$158+ Cheap flights from Charleston, WV (CRW) to Caribbean
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/12. Fares are subject to change and may not be available on all flights or dates of travel.
CRW — SJU
Nov 29 — Dec 61
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 October 30, 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 October 30, 2026.
This American Airlines deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” 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 12/65:00 am -
1 stop15h 33m
Tue 12/1511:34 am -
2 stops9h 00m
Deal found 10/27![American Airlines logo]()
$316
This American Airlines deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” 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 11/97:08 pm -
1 stop15h 36m
Tue 11/2411:49 am -
1 stop7h 47m
Deal found 10/26![American Airlines logo]()
$327
This American Airlines deal was found by Cheapflights users on 10/28. 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.
Sat 12/127:12 pm -
1 stop16h 10m
Sat 12/1912:21 pm -
1 stop23h 11m
Deal found 10/28![American Airlines logo]()
$370
This American Airlines deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” 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 12/107:03 pm -
2 stops17h 43m
Thu 12/175:00 pm -
2 stops19h 32m
Deal found 10/26![American Airlines logo]()
$375
This United Airlines deal was found by Cheapflights users on 10/30. 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.
Mon 12/148:40 am -
2 stops28h 00m
Mon 12/213:00 pm -
1 stop9h 59m
Deal found 10/30![United Airlines logo]()
$400
This American Airlines deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” 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 12/1212:27 pm -
2 stops22h 29m
Fri 12/183:57 pm -
2 stops25h 37m
Deal found 10/25![American Airlines logo]()
$404
This American Airlines deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” 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 12/97:12 pm -
2 stops18h 57m
Tue 12/155:59 pm -
2 stops26h 35m
Deal found 10/27![American Airlines logo]()
$409
This American Airlines deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” 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 12/76:00 am -
1 stop6h 04m
Mon 12/141:54 pm -
1 stop10h 11m
Deal found 10/27![American Airlines logo]()
$414
This American Airlines deal was found by Cheapflights users on 10/28. 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.
Wed 11/257:16 pm -
2 stops20h 27m
Wed 12/25:21 pm -
1 stop6h 44m
Deal found 10/28![American Airlines logo]()
$430
This American Airlines deal was found by Cheapflights users on 10/29. 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 11/137:04 pm -
1 stop16h 59m
Tue 11/177:05 am -
1 stop12h 32m
Deal found 10/29![American Airlines logo]()
$431
This American Airlines deal was found by Cheapflights users on 10/30. 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 12/1412:27 pm -
2 stops25h 42m
Mon 12/215:59 pm -
2 stops23h 34m
Deal found 10/30![American Airlines logo]()
$449
This American Airlines deal was found by Cheapflights users on 10/29. 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.
Sun 12/137:03 pm -
1 stop18h 16m
Sun 12/205:59 pm -
2 stops26h 27m
Deal found 10/29![American Airlines logo]()
$455
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 October 30, 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 October 30, 2026.
This American Airlines deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” 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 12/78:04 pm -
2 stops17h 57m
Mon 12/148:30 am -
2 stops12h 04m
Deal found 10/27![American Airlines logo]()
$316
This United Airlines deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” 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 1/2310:35 am -
2 stops13h 01m
Tue 2/28:05 am -
2 stops13h 40m
Deal found 10/26![United Airlines logo]()
$316
This Delta deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” 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 1/234:13 pm -
1 stop6h 45m
Mon 2/16:30 am -
1 stop8h 16m
Deal found 10/26![Delta logo]()
$356
This American Airlines deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” 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 12/65:00 am -
1 stop15h 33m
Tue 12/1511:34 am -
2 stops9h 00m
Deal found 10/27![American Airlines logo]()
$316
This Delta deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” 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 1/76:00 am -
1 stop7h 53m
Thu 1/144:03 pm -
1 stop8h 00m
Deal found 10/26![Delta logo]()
$360
This American Airlines deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” 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 11/98:00 pm -
2 stops15h 14m
Tue 11/247:30 am -
2 stops16h 33m
Deal found 10/26![American Airlines logo]()
$332
This United Airlines deal was found by Cheapflights users on 10/28. 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.
Fri 1/85:00 am -
1 stop10h 40m
Fri 1/156:00 pm -
2 stops24h 52m
Deal found 10/28![United Airlines logo]()
$379
This American Airlines deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” 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 1/77:57 pm -
2 stops16h 21m
Thu 1/145:04 pm -
2 stops27h 23m
Deal found 10/26![American Airlines logo]()
$360
This United Airlines deal was found by Cheapflights users on 10/30. 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.
Mon 12/148:40 am -
2 stops28h 00m
Mon 12/213:00 pm -
1 stop9h 59m
Deal found 10/30![United Airlines logo]()
$400
This Delta deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” 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 1/2511:09 am -
1 stop5h 35m
Mon 2/86:09 pm -
1 stop16h 19m
Deal found 10/26![Delta logo]()
$410
This American Airlines deal was found by Cheapflights users on 10/29. 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.
Wed 1/136:00 am -
1 stop8h 41m
Fri 1/224:21 pm -
1 stop7h 41m
Deal found 10/29![American Airlines logo]()
$365
This United Airlines deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” 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 1/2310:35 am -
2 stops13h 01m
Thu 2/48:05 am -
2 stops13h 40m
Deal found 10/26![United Airlines logo]()
$416
This American Airlines deal was found by Cheapflights users on 10/28. 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.
Sat 12/127:12 pm -
2 stops18h 26m
Sat 12/195:47 pm -
2 stops17h 45m
Deal found 10/28![American Airlines logo]()
$372
This United Airlines deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” 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 1/2310:35 am -
1 stop9h 25m
Wed 2/38:05 am -
2 stops10h 47m
Deal found 10/26![United Airlines logo]()
$426
This American Airlines deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” 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 12/97:12 pm -
2 stops18h 57m
Tue 12/155:59 pm -
2 stops26h 35m
Deal found 10/27![American Airlines logo]()
$409
This United Airlines deal was found by Cheapflights users on 10/29. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 1/315:00 am -
2 stops29h 45m
Wed 2/34:25 pm -
1 stop29h 20m
Deal found 10/29![United Airlines logo]()
$467
This American Airlines deal was found by Cheapflights users on 10/29. 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.
Sun 12/138:04 pm -
2 stops19h 12m
Sun 12/205:59 pm -
2 stops18h 33m
Deal found 10/29![American Airlines logo]()
$409
This United Airlines deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” 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 1/65:00 am -
1 stop8h 45m
Sun 1/102:25 pm -
2 stops30h 20m
Deal found 10/26![United Airlines logo]()
$482
This American Airlines deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” 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 1/257:14 pm -
1 stop17h 14m
Mon 2/86:05 pm -
2 stops24h 39m
Deal found 10/27![American Airlines logo]()
$415
This United Airlines deal was found by Cheapflights users on 10/29. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/135:22 am -
2 stops30h 27m
Sun 12/202:40 pm -
2 stops26h 32m
Deal found 10/29![United Airlines logo]()
$492
This American Airlines deal was found by Cheapflights users on 10/30. 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 12/1412:27 pm -
2 stops25h 42m
Mon 12/215:59 pm -
2 stops23h 34m
Deal found 10/30![American Airlines logo]()
$449
This American Airlines deal was found by Cheapflights users on 10/29. 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.
Sun 12/138:04 pm -
2 stops19h 09m
Sun 12/203:57 pm -
2 stops20h 35m
Deal found 10/29![American Airlines logo]()
$457
This United Airlines deal was found by Cheapflights users on 10/29. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/136:02 am -
2 stops15h 20m
Mon 11/162:05 am -
2 stops12h 10m
Deal found 10/29![United Airlines logo]()
$556
This United Airlines deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” 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 12/108:40 am -
2 stops31h 48m
Thu 12/172:55 pm -
1 stop9h 55m
Deal found 10/26![United Airlines logo]()
$556
This American Airlines deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” 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 11/212:54 pm -
2 stops21h 09m
Wed 12/26:12 pm -
2 stops20h 14m
Deal found 10/25![American Airlines logo]()
$527
This United Airlines deal was found by Cheapflights users on 10/28. 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 2/65:00 am -
2 stops32h 15m
Sat 2/135:25 pm -
2 stops51h 51m
Deal found 10/28![United Airlines logo]()
$604
This Delta deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” 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 -
1 stop7h 25m
Tue 4/62:25 pm -
1 stop8h 14m
Deal found 10/27![Delta logo]()
$1,258
This American Airlines deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” 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 11/107:08 pm -
2 stops17h 37m
Sat 11/145:59 pm -
2 stops17h 24m
Deal found 10/27![American Airlines logo]()
$552
This United Airlines deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” 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 1/2310:35 am -
2 stops13h 01m
Sat 1/302:05 am -
2 stops19h 40m
Deal found 10/26![United Airlines logo]()
$624
This American Airlines deal was found by Cheapflights users on 10/30. 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 11/215:00 am -
1 stop15h 27m
Fri 11/272:29 pm -
1 stop10h 34m
Deal found 10/30![American Airlines logo]()
$566
Last-minute flights from Charleston to CaribbeanDiscover last-minute flight deals from Charleston to Caribbean. Data last updated October 30, 2026 and is based on user searches.
Discover last-minute flight deals from Charleston to Caribbean. Data last updated October 30, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” 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 10/297:59 pm -
1 stop17h 32m
Mon 11/25:16 pm -
1 stop6h 45m
Deal found 10/27![American Airlines logo]()
$548
This American Airlines deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” 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 11/97:08 pm -
1 stop15h 36m
Tue 11/2411:49 am -
1 stop7h 47m
Deal found 10/26![American Airlines logo]()
$327
This American Airlines deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” 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 11/1012:34 pm -
1 stop7h 39m
Sat 11/147:05 am -
1 stop16h 56m
Deal found 10/26![American Airlines logo]()
$494
This United Airlines deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” 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 11/106:02 am -
2 stops14h 22m
Fri 11/132:05 am -
2 stops12h 08m
Deal found 10/26![United Airlines logo]()
$556
This American Airlines deal was found by Cheapflights users on 10/29. 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.
Tue 11/106:05 am -
1 stop9h 11m
Sun 11/155:59 pm -
2 stops25h 38m
Deal found 10/29![American Airlines logo]()
$567
This American Airlines deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” 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 11/1112:34 pm -
2 stops25h 36m
Sat 11/145:59 pm -
2 stops17h 24m
Deal found 10/27![American Airlines logo]()
$557
This American Airlines deal was found by Cheapflights users on 10/29. 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 11/137:04 pm -
1 stop16h 59m
Tue 11/177:05 am -
1 stop12h 32m
Deal found 10/29![American Airlines logo]()
$431
This American Airlines deal was found by Cheapflights users on 10/29. 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.
Sat 11/212:54 pm -
2 stops21h 09m
Wed 12/26:12 pm -
2 stops20h 14m
Deal found 10/29![American Airlines logo]()
$507
This American Airlines deal was found by Cheapflights users on 10/30. 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 11/215:00 am -
1 stop15h 27m
Fri 11/272:29 pm -
1 stop10h 34m
Deal found 10/30![American Airlines logo]()
$566
This American Airlines deal was found by Cheapflights users on 10/28. 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.
Wed 11/257:16 pm -
2 stops20h 27m
Wed 12/25:21 pm -
1 stop6h 44m
Deal found 10/28![American Airlines logo]()
$430
This American Airlines deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” 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 11/277:16 pm -
2 stops17h 10m
Mon 11/302:44 pm -
2 stops21h 36m
Deal found 10/25![American Airlines logo]()
$564
This American Airlines deal was found by Cheapflights users on 10/29. 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.
Sat 11/285:00 am -
1 stop15h 27m
Sat 12/56:23 am -
1 stop6h 34m
Deal found 10/29![American Airlines logo]()
$525
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 October 30, 2026.
Search for one-way flight options from Charleston to Caribbean. Find affordable one-way fares based on user searches. Data last updated October 30, 2026.
This American Airlines deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” 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 1/127:14 pm -
1 stop16h 58m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/26![American Airlines logo]()
$158
This Delta deal was found by Cheapflights users on 10/28. 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.
Tue 11/106:00 am -
1 stop10h 43m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/28![Delta logo]()
$255
This American Airlines deal was found by Cheapflights users on 10/28. 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.
Tue 11/108:00 pm -
2 stops17h 19m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/28![American Airlines logo]()
$261
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 October 30, 2026.
Round-trip from | $316 (American Airlines) |
|---|---|
One-way from | $158 (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 7,457,451 searches. Data last updated October 30, 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 Charleston Yeager - SJU San Juan Luis Munoz Marin Intl
CRWSJU
Charleston Yeager
Tue 1/12
7:14 pm-1:12 pm
1 stop16h 58m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$158
Quickest round-trip
CharlestonSan Juan
CRW Charleston Yeager - SJU San Juan Luis Munoz Marin Intl
CRWSJU
Charleston Yeager
Tue 11/10
6:00 am-5:43 pm
1 stop10h 43m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$255
CharlestonSan Juan
CRW Charleston Yeager - SJU San Juan Luis Munoz Marin Intl
CRWSJU
Charleston Yeager
Tue 11/10
8:00 pm-2:19 pm
2 stops17h 19m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$261
CharlestonSan Juan
CRW Charleston Yeager - SJU San Juan Luis Munoz Marin Intl
CRWSJU
Charleston Yeager
Mon 12/7
8:04 pm-3:01 pm
2 stops17h 57m
San Juan Luis Munoz Marin Intl
Mon 12/14
8:30 am-7:34 pm
2 stops12h 04m
$316
CharlestonSan Juan
CRW Charleston Yeager - SJU San Juan Luis Munoz Marin Intl
CRWSJU
Charleston Yeager
Sat 1/23
10:35 am-12:36 am
2 stops13h 01m
San Juan Luis Munoz Marin Intl
Tue 2/2
8:05 am-8:45 pm
2 stops13h 40m
$316
CharlestonSan Juan
CRW Charleston Yeager - SJU San Juan Luis Munoz Marin Intl
CRWSJU
Charleston Yeager
Sun 12/6
5:00 am-9:33 pm
1 stop15h 33m
San Juan Luis Munoz Marin Intl
Tue 12/15
11:34 am-7:34 pm
2 stops9h 00m
$316
CharlestonNassau
CRW Charleston Yeager - NAS Nassau Intl
CRWNAS
Charleston Yeager
Mon 11/9
8:00 pm-11:14 am
2 stops15h 14m
Nassau Intl
Tue 11/24
7:30 am-12:03 am
2 stops16h 33m
$332
CharlestonSan Juan
CRW Charleston Yeager - SJU San Juan Luis Munoz Marin Intl
CRWSJU
Charleston Yeager
Sat 1/23
4:13 pm-11:58 pm
1 stop6h 45m
San Juan Luis Munoz Marin Intl
Mon 2/1
6:30 am-1:46 pm
1 stop8h 16m
$356
CharlestonSaint Thomas Island
CRW Charleston Yeager - STT Saint Thomas Island Cyril E King
CRWSTT
Charleston Yeager
Thu 1/7
6:00 am-2:53 pm
1 stop7h 53m
Saint Thomas Island Cyril E King
Thu 1/14
4:03 pm-11:03 pm
1 stop8h 00m
$360
CharlestonSaint Thomas Island
CRW Charleston Yeager - STT Saint Thomas Island Cyril E King
CRWSTT
Charleston Yeager
Thu 1/7
7:57 pm-1:18 pm
2 stops16h 21m
Saint Thomas Island Cyril E King
Thu 1/14
5:04 pm-7:27 pm
2 stops27h 23m
$360
Showing 1-10 of 33 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-NAS
CRW-PUJ
CRW-AUA
CRW-STT
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-NAS
CRW-PUJ
CRW-AUA
What is the cheapest month to book a flight from Charleston, West Virginia to Caribbean?
Currently, October is the cheapest month in which you can book a flight from Charleston, West Virginia to Caribbean (average of $399). Flying from Charleston, West Virginia to Caribbean in August is currently the most expensive (average of $1,105). 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 October 30, 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.
Crew
8.5
Boarding
8.1
Food
7.2
Comfort
7.8
Overall
7.8
Entertainment
7.8
Reviews
1 / 20
6.0
GoodEllen,Oct 2026
GRR - ATL
Crew
8.5
Boarding
8.1
Food
7.2
Comfort
7.8
Overall
7.8
Entertainment
7.8
Reviews
1 / 20
6.0
GoodEllen,Oct 2026
GRR - ATL
Crew
8.5
Boarding
8.1
Food
7.2
Comfort
7.8
Overall
7.8
Entertainment
7.8
Reviews
1 / 20
6.0
GoodEllen,Oct 2026
GRR - ATL
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 October 30, 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 7,457,451 searches. Data last updated October 30, 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 |