$125+ 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 6/10. Fares are subject to change and may not be available on all flights or dates of travel.
CHS — SJU
Jun 28 — Jul 51
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 May 29, 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 May 29, 2026.
This Delta deal was found by Cheapflights users on 5/28. Clicking the “Pick Dates” 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 8/202:17 pm
CHS
- SJU
1 stop8h 12m
Delta
Tue 8/255:49 pm
SJU
- CHS
1 stop6h 10m
Delta
Deal found 5/28![Delta logo]()
$312
This American Airlines deal was found by Cheapflights users on 5/26. Clicking the “Pick Dates” 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 9/306:20 am
CHS
- SJU
1 stop8h 30m
American Airlines
Sun 10/410:16 am
SJU
- CHS
1 stop7h 06m
American Airlines
Deal found 5/26![American Airlines logo]()
$317
This Priceline deal was found by Cheapflights users on 5/28. Clicking the “Pick Dates” 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.
Sat 9/58:56 pm
CHS
- NAS
1 stop11h 59m
Multiple Airlines
Sat 9/1212:18 pm
NAS
- CHS
1 stop5h 51m
Multiple Airlines
Deal found 5/28![Multiple Airlines logo]()
$330
This Southwest deal was found by Cheapflights users on 5/26. Clicking the “Pick Dates” 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 9/106:35 am
CHS
- SJU
2 stops10h 20m
Southwest
Sat 9/1910:25 am
SJU
- CHS
2 stops8h 55m
Southwest
Deal found 5/26![Southwest logo]()
$338
This American Airlines deal was found by Cheapflights users on 5/25. Clicking the “Pick Dates” 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 8/205:05 am
CHS
- SJU
2 stops10h 58m
American Airlines
Tue 8/251:38 pm
SJU
- CHS
2 stops9h 22m
American Airlines
Deal found 5/25![American Airlines logo]()
$343
This Delta deal was found by Cheapflights users on 5/27. Clicking the “Pick Dates” 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 8/156:00 am
CHS
- MBJ
1 stop10h 34m
Delta
Wed 8/191:09 pm
MBJ
- CHS
1 stop6h 35m
Delta
Deal found 5/27![Delta logo]()
$344
This American Airlines deal was found by Cheapflights users on 5/24. Clicking the “Pick Dates” 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 7/2211:04 am
CHS
- SJU
1 stop10h 55m
American Airlines
Thu 7/307:14 pm
SJU
- CHS
1 stop15h 08m
American Airlines
Deal found 5/24![American Airlines logo]()
$348
This American Airlines deal was found by Cheapflights users on 5/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/137:10 pm
CHS
- MBJ
1 stop17h 55m
American Airlines
Thu 11/194:05 pm
MBJ
- CHS
1 stop8h 18m
American Airlines
Deal found 5/28![American Airlines logo]()
$352
This American Airlines deal was found by Cheapflights users on 5/28. Clicking the “Pick Dates” 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 10/168:48 pm
CHS
- MBJ
2 stops16h 52m
American Airlines
Fri 10/2312:47 pm
MBJ
- CHS
1 stop8h 52m
American Airlines
Deal found 5/28![American Airlines logo]()
$357
This Priceline deal was found by Cheapflights users on 5/28. Clicking the “Pick Dates” 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
CHS
- NAS
1 stop10h 51m
Multiple Airlines
Tue 10/2712:25 pm
NAS
- CHS
1 stop5h 40m
Multiple Airlines
Deal found 5/28![Multiple Airlines logo]()
$359
This American Airlines deal was found by Cheapflights users on 5/26. Clicking the “Pick Dates” 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 9/256:39 pm
CHS
- MBJ
1 stop17h 38m
American Airlines
Mon 9/285:16 pm
MBJ
- CHS
1 stop27h 20m
American Airlines
Deal found 5/26![American Airlines logo]()
$360
This American Airlines deal was found by Cheapflights users on 5/27. Clicking the “Pick Dates” 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 8/278:43 pm
CHS
- MBJ
2 stops15h 59m
American Airlines
Sun 8/305:08 pm
MBJ
- CHS
2 stops17h 46m
American Airlines
Deal found 5/27![American Airlines logo]()
$362
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 May 29, 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 May 29, 2026.
This Delta deal was found by Cheapflights users on 5/26. Clicking the “Pick Dates” 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 8/202:17 pm
CHS
- SJU
1 stop8h 12m
Delta
Tue 8/255:49 pm
SJU
- CHS
1 stop6h 10m
Delta
Deal found 5/26![Delta logo]()
$312
This American Airlines deal was found by Cheapflights users on 5/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/136:00 am
CHS
- MBJ
1 stop6h 42m
American Airlines
Thu 11/191:55 pm
MBJ
- CHS
1 stop10h 28m
American Airlines
Deal found 5/24![American Airlines logo]()
$352
This Southwest deal was found by Cheapflights users on 5/27. Clicking the “Pick Dates” 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 7/213:00 pm
CHS
- SJU
1 stop7h 50m
Southwest
Tue 7/286:00 am
SJU
- CHS
2 stops10h 10m
Southwest
Deal found 5/27![Southwest logo]()
$374
This JetBlue deal was found by Cheapflights users on 5/23. 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.
Tue 9/15:27 pm
CHS
- KIN
1 stop4h 53m
JetBlue
Wed 9/26:00 am
KIN
- CHS
1 stop9h 31m
JetBlue
Deal found 5/23![JetBlue logo]()
$446
This United Airlines deal was found by Cheapflights users on 5/26. Clicking the “Pick Dates” 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 7/310:00 am
CHS
- MBJ
1 stop6h 10m
United Airlines
Sat 7/111:52 pm
MBJ
- CHS
1 stop19h 31m
United Airlines
Deal found 5/26![United Airlines logo]()
$447
This Breeze Airways deal was found by Cheapflights users on 5/25. Clicking the “Pick Dates” 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 8/68:20 pm
CHS
- NAS
1 stop12h 35m
Breeze Airways
Sun 8/99:55 am
NAS
- CHS
1 stop4h 03m
Breeze Airways
Deal found 5/25![Breeze Airways logo]()
$474
This Justfly.com deal was found by Cheapflights users on 5/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/2010:46 am
CHS
- SXM
1 stop23h 14m
Multiple Airlines
Sat 6/276:00 pm
SXM
- CHS
1 stop16h 40m
Multiple Airlines
Deal found 5/25![Multiple Airlines logo]()
$530
This Delta deal was found by Cheapflights users on 5/26. Clicking the “Pick Dates” 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 8/226:00 am
CHS
- SJU
1 stop5h 46m
Delta
Sat 8/295:49 pm
SJU
- CHS
1 stop6h 10m
Delta
Deal found 5/26![Delta logo]()
$312
This Copa Airlines deal was found by Cheapflights users on 5/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/710:00 am
CHS
- PUJ
2 stops16h 12m
Copa Airlines
Tue 8/111:32 pm
PUJ
- CHS
2 stops20h 31m
Copa Airlines
Deal found 5/27![Copa Airlines logo]()
$671
This American Airlines deal was found by Cheapflights users on 5/26. Clicking the “Pick Dates” 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 10/168:48 pm
CHS
- MBJ
2 stops15h 12m
American Airlines
Fri 10/2312:47 pm
MBJ
- CHS
1 stop8h 52m
American Airlines
Deal found 5/26![American Airlines logo]()
$357
This Delta deal was found by Cheapflights users on 5/27. Clicking the “Pick Dates” 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 8/156:00 am
CHS
- MBJ
1 stop10h 34m
Delta
Wed 8/191:09 pm
MBJ
- CHS
1 stop6h 35m
Delta
Deal found 5/27![Delta logo]()
$344
This Southwest deal was found by Cheapflights users on 5/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/222:10 pm
CHS
- SJU
2 stops9h 40m
Southwest
Thu 7/306:00 am
SJU
- CHS
2 stops10h 05m
Southwest
Deal found 5/24![Southwest logo]()
$390
This American Airlines deal was found by Cheapflights users on 5/27. Clicking the “Pick Dates” 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 8/278:43 pm
CHS
- MBJ
2 stops15h 59m
American Airlines
Sun 8/305:08 pm
MBJ
- CHS
2 stops17h 46m
American Airlines
Deal found 5/27![American Airlines logo]()
$362
This Delta deal was found by Cheapflights users on 5/27. Clicking the “Pick Dates” 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 8/159:02 am
CHS
- MBJ
1 stop7h 32m
Delta
Thu 8/202:26 pm
MBJ
- CHS
1 stop6h 41m
Delta
Deal found 5/27![Delta logo]()
$344
This JetBlue deal was found by Cheapflights users on 5/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/255:27 pm
CHS
- KIN
1 stop4h 53m
JetBlue
Thu 8/276:00 am
KIN
- CHS
1 stop9h 31m
JetBlue
Deal found 5/27![JetBlue logo]()
$446
This Southwest deal was found by Cheapflights users on 5/24. Clicking the “Pick Dates” 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 7/274:10 pm
CHS
- SJU
1 stop8h 10m
Southwest
Fri 7/315:30 am
SJU
- CHS
1 stop13h 25m
Southwest
Deal found 5/24![Southwest logo]()
$417
This United Airlines deal was found by Cheapflights users on 5/25. Clicking the “Pick Dates” 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 7/136:50 am
CHS
- MBJ
1 stop7h 40m
United Airlines
Thu 7/164:12 pm
MBJ
- CHS
1 stop16h 59m
United Airlines
Deal found 5/25![United Airlines logo]()
$472
This American Airlines deal was found by Cheapflights users on 5/23. 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.
Thu 9/178:43 pm
CHS
- PUJ
1 stop14h 02m
American Airlines
Tue 9/221:20 pm
PUJ
- CHS
2 stops18h 50m
American Airlines
Deal found 5/23![American Airlines logo]()
$399
This Justfly.com deal was found by Cheapflights users on 5/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/247:05 pm
CHS
- NAS
1 stop16h 20m
JetBlue
Thu 10/2912:25 pm
NAS
- CHS
1 stop5h 40m
JetBlue
Deal found 5/24![JetBlue logo]()
$452
This Southwest deal was found by Cheapflights users on 5/26. Clicking the “Pick Dates” 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 7/283:00 pm
CHS
- SJU
1 stop7h 50m
Southwest
Sat 8/15:30 am
SJU
- CHS
1 stop10h 55m
Southwest
Deal found 5/26![Southwest logo]()
$417
This Delta deal was found by Cheapflights users on 5/25. Clicking the “Pick Dates” 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 7/2011:18 am
CHS
- SJU
1 stop9h 27m
Delta
Sun 8/25:50 pm
SJU
- CHS
1 stop6h 36m
Delta
Deal found 5/25![Delta logo]()
$380
This United Airlines deal was found by Cheapflights users on 5/24. Clicking the “Pick Dates” 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 8/510:13 am
CHS
- MBJ
1 stop5h 57m
United Airlines
Sat 8/81:52 pm
MBJ
- CHS
1 stop19h 31m
United Airlines
Deal found 5/24![United Airlines logo]()
$475
This Southwest deal was found by Cheapflights users on 5/27. Clicking the “Pick Dates” 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 6/92:10 pm
CHS
- SJU
2 stops9h 35m
Southwest
Sat 6/136:00 am
SJU
- CHS
2 stops9h 25m
Southwest
Deal found 5/27![Southwest logo]()
$436
This Delta deal was found by Cheapflights users on 5/25. Clicking the “Pick Dates” 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 11/87:59 pm
CHS
- PUJ
1 stop16h 16m
Delta
Fri 11/132:55 pm
PUJ
- CHS
2 stops19h 47m
Delta
Deal found 5/25![Delta logo]()
$405
This American Airlines deal was found by Cheapflights users on 5/23. 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 7/285:00 am
CHS
- KIN
2 stops12h 09m
American Airlines
Sat 8/14:55 pm
KIN
- CHS
2 stops16h 12m
American Airlines
Deal found 5/23![American Airlines logo]()
$451
This Orbitz deal was found by Cheapflights users on 5/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/256:40 pm
CHS
- SXM
1 stop17h 57m
Multiple Airlines
Sat 8/16:00 pm
SXM
- CHS
1 stop16h 13m
Multiple Airlines
Deal found 5/24![Multiple Airlines logo]()
$604
This United Airlines deal was found by Cheapflights users on 5/24. Clicking the “Pick Dates” 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 7/136:50 am
CHS
- STT
1 stop8h 53m
United Airlines
Wed 7/221:22 pm
STT
- CHS
1 stop8h 53m
United Airlines
Deal found 5/24![United Airlines logo]()
$529
This Delta deal was found by Cheapflights users on 5/26. Clicking the “Pick Dates” 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 7/192:27 pm
CHS
- SJU
1 stop6h 18m
Delta
Sat 7/257:30 am
SJU
- CHS
1 stop9h 49m
Delta
Deal found 5/26![Delta logo]()
$409
This American Airlines deal was found by Cheapflights users on 5/24. Clicking the “Pick Dates” 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 8/35:00 am
CHS
- KIN
2 stops12h 03m
American Airlines
Fri 8/76:05 am
KIN
- CHS
1 stop9h 26m
American Airlines
Deal found 5/24![American Airlines logo]()
$451
This Copa Airlines deal was found by Cheapflights users on 5/26. Clicking the “Pick Dates” 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 8/87:46 pm
CHS
- PUJ
2 stops17h 03m
Copa Airlines
Sat 8/155:37 am
PUJ
- CHS
2 stops28h 26m
Copa Airlines
Deal found 5/26![Copa Airlines logo]()
$671
Last-minute flights from Charleston to CaribbeanDiscover last-minute flight deals from Charleston to Caribbean. Data last updated May 29, 2026 and is based on user searches.
Discover last-minute flight deals from Charleston to Caribbean. Data last updated May 29, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 5/28. Clicking the “Pick Dates” 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 6/17:50 pm
CHS
- MBJ
2 stops18h 18m
American Airlines
Thu 7/305:14 pm
MBJ
- CHS
2 stops18h 05m
American Airlines
Deal found 5/28![American Airlines logo]()
$357
This United Airlines deal was found by Cheapflights users on 5/27. Clicking the “Pick Dates” 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 6/110:00 am
CHS
- MBJ
1 stop6h 10m
United Airlines
Sat 6/64:55 pm
MBJ
- CHS
1 stop14h 56m
United Airlines
Deal found 5/27![United Airlines logo]()
$394
This Justfly.com deal was found by Cheapflights users on 5/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/310:39 am
CHS
- NAS
1 stop6h 27m
Multiple Airlines
Sat 6/136:30 pm
NAS
- CHS
1 stop15h 43m
Multiple Airlines
Deal found 5/24![Multiple Airlines logo]()
$383
This Justfly.com deal was found by Cheapflights users on 5/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/410:39 am
CHS
- NAS
1 stop6h 27m
JetBlue
Mon 6/811:15 am
NAS
- CHS
1 stop22h 34m
JetBlue
Deal found 5/26![JetBlue logo]()
$389
This United Airlines deal was found by Cheapflights users on 5/26. Clicking the “Pick Dates” 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 6/67:15 am
CHS
- MBJ
1 stop9h 11m
United Airlines
Tue 6/912:52 pm
MBJ
- CHS
1 stop10h 00m
United Airlines
Deal found 5/26![United Airlines logo]()
$404
This United Airlines deal was found by Cheapflights users on 5/27. Clicking the “Pick Dates” 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 6/97:15 am
CHS
- SJU
1 stop8h 27m
United Airlines
Mon 6/221:00 am
SJU
- CHS
1 stop7h 51m
United Airlines
Deal found 5/27![United Airlines logo]()
$420
This Kiwi.com deal was found by Cheapflights users on 5/25. Clicking the “Pick Dates” 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 6/93:13 pm
CHS
- SJU
1 stop10h 56m
Multiple Airlines
Wed 6/178:50 am
SJU
- CHS
2 stops23h 48m
Multiple Airlines
Deal found 5/25![Multiple Airlines logo]()
$425
This Expedia deal was found by Cheapflights users on 5/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/1010:39 am
CHS
- NAS
1 stop6h 16m
Multiple Airlines
Sun 6/146:30 pm
NAS
- CHS
1 stop15h 43m
Multiple Airlines
Deal found 5/28![Multiple Airlines logo]()
$400
This United Airlines deal was found by Cheapflights users on 5/25. Clicking the “Pick Dates” 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 6/102:47 pm
CHS
- SJU
1 stop6h 37m
United Airlines
Tue 6/161:00 am
SJU
- CHS
1 stop7h 51m
United Airlines
Deal found 5/25![United Airlines logo]()
$405
This United Airlines deal was found by Cheapflights users on 5/27. Clicking the “Pick Dates” 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 6/102:47 pm
CHS
- SJU
1 stop6h 37m
United Airlines
Tue 6/231:00 am
SJU
- CHS
1 stop7h 51m
United Airlines
Deal found 5/27![United Airlines logo]()
$417
This Justfly.com deal was found by Cheapflights users on 5/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/1010:39 am
CHS
- NAS
1 stop6h 16m
JetBlue
Sun 6/149:21 am
NAS
- CHS
1 stop6h 36m
JetBlue
Deal found 5/24![JetBlue logo]()
$426
This United Airlines deal was found by Cheapflights users on 5/25. Clicking the “Pick Dates” 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 6/166:00 am
CHS
- SJU
1 stop7h 45m
United Airlines
Mon 6/221:00 am
SJU
- CHS
1 stop7h 51m
United Airlines
Deal found 5/25![United Airlines logo]()
$395
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 May 29, 2026.
Search for one-way flight options from Charleston to Caribbean. Find affordable one-way fares based on user searches. Data last updated May 29, 2026.
This Kiwi.com deal was found by Cheapflights users on 5/28. Clicking the “Pick Dates” 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 6/108:56 pm
CHS
- NAS
1 stop11h 59m
Breeze Airways
Deal found 5/28![Breeze Airways logo]()
$125
This Kiwi.com deal was found by Cheapflights users on 5/27. Clicking the “Pick Dates” 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 6/278:56 pm
CHS
- NAS
1 stop11h 59m
Breeze Airways
Deal found 5/27![Breeze Airways logo]()
$127
This Southwest deal was found by Cheapflights users on 5/26. Clicking the “Pick Dates” 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 7/3010:35 am
CHS
- SJU
1 stop13h 45m
Southwest
Deal found 5/26![Southwest logo]()
$156
This American Airlines deal was found by Cheapflights users on 5/24. Clicking the “Pick Dates” 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 9/246:25 pm
CHS
- MBJ
2 stops17h 37m
American Airlines
Deal found 5/24![American Airlines logo]()
$158
This American Airlines deal was found by Cheapflights users on 5/24. Clicking the “Pick Dates” 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 7/186:41 am
CHS
- SJU
1 stop15h 52m
American Airlines
Deal found 5/24![American Airlines logo]()
$161
This United Airlines deal was found by Cheapflights users on 5/24. Clicking the “Pick Dates” 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 9/242:57 pm
CHS
- MBJ
1 stop21h 46m
United Airlines
Deal found 5/24![United Airlines logo]()
$161
This American Airlines deal was found by Cheapflights users on 5/24. Clicking the “Pick Dates” 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 9/237:41 pm
CHS
- MBJ
2 stops18h 12m
American Airlines
Deal found 5/24![American Airlines logo]()
$163
This Cheapflightsfares deal was found by Cheapflights users on 5/23. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/276:40 pm
CHS
- KIN
1 stop5h 57m
JetBlue
Deal found 5/23![JetBlue logo]()
$173
This American Airlines deal was found by Cheapflights users on 5/28. Clicking the “Pick Dates” 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 6/106:06 am
CHS
- KIN
2 stops11h 03m
American Airlines
Deal found 5/28![American Airlines logo]()
$177
This American Airlines deal was found by Cheapflights users on 5/23. 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.
Mon 7/277:05 am
CHS
- KIN
2 stops14h 07m
American Airlines
Deal found 5/23![American Airlines logo]()
$178
This Southwest deal was found by Cheapflights users on 5/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/293:00 pm
CHS
- SJU
1 stop7h 50m
Southwest
Deal found 5/25![Southwest logo]()
$182
This Delta deal was found by Cheapflights users on 5/27. Clicking the “Pick Dates” 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 7/35:10 am
CHS
- PUJ
1 stop6h 34m
Delta
Deal found 5/27![Delta logo]()
$185
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 May 29, 2026.
Round-trip from | $312 (Southwest) |
|---|---|
One-way from | $125 (Kiwi.com) |
Popular in | August |
Cheapest in | January |
Average price | $447 |
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 May 29, 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 - SJU
CHSSJU
Charleston
Thu 8/20
2:17 pm-10:29 pm
1 stop8h 12m
San Juan Luis Munoz Marin Intl
Tue 8/25
5:49 pm-11:59 pm
1 stop6h 10m
$312
Quickest round-trip
CharlestonSan Juan
CHS - SJU
CHSSJU
Charleston
Sat 8/22
6:00 am-11:46 am
1 stop5h 46m
San Juan Luis Munoz Marin Intl
Sat 8/29
5:49 pm-11:59 pm
1 stop6h 10m
$312
CharlestonMontego Bay
CHS - MBJ
CHSMBJ
Charleston
Sat 8/15
6:00 am-3:34 pm
1 stop10h 34m
Montego Bay Sangster Intl
Wed 8/19
1:09 pm-8:44 pm
1 stop6h 35m
$344
CharlestonMontego Bay
CHS - MBJ
CHSMBJ
Charleston
Sat 8/15
9:02 am-3:34 pm
1 stop7h 32m
Montego Bay Sangster Intl
Thu 8/20
2:26 pm-10:07 pm
1 stop6h 41m
$344
CharlestonMontego Bay
CHS - MBJ
CHSMBJ
Charleston
Fri 11/13
6:00 am-12:42 pm
1 stop6h 42m
Montego Bay Sangster Intl
Thu 11/19
1:55 pm-12:23 am
1 stop10h 28m
$352
CharlestonMontego Bay
CHS - MBJ
CHSMBJ
Charleston
Fri 10/16
8:48 pm-11:00 am
2 stops15h 12m
Montego Bay Sangster Intl
Fri 10/23
12:47 pm-10:39 pm
1 stop8h 52m
$357
CharlestonMontego Bay
CHS - MBJ
CHSMBJ
Charleston
Thu 8/27
8:43 pm-11:42 am
2 stops15h 59m
Montego Bay Sangster Intl
Sun 8/30
5:08 pm-11:54 am
2 stops17h 46m
$362
CharlestonSan Juan
CHS - SJU
CHSSJU
Charleston
Tue 7/21
3:00 pm-10:50 pm
1 stop7h 50m
San Juan Luis Munoz Marin Intl
Tue 7/28
6:00 am-4:10 pm
2 stops10h 10m
$374
CharlestonSan Juan
CHS - SJU
CHSSJU
Charleston
Mon 7/20
11:18 am-8:45 pm
1 stop9h 27m
San Juan Luis Munoz Marin Intl
Sun 8/2
5:50 pm-12:26 am
1 stop6h 36m
$380
CharlestonSan Juan
CHS - SJU
CHSSJU
Charleston
Wed 7/22
2:10 pm-11:50 pm
2 stops9h 40m
San Juan Luis Munoz Marin Intl
Thu 7/30
6:00 am-4:05 pm
2 stops10h 05m
$390
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-MBJ
CHS-KIN
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-MBJ
CHS-KIN
What is the cheapest month to book a flight from Charleston to Caribbean?
Currently, July is the cheapest month in which you can book a flight from Charleston to Caribbean (average of $84). Flying from Charleston to Caribbean in August is currently the most expensive (average of $279). 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 May 29, 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
7.9
Boarding
8.1
Comfort
8.0
Crew
8.6
Entertainment
7.5
Food
7.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Overall
7.9
Boarding
8.1
Comfort
8.0
Crew
8.6
Entertainment
7.5
Food
7.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Overall
7.9
Boarding
8.1
Comfort
8.0
Crew
8.6
Entertainment
7.5
Food
7.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Overall
7.9
Boarding
8.1
Comfort
8.0
Crew
8.6
Entertainment
7.5
Food
7.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Overall
7.9
Boarding
8.1
Comfort
8.0
Crew
8.6
Entertainment
7.5
Food
7.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Overall
7.9
Boarding
8.1
Comfort
8.0
Crew
8.6
Entertainment
7.5
Food
7.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
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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Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
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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 May 29, 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 6 airlines flying from Charleston to Caribbean
Discover the top 6 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 May 29, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$188 | Average$491 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$193 | Average$381 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$216 | Average$346 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$222 | Average$513 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$271 | Average$573 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$365 | Average$654 | FlexibilityNo cancel fee | On-time63% |