$107+ 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 9/29. Fares are subject to change and may not be available on all flights or dates of travel.
CHS — SJU
Oct 7 — Oct 141
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 September 7, 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 7, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/12:13 pm -
1 stop11h 39m
Mon 10/57:00 am -
1 stop25h 38m
Deal found 9/2![Multiple Airlines logo]()
$249
This United Airlines deal was found by Cheapflights users on 9/3. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/267:00 am -
1 stop6h 45m
Mon 9/281:00 am -
1 stop8h 14m
Deal found 9/3![United Airlines logo]()
$260
This United Airlines deal was found by Cheapflights users on 9/4. 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.
Tue 10/137:00 am -
1 stop6h 45m
Mon 10/191:00 am -
1 stop8h 14m
Deal found 9/4![United Airlines logo]()
$262
This Kiwi.com deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/2410:05 pm -
1 stop15h 29m
Mon 9/286:33 am -
2 stops26h 05m
Deal found 9/2![Multiple Airlines logo]()
$275
This Kiwi.com deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” 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
Mon 11/97:00 am -
1 stop15h 01m
Deal found 9/6![Multiple Airlines logo]()
$277
This United Airlines deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” 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
Mon 10/191:00 am -
1 stop8h 14m
Deal found 9/6![United Airlines logo]()
$280
This Kiwi.com deal was found by Cheapflights users on 9/5. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/222:13 pm -
1 stop8h 52m
Tue 11/37:26 pm -
1 stop14h 12m
Deal found 9/5![Multiple Airlines logo]()
$281
This Kiwi.com deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/2210:05 pm -
1 stop15h 26m
Mon 10/264:39 pm -
1 stop19h 52m
Deal found 9/2![Multiple Airlines logo]()
$291
This Kiwi.com deal was found by Cheapflights users on 9/4. 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.
Tue 10/133:00 pm -
1 stop18h 18m
Tue 10/208:45 am -
2 stops28h 39m
Deal found 9/4![Multiple Airlines logo]()
$299
This Priceline deal was found by Cheapflights users on 9/4. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/39:39 pm -
1 stop10h 51m
Wed 12/91:50 pm -
1 stop8h 31m
Deal found 9/4![Multiple Airlines logo]()
$378
This Priceline deal was found by Cheapflights users on 9/3. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/26:40 am -
1 stop26h 45m
Sat 12/51:50 pm -
1 stop8h 31m
Deal found 9/3![Multiple Airlines logo]()
$389
This Priceline deal was found by Cheapflights users on 9/2. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/59:39 pm -
1 stop10h 51m
Mon 11/912:21 pm -
1 stop5h 45m
Deal found 9/2![Multiple Airlines logo]()
$390
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 7, 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 7, 2026.
This United Airlines deal was found by Cheapflights users on 9/5. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/137:00 am -
1 stop6h 45m
Mon 10/191:00 am -
1 stop8h 14m
Deal found 9/5![United Airlines logo]()
$262
This Southwest deal was found by Cheapflights users on 9/4. 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.
Tue 10/131:55 pm -
2 stops9h 55m
Tue 10/206:35 am -
2 stops11h 00m
Deal found 9/4![Southwest logo]()
$328
This American Airlines deal was found by Cheapflights users on 9/5. 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.
Thu 12/107:27 am -
1 stop13h 50m
Tue 12/153:00 pm -
1 stop7h 58m
Deal found 9/5![American Airlines logo]()
$420
This Delta deal was found by Cheapflights users on 9/4. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/206:05 am -
1 stop12h 01m
Tue 10/277:35 pm -
1 stop16h 37m
Deal found 9/4![Delta logo]()
$432
This JetBlue deal was found by Cheapflights users on 9/4. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/312:05 pm -
1 stop4h 55m
Wed 3/101:42 pm -
1 stop6h 21m
Deal found 9/4![JetBlue logo]()
$468
This Breeze Airways deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” 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 12/166:40 am -
1 stop10h 04m
Wed 12/236:39 pm -
1 stop21h 28m
Deal found 9/6![Breeze Airways logo]()
$557
This Copa Airlines deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/2210:20 am -
2 stops25h 12m
Thu 10/2912:43 pm -
2 stops21h 23m
Deal found 9/7![Copa Airlines logo]()
$625
This Southwest deal was found by Cheapflights users on 9/2. 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.
Thu 10/224:45 pm -
1 stop7h 25m
Mon 10/266:30 am -
2 stops9h 40m
Deal found 9/2![Southwest logo]()
$348
This United Airlines deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” 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 10/67:00 am -
1 stop6h 45m
Sat 10/101:00 am -
1 stop8h 14m
Deal found 9/6![United Airlines logo]()
$352
This United Airlines deal was found by Cheapflights users on 9/2. 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.
Wed 10/147:00 am -
1 stop6h 45m
Mon 10/191:00 am -
1 stop8h 14m
Deal found 9/2![United Airlines logo]()
$352
This Southwest deal was found by Cheapflights users on 9/2. 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.
Thu 10/12:35 pm -
2 stops9h 45m
Mon 10/56:30 am -
2 stops9h 40m
Deal found 9/2![Southwest logo]()
$364
This American Airlines deal was found by Cheapflights users on 9/4. 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.
Tue 12/86:10 am -
2 stops15h 07m
Tue 12/227:10 am -
2 stops17h 49m
Deal found 9/4![American Airlines logo]()
$424
This United Airlines deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” 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 9/6![United Airlines logo]()
$352
This JetBlue deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure 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 9/7![JetBlue logo]()
$468
This American Airlines deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/66:00 am -
1 stop6h 55m
Sat 11/144:58 pm -
1 stop8h 21m
Deal found 9/2![American Airlines logo]()
$436
This United Airlines deal was found by Cheapflights users on 9/2. 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 9/297:00 am -
1 stop6h 45m
Fri 10/21:00 am -
1 stop8h 09m
Deal found 9/2![United Airlines logo]()
$371
This American Airlines deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” 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 10/58:08 pm -
2 stops19h 54m
Sun 10/115:08 pm -
2 stops19h 33m
Deal found 9/6![American Airlines logo]()
$443
This United Airlines deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/307:00 am -
1 stop6h 40m
Sat 11/77:40 am -
1 stop9h 39m
Deal found 9/2![United Airlines logo]()
$387
This Delta deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” 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 -
1 stop6h 33m
Mon 11/231:18 pm -
1 stop7h 27m
Deal found 9/6![Delta logo]()
$580
This American Airlines deal was found by Cheapflights users on 9/5. 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.
Fri 11/136:14 pm -
2 stops16h 01m
Thu 11/196:09 pm -
1 stop5h 43m
Deal found 9/5![American Airlines logo]()
$444
This Breeze Airways deal was found by Cheapflights users on 9/2. 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.
Wed 12/26:40 am -
1 stop26h 14m
Sun 12/610:54 am -
1 stop27h 56m
Deal found 9/2![Breeze Airways logo]()
$593
This JetBlue deal was found by Cheapflights users on 9/4. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/196:40 am -
1 stop9h 33m
Thu 12/245:20 pm -
1 stop7h 03m
Deal found 9/4![JetBlue logo]()
$557
This Copa Airlines deal was found by Cheapflights users on 9/5. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/37:52 pm -
2 stops38h 35m
Sun 11/811:32 am -
2 stops22h 34m
Deal found 9/5![Copa Airlines logo]()
$630
This American Airlines deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/128:32 pm -
2 stops13h 43m
Tue 11/1711:05 am -
2 stops10h 46m
Deal found 9/3![American Airlines logo]()
$444
This United Airlines deal was found by Cheapflights users on 9/3. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/127:00 pm -
1 stop18h 48m
Tue 11/173:20 pm -
1 stop8h 39m
Deal found 9/3![United Airlines logo]()
$424
This Delta deal was found by Cheapflights users on 9/2. 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 1/286:30 am -
1 stop6h 20m
Thu 2/42:15 pm -
1 stop9h 41m
Deal found 9/2![Delta logo]()
$628
This American Airlines deal was found by Cheapflights users on 9/5. 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 12/66:00 am -
1 stop6h 54m
Sat 12/126:00 am -
1 stop6h 12m
Deal found 9/5![American Airlines logo]()
$458
This Copa Airlines deal was found by Cheapflights users on 9/4. 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.
Sat 10/317:52 pm -
2 stops26h 13m
Sat 11/71:17 pm -
2 stops21h 49m
Deal found 9/4![Copa Airlines logo]()
$677
This United Airlines deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” 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.
Thu 11/197:00 am -
1 stop7h 06m
Sat 11/214:18 pm -
1 stop8h 41m
Deal found 9/6![United Airlines logo]()
$436
This Delta deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/105:20 am -
1 stop6h 08m
Mon 11/161:53 pm -
1 stop7h 20m
Deal found 9/7![Delta logo]()
$639
Last-minute flights from Charleston to CaribbeanDiscover last-minute flight deals from Charleston to Caribbean. Data last updated September 7, 2026 and is based on user searches.
Discover last-minute flight deals from Charleston to Caribbean. Data last updated September 7, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/2410:05 pm -
1 stop15h 29m
Mon 9/286:33 am -
2 stops26h 05m
Deal found 9/2![Multiple Airlines logo]()
$275
This United Airlines deal was found by Cheapflights users on 9/3. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/267:00 am -
1 stop6h 45m
Mon 9/281:00 am -
1 stop8h 14m
Deal found 9/3![United Airlines logo]()
$260
This Kiwi.com deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/12:13 pm -
1 stop11h 39m
Mon 10/57:00 am -
1 stop25h 38m
Deal found 9/2![Multiple Airlines logo]()
$249
This American Airlines deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/48:41 pm -
1 stop15h 27m
Wed 10/72:08 pm -
1 stop8h 49m
Deal found 9/2![American Airlines logo]()
$394
This United Airlines deal was found by Cheapflights users on 9/4. 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.
Tue 10/137:00 am -
1 stop6h 45m
Mon 10/191:00 am -
1 stop8h 14m
Deal found 9/4![United Airlines logo]()
$262
This Kiwi.com deal was found by Cheapflights users on 9/4. 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.
Tue 10/133:00 pm -
1 stop18h 18m
Tue 10/208:45 am -
2 stops28h 39m
Deal found 9/4![Multiple Airlines logo]()
$299
This Kiwi.com deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” 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
Mon 10/197:00 am -
1 stop14h 01m
Deal found 9/6![Multiple Airlines logo]()
$305
This United Airlines deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” 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
Mon 10/191:00 am -
1 stop8h 14m
Deal found 9/6![United Airlines logo]()
$280
This Kiwi.com deal was found by Cheapflights users on 9/4. 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.
Sun 10/1810:13 pm -
1 stop15h 18m
Sat 10/316:26 pm -
1 stop15h 12m
Deal found 9/4![Multiple Airlines logo]()
$312
This Kiwi.com deal was found by Cheapflights users on 9/5. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/222:13 pm -
1 stop8h 52m
Tue 11/37:26 pm -
1 stop14h 12m
Deal found 9/5![Multiple Airlines logo]()
$281
This Kiwi.com deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/2210:05 pm -
1 stop15h 26m
Mon 10/264:39 pm -
1 stop19h 52m
Deal found 9/2![Multiple Airlines logo]()
$291
This Priceline deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/229:39 pm -
1 stop10h 51m
Thu 10/2912:21 pm -
1 stop5h 45m
Deal found 9/7![Multiple Airlines logo]()
$399
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 7, 2026.
Search for one-way flight options from Charleston to Caribbean. Find affordable one-way fares based on user searches. Data last updated September 7, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/2. 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 9/293:00 pm -
1 stop10h 52m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/2![Multiple Airlines logo]()
$107
This Kiwi.com deal was found by Cheapflights users on 9/3. 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 9/263:42 pm -
1 stop10h 10m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/3![Multiple Airlines logo]()
$126
This American Airlines deal was found by Cheapflights users on 9/3. 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 9/267:41 pm -
2 stops15h 19m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/3![American Airlines logo]()
$130
This United Airlines deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” 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 10/272:28 pm -
1 stop9h 08m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/6![United Airlines logo]()
$131
This American Airlines deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/297:41 pm -
2 stops15h 19m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/2![American Airlines logo]()
$133
This Kiwi.com deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” 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 10/273:00 pm -
2 stops33h 59m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/6![Multiple Airlines logo]()
$134
This Breeze Airways deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure 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 9/7![Breeze Airways logo]()
$139
This Delta deal was found by Cheapflights users on 9/3. 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.
Sat 12/1212:55 pm -
1 stop9h 18m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/3![Delta logo]()
$141
This Kiwi.com deal was found by Cheapflights users on 9/4. 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.
Sun 11/1510:13 pm -
1 stop14h 12m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/4![Multiple Airlines logo]()
$145
This Kiwi.com deal was found by Cheapflights users on 9/5. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/131:21 pm -
2 stops25h 57m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/5![Multiple Airlines logo]()
$146
This Kiwi.com deal was found by Cheapflights users on 9/4. 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.
Sat 11/146:00 am -
2 stops17h 59m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/4![Multiple Airlines logo]()
$149
This Kiwi.com deal was found by Cheapflights users on 9/5. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/106:00 am -
2 stops15h 55m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/5![Multiple Airlines logo]()
$151
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 7, 2026.
Round-trip from | $249 (Kiwi.com) |
|---|---|
One-way from | $107 (Kiwi.com) |
Popular in | December |
Cheapest in | October |
Average price | $432 |
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 7, 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
Tue 9/29
3:00 pm-1:52 am
1 stop10h 52m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$107
CharlestonSan Juan
CHS Charleston - SJU San Juan Luis Munoz Marin Intl
CHSSJU
Charleston
Sat 9/26
7:41 pm-11:00 am
2 stops15h 19m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$130
CharlestonSan Juan
CHS Charleston - SJU San Juan Luis Munoz Marin Intl
CHSSJU
Charleston
Sat 11/14
7:00 am-2:40 pm
1 stop6h 40m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$131
CharlestonSan Juan
CHS Charleston - SJU San Juan Luis Munoz Marin Intl
CHSSJU
Charleston
Tue 10/27
2:28 pm-11:36 pm
1 stop9h 08m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$131
CharlestonSan Juan
CHS Charleston - SJU San Juan Luis Munoz Marin Intl
CHSSJU
Charleston
Tue 9/29
7:41 pm-11:00 am
2 stops15h 19m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$133
CharlestonSan Juan
CHS Charleston - SJU San Juan Luis Munoz Marin Intl
CHSSJU
Charleston
Tue 10/27
3:00 pm-12:59 am
2 stops33h 59m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$134
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
$139
CharlestonSan Juan
CHS Charleston - SJU San Juan Luis Munoz Marin Intl
CHSSJU
Charleston
Sun 10/11
10:13 pm-1:31 pm
1 stop15h 18m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$152
CharlestonSan Juan
CHS Charleston - SJU San Juan Luis Munoz Marin Intl
CHSSJU
Charleston
Sat 10/10
6:00 am-5:06 pm
1 stop11h 06m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$165
CharlestonSan Juan
CHS Charleston - SJU San Juan Luis Munoz Marin Intl
CHSSJU
Charleston
Mon 11/23
4:43 pm-12:59 am
1 stop7h 16m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$177
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-PUJ
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-PUJ
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 $485). 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 7, 2026.
See what other customers who have flown with Southwest,Delta, andUnited Airlines from Charleston to Caribbean have to say. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Overall
8.0
Crew
8.6
Entertainment
7.5
Food
7.0
Comfort
8.0
Boarding
8.1
Reviews
1 / 20
4.0
OkaySteven,Sep 2026
OGG - HNL
Overall
8.0
Crew
8.6
Entertainment
7.5
Food
7.0
Comfort
8.0
Boarding
8.1
Reviews
1 / 20
4.0
OkaySteven,Sep 2026
OGG - HNL
Overall
8.0
Crew
8.6
Entertainment
7.5
Food
7.0
Comfort
8.0
Boarding
8.1
Reviews
1 / 20
4.0
OkaySteven,Sep 2026
OGG - HNL
Overall
8.0
Crew
8.6
Entertainment
7.5
Food
7.0
Comfort
8.0
Boarding
8.1
Reviews
1 / 20
4.0
OkaySteven,Sep 2026
OGG - HNL
Overall
8.0
Crew
8.6
Entertainment
7.5
Food
7.0
Comfort
8.0
Boarding
8.1
Reviews
1 / 20
4.0
OkaySteven,Sep 2026
OGG - HNL
Overall
8.0
Crew
8.6
Entertainment
7.5
Food
7.0
Comfort
8.0
Boarding
8.1
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 7, 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 7, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$188 | Average$553 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$218 | Average$433 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$260 | Average$590 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$271 | Average$578 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$298 | Average$639 | FlexibilityNo cancel fee | On-time63% |