$133+ 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 10/31. Fares are subject to change and may not be available on all flights or dates of travel.
CHS — SJU
Oct 23 — Oct 301
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 September 23, 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 September 23, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/19. Clicking the “Pick Dates” 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 10/2210:13 pm -
1 stop15h 18m
Tue 11/33:59 pm -
2 stops41h 39m
Deal found 9/19![Multiple Airlines logo]()
$266
This JetBlue deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/1212:43 pm -
1 stop8h 17m
Thu 12/171:55 pm -
1 stop9h 43m
Deal found 9/23![JetBlue logo]()
$276
This Kiwi.com deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/2910:13 pm -
1 stop14h 33m
Mon 11/27:26 pm -
1 stop14h 12m
Deal found 9/23![Multiple Airlines logo]()
$278
This Southwest deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/234:45 pm -
2 stops8h 40m
Wed 10/285:05 am -
2 stops12h 30m
Deal found 9/23![Southwest logo]()
$282
This American Airlines deal was found by Cheapflights users on 9/19. Clicking the “Pick Dates” 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 10/145:02 am -
1 stop6h 18m
Tue 10/2010:36 am -
1 stop13h 23m
Deal found 9/19![American Airlines logo]()
$287
This American Airlines deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/68:14 pm -
1 stop13h 31m
Mon 11/161:40 pm -
1 stop11h 19m
Deal found 9/22![American Airlines logo]()
$293
This Delta deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/176:34 am -
1 stop10h 09m
Tue 12/17:00 am -
1 stop6h 59m
Deal found 9/22![Delta logo]()
$304
This Kiwi.com deal was found by Cheapflights users on 9/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/77:52 pm -
1 stop16h 33m
Sat 11/147:15 am -
2 stops26h 23m
Deal found 9/21![Multiple Airlines logo]()
$306
This Southwest deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/294:45 pm -
2 stops8h 40m
Mon 11/211:20 am -
2 stops10h 35m
Deal found 9/23![Southwest logo]()
$317
This American Airlines deal was found by Cheapflights users on 9/20. Clicking the “Pick Dates” 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 11/176:10 am -
2 stops10h 55m
Tue 12/111:31 am -
1 stop8h 59m
Deal found 9/20![American Airlines logo]()
$332
This United Airlines deal was found by Cheapflights users on 9/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/163:03 pm -
1 stop8h 47m
Tue 10/201:00 am -
1 stop8h 14m
Deal found 9/19![United Airlines logo]()
$333
This Priceline deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/151:21 pm -
1 stop18h 44m
Wed 1/132:50 pm -
1 stop8h 09m
Deal found 9/23![Breeze Airways logo]()
$373
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 September 23, 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 September 23, 2026.
This Delta deal was found by Cheapflights users on 9/19. Clicking the “Pick Dates” 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 1/242:25 pm -
1 stop8h 25m
Sun 1/316:15 am -
1 stop6h 11m
Deal found 9/19![Delta logo]()
$282
This Southwest deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/234:45 pm -
1 stop7h 25m
Sun 11/16:35 am -
1 stop13h 40m
Deal found 9/23![Southwest logo]()
$282
This United Airlines deal was found by Cheapflights users on 9/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/163:03 pm -
1 stop8h 47m
Tue 10/201:00 am -
1 stop8h 14m
Deal found 9/19![United Airlines logo]()
$333
This American Airlines deal was found by Cheapflights users on 9/19. Clicking the “Pick Dates” 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 11/176:00 am -
1 stop6h 55m
Tue 11/246:00 am -
2 stops11h 08m
Deal found 9/19![American Airlines logo]()
$407
This JetBlue deal was found by Cheapflights users on 9/20. Clicking the “Pick Dates” 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 2/259:20 am -
1 stop5h 56m
Sun 2/281:42 pm -
1 stop6h 21m
Deal found 9/20![JetBlue logo]()
$435
This Delta deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/176:34 am -
1 stop10h 09m
Tue 12/17:00 am -
1 stop6h 59m
Deal found 9/23![Delta logo]()
$282
This Copa Airlines deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/207:40 pm -
2 stops25h 26m
Sat 2/277:26 pm -
2 stops15h 29m
Deal found 9/22![Copa Airlines logo]()
$653
This United deal was found by Cheapflights users on 9/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/203:03 pm -
2 stops19h 11m
Tue 10/2712:07 pm -
1 stop7h 04m
Deal found 9/19![Multiple Airlines logo]()
$659
This United Airlines deal was found by Cheapflights users on 9/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure 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 9/21![United Airlines logo]()
$382
This Southwest deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/82:35 pm -
2 stops9h 50m
Sat 10/175:40 am -
1 stop7h 45m
Deal found 9/23![Southwest logo]()
$428
This American Airlines deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/236:44 pm -
1 stop17h 51m
Fri 10/301:35 pm -
1 stop10h 21m
Deal found 9/23![American Airlines logo]()
$440
This Southwest deal was found by Cheapflights users on 9/19. Clicking the “Pick Dates” 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 10/54:45 pm -
2 stops8h 40m
Mon 10/125:00 am -
2 stops9h 00m
Deal found 9/19![Southwest logo]()
$446
This JetBlue deal was found by Cheapflights users on 9/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/206:00 am -
1 stop9h 35m
Tue 12/221:30 pm -
1 stop9h 08m
Deal found 9/21![JetBlue logo]()
$491
This Delta deal was found by Cheapflights users on 9/19. Clicking the “Pick Dates” 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 12/112:24 pm -
1 stop13h 01m
Sat 12/57:00 am -
2 stops15h 07m
Deal found 9/19![Delta logo]()
$453
This American Airlines deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/16:00 am -
1 stop8h 39m
Mon 12/74:51 pm -
2 stops17h 57m
Deal found 9/23![American Airlines logo]()
$490
This United Airlines deal was found by Cheapflights users on 9/20. Clicking the “Pick Dates” 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 10/2610:23 am -
1 stop6h 05m
Sat 10/315:35 pm -
1 stop16h 37m
Deal found 9/20![United Airlines logo]()
$500
This American Airlines deal was found by Cheapflights users on 9/19. Clicking the “Pick Dates” 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 1/77:21 pm -
2 stops15h 52m
Mon 1/114:55 pm -
1 stop8h 03m
Deal found 9/19![American Airlines logo]()
$494
This Southwest deal was found by Cheapflights users on 9/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/108:30 am -
2 stops10h 35m
Wed 10/1410:00 am -
2 stops10h 25m
Deal found 9/21![Southwest logo]()
$497
This Delta deal was found by Cheapflights users on 9/20. Clicking the “Pick Dates” 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 11/105:20 am -
1 stop6h 54m
Mon 11/161:10 pm -
1 stop7h 03m
Deal found 9/20![Delta logo]()
$500
This JetBlue deal was found by Cheapflights users on 9/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/2411:05 am -
1 stop8h 27m
Sun 10/253:07 am -
1 stop12h 08m
Deal found 9/21![JetBlue logo]()
$571
This United Airlines deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/66:30 am -
1 stop7h 03m
Mon 11/92:40 pm -
1 stop7h 19m
Deal found 9/22![United Airlines logo]()
$527
This Copa Airlines deal was found by Cheapflights users on 9/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/317:52 pm -
2 stops26h 13m
Sat 11/73:46 pm -
2 stops19h 20m
Deal found 9/21![Copa Airlines logo]()
$657
This American Airlines deal was found by Cheapflights users on 9/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/55:28 pm -
2 stops17h 49m
Tue 12/84:53 pm -
1 stop6h 05m
Deal found 9/21![American Airlines logo]()
$494
This Kiwi.com deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/94:57 pm -
1 stop20h 53m
Mon 10/1211:00 am -
1 stop10h 01m
Deal found 9/23![Multiple Airlines logo]()
$683
This Southwest deal was found by Cheapflights users on 9/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/94:45 pm -
2 stops8h 40m
Tue 10/136:35 am -
2 stops11h 00m
Deal found 9/21![Southwest logo]()
$514
This Delta deal was found by Cheapflights users on 9/20. Clicking the “Pick Dates” 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
Sun 11/227:02 am -
1 stop10h 15m
Deal found 9/20![Delta logo]()
$516
This Copa Airlines deal was found by Cheapflights users on 9/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure 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 9/21![Copa Airlines logo]()
$657
This American Airlines deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/76:00 am -
2 stops11h 19m
Sat 11/146:00 am -
2 stops10h 04m
Deal found 9/23![American Airlines logo]()
$503
This United Airlines deal was found by Cheapflights users on 9/19. Clicking the “Pick Dates” 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 2/26:00 am -
1 stop7h 48m
Fri 2/51:25 pm -
1 stop9h 54m
Deal found 9/19![United Airlines logo]()
$555
This Delta deal was found by Cheapflights users on 9/20. Clicking the “Pick Dates” 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 11/106:34 am -
1 stop5h 40m
Sat 11/141:10 pm -
1 stop10h 49m
Deal found 9/20![Delta logo]()
$531
Last-minute flights from Charleston to CaribbeanDiscover last-minute flight deals from Charleston to Caribbean. Data last updated September 23, 2026 and is based on user searches.
Discover last-minute flight deals from Charleston to Caribbean. Data last updated September 23, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 9/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/410:13 pm -
1 stop15h 29m
Thu 10/87:00 am -
1 stop9h 11m
Deal found 9/19![Multiple Airlines logo]()
$348
This Kiwi.com deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/54:57 pm -
1 stop22h 20m
Sat 10/173:20 pm -
1 stop24h 51m
Deal found 9/22![Multiple Airlines logo]()
$346
This American Airlines deal was found by Cheapflights users on 9/19. Clicking the “Pick Dates” 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 10/145:02 am -
1 stop6h 18m
Tue 10/2010:36 am -
1 stop13h 23m
Deal found 9/19![American Airlines logo]()
$287
This United Airlines deal was found by Cheapflights users on 9/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/163:03 pm -
1 stop8h 47m
Tue 10/201:00 am -
1 stop8h 14m
Deal found 9/19![United Airlines logo]()
$333
This Kiwi.com deal was found by Cheapflights users on 9/19. Clicking the “Pick Dates” 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 10/2210:13 pm -
1 stop15h 18m
Tue 11/33:59 pm -
2 stops41h 39m
Deal found 9/19![Multiple Airlines logo]()
$266
This Southwest deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/234:45 pm -
2 stops8h 40m
Sun 11/15:35 am -
2 stops8h 45m
Deal found 9/23![Southwest logo]()
$282
This Kiwi.com deal was found by Cheapflights users on 9/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/238:58 pm -
2 stops24h 57m
Mon 10/263:55 pm -
1 stop16h 43m
Deal found 9/19![Multiple Airlines logo]()
$334
This American Airlines deal was found by Cheapflights users on 9/19. Clicking the “Pick Dates” 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 10/276:00 am -
1 stop16h 09m
Sun 11/87:30 am -
1 stop17h 29m
Deal found 9/19![American Airlines logo]()
$341
This JetBlue deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/294:05 pm -
1 stop8h 08m
Mon 11/27:00 am -
1 stop9h 15m
Deal found 9/23![JetBlue logo]()
$276
This Kiwi.com deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/2910:13 pm -
1 stop14h 33m
Mon 11/27:26 pm -
1 stop14h 12m
Deal found 9/23![Multiple Airlines logo]()
$278
This Southwest deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/294:45 pm -
2 stops8h 40m
Mon 11/211:20 am -
2 stops10h 35m
Deal found 9/23![Southwest logo]()
$317
This American Airlines deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/307:38 pm -
1 stop14h 08m
Sat 11/71:40 pm -
1 stop11h 39m
Deal found 9/22![American Airlines logo]()
$347
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 September 23, 2026.
Search for one-way flight options from Charleston to Caribbean. Find affordable one-way fares based on user searches. Data last updated September 23, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/317:52 pm -
1 stop17h 33m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/20![Multiple Airlines logo]()
$133
This Kiwi.com deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/1510:13 pm -
1 stop14h 12m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/22![Multiple Airlines logo]()
$136
This Kiwi.com deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/510:13 pm -
1 stop14h 12m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/22![Multiple Airlines logo]()
$137
This Kiwi.com deal was found by Cheapflights users on 9/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/54:57 pm -
1 stop22h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/21![Multiple Airlines logo]()
$139
This American Airlines deal was found by Cheapflights users on 9/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/187:38 pm -
1 stop15h 53m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/19![American Airlines logo]()
$141
This Kiwi.com deal was found by Cheapflights users on 9/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/146:00 am -
2 stops31h 31m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/21![Multiple Airlines logo]()
$142
This American Airlines deal was found by Cheapflights users on 9/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/145:02 am -
1 stop6h 18m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/21![American Airlines logo]()
$146
This Kiwi.com deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 1/278:35 pm -
1 stop15h 02m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/22![Multiple Airlines logo]()
$151
This Kiwi.com deal was found by Cheapflights users on 9/19. Clicking the “Pick Dates” 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 10/61:21 pm -
2 stops25h 56m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/19![Multiple Airlines logo]()
$153
This Kiwi.com deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/237:30 am -
3 stops26h 30m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/22![Multiple Airlines logo]()
$159
This Kiwi.com deal was found by Cheapflights users on 9/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/306:00 am -
1 stop27h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/21![Breeze Airways logo]()
$162
This United Airlines deal was found by Cheapflights users on 9/20. Clicking the “Pick Dates” 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 12/13:34 pm -
1 stop7h 12m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/20![United Airlines logo]()
$184
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 September 23, 2026.
Round-trip from | $266 (Kiwi.com) |
|---|---|
One-way from | $133 (Kiwi.com) |
Popular in | December |
Cheapest in | October |
Average price | $390 |
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 September 23, 2026.
Use the filters below to find and compare flights from Charleston to Caribbean that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
CharlestonSan Juan
CHS Charleston - SJU San Juan Luis Munoz Marin Intl
CHSSJU
Charleston
Fri 1/22
7:34 pm-9:38 am
1 stop13h 04m
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
Thu 11/19
3:35 pm-12:36 am
1 stop8h 01m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$159
CharlestonSan Juan
CHS Charleston - SJU San Juan Luis Munoz Marin Intl
CHSSJU
Charleston
Sat 10/31
6:00 am-10:55 am
3 stops28h 55m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$162
CharlestonNassau
CHS Charleston - NAS Nassau Intl
CHSNAS
Charleston
Wed 9/30
6:00 am-9:25 am
1 stop27h 25m
Nassau Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$162
CharlestonSan Juan
CHS Charleston - SJU San Juan Luis Munoz Marin Intl
CHSSJU
Charleston
Wed 11/18
11:00 am-9:55 pm
2 stops9h 55m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$176
CharlestonSanto Domingo
CHS Charleston - SDQ Santo Domingo Las Americas
CHSSDQ
Charleston
Tue 12/1
3:34 pm-11:46 pm
1 stop7h 12m
Santo Domingo Las Americas
Wed 12/31
12:00 am-11:30 pm
Nonstop0h 00m
$184
Quickest round-trip
CharlestonSan Juan
CHS Charleston - SJU San Juan Luis Munoz Marin Intl
CHSSJU
Charleston
Sat 12/19
7:45 pm-2:21 am
1 stop5h 36m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$190
CharlestonSan Juan
CHS Charleston - SJU San Juan Luis Munoz Marin Intl
CHSSJU
Charleston
Sat 12/12
3:34 pm-12:36 am
1 stop8h 02m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$191
CharlestonMontego Bay
CHS Charleston - MBJ Montego Bay Sangster Intl
CHSMBJ
Charleston
Sat 10/31
6:30 am-1:39 pm
1 stop8h 09m
Montego Bay Sangster Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$203
CharlestonSan Juan
CHS Charleston - SJU San Juan Luis Munoz Marin Intl
CHSSJU
Charleston
Thu 12/17
7:45 pm-2:21 am
1 stop5h 36m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$210
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-SDQ
CHS-STT
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-SDQ
CHS-STT
What is the cheapest month to book a flight from Charleston to Caribbean?
Currently, February is the cheapest month in which you can book a flight from Charleston to Caribbean (average of $488). Flying from Charleston to Caribbean in June is currently the most expensive (average of $645). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
How far ahead should I book a flight from Charleston to Caribbean?
Booking 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 September 23, 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.
Comfort
8.0
Food
7.0
Overall
8.0
Boarding
8.1
Entertainment
7.5
Crew
8.6
Reviews
1 / 20
4.0
OkaySteven,Sep 2026
OGG - HNL
Comfort
8.0
Food
7.0
Overall
8.0
Boarding
8.1
Entertainment
7.5
Crew
8.6
Reviews
1 / 20
4.0
OkaySteven,Sep 2026
OGG - HNL
Comfort
8.0
Food
7.0
Overall
8.0
Boarding
8.1
Entertainment
7.5
Crew
8.6
Reviews
1 / 20
4.0
OkaySteven,Sep 2026
OGG - HNL
Comfort
8.0
Food
7.0
Overall
8.0
Boarding
8.1
Entertainment
7.5
Crew
8.6
Reviews
1 / 20
4.0
OkaySteven,Sep 2026
OGG - HNL
Comfort
8.0
Food
7.0
Overall
8.0
Boarding
8.1
Entertainment
7.5
Crew
8.6
Reviews
1 / 20
4.0
OkaySteven,Sep 2026
OGG - HNL
Comfort
8.0
Food
7.0
Overall
8.0
Boarding
8.1
Entertainment
7.5
Crew
8.6
Reviews
1 / 20
4.0
OkaySteven,Sep 2026
OGG - HNL
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 September 23, 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 September 23, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$188 | Average$553 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$218 | Average$449 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$232 | Average$603 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$295 | Average$639 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$313 | Average$585 | FlexibilityNo cancel fee | On-time71% |