$158+ 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 8/27. Fares are subject to change and may not be available on all flights or dates of travel.
CRW — SJU
Jul 4 — Jul 111
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
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
Cheapest
Best
Last-minute
One-way
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 Juni 4, 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 Juni 4, 2026.
This United Airlines deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” 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.
Mi 7/17:00 am
CRW
- NAS
1 stop7h 57m
United Airlines
Di 7/73:59 pm
NAS
- CRW
1 stop18h 26m
United Airlines
Deal found 6/3![United Airlines logo]()
$287
This American Airlines deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” 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.
Sa 11/77:51 pm
CRW
- SJU
1 stop16h 13m
American Airlines
Mi 11/1110:29 am
SJU
- CRW
2 stops12h 23m
American Airlines
Deal found 6/3![American Airlines logo]()
$302
This United Airlines deal was found by Cheapflights users on 6/1. Clicking the “Pick Dates” 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.
Mo 8/105:57 pm
CRW
- MBJ
2 stops22h 13m
United Airlines
Mo 8/174:12 pm
MBJ
- CRW
2 stops16h 42m
United Airlines
Deal found 6/1![United Airlines logo]()
$329
This American Airlines deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” 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.
Sa 8/18:06 pm
CRW
- NAS
2 stops17h 55m
American Airlines
Fr 8/76:45 pm
NAS
- CRW
2 stops15h 10m
American Airlines
Deal found 6/3![American Airlines logo]()
$344
This American Airlines deal was found by Cheapflights users on 6/2. Clicking the “Pick Dates” 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.
So 12/611:17 am
CRW
- PUJ
2 stops23h 36m
American Airlines
Fr 12/113:34 pm
PUJ
- CRW
2 stops20h 13m
American Airlines
Deal found 6/2![American Airlines logo]()
$345
This American Airlines deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” 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.
Mi 7/18:05 pm
CRW
- NAS
2 stops15h 24m
American Airlines
Di 7/712:29 pm
NAS
- CRW
2 stops22h 01m
American Airlines
Deal found 6/3![American Airlines logo]()
$349
This Delta deal was found by Cheapflights users on 6/1. Clicking the “Pick Dates” 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.
Mo 8/1011:07 am
CRW
- MBJ
1 stop5h 27m
Delta
Do 8/204:59 pm
MBJ
- CRW
1 stop16h 28m
Delta
Deal found 6/1![Delta logo]()
$352
This American Airlines deal was found by Cheapflights users on 6/2. Clicking the “Pick Dates” 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.
So 7/128:06 pm
CRW
- MBJ
2 stops18h 56m
American Airlines
Fr 7/175:14 pm
MBJ
- CRW
2 stops16h 16m
American Airlines
Deal found 6/2![American Airlines logo]()
$357
This United Airlines deal was found by Cheapflights users on 6/2. Clicking the “Pick Dates” 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.
Fr 9/116:05 pm
CRW
- PUJ
2 stops20h 22m
United Airlines
Sa 9/194:40 pm
PUJ
- CRW
2 stops17h 05m
United Airlines
Deal found 6/2![United Airlines logo]()
$365
This American Airlines deal was found by Cheapflights users on 6/1. Clicking the “Pick Dates” 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.
Fr 6/268:05 pm
CRW
- NAS
1 stop13h 57m
American Airlines
Mo 6/2911:02 am
NAS
- CRW
1 stop12h 54m
American Airlines
Deal found 6/1![American Airlines logo]()
$395
This American Airlines deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” 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.
Mo 11/307:51 pm
CRW
- PUJ
2 stops19h 36m
American Airlines
Do 12/312:51 pm
PUJ
- CRW
1 stop11h 03m
American Airlines
Deal found 6/3![American Airlines logo]()
$405
This American Airlines deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” 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.
Mo 10/198:16 pm
CRW
- MBJ
1 stop13h 49m
American Airlines
Fr 10/2310:50 am
MBJ
- CRW
1 stop27h 58m
American Airlines
Deal found 6/3![American Airlines logo]()
$408
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 Juni 4, 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 Juni 4, 2026.
This United Airlines deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” 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.
Mi 7/17:00 am
CRW
- NAS
1 stop7h 57m
United Airlines
Di 7/73:59 pm
NAS
- CRW
1 stop18h 26m
United Airlines
Deal found 6/3![United Airlines logo]()
$287
This American Airlines deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” 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.
Sa 11/77:51 pm
CRW
- SJU
1 stop16h 13m
American Airlines
Mi 11/1110:29 am
SJU
- CRW
2 stops12h 23m
American Airlines
Deal found 6/3![American Airlines logo]()
$302
This Delta deal was found by Cheapflights users on 5/31. Clicking the “Pick Dates” 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.
Di 8/1111:07 am
CRW
- MBJ
1 stop5h 27m
Delta
Do 8/204:59 pm
MBJ
- CRW
1 stop16h 28m
Delta
Deal found 5/31![Delta logo]()
$466
This American Airlines deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” 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.
Mo 11/307:51 pm
CRW
- PUJ
2 stops18h 55m
American Airlines
Do 12/34:48 pm
PUJ
- CRW
2 stops18h 59m
American Airlines
Deal found 6/3![American Airlines logo]()
$345
This United Airlines deal was found by Cheapflights users on 6/2. Clicking the “Pick Dates” 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.
Fr 9/116:05 pm
CRW
- PUJ
2 stops20h 22m
United Airlines
Sa 9/194:40 pm
PUJ
- CRW
2 stops17h 05m
United Airlines
Deal found 6/2![United Airlines logo]()
$365
This American Airlines deal was found by Cheapflights users on 5/30. Clicking the “Pick Dates” 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.
So 7/127:26 pm
CRW
- MBJ
2 stops16h 59m
American Airlines
Fr 7/172:09 pm
MBJ
- CRW
2 stops19h 21m
American Airlines
Deal found 5/30![American Airlines logo]()
$357
This American Airlines deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” 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.
Mo 10/193:55 pm
CRW
- MBJ
2 stops21h 45m
American Airlines
Fr 10/235:00 pm
MBJ
- CRW
2 stops25h 26m
American Airlines
Deal found 6/3![American Airlines logo]()
$357
This Delta deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” 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.
Mo 11/306:00 am
CRW
- PUJ
1 stop8h 40m
Delta
Do 12/33:50 pm
PUJ
- CRW
1 stop7h 49m
Delta
Deal found 6/3![Delta logo]()
$474
This United Airlines deal was found by Cheapflights users on 6/2. Clicking the “Pick Dates” 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.
Mo 7/205:57 pm
CRW
- NAS
1 stop21h 00m
United Airlines
Fr 7/243:59 pm
NAS
- CRW
1 stop18h 26m
United Airlines
Deal found 6/2![United Airlines logo]()
$437
This American Airlines deal was found by Cheapflights users on 6/1. Clicking the “Pick Dates” 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.
Fr 6/268:05 pm
CRW
- NAS
1 stop13h 57m
American Airlines
Mo 6/2912:36 pm
NAS
- CRW
2 stops11h 20m
American Airlines
Deal found 6/1![American Airlines logo]()
$399
This United Airlines deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” 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.
Mo 8/316:05 pm
CRW
- PUJ
2 stops20h 22m
United Airlines
Do 9/33:35 pm
PUJ
- CRW
2 stops18h 19m
United Airlines
Deal found 6/3![United Airlines logo]()
$479
This American Airlines deal was found by Cheapflights users on 5/30. Clicking the “Pick Dates” 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.
Sa 7/188:06 pm
CRW
- MBJ
2 stops18h 03m
American Airlines
Sa 7/255:14 pm
MBJ
- CRW
2 stops24h 32m
American Airlines
Deal found 5/30![American Airlines logo]()
$411
This United Airlines deal was found by Cheapflights users on 6/1. Clicking the “Pick Dates” 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.
Do 8/611:00 am
CRW
- MBJ
2 stops27h 30m
United Airlines
Sa 8/154:12 pm
MBJ
- CRW
2 stops16h 42m
United Airlines
Deal found 6/1![United Airlines logo]()
$537
This American Airlines deal was found by Cheapflights users on 5/30. Clicking the “Pick Dates” 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.
Do 6/255:33 am
CRW
- SJU
2 stops12h 52m
American Airlines
Mo 6/297:00 am
SJU
- CRW
1 stop16h 56m
American Airlines
Deal found 5/30![American Airlines logo]()
$519
This United Airlines deal was found by Cheapflights users on 5/31. Clicking the “Pick Dates” 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.
Di 9/86:05 pm
CRW
- PUJ
2 stops20h 22m
United Airlines
Do 9/103:35 pm
PUJ
- CRW
2 stops18h 10m
United Airlines
Deal found 5/31![United Airlines logo]()
$579
This United Airlines deal was found by Cheapflights users on 5/31. Clicking the “Pick Dates” 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.
Fr 8/77:00 am
CRW
- MBJ
2 stops29h 43m
United Airlines
Sa 8/154:12 pm
MBJ
- CRW
2 stops16h 42m
United Airlines
Deal found 5/31![United Airlines logo]()
$593
This American Airlines deal was found by Cheapflights users on 6/2. Clicking the “Pick Dates” 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.
Fr 9/1112:45 pm
CRW
- PUJ
1 stop26h 27m
American Airlines
Sa 9/191:44 pm
PUJ
- CRW
2 stops25h 12m
American Airlines
Deal found 6/2![American Airlines logo]()
$579
This United Airlines deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” 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.
Sa 7/185:57 pm
CRW
- MBJ
2 stops22h 29m
United Airlines
Sa 7/254:33 pm
MBJ
- CRW
2 stops40h 52m
United Airlines
Deal found 6/3![United Airlines logo]()
$595
This American Airlines deal was found by Cheapflights users on 5/31. Clicking the “Pick Dates” 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.
Mi 7/18:05 pm
CRW
- PLS
1 stop16h 28m
American Airlines
Di 7/213:00 pm
PLS
- CRW
2 stops19h 30m
American Airlines
Deal found 5/31![American Airlines logo]()
$603
This United Airlines deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” 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.
Mo 8/316:05 pm
CRW
- STI
2 stops18h 52m
United Airlines
Do 9/34:23 pm
STI
- CRW
2 stops17h 31m
United Airlines
Deal found 6/3![United Airlines logo]()
$693
This American Airlines deal was found by Cheapflights users on 6/1. Clicking the “Pick Dates” 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.
Do 6/188:05 pm
CRW
- PLS
1 stop16h 26m
American Airlines
Mo 6/222:55 pm
PLS
- CRW
2 stops19h 37m
American Airlines
Deal found 6/1![American Airlines logo]()
$642
This United Airlines deal was found by Cheapflights users on 5/31. Clicking the “Pick Dates” 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.
Mo 8/246:05 pm
CRW
- SJU
2 stops21h 37m
United Airlines
Mi 8/263:56 pm
SJU
- CRW
1 stop8h 13m
United Airlines
Deal found 5/31![United Airlines logo]()
$717
This American Airlines deal was found by Cheapflights users on 5/30. Clicking the “Pick Dates” 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.
Mo 7/207:26 pm
CRW
- ANU
2 stops18h 06m
American Airlines
Fr 7/315:22 pm
ANU
- CRW
2 stops26h 14m
American Airlines
Deal found 5/30![American Airlines logo]()
$684
This United Airlines deal was found by Cheapflights users on 6/2. Clicking the “Pick Dates” 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.
Fr 7/175:57 pm
CRW
- PLS
2 stops20h 28m
United Airlines
Fr 7/245:15 pm
PLS
- CRW
2 stops17h 10m
United Airlines
Deal found 6/2![United Airlines logo]()
$718
This United Airlines deal was found by Cheapflights users on 6/2. Clicking the “Pick Dates” 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.
Mo 8/3110:45 am
CRW
- PLS
2 stops24h 54m
United Airlines
Do 9/312:45 pm
PLS
- CRW
2 stops21h 09m
United Airlines
Deal found 6/2![United Airlines logo]()
$718
This United Airlines deal was found by Cheapflights users on 5/31. Clicking the “Pick Dates” 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.
Di 8/257:00 am
CRW
- STI
2 stops15h 52m
United Airlines
Do 8/276:00 am
STI
- CRW
2 stops27h 54m
United Airlines
Deal found 5/31![United Airlines logo]()
$736
This American Airlines deal was found by Cheapflights users on 5/31. Clicking the “Pick Dates” 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.
Fr 7/316:35 am
CRW
- SJU
1 stop16h 24m
American Airlines
Mo 8/37:25 am
SJU
- CRW
1 stop16h 28m
American Airlines
Deal found 5/31![American Airlines logo]()
$811
This United Airlines deal was found by Cheapflights users on 6/2. Clicking the “Pick Dates” 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.
Di 6/165:57 pm
CRW
- PUJ
2 stops20h 51m
United Airlines
Mo 6/226:45 pm
PUJ
- CRW
2 stops25h 57m
United Airlines
Deal found 6/2![United Airlines logo]()
$900
This United Airlines deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” 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.
Mi 6/247:00 am
CRW
- PUJ
1 stop7h 27m
United Airlines
Mi 7/11:50 pm
PUJ
- CRW
1 stop30h 57m
United Airlines
Deal found 6/3![United Airlines logo]()
$926
This United Airlines deal was found by Cheapflights users on 5/30. Clicking the “Pick Dates” 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.
Di 8/411:00 am
CRW
- STI
2 stops25h 57m
United Airlines
Mo 8/106:00 am
STI
- CRW
2 stops35h 30m
United Airlines
Deal found 5/30![United Airlines logo]()
$1,043
Last-minute flights from Charleston to CaribbeanDiscover last-minute flight deals from Charleston to Caribbean. Data last updated Juni 4, 2026 and is based on user searches.
Discover last-minute flight deals from Charleston to Caribbean. Data last updated Juni 4, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 5/31. Clicking the “Pick Dates” 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.
Do 6/1811:02 am
CRW
- MBJ
2 stops25h 42m
American Airlines
Mo 6/225:17 pm
MBJ
- CRW
2 stops27h 39m
American Airlines
Deal found 5/31![American Airlines logo]()
$465
This Kiwi.com deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” 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.
Mo 6/2210:06 am
CRW
- SJU
1 stop14h 31m
Multiple Airlines
Do 6/255:15 pm
SJU
- CRW
1 stop16h 11m
Multiple Airlines
Deal found 6/3![Multiple Airlines logo]()
$502
This American Airlines deal was found by Cheapflights users on 5/30. Clicking the “Pick Dates” 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.
Do 6/255:33 am
CRW
- SJU
2 stops12h 52m
American Airlines
Mo 6/297:00 am
SJU
- CRW
1 stop16h 56m
American Airlines
Deal found 5/30![American Airlines logo]()
$519
This American Airlines deal was found by Cheapflights users on 6/1. Clicking the “Pick Dates” 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.
Fr 6/268:05 pm
CRW
- NAS
1 stop13h 57m
American Airlines
Mo 6/2911:02 am
NAS
- CRW
1 stop12h 54m
American Airlines
Deal found 6/1![American Airlines logo]()
$395
This United Airlines deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” 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.
Mi 7/17:00 am
CRW
- NAS
1 stop7h 57m
United Airlines
Di 7/73:59 pm
NAS
- CRW
1 stop18h 26m
United Airlines
Deal found 6/3![United Airlines logo]()
$287
This American Airlines deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” 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.
Mi 7/18:05 pm
CRW
- NAS
2 stops15h 24m
American Airlines
Di 7/712:29 pm
NAS
- CRW
2 stops22h 01m
American Airlines
Deal found 6/3![American Airlines logo]()
$349
This American Airlines deal was found by Cheapflights users on 6/2. Clicking the “Pick Dates” 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.
Fr 7/108:06 pm
CRW
- PUJ
2 stops18h 35m
American Airlines
Mo 7/2012:01 pm
PUJ
- CRW
2 stops22h 29m
American Airlines
Deal found 6/2![American Airlines logo]()
$465
This American Airlines deal was found by Cheapflights users on 6/2. Clicking the “Pick Dates” 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.
So 7/128:06 pm
CRW
- MBJ
2 stops18h 56m
American Airlines
Fr 7/175:14 pm
MBJ
- CRW
2 stops16h 16m
American Airlines
Deal found 6/2![American Airlines logo]()
$357
This American Airlines deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” 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.
Sa 7/188:06 pm
CRW
- MBJ
2 stops18h 56m
American Airlines
Sa 7/255:14 pm
MBJ
- CRW
2 stops25h 22m
American Airlines
Deal found 6/3![American Airlines logo]()
$411
This United Airlines deal was found by Cheapflights users on 6/2. Clicking the “Pick Dates” 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.
Sa 7/185:57 pm
CRW
- MBJ
2 stops22h 29m
United Airlines
Sa 7/254:33 pm
MBJ
- CRW
2 stops40h 52m
United Airlines
Deal found 6/2![United Airlines logo]()
$550
This United Airlines deal was found by Cheapflights users on 6/2. Clicking the “Pick Dates” 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.
Mo 7/205:57 pm
CRW
- NAS
2 stops21h 59m
United Airlines
Fr 7/244:58 pm
NAS
- CRW
2 stops17h 27m
United Airlines
Deal found 6/2![United Airlines logo]()
$437
This American Airlines deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” 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.
Do 7/308:06 pm
CRW
- NAS
1 stop13h 55m
American Airlines
Sa 8/87:30 am
NAS
- CRW
2 stops15h 29m
American Airlines
Deal found 6/3![American Airlines logo]()
$344
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 Juni 4, 2026.
Search for one-way flight options from Charleston to Caribbean. Find affordable one-way fares based on user searches. Data last updated Juni 4, 2026.
This American Airlines deal was found by Cheapflights users on 5/30. Clicking the “Pick Dates” 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.
Do 8/278:05 pm
CRW
- PUJ
1 stop15h 56m
American Airlines
Deal found 5/30![American Airlines logo]()
$158
This United Airlines deal was found by Cheapflights users on 5/31. Clicking the “Pick Dates” 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.
Mo 6/157:00 am
CRW
- PUJ
1 stop7h 27m
United Airlines
Deal found 5/31![United Airlines logo]()
$191
This American Airlines deal was found by Cheapflights users on 5/31. Clicking the “Pick Dates” 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.
Mo 6/158:05 pm
CRW
- PUJ
2 stops18h 05m
American Airlines
Deal found 5/31![American Airlines logo]()
$218
This Kiwi.com deal was found by Cheapflights users on 5/31. Clicking the “Pick Dates” 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.
Mo 6/1510:06 am
CRW
- PUJ
3 stops28h 16m
Multiple Airlines
Deal found 5/31![Multiple Airlines logo]()
$420
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 Juni 4, 2026.
Round-trip from | $287 (United Airlines) |
|---|---|
One-way from | $158 (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 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 Juni 4, 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
Mi 7/1
7:00 am-2:57 pm
1 stop7h 57m
Nassau Intl
Di 7/7
3:59 pm-10:25 am
1 stop18h 26m
$287
CharlestonSan Juan
CRW - SJU
CRWSJU
Charleston Yeager
Sa 11/7
7:51 pm-1:04 pm
1 stop16h 13m
San Juan Luis Munoz Marin Intl
Mi 11/11
10:29 am-9:52 pm
2 stops12h 23m
$302
CharlestonPunta Cana
CRW - PUJ
CRWPUJ
Charleston Yeager
Mo 11/30
7:51 pm-3:46 pm
2 stops18h 55m
Punta Cana
Do 12/3
4:48 pm-10:47 am
2 stops18h 59m
$345
CharlestonMontego Bay
CRW - MBJ
CRWMBJ
Charleston Yeager
So 7/12
7:26 pm-11:25 am
2 stops16h 59m
Montego Bay Sangster Intl
Fr 7/17
2:09 pm-10:30 am
2 stops19h 21m
$357
CharlestonMontego Bay
CRW - MBJ
CRWMBJ
Charleston Yeager
Mo 10/19
3:55 pm-12:40 pm
2 stops21h 45m
Montego Bay Sangster Intl
Fr 10/23
5:00 pm-7:26 pm
2 stops25h 26m
$357
CharlestonPunta Cana
CRW - PUJ
CRWPUJ
Charleston Yeager
Fr 9/11
6:05 pm-2:27 pm
2 stops20h 22m
Punta Cana
Sa 9/19
4:40 pm-9:45 am
2 stops17h 05m
$365
CharlestonNassau
CRW - NAS
CRWNAS
Charleston Yeager
Fr 6/26
8:05 pm-10:02 am
1 stop13h 57m
Nassau Intl
Mo 6/29
12:36 pm-11:56 pm
2 stops11h 20m
$399
CharlestonMontego Bay
CRW - MBJ
CRWMBJ
Charleston Yeager
Sa 7/18
8:06 pm-1:09 pm
2 stops18h 03m
Montego Bay Sangster Intl
Sa 7/25
5:14 pm-6:46 pm
2 stops24h 32m
$411
CharlestonNassau
CRW - NAS
CRWNAS
Charleston Yeager
Mo 7/20
5:57 pm-2:57 pm
1 stop21h 00m
Nassau Intl
Fr 7/24
3:59 pm-10:25 am
1 stop18h 26m
$437
CharlestonMontego Bay
CRW - MBJ
CRWMBJ
Charleston Yeager
Di 8/11
11:07 am-3:34 pm
1 stop5h 27m
Montego Bay Sangster Intl
Do 8/20
4:59 pm-10:27 am
1 stop16h 28m
$466
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-MBJ
CRW-PUJ
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-NAS
CRW-SJU
CRW-MBJ
CRW-PUJ
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 Juni 4, 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.
Boarding
7.5
Comfort
7.2
Crew
7.9
Overall
7.1
Food
6.4
Entertainment
6.9
Reviews
1 / 20
2.0
MediocreAnonymous,Apr 2026
DFW - BDL
Boarding
7.5
Comfort
7.2
Crew
7.9
Overall
7.1
Food
6.4
Entertainment
6.9
Reviews
1 / 20
2.0
MediocreAnonymous,Apr 2026
DFW - BDL
Related info for your journey
Find useful and relevant information for your journey from Charleston to Caribbean. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes
Complete your trip
Flights by cabin class
Other flight options
Popular flights
Top countries
Top destinations
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 Juni 4, 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 Juni 4, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$307 | Average$579 | FlexibilityNo cancel fee | On-time71% |