$119+ Cheap flights from Charleston (CHS) 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 9/16. Fares are subject to change and may not be available on all flights or dates of travel.
CHS — SJU
Sep 17 — Sep 241
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 August 18, 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 18, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/117:47 pm -
1 stop27h 51m
Tue 11/176:12 pm -
1 stop25h 55m
Deal found 8/16![Multiple Airlines logo]()
$241
This American Airlines deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/17:41 pm -
2 stops13h 43m
Mon 10/56:30 am -
1 stop12h 28m
Deal found 8/14![American Airlines logo]()
$262
This American Airlines deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/148:08 pm -
2 stops13h 38m
Tue 10/204:18 pm -
1 stop16h 16m
Deal found 8/14![American Airlines logo]()
$267
This American Airlines deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/66:00 am -
1 stop7h 28m
Wed 10/144:29 pm -
1 stop7h 30m
Deal found 8/13![American Airlines logo]()
$270
This Kiwi.com deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/151:21 pm -
1 stop25h 34m
Sat 9/196:10 pm -
1 stop20h 57m
Deal found 8/14![Multiple Airlines logo]()
$271
This Kiwi.com deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/166:00 am -
1 stop8h 55m
Sat 9/1910:30 am -
1 stop26h 53m
Deal found 8/14![Multiple Airlines logo]()
$273
This Kiwi.com deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/109:39 pm -
1 stop26h 19m
Mon 9/144:39 pm -
1 stop19h 52m
Deal found 8/13![Multiple Airlines logo]()
$277
This Delta deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/202:05 pm -
1 stop8h 13m
Sat 10/247:15 am -
1 stop6h 03m
Deal found 8/13![Delta logo]()
$281
This Delta deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/254:12 pm -
1 stop6h 07m
Sun 9/275:59 pm -
1 stop6h 00m
Deal found 8/17![Delta logo]()
$282
This Kiwi.com deal was found by Cheapflights users on 8/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/98:58 pm -
1 stop20h 08m
Thu 10/157:00 am -
1 stop9h 03m
Deal found 8/15![Multiple Airlines logo]()
$283
This Expedia deal was found by Cheapflights users on 8/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/298:56 pm -
1 stop11h 59m
Sat 9/512:20 pm -
1 stop4h 13m
Deal found 8/15![Multiple Airlines logo]()
$349
This Priceline deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/39:39 pm -
1 stop10h 51m
Thu 12/101:50 pm -
1 stop8h 31m
Deal found 8/18![Multiple Airlines logo]()
$378
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 18, 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 18, 2026.
This Delta deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/144:12 pm -
1 stop6h 07m
Fri 9/185:59 pm -
1 stop6h 00m
Deal found 8/13![Delta logo]()
$290
This United Airlines deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/267:00 am -
1 stop6h 45m
Mon 9/281:00 am -
1 stop8h 14m
Deal found 8/17![United Airlines logo]()
$352
This Southwest deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/171:15 pm -
1 stop9h 40m
Fri 9/1810:00 am -
2 stops9h 15m
Deal found 8/13![Southwest logo]()
$375
This American Airlines deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/15:35 pm -
2 stops15h 49m
Mon 10/53:51 pm -
1 stop5h 59m
Deal found 8/18![American Airlines logo]()
$377
This Breeze Airways deal was found by Cheapflights users on 8/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/109:39 pm -
1 stop10h 51m
Mon 9/149:25 am -
1 stop4h 25m
Deal found 8/15![Breeze Airways logo]()
$421
This JetBlue deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/227:20 am -
1 stop9h 03m
Fri 11/271:45 pm -
1 stop9h 08m
Deal found 8/18![JetBlue logo]()
$468
This Delta deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/254:12 pm -
1 stop6h 07m
Sun 9/275:59 pm -
1 stop6h 00m
Deal found 8/14![Delta logo]()
$292
This Delta deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/104:35 pm -
1 stop5h 43m
Mon 10/125:59 pm -
1 stop6h 00m
Deal found 8/14![Delta logo]()
$292
This Copa Airlines deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/267:53 pm -
2 stops16h 16m
Sat 10/33:46 pm -
2 stops18h 16m
Deal found 8/16![Copa Airlines logo]()
$672
This United deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/125:45 am -
1 stop7h 13m
Sat 9/191:46 pm -
2 stops19h 27m
Deal found 8/13![Multiple Airlines logo]()
$674
This Southwest deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/1012:00 pm -
1 stop10h 10m
Mon 10/125:00 am -
2 stops9h 00m
Deal found 8/14![Southwest logo]()
$382
This Delta deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/62:05 pm -
1 stop8h 13m
Sun 10/117:15 am -
1 stop5h 56m
Deal found 8/16![Delta logo]()
$351
This United Airlines deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/167:00 am -
1 stop7h 10m
Mon 10/196:00 am -
1 stop17h 59m
Deal found 8/18![United Airlines logo]()
$425
This Southwest deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/136:35 am -
2 stops10h 15m
Tue 11/177:40 am -
2 stops10h 45m
Deal found 8/16![Southwest logo]()
$398
This American Airlines deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/136:00 am -
1 stop6h 49m
Thu 11/191:22 pm -
1 stop8h 58m
Deal found 8/14![American Airlines logo]()
$439
This Breeze Airways deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/109:39 pm -
1 stop10h 51m
Sun 9/1310:20 am -
1 stop4h 47m
Deal found 8/17![Breeze Airways logo]()
$443
This Delta deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/16:40 am -
1 stop10h 09m
Mon 10/52:59 pm -
1 stop7h 12m
Deal found 8/17![Delta logo]()
$366
This American Airlines deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/166:00 am -
2 stops14h 50m
Mon 10/191:35 pm -
1 stop10h 21m
Deal found 8/18![American Airlines logo]()
$446
This JetBlue deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/217:20 am -
1 stop9h 03m
Fri 11/271:45 pm -
1 stop9h 08m
Deal found 8/18![JetBlue logo]()
$491
This Breeze Airways deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/159:39 pm -
1 stop10h 51m
Mon 10/199:25 am -
1 stop4h 25m
Deal found 8/17![Breeze Airways logo]()
$452
This Southwest deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 1/196:45 am -
2 stops11h 00m
Sun 1/246:15 am -
1 stop11h 05m
Deal found 8/13![Southwest logo]()
$428
This JetBlue deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/177:05 pm -
1 stop4h 54m
Mon 10/193:15 am -
1 stop11h 47m
Deal found 8/13![JetBlue logo]()
$495
This United Airlines deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/303:05 pm -
1 stop21h 38m
Wed 10/712:52 pm -
1 stop10h 07m
Deal found 8/16![United Airlines logo]()
$498
This American Airlines deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/287:41 pm -
2 stops17h 30m
Mon 10/51:35 pm -
1 stop10h 21m
Deal found 8/13![American Airlines logo]()
$453
This Breeze Airways deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 1/207:30 am -
1 stop6h 00m
Wed 1/273:30 pm -
1 stop17h 00m
Deal found 8/13![Breeze Airways logo]()
$487
This American Airlines deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/168:08 pm -
2 stops16h 10m
Mon 10/195:13 pm -
2 stops18h 43m
Deal found 8/18![American Airlines logo]()
$459
This Delta deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/305:25 am -
2 stops12h 42m
Mon 10/52:53 pm -
1 stop7h 18m
Deal found 8/16![Delta logo]()
$453
This United Airlines deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/276:30 am -
1 stop7h 03m
Sat 10/315:20 pm -
1 stop16h 52m
Deal found 8/14![United Airlines logo]()
$554
This Copa Airlines deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/317:52 pm -
2 stops26h 13m
Sat 11/73:46 pm -
2 stops19h 20m
Deal found 8/18![Copa Airlines logo]()
$672
This American Airlines deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/27:26 pm -
2 stops14h 49m
Sun 12/66:09 pm -
1 stop5h 50m
Deal found 8/16![American Airlines logo]()
$469
Last-minute flights from Charleston to CaribbeanDiscover last-minute flight deals from Charleston to Caribbean. Data last updated August 18, 2026 and is based on user searches.
Discover last-minute flight deals from Charleston to Caribbean. Data last updated August 18, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/254:04 pm -
1 stop8h 52m
Tue 8/253:10 am -
1 stop5h 58m
Deal found 8/13![Multiple Airlines logo]()
$287
This Kiwi.com deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/289:44 pm -
1 stop27h 12m
Mon 8/315:37 pm -
1 stop16h 00m
Deal found 8/16![Multiple Airlines logo]()
$296
This Expedia deal was found by Cheapflights users on 8/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/298:56 pm -
1 stop11h 59m
Sat 9/512:20 pm -
1 stop4h 13m
Deal found 8/15![Multiple Airlines logo]()
$349
This Kiwi.com deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/109:39 pm -
1 stop26h 19m
Mon 9/144:39 pm -
1 stop19h 52m
Deal found 8/13![Multiple Airlines logo]()
$277
This United Airlines deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/103:15 pm -
1 stop8h 35m
Sat 9/121:00 am -
1 stop8h 13m
Deal found 8/16![United Airlines logo]()
$292
This Breeze Airways deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/109:39 pm -
1 stop10h 51m
Sun 9/1310:20 am -
1 stop4h 47m
Deal found 8/18![Breeze Airways logo]()
$421
This Delta deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/144:12 pm -
1 stop6h 07m
Fri 9/185:59 pm -
1 stop6h 00m
Deal found 8/13![Delta logo]()
$290
This Kiwi.com deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/151:21 pm -
1 stop25h 34m
Fri 9/184:28 pm -
1 stop16h 10m
Deal found 8/14![Multiple Airlines logo]()
$270
This Kiwi.com deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/151:21 pm -
1 stop25h 34m
Sat 9/196:10 pm -
1 stop20h 57m
Deal found 8/14![Multiple Airlines logo]()
$271
This Southwest deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/158:10 am -
2 stops10h 00m
Sat 9/195:55 am -
1 stop13h 30m
Deal found 8/14![Southwest logo]()
$307
This Kiwi.com deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/166:00 am -
1 stop8h 55m
Sat 9/1910:30 am -
1 stop26h 53m
Deal found 8/14![Multiple Airlines logo]()
$273
This Delta deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/254:12 pm -
1 stop6h 07m
Sun 9/275:59 pm -
1 stop6h 00m
Deal found 8/17![Delta logo]()
$282
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 18, 2026.
Search for one-way flight options from Charleston to Caribbean. Find affordable one-way fares based on user searches. Data last updated August 18, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/166:00 am -
1 stop8h 55m
Deal found 8/13![Multiple Airlines logo]()
$119
This Kiwi.com deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/144:57 pm -
1 stop22h 20m
Deal found 8/13![Multiple Airlines logo]()
$124
This Kiwi.com deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/196:00 am -
1 stop10h 40m
Deal found 8/13![Multiple Airlines logo]()
$125
This Kiwi.com deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/254:04 pm -
1 stop8h 52m
Deal found 8/13![Multiple Airlines logo]()
$129
This Southwest deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/294:45 pm -
2 stops8h 35m
Deal found 8/16![Southwest logo]()
$131
This Delta deal was found by Cheapflights users on 8/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/197:00 am -
1 stop9h 49m
Deal found 8/15![Delta logo]()
$141
This Southwest deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/171:15 pm -
2 stops10h 40m
Deal found 8/13![Southwest logo]()
$145
This Southwest deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/198:05 am -
2 stops10h 15m
Deal found 8/14![Southwest logo]()
$146
This Priceline deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/89:39 pm -
1 stop10h 51m
Deal found 8/16![Breeze Airways logo]()
$146
This Breeze Airways deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/67:30 am -
1 stop8h 29m
Deal found 8/18![Breeze Airways logo]()
$150
This Kiwi.com deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/183:27 pm -
1 stop7h 46m
Deal found 8/13![Multiple Airlines logo]()
$160
This Kiwi.com deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/172:13 pm -
1 stop9h 00m
Deal found 8/13![Multiple Airlines logo]()
$164
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 18, 2026.
Round-trip from | $241 (Kiwi.com) |
|---|---|
One-way from | $119 (Kiwi.com) |
Popular in | December |
Cheapest in | January |
Average price | $410 |
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 18, 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
CHS Charleston - SJU San Juan Luis Munoz Marin Intl
CHSSJU
Charleston
Mon 9/14
4:12 pm-10:19 pm
1 stop6h 07m
San Juan Luis Munoz Marin Intl
Fri 9/18
5:59 pm-11:59 pm
1 stop6h 00m
$290
CharlestonSan Juan
CHS Charleston - SJU San Juan Luis Munoz Marin Intl
CHSSJU
Charleston
Fri 9/25
4:12 pm-10:19 pm
1 stop6h 07m
San Juan Luis Munoz Marin Intl
Sun 9/27
5:59 pm-11:59 pm
1 stop6h 00m
$292
Quickest round-trip
CharlestonSan Juan
CHS Charleston - SJU San Juan Luis Munoz Marin Intl
CHSSJU
Charleston
Sat 10/10
4:35 pm-10:18 pm
1 stop5h 43m
San Juan Luis Munoz Marin Intl
Mon 10/12
5:59 pm-11:59 pm
1 stop6h 00m
$292
CharlestonSan Juan
CHS Charleston - SJU San Juan Luis Munoz Marin Intl
CHSSJU
Charleston
Tue 10/6
2:05 pm-10:18 pm
1 stop8h 13m
San Juan Luis Munoz Marin Intl
Sun 10/11
7:15 am-1:11 pm
1 stop5h 56m
$351
CharlestonSan Juan
CHS Charleston - SJU San Juan Luis Munoz Marin Intl
CHSSJU
Charleston
Sat 9/26
7:00 am-1:45 pm
1 stop6h 45m
San Juan Luis Munoz Marin Intl
Mon 9/28
1:00 am-9:14 am
1 stop8h 14m
$352
CharlestonSan Juan
CHS Charleston - SJU San Juan Luis Munoz Marin Intl
CHSSJU
Charleston
Thu 10/1
6:40 am-4:49 pm
1 stop10h 09m
San Juan Luis Munoz Marin Intl
Mon 10/5
2:59 pm-10:11 pm
1 stop7h 12m
$366
CharlestonSan Juan
CHS Charleston - SJU San Juan Luis Munoz Marin Intl
CHSSJU
Charleston
Thu 9/17
1:15 pm-10:55 pm
1 stop9h 40m
San Juan Luis Munoz Marin Intl
Fri 9/18
10:00 am-7:15 pm
2 stops9h 15m
$375
CharlestonSan Juan
CHS Charleston - SJU San Juan Luis Munoz Marin Intl
CHSSJU
Charleston
Thu 10/1
5:35 pm-9:24 am
2 stops15h 49m
San Juan Luis Munoz Marin Intl
Mon 10/5
3:51 pm-9:50 pm
1 stop5h 59m
$377
CharlestonSan Juan
CHS Charleston - SJU San Juan Luis Munoz Marin Intl
CHSSJU
Charleston
Sat 10/10
12:00 pm-10:10 pm
1 stop10h 10m
San Juan Luis Munoz Marin Intl
Mon 10/12
5:00 am-2:00 pm
2 stops9h 00m
$382
CharlestonSan Juan
CHS Charleston - SJU San Juan Luis Munoz Marin Intl
CHSSJU
Charleston
Fri 11/13
6:35 am-5:50 pm
2 stops10h 15m
San Juan Luis Munoz Marin Intl
Tue 11/17
7:40 am-5:25 pm
2 stops10h 45m
$398
Showing 1-10 of 60 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.
CHS-SJU
CHS-NAS
CHS-AUA
CHS-STT
CHS-SDQ
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
CHS-0CB
CHS-SJU
CHS-NAS
CHS-AUA
CHS-STT
What is the cheapest month to book a flight from Charleston to Caribbean?
Currently, February is the cheapest month in which you can book a flight from Charleston to Caribbean (average of $488). Flying from Charleston to Caribbean in June is currently the most expensive (average of $650). 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.
How far ahead should I book a flight from Charleston to Caribbean?
Booking 69 days in advance of your planned departure date is, on average, the best time to get cheap flights from Charleston to Caribbean. The general trend is that the closer you book to the departure date, the more expensive your flight will be.
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 18, 2026.
See what other customers who have flown with Southwest,Delta, andUnited Airlines from Charleston to Caribbean have to say. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Overall
8.0
Crew
8.6
Food
7.0
Boarding
8.1
Entertainment
7.5
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Overall
8.0
Crew
8.6
Food
7.0
Boarding
8.1
Entertainment
7.5
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Overall
8.0
Crew
8.6
Food
7.0
Boarding
8.1
Entertainment
7.5
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Overall
8.0
Crew
8.6
Food
7.0
Boarding
8.1
Entertainment
7.5
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Overall
8.0
Crew
8.6
Food
7.0
Boarding
8.1
Entertainment
7.5
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Overall
8.0
Crew
8.6
Food
7.0
Boarding
8.1
Entertainment
7.5
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
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 August 18, 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 5 airlines flying from Charleston to Caribbean
Discover the top 5 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 18, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$107 | Average$447 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$188 | Average$494 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$232 | Average$551 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$272 | Average$550 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$298 | Average$647 | FlexibilityNo cancel fee | On-time63% |