$121+ 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 9/28. Fares are subject to change and may not be available on all flights or dates of travel.
CHS — SJU
Sep 12 — Sep 191
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 13, 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 13, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” 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 stop13h 56m
Deal found 8/12![Multiple Airlines logo]()
$234
This Kiwi.com deal was found by Cheapflights users on 8/11. Clicking the “Pick Dates” 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
Tue 9/226:05 pm -
1 stop19h 19m
Deal found 8/11![Multiple Airlines logo]()
$237
This Kiwi.com deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” 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 9/96:00 am -
1 stop7h 53m
Mon 9/144:39 pm -
1 stop19h 52m
Deal found 8/9![Multiple Airlines logo]()
$238
This Kiwi.com deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” 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
Mon 9/287:00 am -
2 stops29h 31m
Deal found 8/9![Multiple Airlines logo]()
$248
This Kiwi.com deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” 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 9/249:39 pm -
1 stop26h 19m
Tue 9/296:05 pm -
1 stop19h 19m
Deal found 8/9![Multiple Airlines logo]()
$250
This American Airlines deal was found by Cheapflights users on 8/11. Clicking the “Pick Dates” 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 9/266:30 pm -
1 stop14h 54m
Wed 9/306:00 am -
1 stop9h 34m
Deal found 8/11![American Airlines logo]()
$260
This United Airlines deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” 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 9/97:00 am -
1 stop8h 12m
Wed 9/164:20 pm -
1 stop7h 39m
Deal found 8/10![United Airlines logo]()
$262
This American Airlines deal was found by Cheapflights users on 8/11. Clicking the “Pick Dates” 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 10/512:41 pm -
1 stop11h 16m
Deal found 8/11![American Airlines logo]()
$265
This Kiwi.com deal was found by Cheapflights users on 8/11. Clicking the “Pick Dates” 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 9/249:39 pm -
1 stop26h 19m
Mon 9/286:42 pm -
1 stop13h 56m
Deal found 8/11![Multiple Airlines logo]()
$266
This American Airlines deal was found by Cheapflights users on 8/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/177:00 am -
1 stop6h 19m
Tue 12/18:25 am -
1 stop12h 06m
Deal found 8/11![American Airlines logo]()
$270
This Southwest deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” 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 12/59:45 am -
2 stops10h 30m
Tue 12/86:40 am -
1 stop7h 05m
Deal found 8/12![Southwest logo]()
$271
This Justfly.com deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/227:20 am -
1 stop9h 03m
Thu 11/2612:10 pm -
1 stop5h 53m
Deal found 8/9![JetBlue logo]()
$364
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 13, 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 13, 2026.
This Southwest deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” 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 9/241:15 pm -
1 stop9h 40m
Tue 9/298:20 am -
2 stops11h 00m
Deal found 8/9![Southwest logo]()
$290
This United Airlines deal was found by Cheapflights users on 8/8. Clicking the “Pick Dates” 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 9/227:00 am -
1 stop6h 53m
Sat 9/264:55 pm -
1 stop7h 20m
Deal found 8/8![United Airlines logo]()
$352
This Delta deal was found by Cheapflights users on 8/8. Clicking the “Pick Dates” 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 8/8![Delta logo]()
$355
This Priceline deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” 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 11/129:39 pm -
1 stop10h 51m
Mon 11/1612:25 pm -
1 stop5h 40m
Deal found 8/7![Multiple Airlines logo]()
$386
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.
Sun 11/18:32 pm -
1 stop15h 47m
Fri 11/61:19 pm -
1 stop8h 34m
Deal found 8/13![American Airlines logo]()
$394
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/55:27 pm -
1 stop5h 53m
Tue 9/89:42 am -
1 stop6h 51m
Deal found 8/13![JetBlue logo]()
$412
This Breeze Airways deal was found by Cheapflights users on 8/11. Clicking the “Pick Dates” 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 8/11![Breeze Airways logo]()
$430
This Copa Airlines deal was found by Cheapflights users on 8/11. Clicking the “Pick Dates” 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.
Tue 11/37:52 pm -
2 stops38h 35m
Sun 11/811:32 am -
2 stops22h 34m
Deal found 8/11![Copa Airlines logo]()
$626
This Southwest deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” 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 11/31:30 pm -
2 stops10h 15m
Tue 11/107:40 am -
2 stops10h 45m
Deal found 8/12![Southwest logo]()
$320
This United Airlines deal was found by Cheapflights users on 8/8. Clicking the “Pick Dates” 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 10/136:00 am -
1 stop6h 34m
Sat 10/171:00 am -
1 stop8h 14m
Deal found 8/8![United Airlines logo]()
$362
This Southwest deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” 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 9/96:45 am -
2 stops12h 20m
Mon 9/146:30 am -
2 stops10h 10m
Deal found 8/9![Southwest logo]()
$330
This United Airlines deal was found by Cheapflights users on 8/11. Clicking the “Pick Dates” 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 10/309:53 am -
1 stop10h 07m
Sat 11/78:05 am -
1 stop7h 23m
Deal found 8/11![United Airlines logo]()
$362
This Southwest deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” 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
Sat 1/236:10 am -
2 stops12h 35m
Deal found 8/9![Southwest logo]()
$345
This American Airlines deal was found by Cheapflights users on 8/11. Clicking the “Pick Dates” 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 8/11![American Airlines logo]()
$434
This Delta deal was found by Cheapflights users on 8/11. Clicking the “Pick Dates” 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 10/285:30 am -
2 stops12h 36m
Tue 11/38:35 pm -
1 stop16h 37m
Deal found 8/11![Delta logo]()
$453
This Southwest deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” 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 11/127:40 am -
2 stops9h 10m
Tue 11/177:40 am -
2 stops10h 45m
Deal found 8/12![Southwest logo]()
$360
This Breeze Airways deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” 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 8/12![Breeze Airways logo]()
$486
This American Airlines deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” 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 10/176:44 pm -
1 stop17h 51m
Mon 10/191:35 pm -
1 stop10h 21m
Deal found 8/9![American Airlines logo]()
$448
This United Airlines deal was found by Cheapflights users on 8/8. Clicking the “Pick Dates” 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 8/297:00 am -
1 stop7h 30m
Sat 9/512:52 pm -
1 stop10h 07m
Deal found 8/8![United Airlines logo]()
$434
This Southwest deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” 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 8/12![Southwest logo]()
$360
This American Airlines deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/116:00 am -
1 stop7h 11m
Sun 9/1310:21 am -
2 stops13h 25m
Deal found 8/10![American Airlines logo]()
$458
This Delta deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” 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 9/127:00 am -
1 stop6h 25m
Sat 9/191:07 pm -
1 stop10h 52m
Deal found 8/9![Delta logo]()
$527
This American Airlines deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/277:48 pm -
2 stops16h 54m
Sun 8/305:08 pm -
2 stops18h 19m
Deal found 8/12![American Airlines logo]()
$464
This Breeze Airways deal was found by Cheapflights users on 8/11. Clicking the “Pick Dates” 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 1/1410:14 pm -
1 stop10h 16m
Sun 1/1710:20 am -
1 stop5h 06m
Deal found 8/11![Breeze Airways logo]()
$585
This Delta deal was found by Cheapflights users on 8/8. Clicking the “Pick Dates” 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 12/305:30 am -
2 stops8h 52m
Sat 1/164:55 pm -
1 stop8h 01m
Deal found 8/8![Delta logo]()
$532
This United deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” 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 8/10![Multiple Airlines logo]()
$649
This Copa Airlines deal was found by Cheapflights users on 8/8. Clicking the “Pick Dates” 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 11/71:17 pm -
2 stops21h 49m
Deal found 8/8![Copa Airlines logo]()
$667
This American Airlines deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” 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 8/266:25 am -
2 stops12h 19m
Wed 9/99:30 am -
2 stops11h 36m
Deal found 8/10![American Airlines logo]()
$468
This United Airlines deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/137:52 pm -
1 stop16h 07m
Mon 11/1612:55 pm -
1 stop11h 04m
Deal found 8/7![United Airlines logo]()
$534
This Delta deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” 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 8/316:00 am -
1 stop12h 06m
Thu 9/102:53 pm -
1 stop9h 06m
Deal found 8/12![Delta logo]()
$542
Last-minute flights from Charleston to CaribbeanDiscover last-minute flight deals from Charleston to Caribbean. Data last updated August 13, 2026 and is based on user searches.
Discover last-minute flight deals from Charleston to Caribbean. Data last updated August 13, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” 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
Tue 9/88:43 pm -
1 stop11h 55m
Deal found 8/9![Multiple Airlines logo]()
$277
This Kiwi.com deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” 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 9/96:00 am -
1 stop7h 53m
Mon 9/144:39 pm -
1 stop19h 52m
Deal found 8/9![Multiple Airlines logo]()
$238
This United Airlines deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” 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 9/97:00 am -
1 stop8h 12m
Wed 9/164:20 pm -
1 stop7h 39m
Deal found 8/10![United Airlines logo]()
$262
This American Airlines deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” 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 9/97:41 pm -
2 stops15h 19m
Wed 9/166:00 am -
1 stop9h 34m
Deal found 8/10![American Airlines logo]()
$265
This Kiwi.com deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” 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
Mon 9/219:25 am -
1 stop27h 06m
Deal found 8/12![Breeze Airways logo]()
$417
This Kiwi.com deal was found by Cheapflights users on 8/8. Clicking the “Pick Dates” 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 9/188:58 pm -
1 stop19h 42m
Sun 9/207:00 am -
1 stop6h 23m
Deal found 8/8![Multiple Airlines logo]()
$273
This Kiwi.com deal was found by Cheapflights users on 8/11. Clicking the “Pick Dates” 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
Tue 9/226:05 pm -
1 stop19h 19m
Deal found 8/11![Multiple Airlines logo]()
$237
This Kiwi.com deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” 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
Mon 9/287:00 am -
2 stops29h 31m
Deal found 8/9![Multiple Airlines logo]()
$248
This Kiwi.com deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” 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 9/249:39 pm -
1 stop26h 19m
Tue 9/296:05 pm -
1 stop19h 19m
Deal found 8/9![Multiple Airlines logo]()
$250
This Kiwi.com deal was found by Cheapflights users on 8/11. Clicking the “Pick Dates” 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 9/249:39 pm -
1 stop26h 19m
Mon 9/286:42 pm -
1 stop13h 56m
Deal found 8/11![Multiple Airlines logo]()
$266
This Kiwi.com deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” 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 9/249:39 pm -
1 stop10h 51m
Mon 9/289:25 am -
1 stop27h 06m
Deal found 8/12![Breeze Airways logo]()
$419
This American Airlines deal was found by Cheapflights users on 8/11. Clicking the “Pick Dates” 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
Wed 9/306:00 am -
2 stops15h 06m
Deal found 8/11![American Airlines logo]()
$260
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 13, 2026.
Search for one-way flight options from Charleston to Caribbean. Find affordable one-way fares based on user searches. Data last updated August 13, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/11. Clicking the “Pick Dates” 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 9/284:57 pm -
1 stop22h 20m
Deal found 8/11![Multiple Airlines logo]()
$121
This Kiwi.com deal was found by Cheapflights users on 8/11. Clicking the “Pick Dates” 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 8/11![Multiple Airlines logo]()
$124
This Kiwi.com deal was found by Cheapflights users on 8/8. Clicking the “Pick Dates” 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 8/8![Multiple Airlines logo]()
$125
This Faresmojo deal was found by Cheapflights users on 8/11. Clicking the “Pick Dates” 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.
Fri 10/24:45 pm -
1 stop7h 20m
Deal found 8/11![JetBlue logo]()
$126
This Kiwi.com deal was found by Cheapflights users on 8/11. Clicking the “Pick Dates” 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 -
2 stops25h 56m
Deal found 8/11![Multiple Airlines logo]()
$127
This American Airlines deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/296:20 am -
1 stop8h 30m
Deal found 8/12![American Airlines logo]()
$130
This Southwest deal was found by Cheapflights users on 8/8. Clicking the “Pick Dates” 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 9/58:05 am -
2 stops10h 05m
Deal found 8/8![Southwest logo]()
$131
This Kiwi.com deal was found by Cheapflights users on 8/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/319:44 pm -
1 stop27h 12m
Deal found 8/11![Multiple Airlines logo]()
$132
This American Airlines deal was found by Cheapflights users on 8/11. Clicking the “Pick Dates” 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 10/115:03 am -
1 stop6h 17m
Deal found 8/11![American Airlines logo]()
$135
This Cheapflightsfares deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/236:55 pm -
1 stop5h 04m
Deal found 8/10![JetBlue logo]()
$137
This Kiwi.com deal was found by Cheapflights users on 8/8. Clicking the “Pick Dates” 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 8/228:56 pm -
1 stop27h 38m
Deal found 8/8![Multiple Airlines logo]()
$142
This Breeze Airways deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” 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 8/12![Breeze Airways logo]()
$150
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 13, 2026.
Round-trip from | $234 (Kiwi.com) |
|---|---|
One-way from | $121 (Kiwi.com) |
Popular in | September |
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 2,558,603 searches. Data last updated August 13, 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
Thu 9/24
1:15 pm-10:55 pm
1 stop9h 40m
San Juan Luis Munoz Marin Intl
Tue 9/29
8:20 am-7:20 pm
2 stops11h 00m
$290
CharlestonSan Juan
CHS Charleston - SJU San Juan Luis Munoz Marin Intl
CHSSJU
Charleston
Tue 11/3
1:30 pm-12:45 am
2 stops10h 15m
San Juan Luis Munoz Marin Intl
Tue 11/10
7:40 am-5:25 pm
2 stops10h 45m
$320
CharlestonSan Juan
CHS Charleston - SJU San Juan Luis Munoz Marin Intl
CHSSJU
Charleston
Wed 9/9
6:45 am-7:05 pm
2 stops12h 20m
San Juan Luis Munoz Marin Intl
Mon 9/14
6:30 am-4:40 pm
2 stops10h 10m
$330
CharlestonSan Juan
CHS Charleston - SJU San Juan Luis Munoz Marin Intl
CHSSJU
Charleston
Tue 1/19
6:45 am-6:45 pm
2 stops11h 00m
San Juan Luis Munoz Marin Intl
Sat 1/23
6:10 am-5:45 pm
2 stops12h 35m
$345
CharlestonSan Juan
CHS Charleston - SJU San Juan Luis Munoz Marin Intl
CHSSJU
Charleston
Tue 9/22
7:00 am-1:53 pm
1 stop6h 53m
San Juan Luis Munoz Marin Intl
Sat 9/26
4:55 pm-12:15 am
1 stop7h 20m
$352
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
$355
CharlestonSan Juan
CHS Charleston - SJU San Juan Luis Munoz Marin Intl
CHSSJU
Charleston
Thu 11/12
7:40 am-5:50 pm
2 stops9h 10m
San Juan Luis Munoz Marin Intl
Tue 11/17
7:40 am-5:25 pm
2 stops10h 45m
$360
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
$360
CharlestonSan Juan
CHS Charleston - SJU San Juan Luis Munoz Marin Intl
CHSSJU
Charleston
Tue 10/13
6:00 am-12:34 pm
1 stop6h 34m
San Juan Luis Munoz Marin Intl
Sat 10/17
1:00 am-9:14 am
1 stop8h 14m
$362
CharlestonSan Juan
CHS Charleston - SJU San Juan Luis Munoz Marin Intl
CHSSJU
Charleston
Fri 10/30
9:53 am-8:00 pm
1 stop10h 07m
San Juan Luis Munoz Marin Intl
Sat 11/7
8:05 am-2:28 pm
1 stop7h 23m
$362
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-SDQ
CHS-PUJ
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Charleston to Caribbean
CHS-0CB
CHS-SJU
CHS-NAS
CHS-MBJ
CHS-SDQ
What is the cheapest month to book a flight from Charleston to Caribbean?
Currently, January is the cheapest month in which you can book a flight from Charleston to Caribbean (average of $479). Flying from Charleston to Caribbean in June is currently the most expensive (average of $652). 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 13, 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.
Crew
8.6
Overall
8.0
Food
7.0
Boarding
8.1
Entertainment
7.5
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Crew
8.6
Overall
8.0
Food
7.0
Boarding
8.1
Entertainment
7.5
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Crew
8.6
Overall
8.0
Food
7.0
Boarding
8.1
Entertainment
7.5
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Crew
8.6
Overall
8.0
Food
7.0
Boarding
8.1
Entertainment
7.5
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Crew
8.6
Overall
8.0
Food
7.0
Boarding
8.1
Entertainment
7.5
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Crew
8.6
Overall
8.0
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.
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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 13, 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 13, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$188 | Average$494 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$218 | Average$428 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$232 | Average$551 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$272 | Average$563 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$312 | Average$667 | FlexibilityNo cancel fee | On-time63% |