$117+ 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 9/18. Fares are subject to change and may not be available on all flights or dates of travel.
CHS — SJU
Sep 25 — Oct 21
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 26, 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 26, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/263:42 pm -
1 stop10h 10m
Mon 9/287:00 am -
1 stop25h 38m
Deal found 8/26![Multiple Airlines logo]()
$209
This Kiwi.com deal was found by Cheapflights users on 8/25. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/263:42 pm -
1 stop10h 10m
Tue 9/296:42 pm -
1 stop13h 56m
Deal found 8/25![Multiple Airlines logo]()
$222
This Kiwi.com deal was found by Cheapflights users on 8/23. Clicking the “Pick Dates” 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 10/110:05 pm -
1 stop15h 29m
Mon 10/57:00 am -
1 stop25h 38m
Deal found 8/23![Multiple Airlines logo]()
$242
This Kiwi.com deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” 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 stop18h 08m
Mon 9/217:00 am -
1 stop25h 38m
Deal found 8/24![Multiple Airlines logo]()
$243
This Kiwi.com deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” 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 10/23:27 pm -
1 stop7h 46m
Mon 10/56:42 pm -
1 stop13h 56m
Deal found 8/24![Multiple Airlines logo]()
$246
This Kiwi.com deal was found by Cheapflights users on 8/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/12:13 pm -
1 stop24h 05m
Tue 10/610:42 am -
1 stop21h 56m
Deal found 8/26![Multiple Airlines logo]()
$247
This Kiwi.com deal was found by Cheapflights users on 8/23. Clicking the “Pick Dates” 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 10/110:05 pm -
1 stop15h 29m
Sun 10/43:55 pm -
1 stop16h 53m
Deal found 8/23![Multiple Airlines logo]()
$257
This American Airlines deal was found by Cheapflights users on 8/26. 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.
Sat 9/267:41 pm -
2 stops15h 19m
Mon 9/2810:16 am -
1 stop13h 27m
Deal found 8/26![American Airlines logo]()
$260
This Delta deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” 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 10/14:12 pm -
1 stop6h 07m
Mon 10/55:59 pm -
1 stop6h 00m
Deal found 8/24![Delta logo]()
$261
This United Airlines deal was found by Cheapflights users on 8/25. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/292:28 pm -
1 stop9h 08m
Mon 11/22:35 pm -
1 stop10h 24m
Deal found 8/25![United Airlines logo]()
$262
This Kiwi.com deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” 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 9/213:27 pm -
1 stop10h 25m
Mon 9/286:42 pm -
1 stop13h 56m
Deal found 8/24![Multiple Airlines logo]()
$264
This Kiwi.com deal was found by Cheapflights users on 8/23. Clicking the “Pick Dates” 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 stop11h 59m
Mon 9/149:25 am -
1 stop27h 06m
Deal found 8/23![Breeze Airways logo]()
$391
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 26, 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 26, 2026.
This Delta deal was found by Cheapflights users on 8/25. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/198:35 am -
1 stop8h 14m
Sat 9/2612:56 pm -
1 stop6h 42m
Deal found 8/25![Delta logo]()
$260
This Southwest deal was found by Cheapflights users on 8/22. Clicking the “Pick Dates” 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 10/12:35 pm -
2 stops9h 45m
Sun 10/45:30 am -
1 stop7h 50m
Deal found 8/22![Southwest logo]()
$261
This United Airlines deal was found by Cheapflights users on 8/22. Clicking the “Pick Dates” 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 11/52:52 pm -
1 stop6h 30m
Thu 11/198:05 am -
1 stop7h 23m
Deal found 8/22![United Airlines logo]()
$282
This Breeze Airways deal was found by Cheapflights users on 8/22. Clicking the “Pick Dates” 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 8/22![Breeze Airways logo]()
$419
This JetBlue deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” 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 8/24![JetBlue logo]()
$435
This American Airlines deal was found by Cheapflights users on 8/26. 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.
Fri 11/138:32 pm -
2 stops15h 49m
Thu 11/1911:02 am -
2 stops12h 42m
Deal found 8/26![American Airlines logo]()
$444
This Southwest deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” 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 10/164:45 pm -
1 stop7h 20m
Mon 10/195:00 am -
2 stops9h 00m
Deal found 8/24![Southwest logo]()
$262
This Southwest deal was found by Cheapflights users on 8/25. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/312:00 pm -
1 stop10h 10m
Sat 10/105:40 am -
1 stop7h 45m
Deal found 8/25![Southwest logo]()
$262
This Copa Airlines deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” 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 1/2010:23 am -
2 stops27h 16m
Sun 1/247:10 am -
2 stops27h 45m
Deal found 8/24![Copa Airlines logo]()
$627
This United Airlines deal was found by Cheapflights users on 8/23. Clicking the “Pick Dates” 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 10/302:28 pm -
1 stop9h 08m
Sat 11/77:40 am -
1 stop9h 39m
Deal found 8/23![United Airlines logo]()
$316
This Southwest deal was found by Cheapflights users on 8/23. Clicking the “Pick Dates” 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 10/94:45 pm -
2 stops8h 35m
Sun 10/115:30 am -
1 stop13h 20m
Deal found 8/23![Southwest logo]()
$262
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/156:40 am -
1 stop10h 09m
Sat 9/1912:56 pm -
1 stop6h 42m
Deal found 8/21![Delta logo]()
$318
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/304:20 pm -
1 stop5h 58m
Sat 11/76:59 pm -
1 stop6h 00m
Deal found 8/21![Delta logo]()
$327
This United Airlines deal was found by Cheapflights users on 8/25. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/67:00 am -
1 stop6h 45m
Sat 10/101:00 am -
1 stop8h 14m
Deal found 8/25![United Airlines logo]()
$352
This Breeze Airways deal was found by Cheapflights users on 8/25. 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 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 8/25![Breeze Airways logo]()
$425
This American Airlines deal was found by Cheapflights users on 8/22. Clicking the “Pick Dates” 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 9/196:39 pm -
2 stops19h 14m
Sat 9/265:16 pm -
1 stop5h 27m
Deal found 8/22![American Airlines logo]()
$444
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 9/275:00 am -
2 stops9h 35m
Deal found 8/21![Southwest logo]()
$338
This JetBlue deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” 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 8/24![JetBlue logo]()
$458
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.
Thu 9/179:39 pm -
1 stop10h 51m
Sun 9/2010:20 am -
1 stop4h 47m
Deal found 8/21![Breeze Airways logo]()
$455
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.
Fri 10/237:04 pm -
2 stops17h 14m
Mon 10/265:13 pm -
2 stops18h 52m
Deal found 8/21![American Airlines logo]()
$459
This United Airlines deal was found by Cheapflights users on 8/25. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/127:19 pm -
1 stop18h 29m
Tue 11/173:20 pm -
1 stop8h 39m
Deal found 8/25![United Airlines logo]()
$424
This American Airlines deal was found by Cheapflights users on 8/22. Clicking the “Pick Dates” 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 10/257:04 pm -
1 stop19h 04m
Thu 10/2912:18 pm -
1 stop9h 03m
Deal found 8/22![American Airlines logo]()
$461
This United Airlines deal was found by Cheapflights users on 8/23. Clicking the “Pick Dates” 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 11/127:19 pm -
1 stop18h 29m
Mon 11/163:20 pm -
1 stop17h 52m
Deal found 8/23![United Airlines logo]()
$424
This Delta deal was found by Cheapflights users on 8/25. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/257:50 am -
1 stop13h 20m
Mon 9/289:10 am -
1 stop6h 20m
Deal found 8/25![Delta logo]()
$474
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.
Thu 11/127:27 am -
1 stop14h 59m
Tue 11/177:15 am -
1 stop10h 17m
Deal found 8/21![American Airlines logo]()
$468
This Delta deal was found by Cheapflights users on 8/25. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/198:35 am -
1 stop12h 35m
Mon 9/219:10 am -
1 stop10h 07m
Deal found 8/25![Delta logo]()
$474
This United Airlines deal was found by Cheapflights users on 8/26. 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 11/146:30 am -
1 stop8h 09m
Mon 11/163:20 pm -
1 stop8h 39m
Deal found 8/26![United Airlines logo]()
$439
This Breeze Airways deal was found by Cheapflights users on 8/22. Clicking the “Pick Dates” 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 10/89:39 pm -
1 stop10h 51m
Mon 10/129:25 am -
1 stop4h 25m
Deal found 8/22![Breeze Airways logo]()
$540
This Copa Airlines deal was found by Cheapflights users on 8/22. Clicking the “Pick Dates” 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 8/22![Copa Airlines logo]()
$671
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.
Thu 11/1211:41 am -
1 stop10h 45m
Fri 11/207:00 am -
2 stops9h 08m
Deal found 8/21![American Airlines logo]()
$473
Last-minute flights from Charleston to CaribbeanDiscover last-minute flight deals from Charleston to Caribbean. Data last updated August 26, 2026 and is based on user searches.
Discover last-minute flight deals from Charleston to Caribbean. Data last updated August 26, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 8/23. Clicking the “Pick Dates” 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 stop11h 59m
Mon 9/149:25 am -
1 stop27h 06m
Deal found 8/23![Breeze Airways logo]()
$391
This Delta deal was found by Cheapflights users on 8/23. Clicking the “Pick Dates” 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 9/152:12 pm -
1 stop8h 07m
Sat 9/192:50 pm -
1 stop9h 09m
Deal found 8/23![Delta logo]()
$314
This Kiwi.com deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” 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 stop18h 08m
Mon 9/217:00 am -
1 stop25h 38m
Deal found 8/24![Multiple Airlines logo]()
$243
This Kiwi.com deal was found by Cheapflights users on 8/25. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/183:27 pm -
1 stop26h 16m
Sun 9/207:00 am -
1 stop6h 23m
Deal found 8/25![Multiple Airlines logo]()
$312
This Kiwi.com deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” 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 9/213:27 pm -
1 stop10h 25m
Mon 9/286:42 pm -
1 stop13h 56m
Deal found 8/24![Multiple Airlines logo]()
$264
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 9/2710:42 am -
1 stop22h 06m
Deal found 8/21![Multiple Airlines logo]()
$290
This Southwest deal was found by Cheapflights users on 8/25. 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 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 8/25![Southwest logo]()
$293
This Kiwi.com deal was found by Cheapflights users on 8/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/263:42 pm -
1 stop10h 10m
Mon 9/287:00 am -
1 stop25h 38m
Deal found 8/26![Multiple Airlines logo]()
$209
This Kiwi.com deal was found by Cheapflights users on 8/25. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/263:42 pm -
1 stop10h 10m
Tue 9/296:42 pm -
1 stop13h 56m
Deal found 8/25![Multiple Airlines logo]()
$222
This American Airlines deal was found by Cheapflights users on 8/26. 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.
Sat 9/267:41 pm -
2 stops15h 19m
Mon 9/2810:16 am -
1 stop13h 27m
Deal found 8/26![American Airlines logo]()
$260
This Kiwi.com deal was found by Cheapflights users on 8/23. Clicking the “Pick Dates” 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 9/2710:05 pm -
1 stop15h 29m
Sat 10/39:50 pm -
1 stop10h 48m
Deal found 8/23![Multiple Airlines logo]()
$272
This Southwest deal was found by Cheapflights users on 8/23. Clicking the “Pick Dates” 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 8/23![Southwest logo]()
$261
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 26, 2026.
Search for one-way flight options from Charleston to Caribbean. Find affordable one-way fares based on user searches. Data last updated August 26, 2026.
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 9/183:27 pm -
1 stop18h 08m
Deal found 8/21![Multiple Airlines logo]()
$117
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.
Wed 9/163:42 pm -
1 stop10h 10m
Deal found 8/21![Multiple Airlines logo]()
$122
This Kiwi.com deal was found by Cheapflights users on 8/22. Clicking the “Pick Dates” 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 8/22![Multiple Airlines logo]()
$125
This American Airlines deal was found by Cheapflights users on 8/26. 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.
Sat 9/197:41 pm -
2 stops13h 43m
Deal found 8/26![American Airlines logo]()
$130
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.
Sat 11/149:45 am -
1 stop8h 30m
Deal found 8/21![Southwest logo]()
$131
This Kiwi.com deal was found by Cheapflights users on 8/25. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/106:00 am -
2 stops31h 31m
Deal found 8/25![Multiple Airlines logo]()
$134
This Kiwi.com deal was found by Cheapflights users on 8/22. Clicking the “Pick Dates” 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 9/2710:05 pm -
1 stop15h 29m
Deal found 8/22![Multiple Airlines logo]()
$137
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.
Sun 10/410:05 pm -
1 stop15h 29m
Deal found 8/21![Multiple Airlines logo]()
$143
This Kiwi.com deal was found by Cheapflights users on 8/22. Clicking the “Pick Dates” 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 9/111:15 am -
1 stop28h 56m
Deal found 8/22![Multiple Airlines logo]()
$144
This Kiwi.com deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” 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 10/36:00 am -
2 stops31h 34m
Deal found 8/24![Multiple Airlines logo]()
$145
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.
Mon 12/148:14 pm -
1 stop13h 30m
Deal found 8/21![American Airlines logo]()
$156
This American Airlines deal was found by Cheapflights users on 8/22. Clicking the “Pick Dates” 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 8/22![American Airlines logo]()
$159
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 26, 2026.
Round-trip from | $209 (Kiwi.com) |
|---|---|
One-way from | $117 (Kiwi.com) |
Popular in | December |
Cheapest in | January |
Average price | $418 |
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 26, 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
Sat 9/19
8:35 am-4:49 pm
1 stop8h 14m
San Juan Luis Munoz Marin Intl
Sat 9/26
12:56 pm-7:38 pm
1 stop6h 42m
$260
CharlestonSan Juan
CHS Charleston - SJU San Juan Luis Munoz Marin Intl
CHSSJU
Charleston
Thu 10/1
2:35 pm-12:20 am
2 stops9h 45m
San Juan Luis Munoz Marin Intl
Sun 10/4
5:30 am-1:20 pm
1 stop7h 50m
$261
CharlestonSan Juan
CHS Charleston - SJU San Juan Luis Munoz Marin Intl
CHSSJU
Charleston
Fri 10/16
4:45 pm-12:05 am
1 stop7h 20m
San Juan Luis Munoz Marin Intl
Mon 10/19
5:00 am-2:00 pm
2 stops9h 00m
$262
CharlestonSan Juan
CHS Charleston - SJU San Juan Luis Munoz Marin Intl
CHSSJU
Charleston
Sat 10/3
12:00 pm-10:10 pm
1 stop10h 10m
San Juan Luis Munoz Marin Intl
Sat 10/10
5:40 am-1:25 pm
1 stop7h 45m
$262
CharlestonSan Juan
CHS Charleston - SJU San Juan Luis Munoz Marin Intl
CHSSJU
Charleston
Fri 10/9
4:45 pm-1:20 am
2 stops8h 35m
San Juan Luis Munoz Marin Intl
Sun 10/11
5:30 am-6:50 pm
1 stop13h 20m
$262
CharlestonSan Juan
CHS Charleston - SJU San Juan Luis Munoz Marin Intl
CHSSJU
Charleston
Thu 11/5
2:52 pm-10:22 pm
1 stop6h 30m
San Juan Luis Munoz Marin Intl
Thu 11/19
8:05 am-2:28 pm
1 stop7h 23m
$282
CharlestonSan Juan
CHS Charleston - SJU San Juan Luis Munoz Marin Intl
CHSSJU
Charleston
Fri 10/30
2:28 pm-11:36 pm
1 stop9h 08m
San Juan Luis Munoz Marin Intl
Sat 11/7
7:40 am-4:19 pm
1 stop9h 39m
$316
CharlestonSan Juan
CHS Charleston - SJU San Juan Luis Munoz Marin Intl
CHSSJU
Charleston
Tue 9/15
6:40 am-4:49 pm
1 stop10h 09m
San Juan Luis Munoz Marin Intl
Sat 9/19
12:56 pm-7:38 pm
1 stop6h 42m
$318
Quickest round-trip
CharlestonSan Juan
CHS Charleston - SJU San Juan Luis Munoz Marin Intl
CHSSJU
Charleston
Fri 10/30
4:20 pm-10:18 pm
1 stop5h 58m
San Juan Luis Munoz Marin Intl
Sat 11/7
6:59 pm-11:59 pm
1 stop6h 00m
$327
CharlestonSan Juan
CHS Charleston - SJU San Juan Luis Munoz Marin Intl
CHSSJU
Charleston
Fri 9/25
1:15 pm-11:55 pm
2 stops10h 40m
San Juan Luis Munoz Marin Intl
Sun 9/27
5:00 am-2:35 pm
2 stops9h 35m
$338
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-MBJ
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-MBJ
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 $645). 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 26, 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.
Entertainment
7.5
Food
7.0
Boarding
8.1
Comfort
8.0
Overall
8.0
Crew
8.6
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Entertainment
7.5
Food
7.0
Boarding
8.1
Comfort
8.0
Overall
8.0
Crew
8.6
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Entertainment
7.5
Food
7.0
Boarding
8.1
Comfort
8.0
Overall
8.0
Crew
8.6
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Entertainment
7.5
Food
7.0
Boarding
8.1
Comfort
8.0
Overall
8.0
Crew
8.6
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Entertainment
7.5
Food
7.0
Boarding
8.1
Comfort
8.0
Overall
8.0
Crew
8.6
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Entertainment
7.5
Food
7.0
Boarding
8.1
Comfort
8.0
Overall
8.0
Crew
8.6
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 26, 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 26, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$188 | Average$494 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$218 | Average$433 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$232 | Average$569 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$271 | Average$567 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$298 | Average$640 | FlexibilityNo cancel fee | On-time63% |