$138+ 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
Nov 4 — Nov 111
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 October 5, 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 October 5, 2026.
This Kiwi.com deal was found by Cheapflights users on 10/1. 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.
Thu 10/229:39 pm -
1 stop27h 58m
Mon 10/267:44 pm -
1 stop12h 54m
Deal found 10/1![Multiple Airlines logo]()
$272
This JetBlue deal was found by Cheapflights users on 9/30. 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 12/1212:43 pm -
1 stop9h 47m
Thu 12/171:55 pm -
1 stop9h 43m
Deal found 9/30![JetBlue logo]()
$276
This American Airlines deal was found by Cheapflights users on 10/3. 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.
Sat 12/57:44 pm -
1 stop16h 53m
Sun 12/66:38 pm -
1 stop16h 09m
Deal found 10/3![American Airlines logo]()
$277
This Kiwi.com deal was found by Cheapflights users on 10/1. 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.
Sat 11/77:54 pm -
1 stop16h 31m
Wed 11/118:45 am -
1 stop11h 29m
Deal found 10/1![Multiple Airlines logo]()
$278
This American Airlines deal was found by Cheapflights users on 9/30. 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.
Fri 10/307:38 pm -
1 stop14h 08m
Sat 11/710:32 am -
1 stop14h 47m
Deal found 9/30![American Airlines logo]()
$282
This American Airlines deal was found by Cheapflights users on 9/30. 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.
Wed 11/116:16 pm -
1 stop15h 29m
Tue 11/179:45 am -
1 stop13h 17m
Deal found 9/30![American Airlines logo]()
$287
This American Airlines deal was found by Cheapflights users on 10/4. Clicking the “Pick Dates” 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 11/68:14 pm -
1 stop15h 25m
Mon 11/1611:35 am -
1 stop13h 24m
Deal found 10/4![American Airlines logo]()
$293
This Kiwi.com deal was found by Cheapflights users on 10/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/117:54 pm -
1 stop16h 31m
Tue 11/178:45 am -
2 stops29h 39m
Deal found 10/4![Multiple Airlines logo]()
$301
This Southwest deal was found by Cheapflights users on 10/3. 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.
Sat 12/59:45 am -
2 stops10h 30m
Sun 12/66:35 am -
1 stop7h 45m
Deal found 10/3![Southwest logo]()
$308
This Kiwi.com deal was found by Cheapflights users on 10/3. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/106:45 am -
2 stops17h 22m
Sun 12/138:44 pm -
1 stop13h 04m
Deal found 10/3![Multiple Airlines logo]()
$311
This Southwest deal was found by Cheapflights users on 10/1. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/317:45 am -
2 stops9h 20m
Sat 11/75:40 am -
2 stops9h 55m
Deal found 10/1![Southwest logo]()
$313
This American Airlines deal was found by Cheapflights users on 10/1. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/137:27 am -
1 stop6h 28m
Mon 11/166:00 am -
1 stop6h 01m
Deal found 10/1![American Airlines logo]()
$402
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 October 5, 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 October 5, 2026.
This United Airlines deal was found by Cheapflights users on 10/4. Clicking the “Pick Dates” 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 11/113:35 pm -
1 stop8h 01m
Mon 11/162:05 am -
1 stop8h 07m
Deal found 10/4![United Airlines logo]()
$282
This Southwest deal was found by Cheapflights users on 10/2. 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.
Sun 11/14:00 pm -
1 stop8h 05m
Fri 11/612:40 pm -
2 stops9h 20m
Deal found 10/2![Southwest logo]()
$347
This Delta deal was found by Cheapflights users on 10/2. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/2510:30 am -
1 stop9h 50m
Tue 3/306:15 am -
1 stop7h 32m
Deal found 10/2![Delta logo]()
$358
This Breeze Airways deal was found by Cheapflights users on 10/2. 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 1/121:21 pm -
1 stop23h 24m
Wed 3/31:45 pm -
1 stop8h 14m
Deal found 10/2![Breeze Airways logo]()
$379
This American Airlines deal was found by Cheapflights users on 10/4. Clicking the “Pick Dates” 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 3/36:56 pm -
2 stops14h 02m
Sat 3/66:00 am -
2 stops12h 40m
Deal found 10/4![American Airlines logo]()
$451
This JetBlue deal was found by Cheapflights users on 10/3. 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.
Thu 10/156:50 pm -
1 stop7h 14m
Fri 10/163:15 am -
1 stop10h 57m
Deal found 10/3![JetBlue logo]()
$487
This Kiwi.com deal was found by Cheapflights users on 9/30. 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.
Wed 12/166:40 am -
2 stops12h 35m
Sat 12/1911:00 am -
1 stop8h 29m
Deal found 9/30![Multiple Airlines logo]()
$589
This Copa Airlines deal was found by Cheapflights users on 9/30. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/147:52 pm -
2 stops25h 13m
Sun 11/221:14 pm -
2 stops21h 52m
Deal found 9/30![Copa Airlines logo]()
$627
This United Airlines deal was found by Cheapflights users on 10/2. 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.
Tue 10/277:00 am -
1 stop6h 40m
Thu 10/291:05 am -
1 stop8h 07m
Deal found 10/2![United Airlines logo]()
$382
This Southwest deal was found by Cheapflights users on 10/4. Clicking the “Pick Dates” 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 2/251:10 pm -
2 stops10h 20m
Sun 2/286:10 am -
1 stop12h 45m
Deal found 10/4![Southwest logo]()
$392
This Delta deal was found by Cheapflights users on 10/1. 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.
Thu 11/195:20 am -
2 stops13h 10m
Fri 11/208:55 pm -
2 stops14h 22m
Deal found 10/1![Delta logo]()
$407
This Breeze Airways deal was found by Cheapflights users on 10/3. 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.
Fri 1/88:23 pm -
1 stop19h 36m
Wed 1/134:54 pm -
1 stop5h 05m
Deal found 10/3![Breeze Airways logo]()
$415
This United Airlines deal was found by Cheapflights users on 9/30. 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.
Wed 10/217:00 am -
1 stop8h 42m
Mon 10/267:05 am -
1 stop7h 33m
Deal found 9/30![United Airlines logo]()
$382
This American Airlines deal was found by Cheapflights users on 10/1. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/136:00 am -
1 stop7h 12m
Thu 11/191:45 pm -
1 stop9h 59m
Deal found 10/1![American Airlines logo]()
$460
This Southwest deal was found by Cheapflights users on 9/30. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/2210:40 am -
2 stops11h 00m
Sun 2/287:25 am -
2 stops11h 30m
Deal found 9/30![Southwest logo]()
$438
This Delta deal was found by Cheapflights users on 10/3. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/302:25 pm -
1 stop5h 55m
Sat 4/36:15 am -
1 stop7h 32m
Deal found 10/3![Delta logo]()
$444
This American Airlines deal was found by Cheapflights users on 10/5. Clicking the “Pick Dates” 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 12/57:44 pm -
2 stops19h 18m
Tue 12/82:02 pm -
1 stop9h 49m
Deal found 10/5![American Airlines logo]()
$474
This United Airlines deal was found by Cheapflights users on 10/2. 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.
Tue 10/277:00 am -
1 stop7h 14m
Tue 11/102:54 pm -
1 stop20h 27m
Deal found 10/2![United Airlines logo]()
$432
This Southwest deal was found by Cheapflights users on 9/30. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/154:45 pm -
2 stops8h 40m
Mon 10/195:00 am -
2 stops9h 00m
Deal found 9/30![Southwest logo]()
$446
This American Airlines deal was found by Cheapflights users on 10/5. Clicking the “Pick Dates” 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 -
2 stops13h 43m
Fri 11/611:05 am -
2 stops12h 47m
Deal found 10/5![American Airlines logo]()
$479
This Delta deal was found by Cheapflights users on 10/1. 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.
Mon 1/48:00 am -
1 stop5h 10m
Sun 1/102:05 pm -
1 stop6h 35m
Deal found 10/1![Delta logo]()
$489
This Southwest deal was found by Cheapflights users on 10/2. 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.
Fri 11/204:00 pm -
1 stop8h 10m
Tue 11/244:20 pm -
2 stops8h 55m
Deal found 10/2![Southwest logo]()
$446
This United Airlines deal was found by Cheapflights users on 9/30. 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.
Sat 11/76:30 am -
1 stop8h 09m
Sat 11/146:00 pm -
1 stop15h 12m
Deal found 9/30![United Airlines logo]()
$454
This Breeze Airways deal was found by Cheapflights users on 10/3. 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.
Wed 12/26:40 am -
1 stop26h 14m
Sun 12/610:54 am -
1 stop27h 56m
Deal found 10/3![Breeze Airways logo]()
$563
This Copa Airlines deal was found by Cheapflights users on 10/4. Clicking the “Pick Dates” 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.
Fri 1/297:51 pm -
2 stops17h 48m
Fri 2/57:26 pm -
2 stops24h 42m
Deal found 10/4![Copa Airlines logo]()
$628
This American Airlines deal was found by Cheapflights users on 9/30. 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.
Tue 12/87:35 pm -
2 stops14h 40m
Sat 12/1212:14 pm -
1 stop11h 12m
Deal found 9/30![American Airlines logo]()
$479
This JetBlue deal was found by Cheapflights users on 9/30. 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 1/162:00 pm -
1 stop13h 50m
Mon 1/255:06 am -
1 stop7h 49m
Deal found 9/30![JetBlue logo]()
$650
This Delta deal was found by Cheapflights users on 10/1. 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 1/38:10 am -
1 stop4h 59m
Sun 1/102:05 pm -
1 stop6h 35m
Deal found 10/1![Delta logo]()
$489
This United Airlines deal was found by Cheapflights users on 10/1. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/316:30 am -
1 stop8h 09m
Sat 11/75:21 pm -
1 stop16h 45m
Deal found 10/1![United Airlines logo]()
$455
This Copa Airlines deal was found by Cheapflights users on 9/30. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/2010:23 am -
2 stops34h 43m
Sat 2/271:11 pm -
2 stops21h 44m
Deal found 9/30![Copa Airlines logo]()
$635
Last-minute flights from Charleston to CaribbeanDiscover last-minute flight deals from Charleston to Caribbean. Data last updated October 5, 2026 and is based on user searches.
Discover last-minute flight deals from Charleston to Caribbean. Data last updated October 5, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 10/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/194:57 pm -
1 stop22h 21m
Fri 10/237:00 am -
1 stop14h 01m
Deal found 10/4![Multiple Airlines logo]()
$322
This Kiwi.com deal was found by Cheapflights users on 10/2. 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 10/201:21 pm -
2 stops25h 57m
Mon 10/267:44 pm -
1 stop12h 54m
Deal found 10/2![Multiple Airlines logo]()
$325
This Kiwi.com deal was found by Cheapflights users on 10/3. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/216:00 am -
1 stop17h 57m
Wed 10/286:25 pm -
1 stop14h 13m
Deal found 10/3![Multiple Airlines logo]()
$320
This Kiwi.com deal was found by Cheapflights users on 10/1. 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.
Thu 10/229:39 pm -
1 stop27h 58m
Mon 10/267:44 pm -
1 stop12h 54m
Deal found 10/1![Multiple Airlines logo]()
$272
This Kiwi.com deal was found by Cheapflights users on 10/3. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/228:27 pm -
2 stops43h 39m
Thu 10/296:15 am -
1 stop9h 56m
Deal found 10/3![Multiple Airlines logo]()
$314
This Southwest deal was found by Cheapflights users on 10/1. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/317:45 am -
2 stops9h 20m
Sat 11/75:40 am -
2 stops9h 55m
Deal found 10/1![Southwest logo]()
$313
This American Airlines deal was found by Cheapflights users on 10/4. Clicking the “Pick Dates” 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 11/68:14 pm -
1 stop15h 25m
Mon 11/1611:35 am -
1 stop13h 24m
Deal found 10/4![American Airlines logo]()
$293
This Kiwi.com deal was found by Cheapflights users on 10/1. 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.
Sat 11/77:54 pm -
1 stop16h 31m
Wed 11/118:45 am -
1 stop11h 29m
Deal found 10/1![Multiple Airlines logo]()
$278
This Southwest deal was found by Cheapflights users on 10/4. Clicking the “Pick Dates” 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 11/111:30 pm -
2 stops10h 20m
Sat 11/145:40 am -
2 stops9h 55m
Deal found 10/4![Southwest logo]()
$282
This American Airlines deal was found by Cheapflights users on 10/1. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/116:10 am -
1 stop5h 53m
Tue 11/177:05 am -
1 stop16h 46m
Deal found 10/1![American Airlines logo]()
$287
This Kiwi.com deal was found by Cheapflights users on 10/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/117:54 pm -
1 stop16h 31m
Tue 11/178:45 am -
2 stops29h 39m
Deal found 10/4![Multiple Airlines logo]()
$301
This American Airlines deal was found by Cheapflights users on 10/1. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/137:27 am -
1 stop6h 28m
Mon 11/166:00 am -
1 stop6h 01m
Deal found 10/1![American Airlines logo]()
$402
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 October 5, 2026.
Search for one-way flight options from Charleston to Caribbean. Find affordable one-way fares based on user searches. Data last updated October 5, 2026.
This Breeze Airways deal was found by Cheapflights users on 10/5. Clicking the “Pick Dates” 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 10/5![Breeze Airways logo]()
$138
This Kiwi.com deal was found by Cheapflights users on 10/3. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/77:54 pm -
1 stop16h 31m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/3![Multiple Airlines logo]()
$139
This Kiwi.com deal was found by Cheapflights users on 9/30. 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.
Wed 11/187:54 pm -
1 stop16h 31m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/30![Multiple Airlines logo]()
$140
This American Airlines deal was found by Cheapflights users on 10/1. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/2210:53 am -
1 stop9h 37m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/1![American Airlines logo]()
$141
This American Airlines deal was found by Cheapflights users on 10/4. Clicking the “Pick Dates” 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 stop15h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/4![American Airlines logo]()
$146
This American Airlines deal was found by Cheapflights users on 10/3. 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.
Fri 12/48:35 pm -
1 stop15h 29m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/3![American Airlines logo]()
$147
This Kiwi.com deal was found by Cheapflights users on 10/3. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/11:21 pm -
2 stops30h 16m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/3![Multiple Airlines logo]()
$152
This Kiwi.com deal was found by Cheapflights users on 10/2. 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.
Fri 1/81:26 pm -
1 stop26h 33m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/2![Breeze Airways logo]()
$159
This Southwest deal was found by Cheapflights users on 10/3. 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.
Fri 12/41:30 pm -
2 stops10h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/3![Southwest logo]()
$172
This Kiwi.com deal was found by Cheapflights users on 10/3. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/32:13 pm -
2 stops23h 47m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/3![Multiple Airlines logo]()
$178
This Kiwi.com deal was found by Cheapflights users on 10/3. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/31:21 pm -
3 stops24h 22m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/3![Multiple Airlines logo]()
$180
This Southwest deal was found by Cheapflights users on 10/2. 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 11/306:45 pm -
2 stops17h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/2![Southwest logo]()
$188
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 October 5, 2026.
Round-trip from | $272 (Kiwi.com) |
|---|---|
One-way from | $138 (Breeze Airways) |
Popular in | December |
Cheapest in | October |
Average price | $369 |
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 October 5, 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
$138
CharlestonSan Juan
CHS Charleston - SJU San Juan Luis Munoz Marin Intl
CHSSJU
Charleston
Tue 12/8
1:30 pm-11:20 pm
1 stop8h 50m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$141
CharlestonSan Juan
CHS Charleston - SJU San Juan Luis Munoz Marin Intl
CHSSJU
Charleston
Fri 10/30
2:52 pm-9:22 pm
1 stop6h 30m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$141
CharlestonSan Juan
CHS Charleston - SJU San Juan Luis Munoz Marin Intl
CHSSJU
Charleston
Fri 1/22
10:53 am-9:30 pm
1 stop9h 37m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$141
CharlestonNassau
CHS Charleston - NAS Nassau Intl
CHSNAS
Charleston
Fri 1/8
1:26 pm-3:59 pm
1 stop26h 33m
Nassau Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$159
CharlestonSan Juan
CHS Charleston - SJU San Juan Luis Munoz Marin Intl
CHSSJU
Charleston
Wed 2/24
8:00 am-6:45 pm
2 stops9h 45m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$172
CharlestonSan Juan
CHS Charleston - SJU San Juan Luis Munoz Marin Intl
CHSSJU
Charleston
Fri 12/4
1:30 pm-12:45 am
2 stops10h 15m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$172
CharlestonSanto Domingo
CHS Charleston - SDQ Santo Domingo Las Americas
CHSSDQ
Charleston
Sat 1/23
1:00 pm-12:30 am
2 stops10h 30m
Santo Domingo Las Americas
Wed 12/31
12:00 am-11:30 pm
Nonstop0h 00m
$184
CharlestonMontego Bay
CHS Charleston - MBJ Montego Bay Sangster Intl
CHSMBJ
Charleston
Mon 11/30
6:45 pm-12:00 pm
2 stops17h 15m
Montego Bay Sangster Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$188
CharlestonMontego Bay
CHS Charleston - MBJ Montego Bay Sangster Intl
CHSMBJ
Charleston
Wed 12/2
7:30 am-2:25 pm
1 stop6h 55m
Montego Bay Sangster Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$188
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-AUA
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 $496). Flying from Charleston to Caribbean in June is currently the most expensive (average of $649). 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 October 5, 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
Food
7.0
Comfort
8.0
Entertainment
7.5
Overall
8.0
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentEdward,Sep 2026
MCO - BWI
Crew
8.6
Food
7.0
Comfort
8.0
Entertainment
7.5
Overall
8.0
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentEdward,Sep 2026
MCO - BWI
Crew
8.6
Food
7.0
Comfort
8.0
Entertainment
7.5
Overall
8.0
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentEdward,Sep 2026
MCO - BWI
Crew
8.6
Food
7.0
Comfort
8.0
Entertainment
7.5
Overall
8.0
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentEdward,Sep 2026
MCO - BWI
Crew
8.6
Food
7.0
Comfort
8.0
Entertainment
7.5
Overall
8.0
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentEdward,Sep 2026
MCO - BWI
Crew
8.6
Food
7.0
Comfort
8.0
Entertainment
7.5
Overall
8.0
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentEdward,Sep 2026
MCO - BWI
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 October 5, 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 October 5, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$188 | Average$624 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$208 | Average$451 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$232 | Average$576 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$282 | Average$635 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$305 | Average$589 | FlexibilityNo cancel fee | On-time71% |