$118+ 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 9/19. Fares are subject to change and may not be available on all flights or dates of travel.
CHS — SJU
Sep 20 — Sep 271
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
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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 21, 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 21, 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 Kiwi.com deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/2210:05 pm -
1 stop15h 26m
Tue 10/2710:20 am -
1 stop22h 18m
Deal found 8/19![Multiple Airlines logo]()
$253
This Southwest deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/308:10 am -
2 stops10h 55m
Fri 10/25:30 am -
1 stop12h 30m
Deal found 8/19![Southwest logo]()
$261
This Southwest deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/224:45 pm -
1 stop7h 20m
Tue 10/275:50 am -
2 stops11h 45m
Deal found 8/19![Southwest logo]()
$262
This American 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 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 8/17![American Airlines logo]()
$267
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 8/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/810:05 pm -
1 stop15h 26m
Mon 10/127:00 am -
1 stop13h 56m
Deal found 8/20![Multiple Airlines logo]()
$283
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 10/15:25 am -
1 stop6h 20m
Mon 10/57:00 am -
1 stop8h 07m
Deal found 8/17![Delta logo]()
$287
This Kiwi.com deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/258:58 pm -
1 stop19h 52m
Sun 9/273:55 pm -
1 stop16h 53m
Deal found 8/21![Multiple Airlines logo]()
$288
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/114:57 pm -
1 stop24h 06m
Mon 9/146:42 pm -
1 stop13h 56m
Deal found 8/18![Multiple Airlines logo]()
$289
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/510:05 pm -
1 stop25h 33m
Tue 11/106:12 pm -
1 stop25h 55m
Deal found 8/18![Multiple Airlines logo]()
$290
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 21, 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 21, 2026.
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 Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/31:30 pm -
1 stop8h 50m
Tue 12/86:40 am -
1 stop7h 05m
Deal found 8/18![Southwest logo]()
$334
This Breeze Airways deal was found by Cheapflights users on 8/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure 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 8/20![Breeze Airways logo]()
$424
This JetBlue deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure 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 8/19![JetBlue logo]()
$435
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 10/26:39 pm -
1 stop17h 38m
Wed 10/712:13 pm -
1 stop8h 37m
Deal found 8/18![American Airlines logo]()
$439
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 Copa Airlines deal was found by Cheapflights users on 8/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 1/137:40 pm -
2 stops17h 59m
Wed 2/33:39 pm -
2 stops19h 16m
Deal found 8/20![Copa Airlines logo]()
$632
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.
Tue 10/62:05 pm -
1 stop8h 13m
Sun 10/117:15 am -
1 stop5h 56m
Deal found 8/17![Delta logo]()
$351
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/1311:10 am -
1 stop12h 45m
Sat 9/195:55 am -
1 stop13h 30m
Deal found 8/17![Southwest logo]()
$364
This Breeze Airways deal was found by Cheapflights users on 8/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure 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 8/20![Breeze Airways logo]()
$424
This Southwest deal was found by Cheapflights users on 8/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/411:00 am -
2 stops10h 20m
Wed 12/97:40 am -
2 stops10h 45m
Deal found 8/20![Southwest logo]()
$392
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.
Fri 10/98:08 pm -
2 stops16h 10m
Wed 10/145:13 pm -
1 stop5h 46m
Deal found 8/16![American Airlines logo]()
$444
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/116:35 am -
2 stops10h 20m
Mon 9/146:30 am -
2 stops10h 10m
Deal found 8/18![Southwest logo]()
$400
This American Airlines deal was found by Cheapflights users on 8/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/136:14 pm -
2 stops16h 01m
Thu 11/196:22 pm -
1 stop5h 30m
Deal found 8/20![American Airlines logo]()
$444
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 Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/167:50 am -
1 stop8h 37m
Mon 10/192:26 pm -
1 stop8h 33m
Deal found 8/18![Delta logo]()
$454
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.
Sun 9/276:30 am -
1 stop8h 30m
Wed 9/303:35 pm -
1 stop8h 40m
Deal found 8/18![United Airlines logo]()
$500
This Southwest deal was found by Cheapflights users on 8/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/41:30 pm -
1 stop8h 50m
Sun 12/135:35 am -
2 stops8h 45m
Deal found 8/20![Southwest logo]()
$400
This American Airlines deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/238:08 pm -
1 stop16h 01m
Mon 10/265:13 pm -
2 stops18h 52m
Deal found 8/19![American Airlines logo]()
$459
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/82:05 pm -
1 stop7h 10m
Mon 10/129:15 am -
1 stop6h 15m
Deal found 8/18![Delta logo]()
$474
This United Airlines deal was found by Cheapflights users on 8/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/237:00 am -
1 stop6h 47m
Sun 10/252:40 pm -
1 stop7h 19m
Deal found 8/20![United Airlines logo]()
$534
This Southwest deal was found by Cheapflights users on 8/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/1111:00 am -
2 stops8h 45m
Tue 12/157:40 am -
2 stops10h 45m
Deal found 8/20![Southwest logo]()
$404
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 10/167:00 am -
1 stop10h 12m
Mon 10/195:13 pm -
2 stops15h 33m
Deal found 8/18![American Airlines logo]()
$459
This Delta deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 1/255:30 am -
1 stop9h 45m
Mon 2/11:50 pm -
1 stop8h 56m
Deal found 8/19![Delta logo]()
$474
This Southwest deal was found by Cheapflights users on 8/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/31:15 pm -
2 stops9h 55m
Wed 9/98:20 am -
2 stops11h 30m
Deal found 8/20![Southwest logo]()
$416
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 8/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/257:08 pm -
2 stops19h 20m
Sun 8/305:08 pm -
2 stops15h 31m
Deal found 8/20![American Airlines logo]()
$464
This United Airlines deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/110:23 am -
1 stop6h 02m
Mon 12/75:20 pm -
1 stop17h 35m
Deal found 8/19![United Airlines logo]()
$574
This Copa 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/267:53 pm -
2 stops26h 05m
Sat 10/33:46 pm -
2 stops18h 16m
Deal found 8/17![Copa Airlines logo]()
$672
Last-minute flights from Charleston to CaribbeanDiscover last-minute flight deals from Charleston to Caribbean. Data last updated August 21, 2026 and is based on user searches.
Discover last-minute flight deals from Charleston to Caribbean. Data last updated August 21, 2026 and is based on user searches.
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/237:47 pm -
1 stop20h 24m
Sun 8/305:15 pm -
1 stop21h 29m
Deal found 8/17![Multiple Airlines logo]()
$320
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.
Tue 8/2511:15 am -
1 stop28h 56m
Wed 9/96:42 pm -
1 stop13h 56m
Deal found 8/16![Multiple Airlines logo]()
$316
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 Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/62:53 pm -
1 stop11h 22m
Thu 9/107:00 am -
1 stop9h 03m
Deal found 8/18![Multiple Airlines logo]()
$314
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 8/17. 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
Mon 9/149:25 am -
1 stop4h 25m
Deal found 8/17![Breeze Airways logo]()
$421
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/114:57 pm -
1 stop24h 06m
Mon 9/146:42 pm -
1 stop13h 56m
Deal found 8/18![Multiple Airlines logo]()
$289
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 8/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/258:58 pm -
1 stop19h 52m
Sun 9/273:55 pm -
1 stop16h 53m
Deal found 8/21![Multiple Airlines logo]()
$288
This Southwest deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/251:15 pm -
2 stops10h 40m
Sun 9/275:30 am -
1 stop13h 25m
Deal found 8/21![Southwest logo]()
$300
This Southwest deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/308:10 am -
2 stops10h 55m
Fri 10/25:30 am -
1 stop12h 30m
Deal found 8/19![Southwest logo]()
$261
This American Airlines deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/305:31 pm -
2 stops15h 53m
Fri 10/210:16 am -
1 stop13h 27m
Deal found 8/19![American Airlines logo]()
$325
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 21, 2026.
Search for one-way flight options from Charleston to Caribbean. Find affordable one-way fares based on user searches. Data last updated August 21, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/193:42 pm -
1 stop10h 10m
Deal found 8/20![Multiple Airlines logo]()
$118
This Kiwi.com deal was found by Cheapflights users on 8/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/194:57 pm -
1 stop22h 21m
Deal found 8/20![Multiple Airlines logo]()
$125
This United Airlines deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/197:00 am -
1 stop6h 45m
Deal found 8/19![United Airlines logo]()
$130
This Delta 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 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 8/18![Delta logo]()
$131
This American Airlines deal was found by Cheapflights users on 8/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/197:41 pm -
2 stops13h 43m
Deal found 8/20![American Airlines logo]()
$134
This Kiwi.com deal was found by Cheapflights users on 8/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/110:05 pm -
1 stop14h 20m
Deal found 8/20![Multiple Airlines logo]()
$139
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 Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/58:56 pm -
1 stop27h 38m
Deal found 8/18![Multiple Airlines logo]()
$150
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 Faresmojo 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 Faresmojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/31:15 pm -
1 stop9h 40m
Deal found 8/18![JetBlue logo]()
$158
This American Airlines deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/128:14 pm -
1 stop12h 28m
Deal found 8/21![American Airlines logo]()
$160
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.
Mon 9/144:57 pm -
1 stop20h 53m
Deal found 8/16![Multiple Airlines logo]()
$187
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 21, 2026.
Round-trip from | $241 (Kiwi.com) |
|---|---|
One-way from | $125 (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 7,457,451 searches. Data last updated August 21, 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
Quickest round-trip
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
$282
CharlestonSan Juan
CHS Charleston - SJU San Juan Luis Munoz Marin Intl
CHSSJU
Charleston
Thu 12/3
1:30 pm-11:20 pm
1 stop8h 50m
San Juan Luis Munoz Marin Intl
Tue 12/8
6:40 am-12:45 pm
1 stop7h 05m
$334
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
Sun 9/13
11:10 am-11:55 pm
1 stop12h 45m
San Juan Luis Munoz Marin Intl
Sat 9/19
5:55 am-7:25 pm
1 stop13h 30m
$364
CharlestonSan Juan
CHS Charleston - SJU San Juan Luis Munoz Marin Intl
CHSSJU
Charleston
Fri 12/4
11:00 am-10:20 pm
2 stops10h 20m
San Juan Luis Munoz Marin Intl
Wed 12/9
7:40 am-5:25 pm
2 stops10h 45m
$392
CharlestonSan Juan
CHS Charleston - SJU San Juan Luis Munoz Marin Intl
CHSSJU
Charleston
Fri 9/11
6:35 am-4:55 pm
2 stops10h 20m
San Juan Luis Munoz Marin Intl
Mon 9/14
6:30 am-4:40 pm
2 stops10h 10m
$400
CharlestonSan Juan
CHS Charleston - SJU San Juan Luis Munoz Marin Intl
CHSSJU
Charleston
Fri 12/4
1:30 pm-11:20 pm
1 stop8h 50m
San Juan Luis Munoz Marin Intl
Sun 12/13
5:35 am-1:20 pm
2 stops8h 45m
$400
CharlestonSan Juan
CHS Charleston - SJU San Juan Luis Munoz Marin Intl
CHSSJU
Charleston
Fri 12/11
11:00 am-8:45 pm
2 stops8h 45m
San Juan Luis Munoz Marin Intl
Tue 12/15
7:40 am-5:25 pm
2 stops10h 45m
$404
CharlestonSan Juan
CHS Charleston - SJU San Juan Luis Munoz Marin Intl
CHSSJU
Charleston
Thu 9/3
1:15 pm-11:10 pm
2 stops9h 55m
San Juan Luis Munoz Marin Intl
Wed 9/9
8:20 am-7:50 pm
2 stops11h 30m
$416
CharlestonNassau
CHS Charleston - NAS Nassau Intl
CHSNAS
Charleston
Thu 9/10
9:39 pm-8:30 am
1 stop10h 51m
Nassau Intl
Mon 9/14
9:25 am-1:50 pm
1 stop4h 25m
$424
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-PUJ
CHS-AUA
CHS-KIN
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-PUJ
CHS-AUA
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 21, 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.
Boarding
8.1
Food
7.0
Crew
8.6
Entertainment
7.5
Comfort
8.0
Overall
8.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Boarding
8.1
Food
7.0
Crew
8.6
Entertainment
7.5
Comfort
8.0
Overall
8.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Boarding
8.1
Food
7.0
Crew
8.6
Entertainment
7.5
Comfort
8.0
Overall
8.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Boarding
8.1
Food
7.0
Crew
8.6
Entertainment
7.5
Comfort
8.0
Overall
8.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Boarding
8.1
Food
7.0
Crew
8.6
Entertainment
7.5
Comfort
8.0
Overall
8.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Boarding
8.1
Food
7.0
Crew
8.6
Entertainment
7.5
Comfort
8.0
Overall
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.
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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 21, 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 7,457,451 searches. Data last updated August 21, 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% |