$137+ Cheap flights from Charleston (CHS) to Caribbean
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 2/6. Fares are subject to change and may not be available on all flights or dates of travel.
CHS — SJU
Dec 3 — Dec 101
Round-trip
1 adult, Economy
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Find cheap flights from Charleston to Caribbean with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
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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 November 3, 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 November 3, 2026.
This Kiwi.com deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” 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 12/28:09 pm -
1 stop23h 28m
Wed 12/95:01 am -
2 stops28h 37m
Deal found 11/2![Multiple Airlines logo]()
$290
This JetBlue deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” 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 12/127:45 pm -
1 stop5h 14m
Thu 12/1712:30 pm -
1 stop7h 18m
Deal found 11/2![JetBlue logo]()
$309
This JetBlue deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/117:45 pm -
1 stop5h 14m
Sat 12/1912:30 pm -
1 stop7h 18m
Deal found 10/30![JetBlue logo]()
$310
This JetBlue deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/47:45 pm -
1 stop5h 14m
Mon 12/711:40 am -
1 stop8h 05m
Deal found 10/29![JetBlue logo]()
$312
This Kiwi.com deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/1210:13 pm -
1 stop14h 12m
Tue 11/178:45 am -
2 stops29h 39m
Deal found 10/29![Multiple Airlines logo]()
$315
This Kiwi.com deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” 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 12/11:21 pm -
1 stop9h 27m
Tue 12/85:01 am -
2 stops34h 04m
Deal found 11/2![Multiple Airlines logo]()
$317
This Kiwi.com deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/56:40 am -
1 stop12h 09m
Tue 12/85:01 am -
2 stops34h 04m
Deal found 10/30![Multiple Airlines logo]()
$318
This American Airlines deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/128:12 pm -
1 stop15h 11m
Thu 12/176:00 am -
2 stops8h 39m
Deal found 10/29![American Airlines logo]()
$322
This American Airlines deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/278:10 pm -
1 stop12h 55m
Tue 12/16:00 am -
1 stop14h 30m
Deal found 10/29![American Airlines logo]()
$386
This American Airlines deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/106:00 am -
1 stop6h 55m
Tue 11/172:55 pm -
1 stop9h 23m
Deal found 10/29![American Airlines logo]()
$410
This Delta deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/268:05 am -
1 stop16h 29m
Wed 12/27:00 am -
1 stop14h 19m
Deal found 10/29![Delta logo]()
$411
This Delta deal was found by Cheapflights users on 10/31. Clicking the “Pick Dates” 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 11/235:19 pm -
1 stop7h 55m
Tue 12/17:00 am -
1 stop11h 57m
Deal found 10/31![Delta logo]()
$424
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 November 3, 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 November 3, 2026.
This JetBlue deal was found by Cheapflights users on 10/31. Clicking the “Pick Dates” 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 12/127:45 pm -
1 stop5h 14m
Thu 12/1712:30 pm -
1 stop7h 18m
Deal found 10/31![JetBlue logo]()
$309
This Southwest deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/129:45 am -
2 stops10h 30m
Mon 12/146:40 am -
1 stop7h 05m
Deal found 10/29![Southwest logo]()
$360
This American Airlines deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” 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 1/246:05 am -
2 stops10h 58m
Sun 1/315:15 am -
1 stop5h 58m
Deal found 11/3![American Airlines logo]()
$399
This Delta deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/2612:58 pm -
2 stops11h 36m
Tue 12/18:53 pm -
2 stops17h 06m
Deal found 10/29![Delta logo]()
$416
This Kiwi.com deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” 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 1/216:20 am -
1 stop7h 04m
Thu 2/46:42 pm -
2 stops14h 16m
Deal found 11/2![Multiple Airlines logo]()
$464
This Breeze Airways deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 1/207:30 am -
1 stop6h 00m
Wed 1/273:30 pm -
1 stop7h 29m
Deal found 10/29![Breeze Airways logo]()
$471
This United Airlines deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” 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 12/47:56 pm -
1 stop16h 12m
Tue 12/87:30 pm -
1 stop14h 47m
Deal found 11/2![United Airlines logo]()
$561
This JetBlue deal was found by Cheapflights users on 10/31. Clicking the “Pick Dates” 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.
Fri 12/117:45 pm -
1 stop5h 14m
Sat 12/1912:30 pm -
1 stop7h 18m
Deal found 10/31![JetBlue logo]()
$315
This JetBlue deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/127:45 pm -
1 stop5h 14m
Mon 12/1411:40 am -
1 stop8h 05m
Deal found 10/29![JetBlue logo]()
$318
This Southwest deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” 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.
Mon 11/2311:00 am -
2 stops8h 50m
Tue 12/87:40 am -
2 stops10h 45m
Deal found 11/2![Southwest logo]()
$384
This JetBlue deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” 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.
Mon 11/234:40 pm -
1 stop7h 52m
Tue 12/811:40 am -
1 stop8h 05m
Deal found 11/2![JetBlue logo]()
$357
This American Airlines deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” 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 12/17:21 am -
1 stop13h 20m
Tue 12/812:59 pm -
2 stops11h 27m
Deal found 11/3![American Airlines logo]()
$449
This Southwest deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” 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 11/296:25 pm -
1 stop6h 20m
Sun 12/65:35 am -
2 stops8h 45m
Deal found 11/3![Southwest logo]()
$422
This Breeze Airways deal was found by Cheapflights users on 11/1. Clicking the “Pick Dates” 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 1/237:30 am -
1 stop6h 00m
Sat 1/303:30 pm -
1 stop17h 00m
Deal found 11/1![Breeze Airways logo]()
$474
This JetBlue deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/214:40 pm -
1 stop7h 52m
Fri 11/2710:50 am -
1 stop6h 00m
Deal found 10/30![JetBlue logo]()
$378
This Breeze Airways deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” 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 11/199:39 pm -
1 stop10h 51m
Mon 11/239:25 am -
1 stop4h 25m
Deal found 11/2![Breeze Airways logo]()
$475
This American Airlines deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” 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 3/96:31 am -
1 stop4h 47m
Tue 3/1610:25 am -
1 stop13h 18m
Deal found 11/2![American Airlines logo]()
$483
This Kiwi.com deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” 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 12/23:42 pm -
1 stop20h 36m
Tue 12/81:27 pm -
2 stops25h 38m
Deal found 11/2![Multiple Airlines logo]()
$534
This Delta deal was found by Cheapflights users on 11/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 1/106:00 am -
1 stop5h 44m
Sun 1/174:03 pm -
1 stop8h 59m
Deal found 11/1![Delta logo]()
$534
This Breeze Airways deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” 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 2/258:43 pm -
1 stop11h 47m
Sun 2/2810:20 am -
1 stop3h 55m
Deal found 11/2![Breeze Airways logo]()
$476
This Delta deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 1/245:24 pm -
2 stops18h 46m
Wed 2/36:50 pm -
2 stops22h 03m
Deal found 10/30![Delta logo]()
$535
This American Airlines deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” 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 2/47:21 pm -
2 stops13h 35m
Sun 2/712:41 pm -
1 stop12h 18m
Deal found 11/3![American Airlines logo]()
$492
This JetBlue deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 1/2412:46 pm -
1 stop8h 09m
Sun 1/316:01 am -
1 stop8h 07m
Deal found 10/30![JetBlue logo]()
$410
This Breeze Airways deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” 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.
Tue 2/91:21 pm -
1 stop24h 29m
Wed 2/173:50 pm -
1 stop16h 40m
Deal found 11/2![Breeze Airways logo]()
$481
This Delta deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/228:11 am -
1 stop7h 39m
Tue 1/263:48 pm -
1 stop9h 14m
Deal found 10/29![Delta logo]()
$536
This Southwest deal was found by Cheapflights users on 10/31. Clicking the “Pick Dates” 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 12/17:30 am -
1 stop6h 55m
Wed 12/91:00 pm -
1 stop7h 05m
Deal found 10/31![Southwest logo]()
$540
This United Airlines deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/147:56 pm -
1 stop16h 44m
Mon 12/211:40 pm -
1 stop11h 19m
Deal found 10/30![United Airlines logo]()
$672
This JetBlue deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” 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 12/57:45 pm -
1 stop5h 14m
Wed 12/910:30 am -
1 stop9h 15m
Deal found 11/2![JetBlue logo]()
$418
This American Airlines deal was found by Cheapflights users on 10/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/36:12 pm -
2 stops16h 03m
Tue 12/82:26 pm -
1 stop9h 00m
Deal found 10/31![American Airlines logo]()
$534
This Delta deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 1/266:40 pm -
2 stops21h 27m
Mon 2/16:15 pm -
1 stop6h 47m
Deal found 10/30![Delta logo]()
$550
Last-minute flights from Charleston to CaribbeanDiscover last-minute flight deals from Charleston to Caribbean. Data last updated November 3, 2026 and is based on user searches.
Discover last-minute flight deals from Charleston to Caribbean. Data last updated November 3, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/810:13 pm -
1 stop14h 12m
Wed 11/118:45 am -
1 stop11h 29m
Deal found 10/29![Multiple Airlines logo]()
$358
This American Airlines deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/106:00 am -
1 stop6h 55m
Tue 11/172:55 pm -
1 stop9h 23m
Deal found 10/29![American Airlines logo]()
$410
This Kiwi.com deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/1210:13 pm -
1 stop14h 12m
Tue 11/178:45 am -
2 stops29h 39m
Deal found 10/29![Multiple Airlines logo]()
$315
This Kiwi.com deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/1210:13 pm -
1 stop14h 12m
Mon 11/167:26 pm -
1 stop14h 12m
Deal found 10/29![Multiple Airlines logo]()
$346
This Kiwi.com deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/134:57 pm -
1 stop28h 57m
Mon 11/167:26 pm -
1 stop14h 12m
Deal found 10/29![Multiple Airlines logo]()
$356
This Kiwi.com deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/1510:13 pm -
1 stop14h 12m
Wed 11/1812:59 am -
2 stops16h 12m
Deal found 10/30![Multiple Airlines logo]()
$342
This Kiwi.com deal was found by Cheapflights users on 11/1. Clicking the “Pick Dates” 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 11/164:57 pm -
1 stop21h 22m
Fri 11/207:31 am -
1 stop14h 30m
Deal found 11/1![Multiple Airlines logo]()
$339
This JetBlue deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” 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.
Mon 11/234:40 pm -
1 stop7h 52m
Tue 12/811:40 am -
1 stop8h 05m
Deal found 11/2![JetBlue logo]()
$357
This American Airlines deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/269:00 am -
2 stops23h 38m
Thu 12/36:00 am -
1 stop6h 00m
Deal found 10/29![American Airlines logo]()
$322
This Delta deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/268:05 am -
1 stop16h 29m
Wed 12/27:00 am -
1 stop14h 19m
Deal found 10/29![Delta logo]()
$411
This American Airlines deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/278:10 pm -
1 stop12h 55m
Tue 12/16:00 am -
1 stop14h 30m
Deal found 10/29![American Airlines logo]()
$386
This Kiwi.com deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” 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 11/304:57 pm -
1 stop26h 40m
Mon 12/75:16 pm -
2 stops16h 22m
Deal found 11/2![Multiple Airlines logo]()
$362
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 November 3, 2026.
Search for one-way flight options from Charleston to Caribbean. Find affordable one-way fares based on user searches. Data last updated November 3, 2026.
This Breeze Airways deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” 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
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/3![Breeze Airways logo]()
$137
This Kiwi.com deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” 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 1/3110:15 pm -
1 stop13h 22m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/2![Multiple Airlines logo]()
$149
This Kiwi.com deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/307:44 pm -
1 stop23h 31m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/30![Multiple Airlines logo]()
$160
This American Airlines deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/227:00 am -
1 stop13h 30m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/29![American Airlines logo]()
$161
This JetBlue deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” 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 12/128:00 am -
1 stop9h 24m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/3![JetBlue logo]()
$162
This American Airlines deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/258:10 pm -
1 stop13h 31m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/2![American Airlines logo]()
$166
This American Airlines deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” 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 12/128:12 pm -
1 stop15h 11m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/2![American Airlines logo]()
$168
This Kiwi.com deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/78:43 pm -
2 stops13h 47m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/30![Multiple Airlines logo]()
$174
This American Airlines deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/238:10 pm -
1 stop12h 55m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/30![American Airlines logo]()
$176
This Kiwi.com deal was found by Cheapflights users on 11/1. Clicking the “Pick Dates” 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 1/51:21 pm -
3 stops35h 21m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/1![Multiple Airlines logo]()
$178
This Kiwi.com deal was found by Cheapflights users on 10/31. Clicking the “Pick Dates” 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 11/199:39 pm -
1 stop10h 51m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/31![Breeze Airways logo]()
$178
This American Airlines deal was found by Cheapflights users on 10/31. Clicking the “Pick Dates” 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 2/167:18 am -
1 stop10h 04m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/31![American Airlines logo]()
$186
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 November 3, 2026.
Round-trip from | $264 (Kiwi.com) |
|---|---|
One-way from | $137 (Breeze Airways) |
Popular in | December |
Cheapest in | September |
Average price | $458 |
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 November 3, 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
CharlestonNassau
CHS Charleston - NAS Nassau Intl
CHSNAS
Charleston
Sat 2/6
7:30 am-3:59 pm
1 stop8h 29m
Nassau Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$137
CharlestonNassau
CHS Charleston - NAS Nassau Intl
CHSNAS
Charleston
Sun 2/7
8:43 pm-8:30 am
1 stop11h 47m
Nassau Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$139
CharlestonSan Juan
CHS Charleston - SJU San Juan Luis Munoz Marin Intl
CHSSJU
Charleston
Mon 1/4
6:00 am-2:40 pm
1 stop7h 40m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$161
CharlestonSan Juan
CHS Charleston - SJU San Juan Luis Munoz Marin Intl
CHSSJU
Charleston
Sat 12/12
8:00 am-6:24 pm
1 stop9h 24m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$162
CharlestonSan Juan
CHS Charleston - SJU San Juan Luis Munoz Marin Intl
CHSSJU
Charleston
Wed 11/25
8:10 pm-10:41 am
1 stop13h 31m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$166
CharlestonSanto Domingo
CHS Charleston - SDQ Santo Domingo Las Americas
CHSSDQ
Charleston
Mon 11/23
8:29 pm-10:05 am
2 stops12h 36m
Santo Domingo Las Americas
Wed 12/31
12:00 am-11:30 pm
Nonstop0h 00m
$176
CharlestonSanto Domingo
CHS Charleston - SDQ Santo Domingo Las Americas
CHSSDQ
Charleston
Tue 11/24
8:10 pm-10:05 am
1 stop12h 55m
Santo Domingo Las Americas
Wed 12/31
12:00 am-11:30 pm
Nonstop0h 00m
$176
CharlestonNassau
CHS Charleston - NAS Nassau Intl
CHSNAS
Charleston
Thu 11/19
9:39 pm-8:30 am
1 stop10h 51m
Nassau Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$178
CharlestonSan Juan
CHS Charleston - SJU San Juan Luis Munoz Marin Intl
CHSSJU
Charleston
Tue 1/5
1:21 pm-8:30 pm
2 stops30h 09m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$181
CharlestonSanto Domingo
CHS Charleston - SDQ Santo Domingo Las Americas
CHSSDQ
Charleston
Tue 2/16
7:18 am-6:22 pm
1 stop10h 04m
Santo Domingo Las Americas
Wed 12/31
12:00 am-11:30 pm
Nonstop0h 00m
$186
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-SDQ
CHS-NAS
CHS-MBJ
CHS-STT
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Charleston to Caribbean
CHS-0CB
CHS-SJU
CHS-SDQ
CHS-NAS
CHS-MBJ
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 $520). Flying from Charleston to Caribbean in December is currently the most expensive (average of $683). 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 90 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 November 3, 2026.
See what other customers who have flown with Southwest,Delta, andUnited Airlines from Charleston to Caribbean have to say. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Overall
8.0
Comfort
8.0
Food
7.0
Entertainment
7.5
Boarding
8.1
Crew
8.6
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
Overall
8.0
Comfort
8.0
Food
7.0
Entertainment
7.5
Boarding
8.1
Crew
8.6
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
Overall
8.0
Comfort
8.0
Food
7.0
Entertainment
7.5
Boarding
8.1
Crew
8.6
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
Overall
8.0
Comfort
8.0
Food
7.0
Entertainment
7.5
Boarding
8.1
Crew
8.6
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
Overall
8.0
Comfort
8.0
Food
7.0
Entertainment
7.5
Boarding
8.1
Crew
8.6
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
Overall
8.0
Comfort
8.0
Food
7.0
Entertainment
7.5
Boarding
8.1
Crew
8.6
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
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 November 3, 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 November 3, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$188 | Average$634 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$208 | Average$466 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$232 | Average$643 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$282 | Average$616 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$304 | Average$590 | FlexibilityNo cancel fee | On-time71% |