$239+ 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
Sep 1 — Sep 81
Round-trip
1 adult, Economy
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Find cheap flights from Charleston to Caribbean with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Charleston to Caribbean
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Cheapest flights from Charleston to CaribbeanExplore the most affordable flight options available from Charleston to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 2, 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 August 2, 2026.
This American Airlines deal was found by Cheapflights users on 7/30. 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.
Sat 8/225:14 pm
CRW
- SJU
1 stop6h 29m
American Airlines
Sat 8/296:00 am
SJU
- CRW
2 stops12h 25m
American Airlines
Deal found 7/30![American Airlines logo]()
$278
This American Airlines deal was found by Cheapflights users on 7/30. 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.
Sat 8/225:14 pm
CRW
- SJU
1 stop6h 29m
American Airlines
Sun 8/306:00 am
SJU
- CRW
2 stops12h 25m
American Airlines
Deal found 7/30![American Airlines logo]()
$336
This Kiwi.com deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” 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 8/1710:59 am
CRW
- SJU
1 stop13h 42m
Multiple Airlines
Fri 8/215:37 pm
SJU
- CRW
2 stops20h 05m
Multiple Airlines
Deal found 7/29![Multiple Airlines logo]()
$392
This American Airlines deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” 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 8/176:55 pm
CRW
- SJU
2 stops17h 45m
American Airlines
Fri 8/216:00 am
SJU
- CRW
2 stops12h 25m
American Airlines
Deal found 7/29![American Airlines logo]()
$397
This Kiwi.com deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” 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 9/410:59 am
CRW
- SJU
1 stop13h 57m
Multiple Airlines
Tue 9/88:43 pm
SJU
- CRW
2 stops41h 20m
Multiple Airlines
Deal found 7/29![Multiple Airlines logo]()
$399
This Delta deal was found by Cheapflights users on 7/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/206:00 am
CRW
- MBJ
1 stop10h 35m
Delta
Wed 9/301:14 pm
MBJ
- CRW
1 stop9h 06m
Delta
Deal found 7/30![Delta logo]()
$402
This Kiwi.com deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” 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 8/1710:59 am
CRW
- SJU
1 stop13h 42m
Multiple Airlines
Sun 8/236:35 am
SJU
- CRW
2 stops27h 44m
Multiple Airlines
Deal found 7/29![Multiple Airlines logo]()
$404
This American Airlines deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” 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
- SJU
2 stops17h 45m
American Airlines
Tue 9/86:00 am
SJU
- CRW
2 stops12h 25m
American Airlines
Deal found 7/29![American Airlines logo]()
$414
This American Airlines deal was found by Cheapflights users on 8/1. 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.
Sun 9/137:37 pm
CRW
- NAS
2 stops16h 03m
American Airlines
Sat 9/192:34 pm
NAS
- CRW
2 stops19h 51m
American Airlines
Deal found 8/1![American Airlines logo]()
$424
This United Airlines deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” 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 stops12h 10m
United Airlines
Deal found 7/28![United Airlines logo]()
$442
This Delta deal was found by Cheapflights users on 7/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/296:00 am
CRW
- MBJ
1 stop10h 34m
Delta
Sat 9/52:26 pm
MBJ
- CRW
1 stop6h 34m
Delta
Deal found 7/30![Delta logo]()
$446
This American Airlines deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” 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 8/176:55 pm
CRW
- SJU
2 stops14h 48m
American Airlines
Sun 8/236:00 am
SJU
- CRW
2 stops12h 25m
American Airlines
Deal found 7/29![American Airlines logo]()
$458
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 August 2, 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 August 2, 2026.
This American Airlines deal was found by Cheapflights users on 7/31. 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.
Sat 8/226:55 pm
CRW
- SJU
2 stops19h 43m
American Airlines
Sat 8/296:00 am
SJU
- CRW
2 stops12h 25m
American Airlines
Deal found 7/31![American Airlines logo]()
$278
This Delta deal was found by Cheapflights users on 7/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 1/106:00 am
CRW
- NAS
1 stop7h 30m
Delta
Sun 1/172:55 pm
NAS
- CRW
1 stop7h 44m
Delta
Deal found 7/30![Delta logo]()
$420
This United Airlines deal was found by Cheapflights users on 7/31. 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.
Mon 1/255:59 pm
CRW
- MBJ
2 stops18h 08m
United Airlines
Mon 2/82:48 pm
MBJ
- CRW
1 stop26h 03m
United Airlines
Deal found 7/31![United Airlines logo]()
$470
This American Airlines deal was found by Cheapflights users on 7/31. 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.
Sat 8/226:55 pm
CRW
- SJU
2 stops19h 43m
American Airlines
Sun 8/306:00 am
SJU
- CRW
2 stops12h 25m
American Airlines
Deal found 7/31![American Airlines logo]()
$336
This Delta deal was found by Cheapflights users on 8/1. 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.
Tue 1/56:00 am
CRW
- NAS
1 stop7h 30m
Delta
Wed 1/131:15 pm
NAS
- CRW
1 stop4h 38m
Delta
Deal found 8/1![Delta logo]()
$420
This Delta deal was found by Cheapflights users on 8/1. 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.
Mon 1/43:25 pm
CRW
- NAS
2 stops22h 05m
Delta
Mon 1/112:55 pm
NAS
- CRW
1 stop7h 44m
Delta
Deal found 8/1![Delta logo]()
$424
This United Airlines deal was found by Cheapflights users on 7/30. 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.
Sat 10/247:00 am
CRW
- SJU
1 stop7h 44m
United Airlines
Tue 10/271:05 am
SJU
- CRW
2 stops12h 10m
United Airlines
Deal found 7/30![United Airlines logo]()
$481
This Delta deal was found by Cheapflights users on 8/1. 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.
Tue 1/56:00 am
CRW
- NAS
1 stop5h 50m
Delta
Sat 1/92:20 pm
NAS
- CRW
2 stops20h 04m
Delta
Deal found 8/1![Delta logo]()
$424
This Delta deal was found by Cheapflights users on 8/1. 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.
Thu 1/73:25 pm
CRW
- NAS
2 stops22h 05m
Delta
Thu 1/142:55 pm
NAS
- CRW
1 stop7h 44m
Delta
Deal found 8/1![Delta logo]()
$424
This American Airlines deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” 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 1/257:12 pm
CRW
- MBJ
2 stops19h 01m
American Airlines
Mon 2/84:16 pm
MBJ
- CRW
2 stops19h 38m
American Airlines
Deal found 7/28![American Airlines logo]()
$531
This Delta deal was found by Cheapflights users on 7/31. 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.
Mon 1/256:00 am
CRW
- MBJ
1 stop9h 25m
Delta
Mon 2/812:35 pm
MBJ
- CRW
1 stop10h 04m
Delta
Deal found 7/31![Delta logo]()
$424
This United Airlines deal was found by Cheapflights users on 8/1. 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.
Mon 11/26:02 am
CRW
- MBJ
1 stop7h 46m
United Airlines
Thu 11/52:54 pm
MBJ
- CRW
1 stop22h 21m
United Airlines
Deal found 8/1![United Airlines logo]()
$589
This Delta deal was found by Cheapflights users on 7/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/296:00 am
CRW
- MBJ
1 stop10h 34m
Delta
Sat 9/52:26 pm
MBJ
- CRW
1 stop6h 34m
Delta
Deal found 7/30![Delta logo]()
$446
This United Airlines deal was found by Cheapflights users on 7/31. 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.
Sun 8/3010:45 am
CRW
- SJU
1 stop27h 59m
United Airlines
Thu 9/33:56 pm
SJU
- CRW
1 stop8h 03m
United Airlines
Deal found 7/31![United Airlines logo]()
$597
This American Airlines deal was found by Cheapflights users on 8/1. 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.
Tue 9/156:15 am
CRW
- PUJ
1 stop6h 37m
American Airlines
Tue 9/224:04 pm
PUJ
- CRW
2 stops19h 57m
American Airlines
Deal found 8/1![American Airlines logo]()
$655
This United Airlines deal was found by Cheapflights users on 8/1. 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.
Wed 9/166:05 pm
CRW
- PUJ
2 stops21h 25m
United Airlines
Wed 9/231:50 pm
PUJ
- CRW
2 stops19h 53m
United Airlines
Deal found 8/1![United Airlines logo]()
$597
This Delta deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/116:00 am
CRW
- SJU
1 stop10h 49m
Delta
Mon 9/142:59 pm
SJU
- CRW
1 stop8h 21m
Delta
Deal found 7/28![Delta logo]()
$488
This American Airlines deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/146:20 am
CRW
- PUJ
1 stop8h 46m
American Airlines
Tue 8/183:05 pm
PUJ
- CRW
2 stops18h 50m
American Airlines
Deal found 7/29![American Airlines logo]()
$675
This Delta deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/226:00 am
CRW
- SJU
1 stop7h 42m
Delta
Sat 8/297:00 am
SJU
- CRW
1 stop8h 54m
Delta
Deal found 7/28![Delta logo]()
$489
This United Airlines deal was found by Cheapflights users on 7/31. 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.
Tue 12/85:59 pm
CRW
- NAS
2 stops19h 49m
United Airlines
Fri 12/112:55 pm
NAS
- CRW
2 stops30h 04m
United Airlines
Deal found 7/31![United Airlines logo]()
$663
This American Airlines deal was found by Cheapflights users on 7/31. 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.
Wed 12/1611:17 am
CRW
- PUJ
2 stops23h 52m
American Airlines
Sat 12/195:44 pm
PUJ
- CRW
1 stop17h 57m
American Airlines
Deal found 7/31![American Airlines logo]()
$728
This United Airlines deal was found by Cheapflights users on 7/30. 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.
Sun 10/256:02 am
CRW
- PUJ
2 stops30h 06m
United Airlines
Thu 10/294:10 pm
PUJ
- CRW
2 stops21h 05m
United Airlines
Deal found 7/30![United Airlines logo]()
$706
This Delta deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/226:00 am
CRW
- SJU
1 stop7h 42m
Delta
Sun 8/307:00 am
SJU
- CRW
1 stop7h 10m
Delta
Deal found 7/28![Delta logo]()
$591
Last-minute flights from Charleston to CaribbeanDiscover last-minute flight deals from Charleston to Caribbean. Data last updated August 2, 2026 and is based on user searches.
Discover last-minute flight deals from Charleston to Caribbean. Data last updated August 2, 2026 and is based on user searches.
This United Airlines deal was found by Cheapflights users on 8/1. 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.
Wed 8/57:00 am
CRW
- NAS
1 stop7h 57m
United Airlines
Fri 8/72:53 pm
NAS
- CRW
2 stops19h 32m
United Airlines
Deal found 8/1![United Airlines logo]()
$548
This American Airlines deal was found by Cheapflights users on 7/30. 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.
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 7/30![American Airlines logo]()
$649
This American Airlines deal was found by Cheapflights users on 8/2. 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.
Tue 8/115:14 pm
CRW
- MBJ
2 stops21h 37m
American Airlines
Tue 8/182:12 pm
MBJ
- CRW
2 stops18h 43m
American Airlines
Deal found 8/2![American Airlines logo]()
$609
This Kiwi.com deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” 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 8/1710:59 am
CRW
- SJU
1 stop13h 42m
Multiple Airlines
Fri 8/215:37 pm
SJU
- CRW
2 stops20h 05m
Multiple Airlines
Deal found 7/29![Multiple Airlines logo]()
$392
This American Airlines deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” 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 8/176:55 pm
CRW
- SJU
2 stops17h 45m
American Airlines
Fri 8/216:00 am
SJU
- CRW
2 stops12h 25m
American Airlines
Deal found 7/29![American Airlines logo]()
$397
This Kiwi.com deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” 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 8/1710:59 am
CRW
- SJU
1 stop13h 42m
Multiple Airlines
Sun 8/236:35 am
SJU
- CRW
2 stops27h 44m
Multiple Airlines
Deal found 7/29![Multiple Airlines logo]()
$404
This American Airlines deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” 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 8/176:55 pm
CRW
- SJU
2 stops14h 48m
American Airlines
Sun 8/236:00 am
SJU
- CRW
2 stops12h 25m
American Airlines
Deal found 7/29![American Airlines logo]()
$458
This American Airlines deal was found by Cheapflights users on 7/30. 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.
Sat 8/225:14 pm
CRW
- SJU
1 stop6h 29m
American Airlines
Sat 8/296:00 am
SJU
- CRW
2 stops12h 25m
American Airlines
Deal found 7/30![American Airlines logo]()
$278
This American Airlines deal was found by Cheapflights users on 7/30. 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.
Sat 8/226:55 pm
CRW
- SJU
2 stops19h 43m
American Airlines
Sun 8/306:00 am
SJU
- CRW
2 stops12h 25m
American Airlines
Deal found 7/30![American Airlines logo]()
$336
This Delta deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/226:00 am
CRW
- SJU
1 stop7h 42m
Delta
Sat 8/297:00 am
SJU
- CRW
1 stop8h 54m
Delta
Deal found 7/28![Delta logo]()
$489
This Delta deal was found by Cheapflights users on 7/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/296:00 am
CRW
- MBJ
1 stop10h 34m
Delta
Sat 9/52:26 pm
MBJ
- CRW
1 stop6h 34m
Delta
Deal found 7/30![Delta logo]()
$446
This American Airlines deal was found by Cheapflights users on 7/30. 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.
Sat 8/295:14 pm
CRW
- MBJ
2 stops22h 09m
American Airlines
Sat 9/52:12 pm
MBJ
- CRW
2 stops19h 12m
American Airlines
Deal found 7/30![American Airlines logo]()
$531
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 August 2, 2026.
Search for one-way flight options from Charleston to Caribbean. Find affordable one-way fares based on user searches. Data last updated August 2, 2026.
This American Airlines deal was found by Cheapflights users on 7/30. 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.
Thu 8/276:55 pm
CRW
- PUJ
2 stops16h 07m
American Airlines
Deal found 7/30![American Airlines logo]()
$239
This United Airlines deal was found by Cheapflights users on 8/1. 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.
Thu 8/276:05 pm
CRW
- PUJ
2 stops42h 35m
United Airlines
Deal found 8/1![United Airlines logo]()
$259
This American Airlines deal was found by Cheapflights users on 8/1. 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.
Wed 9/166:15 am
CRW
- NAS
2 stops7h 11m
American Airlines
Deal found 8/1![American Airlines logo]()
$335
This Kiwi.com deal was found by Cheapflights users on 8/1. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/292:43 pm
CRW
- SJU
1 stop7h 52m
Multiple Airlines
Deal found 8/1![Multiple Airlines logo]()
$415
This United Airlines deal was found by Cheapflights users on 8/1. 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.
Wed 9/166:05 pm
CRW
- NAS
3 stops19h 28m
United Airlines
Deal found 8/1![United Airlines logo]()
$2,619
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 August 2, 2026.
Round-trip from | $278 (American Airlines) |
|---|---|
One-way from | $239 (American Airlines) |
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 August 2, 2026.
Use the filters below to find and compare flights from Charleston to Caribbean that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
CharlestonSan Juan
CRW - SJU
CRWSJU
Charleston Yeager
Sat 8/22
6:55 pm-2:38 pm
2 stops19h 43m
San Juan Luis Munoz Marin Intl
Sat 8/29
6:00 am-6:25 pm
2 stops12h 25m
$278
CharlestonSan Juan
CRW - SJU
CRWSJU
Charleston Yeager
Sat 8/22
6:55 pm-2:38 pm
2 stops19h 43m
San Juan Luis Munoz Marin Intl
Sun 8/30
6:00 am-6:25 pm
2 stops12h 25m
$336
CharlestonNassau
CRW - NAS
CRWNAS
Charleston Yeager
Sun 1/10
6:00 am-1:30 pm
1 stop7h 30m
Nassau Intl
Sun 1/17
2:55 pm-10:39 pm
1 stop7h 44m
$420
Quickest round-trip
CharlestonNassau
CRW - NAS
CRWNAS
Charleston Yeager
Tue 1/5
6:00 am-1:30 pm
1 stop7h 30m
Nassau Intl
Wed 1/13
1:15 pm-5:53 pm
1 stop4h 38m
$420
CharlestonNassau
CRW - NAS
CRWNAS
Charleston Yeager
Mon 1/4
3:25 pm-1:30 pm
2 stops22h 05m
Nassau Intl
Mon 1/11
2:55 pm-10:39 pm
1 stop7h 44m
$424
CharlestonNassau
CRW - NAS
CRWNAS
Charleston Yeager
Tue 1/5
6:00 am-11:50 am
1 stop5h 50m
Nassau Intl
Sat 1/9
2:20 pm-10:24 am
2 stops20h 04m
$424
CharlestonNassau
CRW - NAS
CRWNAS
Charleston Yeager
Thu 1/7
3:25 pm-1:30 pm
2 stops22h 05m
Nassau Intl
Thu 1/14
2:55 pm-10:39 pm
1 stop7h 44m
$424
CharlestonMontego Bay
CRW - MBJ
CRWMBJ
Charleston Yeager
Mon 1/25
6:00 am-3:25 pm
1 stop9h 25m
Montego Bay Sangster Intl
Mon 2/8
12:35 pm-10:39 pm
1 stop10h 04m
$424
CharlestonMontego Bay
CRW - MBJ
CRWMBJ
Charleston Yeager
Sat 8/29
6:00 am-3:34 pm
1 stop10h 34m
Montego Bay Sangster Intl
Sat 9/5
2:26 pm-10:00 pm
1 stop6h 34m
$446
CharlestonMontego Bay
CRW - MBJ
CRWMBJ
Charleston Yeager
Mon 1/25
5:59 pm-12:07 pm
2 stops18h 08m
Montego Bay Sangster Intl
Mon 2/8
2:48 pm-4:51 pm
1 stop26h 03m
$470
Showing 1-10 of 28 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-MBJ
CRW-NAS
CRW-PUJ
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-MBJ
CRW-NAS
CRW-PUJ
No data available for this route at this time. Please check back soon.
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 August 2, 2026.
Peruse reviews from past customers who have flown with Delta and American Airlines from Charleston to Caribbean to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Comfort
7.8
Boarding
8.1
Food
7.2
Crew
8.5
Entertainment
7.8
Overall
7.8
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Comfort
7.8
Boarding
8.1
Food
7.2
Crew
8.5
Entertainment
7.8
Overall
7.8
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Comfort
7.8
Boarding
8.1
Food
7.2
Crew
8.5
Entertainment
7.8
Overall
7.8
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Related info for your journey
Find useful and relevant information for your journey from Charleston to Caribbean. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Alternative routes for Charleston to Caribbean
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Caribbean by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Charleston to Caribbean by cabin class
Find flights from Charleston to Caribbean, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Charleston and Caribbean flights
Browse other Charleston and Caribbean flight options. Last updated on August 2, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Fly to Caribbean countries
Consider these flights traveling to countries located in Caribbean.
Charleston to Caribbean flights
Consider these flights traveling from Charleston to Caribbean.
Top 2 airlines flying from Charleston to Caribbean
Discover the top 2 airlines that operate flights from Charleston to Caribbean. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated August 2, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$312 | Average$678 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$325 | Average$593 | FlexibilityNo cancel fee | On-timeN/A |