$115+ Cheap flights from Charleston (CHS) to Caribbean
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/11. Fares are subject to change and may not be available on all flights or dates of travel.
CHS — SJU
Sep 9 — Sep 161
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
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Charleston to Caribbean
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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 August 10, 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 August 10, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/9. 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 9/96:00 am -
1 stop7h 53m
Mon 9/144:39 pm -
1 stop19h 52m
Deal found 8/9![Multiple Airlines logo]()
$238
This Kiwi.com deal was found by Cheapflights users on 8/5. 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.
Fri 9/114:57 pm -
1 stop24h 06m
Mon 9/144:39 pm -
1 stop19h 52m
Deal found 8/5![Multiple Airlines logo]()
$239
This Kiwi.com deal was found by Cheapflights users on 8/7. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/166:00 am -
1 stop8h 55m
Fri 9/257:00 am -
1 stop13h 56m
Deal found 8/7![Multiple Airlines logo]()
$241
This Kiwi.com deal was found by Cheapflights users on 8/6. 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.
Mon 9/144:57 pm -
1 stop22h 20m
Sun 9/207:00 am -
1 stop6h 23m
Deal found 8/6![Multiple Airlines logo]()
$247
This Kiwi.com deal was found by Cheapflights users on 8/9. 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 9/196:00 am -
1 stop10h 40m
Mon 9/287:00 am -
2 stops29h 31m
Deal found 8/9![Multiple Airlines logo]()
$248
This Kiwi.com deal was found by Cheapflights users on 8/7. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/236:00 am -
1 stop17h 58m
Tue 9/296:05 pm -
1 stop19h 19m
Deal found 8/7![Multiple Airlines logo]()
$250
This Kiwi.com deal was found by Cheapflights users on 8/6. 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 9/249:39 pm -
1 stop26h 19m
Tue 9/296:05 pm -
1 stop19h 19m
Deal found 8/6![Multiple Airlines logo]()
$255
This American Airlines deal was found by Cheapflights users on 8/7. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/2810:26 am -
1 stop13h 33m
Mon 8/315:10 pm -
1 stop6h 49m
Deal found 8/7![American Airlines logo]()
$260
This American Airlines deal was found by Cheapflights users on 8/7. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/166:20 am -
2 stops9h 20m
Fri 9/254:38 pm -
1 stop7h 05m
Deal found 8/7![American Airlines logo]()
$265
This American Airlines deal was found by Cheapflights users on 8/6. 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.
Sat 8/296:15 am -
2 stops10h 42m
Tue 9/15:10 pm -
1 stop5h 48m
Deal found 8/6![American Airlines logo]()
$268
This American Airlines deal was found by Cheapflights users on 8/5. 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 9/276:00 am -
1 stop7h 26m
Thu 10/110:32 am -
1 stop13h 11m
Deal found 8/5![American Airlines logo]()
$356
This American Airlines deal was found by Cheapflights users on 8/5. 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 9/107:41 pm -
2 stops14h 01m
Mon 9/142:34 pm -
2 stops8h 31m
Deal found 8/5![American Airlines logo]()
$360
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 August 10, 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 August 10, 2026.
This Delta deal was found by Cheapflights users on 8/6. 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 10/14:12 pm -
1 stop6h 07m
Mon 10/57:00 am -
1 stop8h 07m
Deal found 8/6![Delta logo]()
$272
This Southwest deal was found by Cheapflights users on 8/9. 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.
Thu 9/241:15 pm -
1 stop9h 40m
Tue 9/298:20 am -
2 stops11h 00m
Deal found 8/9![Southwest logo]()
$290
This American Airlines deal was found by Cheapflights users on 8/9. 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 9/51:09 pm -
1 stop11h 06m
Tue 9/86:00 am -
2 stops12h 48m
Deal found 8/9![American Airlines logo]()
$331
This United Airlines deal was found by Cheapflights users on 8/8. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/227:00 am -
1 stop6h 53m
Sat 9/264:55 pm -
1 stop7h 20m
Deal found 8/8![United Airlines logo]()
$352
This Breeze Airways deal was found by Cheapflights users on 8/7. 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.
Thu 10/89:39 pm -
1 stop10h 51m
Mon 10/129:25 am -
1 stop4h 25m
Deal found 8/7![Breeze Airways logo]()
$443
This Kiwi.com deal was found by Cheapflights users on 8/10. 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 9/114:57 pm -
1 stop21h 48m
Wed 9/1612:00 pm -
1 stop20h 38m
Deal found 8/10![Multiple Airlines logo]()
$468
This Southwest deal was found by Cheapflights users on 8/7. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/67:25 am -
2 stops13h 50m
Sun 9/135:30 am -
1 stop13h 25m
Deal found 8/7![Southwest logo]()
$290
This FlightHub deal was found by Cheapflights users on 8/5. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/255:27 pm -
2 stops21h 28m
Tue 9/11:53 pm -
3 stops20h 15m
Deal found 8/5![JetBlue logo]()
$602
This Copa Airlines deal was found by Cheapflights users on 8/5. 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.
Sat 9/266:00 am -
2 stops15h 58m
Sat 10/33:46 pm -
2 stops18h 16m
Deal found 8/5![Copa Airlines logo]()
$652
This American Airlines deal was found by Cheapflights users on 8/5. 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 10/87:38 pm -
1 stop14h 08m
Sun 10/1112:41 pm -
1 stop11h 16m
Deal found 8/5![American Airlines logo]()
$338
This Delta deal was found by Cheapflights users on 8/8. 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.
Fri 10/304:20 pm -
1 stop5h 58m
Sat 11/76:59 pm -
1 stop6h 00m
Deal found 8/8![Delta logo]()
$355
This United Airlines deal was found by Cheapflights users on 8/8. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/136:00 am -
1 stop6h 34m
Sat 10/171:00 am -
1 stop8h 14m
Deal found 8/8![United Airlines logo]()
$362
This American Airlines deal was found by Cheapflights users on 8/5. 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.
Tue 10/275:37 pm -
2 stops16h 09m
Sun 11/88:25 am -
1 stop16h 34m
Deal found 8/5![American Airlines logo]()
$338
This Southwest deal was found by Cheapflights users on 8/6. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/82:35 pm -
2 stops9h 45m
Fri 10/95:30 am -
1 stop12h 30m
Deal found 8/6![Southwest logo]()
$346
This Delta deal was found by Cheapflights users on 8/5. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/135:30 am -
1 stop8h 24m
Tue 10/203:19 pm -
1 stop5h 39m
Deal found 8/5![Delta logo]()
$356
This United Airlines deal was found by Cheapflights users on 8/7. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/177:00 am -
1 stop6h 47m
Sat 10/242:53 pm -
1 stop7h 28m
Deal found 8/7![United Airlines logo]()
$376
This Southwest deal was found by Cheapflights users on 8/5. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/51:20 pm -
2 stops10h 35m
Mon 11/96:35 am -
1 stop13h 40m
Deal found 8/5![Southwest logo]()
$351
This Breeze Airways deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 1/207:30 am -
1 stop6h 00m
Wed 1/273:30 pm -
1 stop17h 00m
Deal found 8/5![Breeze Airways logo]()
$484
This Delta deal was found by Cheapflights users on 8/5. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/145:30 am -
1 stop6h 20m
Mon 10/193:19 pm -
1 stop8h 40m
Deal found 8/5![Delta logo]()
$419
This United Airlines deal was found by Cheapflights users on 8/6. 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 10/297:04 pm -
1 stop17h 09m
Mon 11/21:25 pm -
1 stop10h 34m
Deal found 8/6![United Airlines logo]()
$432
This American Airlines deal was found by Cheapflights users on 8/7. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/247:41 pm -
2 stops18h 12m
Mon 9/285:16 pm -
2 stops18h 33m
Deal found 8/7![American Airlines logo]()
$439
This Kiwi.com deal was found by Cheapflights users on 8/9. 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.
Fri 9/184:57 pm -
1 stop20h 53m
Mon 9/219:25 am -
1 stop4h 25m
Deal found 8/9![Multiple Airlines logo]()
$537
This Breeze Airways deal was found by Cheapflights users on 8/8. 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.
Thu 10/159:39 pm -
1 stop10h 51m
Mon 10/199:25 am -
1 stop4h 25m
Deal found 8/8![Breeze Airways logo]()
$495
This Delta deal was found by Cheapflights users on 8/6. 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.
Sat 9/54:56 pm -
2 stops19h 38m
Fri 9/114:50 pm -
1 stop6h 09m
Deal found 8/6![Delta logo]()
$422
This United Airlines deal was found by Cheapflights users on 8/8. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/297:00 am -
1 stop7h 30m
Sat 9/512:52 pm -
1 stop10h 07m
Deal found 8/8![United Airlines logo]()
$434
This American Airlines deal was found by Cheapflights users on 8/5. 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 2/49:27 am -
1 stop4h 46m
Sun 2/74:16 pm -
2 stops19h 18m
Deal found 8/5![American Airlines logo]()
$444
This United Airlines deal was found by Cheapflights users on 8/7. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/217:00 am -
1 stop6h 33m
Sun 10/252:40 pm -
1 stop7h 19m
Deal found 8/7![United Airlines logo]()
$446
This Delta deal was found by Cheapflights users on 8/7. 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.
Thu 10/156:05 am -
1 stop12h 01m
Sun 10/182:57 pm -
1 stop9h 02m
Deal found 8/7![Delta logo]()
$448
This American Airlines deal was found by Cheapflights users on 8/9. 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 10/176:44 pm -
1 stop17h 51m
Mon 10/191:35 pm -
1 stop10h 21m
Deal found 8/9![American Airlines logo]()
$448
This Copa Airlines deal was found by Cheapflights users on 8/7. 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.
Sat 10/317:52 pm -
2 stops26h 13m
Sat 11/71:17 pm -
2 stops21h 49m
Deal found 8/7![Copa Airlines logo]()
$667
Last-minute flights from Charleston to CaribbeanDiscover last-minute flight deals from Charleston to Caribbean. Data last updated August 10, 2026 and is based on user searches.
Discover last-minute flight deals from Charleston to Caribbean. Data last updated August 10, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 8/7. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/2810:26 am -
1 stop13h 33m
Mon 8/315:10 pm -
1 stop6h 49m
Deal found 8/7![American Airlines logo]()
$260
This American Airlines deal was found by Cheapflights users on 8/6. 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.
Sat 8/296:15 am -
2 stops10h 42m
Tue 9/15:10 pm -
1 stop5h 48m
Deal found 8/6![American Airlines logo]()
$268
This Kiwi.com deal was found by Cheapflights users on 8/9. 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 9/96:00 am -
1 stop7h 53m
Mon 9/144:39 pm -
1 stop19h 52m
Deal found 8/9![Multiple Airlines logo]()
$238
This American Airlines deal was found by Cheapflights users on 8/5. 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 9/107:41 pm -
2 stops14h 01m
Mon 9/142:34 pm -
2 stops8h 31m
Deal found 8/5![American Airlines logo]()
$360
This Kiwi.com deal was found by Cheapflights users on 8/5. 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.
Fri 9/114:57 pm -
1 stop24h 06m
Mon 9/144:39 pm -
1 stop19h 52m
Deal found 8/5![Multiple Airlines logo]()
$239
This Kiwi.com deal was found by Cheapflights users on 8/6. 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.
Mon 9/144:57 pm -
1 stop22h 20m
Sun 9/207:00 am -
1 stop6h 23m
Deal found 8/6![Multiple Airlines logo]()
$247
This Kiwi.com deal was found by Cheapflights users on 8/7. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/166:00 am -
1 stop8h 55m
Fri 9/257:00 am -
1 stop13h 56m
Deal found 8/7![Multiple Airlines logo]()
$241
This American Airlines deal was found by Cheapflights users on 8/7. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/166:20 am -
2 stops9h 20m
Fri 9/254:38 pm -
1 stop7h 05m
Deal found 8/7![American Airlines logo]()
$265
This Kiwi.com deal was found by Cheapflights users on 8/9. 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 9/196:00 am -
1 stop10h 40m
Mon 9/287:00 am -
2 stops29h 31m
Deal found 8/9![Multiple Airlines logo]()
$248
This Kiwi.com deal was found by Cheapflights users on 8/7. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/236:00 am -
1 stop17h 58m
Tue 9/296:05 pm -
1 stop19h 19m
Deal found 8/7![Multiple Airlines logo]()
$250
This Kiwi.com deal was found by Cheapflights users on 8/6. 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 9/249:39 pm -
1 stop26h 19m
Tue 9/296:05 pm -
1 stop19h 19m
Deal found 8/6![Multiple Airlines logo]()
$255
This American Airlines deal was found by Cheapflights users on 8/5. 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 9/276:00 am -
1 stop7h 26m
Thu 10/110:32 am -
1 stop13h 11m
Deal found 8/5![American Airlines logo]()
$356
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 August 10, 2026.
Search for one-way flight options from Charleston to Caribbean. Find affordable one-way fares based on user searches. Data last updated August 10, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/7. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/114:57 pm -
1 stop24h 06m
Deal found 8/7![Multiple Airlines logo]()
$115
This Kiwi.com deal was found by Cheapflights users on 8/6. 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.
Mon 9/214:57 pm -
1 stop22h 20m
Deal found 8/6![Multiple Airlines logo]()
$117
This Kiwi.com deal was found by Cheapflights users on 8/6. 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.
Sat 9/196:00 am -
1 stop10h 40m
Deal found 8/6![Multiple Airlines logo]()
$119
This Delta deal was found by Cheapflights users on 8/5. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/145:25 am -
1 stop8h 28m
Deal found 8/5![Delta logo]()
$124
This Kiwi.com deal was found by Cheapflights users on 8/8. 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.
Sat 9/58:56 pm -
1 stop27h 38m
Deal found 8/8![Multiple Airlines logo]()
$125
This Breeze Airways deal was found by Cheapflights users on 8/7. 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.
Thu 10/89:39 pm -
1 stop10h 51m
Deal found 8/7![Breeze Airways logo]()
$126
This American Airlines deal was found by Cheapflights users on 8/6. 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.
Sat 9/197:41 pm -
2 stops13h 43m
Deal found 8/6![American Airlines logo]()
$130
This Southwest deal was found by Cheapflights users on 8/8. 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.
Sat 9/58:05 am -
2 stops10h 05m
Deal found 8/8![Southwest logo]()
$131
This American Airlines deal was found by Cheapflights users on 8/7. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/117:04 pm -
1 stop16h 16m
Deal found 8/7![American Airlines logo]()
$135
This Cheapflightsfares deal was found by Cheapflights users on 8/10. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/236:55 pm -
1 stop5h 04m
Deal found 8/10![JetBlue logo]()
$137
This Kiwi.com deal was found by Cheapflights users on 8/8. 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.
Sat 8/228:56 pm -
1 stop27h 38m
Deal found 8/8![Multiple Airlines logo]()
$142
This Kiwi.com deal was found by Cheapflights users on 8/9. 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 2/67:30 am -
1 stop8h 29m
Deal found 8/9![Breeze Airways logo]()
$150
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 August 10, 2026.
Round-trip from | $238 (Kiwi.com) |
|---|---|
One-way from | $115 (Kiwi.com) |
Popular in | September |
Cheapest in | January |
Average price | $418 |
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 2,558,603 searches. Data last updated August 10, 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
Thu 10/1
4:12 pm-10:19 pm
1 stop6h 07m
San Juan Luis Munoz Marin Intl
Mon 10/5
7:00 am-3:07 pm
1 stop8h 07m
$272
CharlestonSan Juan
CHS Charleston - SJU San Juan Luis Munoz Marin Intl
CHSSJU
Charleston
Thu 9/24
1:15 pm-10:55 pm
1 stop9h 40m
San Juan Luis Munoz Marin Intl
Tue 9/29
8:20 am-7:20 pm
2 stops11h 00m
$290
CharlestonSan Juan
CHS Charleston - SJU San Juan Luis Munoz Marin Intl
CHSSJU
Charleston
Sun 9/6
7:25 am-9:15 pm
2 stops13h 50m
San Juan Luis Munoz Marin Intl
Sun 9/13
5:30 am-6:55 pm
1 stop13h 25m
$290
CharlestonSan Juan
CHS Charleston - SJU San Juan Luis Munoz Marin Intl
CHSSJU
Charleston
Sat 9/5
1:09 pm-12:15 am
1 stop11h 06m
San Juan Luis Munoz Marin Intl
Tue 9/8
6:00 am-6:48 pm
2 stops12h 48m
$331
CharlestonSan Juan
CHS Charleston - SJU San Juan Luis Munoz Marin Intl
CHSSJU
Charleston
Thu 10/8
7:38 pm-9:46 am
1 stop14h 08m
San Juan Luis Munoz Marin Intl
Sun 10/11
12:41 pm-11:57 pm
1 stop11h 16m
$338
CharlestonSan Juan
CHS Charleston - SJU San Juan Luis Munoz Marin Intl
CHSSJU
Charleston
Tue 10/27
5:37 pm-9:46 am
2 stops16h 09m
San Juan Luis Munoz Marin Intl
Sun 11/8
8:25 am-11:59 pm
1 stop16h 34m
$338
CharlestonSan Juan
CHS Charleston - SJU San Juan Luis Munoz Marin Intl
CHSSJU
Charleston
Thu 10/8
2:35 pm-12:20 am
2 stops9h 45m
San Juan Luis Munoz Marin Intl
Fri 10/9
5:30 am-6:00 pm
1 stop12h 30m
$346
CharlestonSan Juan
CHS Charleston - SJU San Juan Luis Munoz Marin Intl
CHSSJU
Charleston
Thu 11/5
1:20 pm-12:55 am
2 stops10h 35m
San Juan Luis Munoz Marin Intl
Mon 11/9
6:35 am-7:15 pm
1 stop13h 40m
$351
CharlestonSan Juan
CHS Charleston - SJU San Juan Luis Munoz Marin Intl
CHSSJU
Charleston
Tue 9/22
7:00 am-1:53 pm
1 stop6h 53m
San Juan Luis Munoz Marin Intl
Sat 9/26
4:55 pm-12:15 am
1 stop7h 20m
$352
Quickest round-trip
CharlestonSan Juan
CHS Charleston - SJU San Juan Luis Munoz Marin Intl
CHSSJU
Charleston
Fri 10/30
4:20 pm-10:18 pm
1 stop5h 58m
San Juan Luis Munoz Marin Intl
Sat 11/7
6:59 pm-11:59 pm
1 stop6h 00m
$355
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-STT
CHS-AUA
CHS-PUJ
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-STT
CHS-AUA
What is the cheapest month to book a flight from Charleston to Caribbean?
Currently, January is the cheapest month in which you can book a flight from Charleston to Caribbean (average of $479). Flying from Charleston to Caribbean in June is currently the most expensive (average of $652). 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 August 10, 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
Overall
8.0
Comfort
8.0
Entertainment
7.5
Crew
8.6
Boarding
8.1
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Food
7.0
Overall
8.0
Comfort
8.0
Entertainment
7.5
Crew
8.6
Boarding
8.1
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Food
7.0
Overall
8.0
Comfort
8.0
Entertainment
7.5
Crew
8.6
Boarding
8.1
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Food
7.0
Overall
8.0
Comfort
8.0
Entertainment
7.5
Crew
8.6
Boarding
8.1
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Food
7.0
Overall
8.0
Comfort
8.0
Entertainment
7.5
Crew
8.6
Boarding
8.1
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Food
7.0
Overall
8.0
Comfort
8.0
Entertainment
7.5
Crew
8.6
Boarding
8.1
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
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 August 10, 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 2,558,603 searches. Data last updated August 10, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$188 | Average$494 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$218 | Average$428 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$232 | Average$551 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$272 | Average$563 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$312 | Average$667 | FlexibilityNo cancel fee | On-time63% |