI
- CRW
2 stops51h 54m
United Airlines
Deal found 6/18![United Airlines logo]()
$1,210
This American Airlines deal was found by Cheapflights users on 6/19. Clicking the “Pick Dates” 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 9/205:00 am
CRW
- STI
3 stops9h 15m
American Airlines
Sat 9/263:15 pm
STI
- CRW
2 stops23h 41m
American Airlines
Deal found 6/19![American Airlines logo]()
$2,212
Last-minute flights from Charleston to Caribbean IslandsDiscover last-minute flight deals from Charleston to Caribbean Islands. Data last updated June 21, 2026 and is based on user searches.
Discover last-minute flight deals from Charleston to Caribbean Islands. Data last updated June 21, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 6/18. Clicking the “Pick Dates” 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 6/1811:02 am
CRW
- MBJ
2 stops27h 06m
American Airlines
Mon 6/222:08 pm
MBJ
- CRW
2 stops19h 24m
American Airlines
Deal found 6/18![American Airlines logo]()
$488
This Kiwi.com deal was found by Cheapflights users on 6/19. Clicking the “Pick Dates” 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 6/236:03 pm
CRW
- SJU
1 stop8h 06m
Multiple Airlines
Thu 6/255:15 pm
SJU
- CRW
1 stop16h 11m
Multiple Airlines
Deal found 6/19![Multiple Airlines logo]()
$529
This American Airlines deal was found by Cheapflights users on 6/17. Clicking the “Pick Dates” 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 7/28:05 pm
CRW
- PUJ
2 stops18h 36m
American Airlines
Wed 7/85:56 pm
PUJ
- CRW
2 stops25h 40m
American Airlines
Deal found 6/17![American Airlines logo]()
$548
This American Airlines deal was found by Cheapflights users on 6/20. Clicking the “Pick Dates” 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 7/87:26 pm
CRW
- NAS
1 stop15h 47m
American Airlines
Sun 7/122:18 pm
NAS
- CRW
1 stop20h 12m
American Airlines
Deal found 6/20![American Airlines logo]()
$476
This American Airlines deal was found by Cheapflights users on 6/17. Clicking the “Pick Dates” 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 7/108:06 pm
CRW
- NAS
1 stop15h 28m
American Airlines
Mon 7/132:18 pm
NAS
- CRW
1 stop20h 12m
American Airlines
Deal found 6/17![American Airlines logo]()
$361
This United Airlines deal was found by Cheapflights users on 6/18. Clicking the “Pick Dates” 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 7/115:57 pm
CRW
- NAS
2 stops17h 31m
United Airlines
Thu 7/163:59 pm
NAS
- CRW
1 stop18h 26m
United Airlines
Deal found 6/18![United Airlines logo]()
$416
This American Airlines deal was found by Cheapflights users on 6/18. Clicking the “Pick Dates” 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
Thu 7/1612:39 pm
NAS
- CRW
1 stop11h 14m
American Airlines
Deal found 6/18![American Airlines logo]()
$417
This American Airlines deal was found by Cheapflights users on 6/19. Clicking the “Pick Dates” 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 7/127:26 pm
CRW
- MBJ
2 stops19h 05m
American Airlines
Fri 7/172:36 pm
MBJ
- CRW
2 stops18h 54m
American Airlines
Deal found 6/19![American Airlines logo]()
$495
This Kiwi.com deal was found by Cheapflights users on 6/20. Clicking the “Pick Dates” 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 7/1710:59 am
CRW
- SJU
1 stop13h 42m
Multiple Airlines
Wed 7/227:34 am
SJU
- CRW
2 stops25h 42m
Multiple Airlines
Deal found 6/20![Multiple Airlines logo]()
$496
This American Airlines deal was found by Cheapflights users on 6/20. Clicking the “Pick Dates” 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 7/252:36 pm
MBJ
- CRW
2 stops18h 54m
American Airlines
Deal found 6/20![American Airlines logo]()
$505
This American Airlines deal was found by Cheapflights users on 6/20. Clicking the “Pick Dates” 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 6/20![American Airlines logo]()
$419
This American Airlines deal was found by Cheapflights users on 6/19. Clicking the “Pick Dates” 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 7/297:26 pm
CRW
- NAS
1 stop15h 47m
American Airlines
Sun 8/97:45 am
NAS
- CRW
2 stops16h 13m
American Airlines
Deal found 6/19![American Airlines logo]()
$431
One-way flights from Charleston to Caribbean IslandsSearch for one-way flight options from Charleston to Caribbean Islands. Find affordable one-way fares based on user searches. Data last updated June 21, 2026.
Search for one-way flight options from Charleston to Caribbean Islands. Find affordable one-way fares based on user searches. Data last updated June 21, 2026.
This American Airlines deal was found by Cheapflights users on 6/18. Clicking the “Pick Dates” 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 8/275:14 pm
CRW
- PUJ
2 stops17h 56m
American Airlines
Deal found 6/18![American Airlines logo]()
$227
This United Airlines deal was found by Cheapflights users on 6/19. Clicking the “Pick Dates” 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 7/35:57 pm
CRW
- PUJ
2 stops21h 33m
United Airlines
Deal found 6/19![United Airlines logo]()
$242
This United Airlines deal was found by Cheapflights users on 6/19. Clicking the “Pick Dates” 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 7/25:57 pm
CRW
- PUJ
2 stops43h 14m
United Airlines
Deal found 6/19![United Airlines logo]()
$258
Find flight deals from Charleston to Caribbean Islands
Keep the following information in mind while searching for Charleston to Caribbean Islands flight deals. Data was last updated June 21, 2026.
Round-trip from | $327 (American Airlines) |
|---|---|
One-way from | $227 (American Airlines) |
Popular in | July |
Cheapest in | October |
Average price | $387 |
Cheapflights Fare Finder
Customize your flight search to find flights from Charleston to Caribbean Islands 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 21, 2026.
Use the filters below to find and compare flights from Charleston to Caribbean Islands that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
CharlestonNassau
CRW - NAS
CRWNAS
Charleston Yeager
Fri 9/4
6:55 pm-1:36 pm
2 stops18h 41m
Nassau Intl
Fri 9/11
2:39 pm-12:05 pm
1 stop21h 26m
$366
CharlestonNassau
CRW - NAS
CRWNAS
Charleston Yeager
Fri 7/10
7:26 pm-11:34 am
2 stops16h 08m
Nassau Intl
Mon 7/13
2:18 pm-10:30 am
1 stop20h 12m
$366
CharlestonMontego Bay
CRW - MBJ
CRWMBJ
Charleston Yeager
Mon 8/10
6:55 pm-1:28 pm
2 stops19h 33m
Montego Bay Sangster Intl
Mon 8/17
2:12 pm-9:55 am
2 stops18h 43m
$406
CharlestonNassau
CRW - NAS
CRWNAS
Charleston Yeager
Sat 7/11
5:57 pm-11:28 am
2 stops17h 31m
Nassau Intl
Thu 7/16
3:59 pm-10:25 am
1 stop18h 26m
$416
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
$419
CharlestonSan Juan
CRW - SJU
CRWSJU
Charleston Yeager
Sat 10/24
10:29 am-11:50 pm
2 stops13h 21m
San Juan Luis Munoz Marin Intl
Tue 10/27
1:05 am-2:19 pm
2 stops13h 14m
$452
CharlestonSan Juan
CRW - SJU
CRWSJU
Charleston Yeager
Tue 12/1
7:51 pm-1:05 pm
1 stop16h 14m
San Juan Luis Munoz Marin Intl
Wed 12/16
11:25 am-9:53 pm
2 stops11h 28m
$478
CharlestonMontego Bay
CRW - MBJ
CRWMBJ
Charleston Yeager
Sun 7/12
7:26 pm-1:31 pm
2 stops19h 05m
Montego Bay Sangster Intl
Fri 7/17
2:36 pm-10:30 am
2 stops18h 54m
$495
CharlestonSan Juan
CRW - SJU
CRWSJU
Charleston Yeager
Mon 9/7
5:14 pm-11:59 pm
1 stop6h 45m
San Juan Luis Munoz Marin Intl
Mon 9/14
6:27 am-7:19 pm
2 stops12h 52m
$503
CharlestonMontego Bay
CRW - MBJ
CRWMBJ
Charleston Yeager
Sat 7/18
11:01 am-11:47 am
2 stops25h 46m
Montego Bay Sangster Intl
Sat 7/25
2:36 pm-10:30 am
2 stops18h 54m
$505
Showing 1-10 of 26 resultsSorted by cheapest first
Best time to book a flight from Charleston to Caribbean Islands
Have a flexible travel schedule? Discover the best time to fly to Caribbean Islands from Charleston with our price prediction graph.
CRW-NAS
CRW-MBJ
CRW-SJU
CRW-PUJ
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 Islands
CRW-zzEPX
CRW-NAS
CRW-MBJ
CRW-SJU
CRW-PUJ
No data available for this route at this time. Please check back soon.
Reviews of airlines servicing Caribbean Islands
Get insights into the airlines that provide service to Caribbean Islands. 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 Islands. Reviews last updated June 21, 2026.
Read through reviews of airlines operating flights from Charleston to Caribbean Islands, such as Delta and American Airlines. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Crew
8.5
Overall
7.8
Comfort
7.8
Boarding
8.1
Entertainment
7.8
Food
7.2
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Crew
8.5
Overall
7.8
Comfort
7.8
Boarding
8.1
Entertainment
7.8
Food
7.2
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Crew
8.5
Overall
7.8
Comfort
7.8
Boarding
8.1
Entertainment
7.8
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 Islands. 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 Islands
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Complete your trip
Complete your trip to Caribbean Islands by adding a car rental and/or hotel reservation to your travel itinerary.
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Find flights from Charleston to Caribbean Islands, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Charleston and Caribbean Islands flights
Browse other Charleston and Caribbean Islands flight options. Last updated on June 21, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Charleston to Caribbean Islands flights
Consider these flights traveling from Charleston to Caribbean Islands.
Top 2 airlines flying from Charleston to Caribbean Islands
Discover the top 2 airlines that operate flights from Charleston to Caribbean Islands. 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 21, 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 |