$122+ 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 13 — Dec 201
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 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 November 13, 2026.
This Kiwi.com deal was found by Cheapflights users on 11/10. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/1010:15 pm -
1 stop21h 22m
Thu 12/176:00 am -
1 stop11h 13m
Deal found 11/10![Multiple Airlines logo]()
$271
This Kiwi.com deal was found by Cheapflights users on 11/12. 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.
Sat 12/58:09 pm -
1 stop23h 28m
Sat 12/123:27 pm -
1 stop25h 55m
Deal found 11/12![Multiple Airlines logo]()
$289
This Kiwi.com deal was found by Cheapflights users on 11/10. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/81:21 pm -
1 stop5h 36m
Tue 12/153:27 pm -
1 stop18h 11m
Deal found 11/10![Multiple Airlines logo]()
$292
This Kiwi.com deal was found by Cheapflights users on 11/12. 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 12/39:54 pm -
1 stop20h 21m
Wed 12/96:25 am -
1 stop14h 04m
Deal found 11/12![Multiple Airlines logo]()
$294
This Kiwi.com deal was found by Cheapflights users on 11/9. 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 12/96:40 am -
2 stops17h 27m
Sat 1/165:19 pm -
1 stop15h 11m
Deal found 11/9![Multiple Airlines logo]()
$312
This American Airlines deal was found by Cheapflights users on 11/9. 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.
Thu 11/267:21 am -
1 stop6h 06m
Tue 12/111:52 am -
1 stop7h 38m
Deal found 11/9![American Airlines logo]()
$433
This American Airlines deal was found by Cheapflights users on 11/11. 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 12/35:10 pm -
2 stops18h 20m
Wed 12/94:13 pm -
1 stop6h 00m
Deal found 11/11![American Airlines logo]()
$438
This American Airlines deal was found by Cheapflights users on 11/9. 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.
Thu 12/38:35 pm -
2 stops16h 44m
Sun 12/64:13 pm -
2 stops17h 34m
Deal found 11/9![American Airlines logo]()
$443
This Breeze Airways deal was found by Cheapflights users on 11/9. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/39:39 pm -
1 stop10h 51m
Sun 12/610:20 am -
1 stop4h 47m
Deal found 11/9![Breeze Airways logo]()
$444
This Kiwi.com deal was found by Cheapflights users on 11/8. 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.
Thu 12/39:39 pm -
1 stop10h 51m
Mon 12/79:25 am -
1 stop27h 06m
Deal found 11/8![Breeze Airways logo]()
$446
This Kiwi.com deal was found by Cheapflights users on 11/9. 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 12/56:40 am -
1 stop26h 45m
Fri 12/114:00 pm -
1 stop5h 01m
Deal found 11/9![Multiple Airlines logo]()
$454
This Kiwi.com deal was found by Cheapflights users on 11/9. 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 12/249:39 pm -
1 stop10h 51m
Thu 12/3110:20 am -
1 stop4h 47m
Deal found 11/9![Breeze Airways logo]()
$473
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 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 November 13, 2026.
This Southwest deal was found by Cheapflights users on 11/8. 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.
Tue 12/811:00 am -
2 stops10h 25m
Tue 12/152:25 pm -
1 stop6h 40m
Deal found 11/8![Southwest logo]()
$342
This Breeze Airways deal was found by Cheapflights users on 11/9. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 1/248:43 pm -
1 stop11h 47m
Wed 1/274:54 pm -
1 stop5h 05m
Deal found 11/9![Breeze Airways logo]()
$376
This JetBlue deal was found by Cheapflights users on 11/10. 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 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 11/10![JetBlue logo]()
$418
This American Airlines deal was found by Cheapflights users on 11/11. 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 2/46:55 am -
1 stop8h 51m
Mon 2/83:55 pm -
1 stop8h 04m
Deal found 11/11![American Airlines logo]()
$433
This Kiwi.com deal was found by Cheapflights users on 11/9. 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.
Sun 1/247:00 am -
2 stops12h 15m
Wed 1/2712:00 pm -
1 stop20h 28m
Deal found 11/9![Multiple Airlines logo]()
$448
This Delta deal was found by Cheapflights users on 11/8. 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.
Sun 12/206:15 am -
1 stop7h 13m
Sun 12/2712:33 pm -
1 stop8h 23m
Deal found 11/8![Delta logo]()
$506
This United Airlines deal was found by Cheapflights users on 11/12. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/13:23 pm -
1 stop7h 23m
Fri 2/54:18 pm -
1 stop18h 01m
Deal found 11/12![United Airlines logo]()
$536
This Southwest deal was found by Cheapflights users on 11/8. 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.
Mon 1/251:35 pm -
2 stops10h 05m
Tue 2/27:25 am -
2 stops8h 55m
Deal found 11/8![Southwest logo]()
$342
This Breeze Airways deal was found by Cheapflights users on 11/9. 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 Breeze Airways 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 1/134:54 pm -
1 stop5h 05m
Deal found 11/9![Breeze Airways logo]()
$397
This American Airlines deal was found by Cheapflights users on 11/9. 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.
Thu 11/267:21 am -
1 stop6h 06m
Tue 12/111:52 am -
1 stop7h 38m
Deal found 11/9![American Airlines logo]()
$433
This JetBlue deal was found by Cheapflights users on 11/10. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/112:46 pm -
1 stop9h 43m
Sun 2/145:00 pm -
1 stop7h 56m
Deal found 11/10![JetBlue logo]()
$436
This Breeze Airways deal was found by Cheapflights users on 11/12. 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.
Wed 4/147:25 am -
1 stop5h 23m
Sat 4/1712:48 pm -
1 stop8h 11m
Deal found 11/12![Breeze Airways logo]()
$406
This American Airlines deal was found by Cheapflights users on 11/9. 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.
Thu 12/38:35 pm -
2 stops16h 44m
Sun 12/64:13 pm -
2 stops17h 34m
Deal found 11/9![American Airlines logo]()
$443
This Southwest deal was found by Cheapflights users on 11/9. 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 1/51:30 pm -
2 stops10h 20m
Tue 1/127:25 am -
2 stops10h 20m
Deal found 11/9![Southwest logo]()
$457
This Breeze Airways deal was found by Cheapflights users on 11/9. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/39:39 pm -
1 stop10h 51m
Sun 12/610:20 am -
1 stop4h 47m
Deal found 11/9![Breeze Airways logo]()
$444
This United Airlines deal was found by Cheapflights users on 11/9. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/87:00 am -
1 stop7h 14m
Tue 12/151:25 pm -
1 stop10h 34m
Deal found 11/9![United Airlines logo]()
$539
This Delta deal was found by Cheapflights users on 11/8. 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.
Mon 11/306:34 am -
1 stop10h 23m
Thu 12/106:12 pm -
1 stop5h 52m
Deal found 11/8![Delta logo]()
$545
This Southwest deal was found by Cheapflights users on 11/10. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/11:35 pm -
2 stops10h 05m
Sun 2/147:25 am -
2 stops10h 20m
Deal found 11/10![Southwest logo]()
$478
This American Airlines deal was found by Cheapflights users on 11/10. 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.
Tue 11/2411:32 am -
1 stop3h 46m
Tue 12/12:07 pm -
2 stops9h 48m
Deal found 11/10![American Airlines logo]()
$488
This Delta deal was found by Cheapflights users on 11/12. 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.
Fri 1/228:11 am -
1 stop7h 39m
Tue 1/263:48 pm -
1 stop9h 14m
Deal found 11/12![Delta logo]()
$553
This Breeze Airways deal was found by Cheapflights users on 11/10. 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 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
Sat 2/204:54 pm -
1 stop5h 05m
Deal found 11/10![Breeze Airways logo]()
$462
This JetBlue deal was found by Cheapflights users on 11/12. 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 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 11/12![JetBlue logo]()
$565
This United Airlines deal was found by Cheapflights users on 11/11. 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.
Wed 1/203:23 pm -
1 stop7h 23m
Sun 1/246:00 am -
1 stop9h 06m
Deal found 11/11![United Airlines logo]()
$602
This Delta deal was found by Cheapflights users on 11/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/165:10 am -
1 stop8h 42m
Wed 12/233:20 pm -
1 stop6h 36m
Deal found 11/10![Delta logo]()
$554
This Southwest deal was found by Cheapflights users on 11/11. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 1/61:35 pm -
2 stops10h 05m
Tue 1/127:25 am -
2 stops8h 55m
Deal found 11/11![Southwest logo]()
$504
This American Airlines deal was found by Cheapflights users on 11/11. 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.
Mon 12/78:12 pm -
1 stop18h 46m
Mon 12/146:00 am -
1 stop19h 37m
Deal found 11/11![American Airlines logo]()
$511
This Breeze Airways deal was found by Cheapflights users on 11/8. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 1/137:30 am -
1 stop8h 29m
Sun 1/1710:20 am -
1 stop3h 55m
Deal found 11/8![Breeze Airways logo]()
$485
This Delta deal was found by Cheapflights users on 11/8. 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.
Mon 11/305:20 am -
1 stop11h 37m
Sat 12/121:55 pm -
2 stops20h 20m
Deal found 11/8![Delta logo]()
$554
This Southwest deal was found by Cheapflights users on 11/12. 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 12/311:30 pm -
2 stops10h 20m
Thu 1/77:25 am -
2 stops8h 55m
Deal found 11/12![Southwest logo]()
$505
This JetBlue deal was found by Cheapflights users on 11/12. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 1/122:00 pm -
1 stop11h 05m
Thu 1/145:06 am -
1 stop7h 50m
Deal found 11/12![JetBlue logo]()
$647
Last-minute flights from Charleston to CaribbeanDiscover last-minute flight deals from Charleston to Caribbean. Data last updated November 13, 2026 and is based on user searches.
Discover last-minute flight deals from Charleston to Caribbean. Data last updated November 13, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 11/9. 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.
Thu 11/267:21 am -
1 stop6h 06m
Tue 12/111:52 am -
1 stop7h 38m
Deal found 11/9![American Airlines logo]()
$433
This Kiwi.com deal was found by Cheapflights users on 11/12. 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 12/39:54 pm -
1 stop20h 21m
Wed 12/96:25 am -
1 stop14h 04m
Deal found 11/12![Multiple Airlines logo]()
$294
This American Airlines deal was found by Cheapflights users on 11/11. 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 12/35:10 pm -
2 stops18h 20m
Wed 12/94:13 pm -
1 stop6h 00m
Deal found 11/11![American Airlines logo]()
$438
This American Airlines deal was found by Cheapflights users on 11/12. 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 12/38:35 pm -
2 stops16h 44m
Sun 12/64:13 pm -
2 stops17h 34m
Deal found 11/12![American Airlines logo]()
$443
This Breeze Airways deal was found by Cheapflights users on 11/9. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/39:39 pm -
1 stop10h 51m
Sun 12/610:20 am -
1 stop4h 47m
Deal found 11/9![Breeze Airways logo]()
$444
This Kiwi.com deal was found by Cheapflights users on 11/8. 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.
Thu 12/39:39 pm -
1 stop10h 51m
Mon 12/79:25 am -
1 stop27h 06m
Deal found 11/8![Breeze Airways logo]()
$446
This Kiwi.com deal was found by Cheapflights users on 11/12. 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.
Sat 12/58:09 pm -
1 stop23h 28m
Sat 12/123:27 pm -
1 stop25h 55m
Deal found 11/12![Multiple Airlines logo]()
$289
This Kiwi.com deal was found by Cheapflights users on 11/9. 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 12/56:40 am -
1 stop26h 45m
Fri 12/114:00 pm -
1 stop5h 01m
Deal found 11/9![Multiple Airlines logo]()
$454
This Kiwi.com deal was found by Cheapflights users on 11/10. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/81:21 pm -
1 stop5h 36m
Tue 12/153:27 pm -
1 stop18h 11m
Deal found 11/10![Multiple Airlines logo]()
$292
This Kiwi.com deal was found by Cheapflights users on 11/9. 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 12/96:40 am -
2 stops17h 27m
Sat 1/165:19 pm -
1 stop15h 11m
Deal found 11/9![Multiple Airlines logo]()
$312
This Kiwi.com deal was found by Cheapflights users on 11/10. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/1010:15 pm -
1 stop21h 22m
Thu 12/176:00 am -
1 stop11h 13m
Deal found 11/10![Multiple Airlines logo]()
$271
This Kiwi.com deal was found by Cheapflights users on 11/9. 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 12/249:39 pm -
1 stop10h 51m
Thu 12/3110:20 am -
1 stop4h 47m
Deal found 11/9![Breeze Airways logo]()
$473
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 13, 2026.
Search for one-way flight options from Charleston to Caribbean. Find affordable one-way fares based on user searches. Data last updated November 13, 2026.
This Breeze Airways deal was found by Cheapflights users on 11/10. 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 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 11/10![Breeze Airways logo]()
$122
This Kiwi.com deal was found by Cheapflights users on 11/9. 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 12/96:40 am -
2 stops17h 27m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/9![Multiple Airlines logo]()
$125
This Kiwi.com deal was found by Cheapflights users on 11/9. 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 1/2110:15 pm -
1 stop13h 22m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/9![Multiple Airlines logo]()
$162
This Kiwi.com deal was found by Cheapflights users on 11/10. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/126:40 am -
3 stops42h 18m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/10![Multiple Airlines logo]()
$167
This JetBlue deal was found by Cheapflights users on 11/12. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/2212:46 pm -
1 stop9h 43m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/12![JetBlue logo]()
$171
This American Airlines deal was found by Cheapflights users on 11/9. 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 12/128:12 pm -
1 stop12h 24m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/9![American Airlines logo]()
$178
This Kiwi.com deal was found by Cheapflights users on 11/11. 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 1/147:00 am -
3 stops17h 16m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/11![Multiple Airlines logo]()
$180
This Kiwi.com deal was found by Cheapflights users on 11/9. 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 11/1910:13 pm -
2 stops26h 53m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/9![Multiple Airlines logo]()
$187
This American Airlines deal was found by Cheapflights users on 11/12. 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 1/55:00 am -
2 stops6h 26m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/12![American Airlines logo]()
$189
This American Airlines deal was found by Cheapflights users on 11/12. 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.
Sat 2/612:25 pm -
2 stops9h 57m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/12![American Airlines logo]()
$189
This Delta deal was found by Cheapflights users on 11/8. 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.
Mon 3/152:25 pm -
1 stop6h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/8![Delta logo]()
$213
This Kiwi.com deal was found by Cheapflights users on 11/10. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/18:58 pm -
1 stop12h 07m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/10![Breeze Airways logo]()
$217
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 13, 2026.
Round-trip from | $265 (Kiwi.com) |
|---|---|
One-way from | $122 (Breeze Airways) |
Popular in | December |
Cheapest in | September |
Average price | $456 |
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 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
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
$122
CharlestonSan Juan
CHS Charleston - SJU San Juan Luis Munoz Marin Intl
CHSSJU
Charleston
Fri 1/22
12:46 pm-11:29 pm
1 stop9h 43m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$171
CharlestonSan Juan
CHS Charleston - SJU San Juan Luis Munoz Marin Intl
CHSSJU
Charleston
Sat 12/5
8:20 am-8:25 pm
2 stops11h 05m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$171
CharlestonSan Juan
CHS Charleston - SJU San Juan Luis Munoz Marin Intl
CHSSJU
Charleston
Thu 1/14
12:46 pm-11:29 pm
1 stop9h 43m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$171
Quickest round-trip
CharlestonMarsh Harbour
CHS Charleston - MHH Marsh Harbour
CHSMHH
Charleston
Tue 1/5
5:00 am-11:26 am
2 stops6h 26m
Marsh Harbour
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$189
CharlestonNassau
CHS Charleston - NAS Nassau Intl
CHSNAS
Charleston
Sat 2/6
12:25 pm-10:22 pm
2 stops9h 57m
Nassau Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$189
CharlestonKingston
CHS Charleston - KIN Kingston Norman Manley
CHSKIN
Charleston
Mon 3/15
2:25 pm-8:00 pm
1 stop6h 35m
Kingston Norman Manley
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$213
CharlestonMontego Bay
CHS Charleston - MBJ Montego Bay Sangster Intl
CHSMBJ
Charleston
Sun 12/6
7:00 am-2:14 pm
1 stop7h 14m
Montego Bay Sangster Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$223
CharlestonNassau
CHS Charleston - NAS Nassau Intl
CHSNAS
Charleston
Sun 12/27
9:39 pm-8:30 am
1 stop10h 51m
Nassau Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$232
CharlestonMontego Bay
CHS Charleston - MBJ Montego Bay Sangster Intl
CHSMBJ
Charleston
Tue 12/1
6:00 am-1:48 pm
1 stop7h 48m
Montego Bay Sangster Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$250
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-MHH
CHS-SDQ
CHS-MBJ
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-MHH
CHS-SDQ
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 November is currently the most expensive (average of $682). 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 November 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.
Food
7.0
Entertainment
7.5
Boarding
8.1
Crew
8.6
Comfort
8.0
Overall
8.0
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
Food
7.0
Entertainment
7.5
Boarding
8.1
Crew
8.6
Comfort
8.0
Overall
8.0
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
Food
7.0
Entertainment
7.5
Boarding
8.1
Crew
8.6
Comfort
8.0
Overall
8.0
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
Food
7.0
Entertainment
7.5
Boarding
8.1
Crew
8.6
Comfort
8.0
Overall
8.0
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
Food
7.0
Entertainment
7.5
Boarding
8.1
Crew
8.6
Comfort
8.0
Overall
8.0
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
Food
7.0
Entertainment
7.5
Boarding
8.1
Crew
8.6
Comfort
8.0
Overall
8.0
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 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 7,457,451 searches. Data last updated November 13, 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$613 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$308 | Average$589 | FlexibilityNo cancel fee | On-time71% |