$146+ 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 4/29. Fares are subject to change and may not be available on all flights or dates of travel.
CHS — SJU
May 3 — May 101
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 April 3, 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 April 3, 2026.
This Orbitz deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” 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.
Sun 4/510:24 am
CHS
- SJU
1 stop14h 05m
Frontier
Wed 4/81:59 am
SJU
- CHS
1 stop13h 00m
Frontier
Deal found 4/1![Frontier logo]()
$260
This Kiwi.com deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” 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 4/148:07 am
CHS
- SJU
1 stop10h 48m
Spirit Airlines
Sat 4/187:00 am
SJU
- CHS
2 stops28h 08m
Spirit Airlines
Deal found 4/1![Spirit Airlines logo]()
$263
This Cheapflightsfares deal was found by Cheapflights users on 4/2. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/52:39 pm
CHS
- SJU
1 stop8h 03m
Spirit Airlines
Fri 5/812:59 am
SJU
- CHS
1 stop12h 45m
Spirit Airlines
Deal found 4/2![Spirit Airlines logo]()
$290
This American Airlines deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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 5/18:09 pm
CHS
- SJU
1 stop13h 02m
American Airlines
Tue 5/55:45 am
SJU
- CHS
1 stop13h 44m
American Airlines
Deal found 3/31![American Airlines logo]()
$292
This American Airlines deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” 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 4/2911:14 am
CHS
- SJU
1 stop6h 56m
American Airlines
Thu 4/3011:43 am
SJU
- CHS
1 stop12h 41m
American Airlines
Deal found 3/29![American Airlines logo]()
$297
This Priceline deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/148:07 am
CHS
- SJU
1 stop10h 48m
Multiple Airlines
Sat 4/186:00 am
SJU
- CHS
1 stop13h 39m
Multiple Airlines
Deal found 4/1![Multiple Airlines logo]()
$313
This Cheapflightsfares deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” 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.
Wed 5/62:39 pm
CHS
- SJU
1 stop8h 03m
Spirit Airlines
Sat 5/912:59 am
SJU
- CHS
1 stop12h 45m
Spirit Airlines
Deal found 4/1![Spirit Airlines logo]()
$315
This CheapOair deal was found by Cheapflights users on 4/3. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/112:03 pm
CHS
- SJU
1 stop21h 42m
Spirit Airlines
Mon 5/412:59 am
SJU
- CHS
1 stop12h 45m
Spirit Airlines
Deal found 4/3![Spirit Airlines logo]()
$323
This Kiwi.com deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” 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 4/128:07 am
CHS
- SJU
1 stop10h 48m
Multiple Airlines
Wed 4/158:27 pm
SJU
- CHS
1 stop12h 11m
Multiple Airlines
Deal found 3/29![Multiple Airlines logo]()
$325
This United Airlines deal was found by Cheapflights users on 4/2. 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 6/26:00 am
CHS
- SJU
1 stop7h 45m
United Airlines
Tue 6/167:20 am
SJU
- CHS
1 stop7h 07m
United Airlines
Deal found 4/2![United Airlines logo]()
$326
This Delta deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” 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 6/145:10 am
CHS
- SJU
1 stop6h 34m
Delta
Sat 6/207:30 am
SJU
- CHS
1 stop9h 48m
Delta
Deal found 3/30![Delta logo]()
$328
This Kiwi.com deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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 4/1512:05 pm
CHS
- STT
2 stops21h 49m
Multiple Airlines
Sun 4/1910:49 am
STT
- CHS
1 stop21h 54m
Multiple Airlines
Deal found 3/31![Multiple Airlines logo]()
$343
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 April 3, 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 April 3, 2026.
This United Airlines deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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.
Sun 9/67:00 am
CHS
- SJU
1 stop8h 42m
United Airlines
Tue 9/151:00 am
SJU
- CHS
1 stop7h 52m
United Airlines
Deal found 3/31![United Airlines logo]()
$292
This Delta deal was found by Cheapflights users on 4/3. 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.
Thu 8/611:18 am
CHS
- SJU
1 stop9h 27m
Delta
Mon 8/102:40 pm
SJU
- CHS
1 stop6h 03m
Delta
Deal found 4/3![Delta logo]()
$292
This American Airlines deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” 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 5/66:00 am
CHS
- SJU
1 stop4h 53m
American Airlines
Sun 5/105:45 am
SJU
- CHS
1 stop13h 52m
American Airlines
Deal found 3/29![American Airlines logo]()
$297
This CheapOair deal was found by Cheapflights users on 4/2. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/48:12 pm
CHS
- SJU
1 stop13h 00m
Multiple Airlines
Fri 5/812:59 am
SJU
- CHS
1 stop12h 45m
Multiple Airlines
Deal found 4/2![Multiple Airlines logo]()
$336
This JetBlue deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” 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 5/2310:39 am
CHS
- NAS
1 stop6h 27m
JetBlue
Sat 5/3011:23 am
NAS
- CHS
1 stop8h 34m
JetBlue
Deal found 3/29![JetBlue logo]()
$353
This Mytrip deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/138:07 am
CHS
- STT
1 stop7h 21m
Spirit Airlines
Fri 4/1712:25 pm
STT
- CHS
3 stops22h 43m
Spirit Airlines
Deal found 3/29![Spirit Airlines logo]()
$396
This Southwest deal was found by Cheapflights users on 4/2. 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.
Mon 5/46:00 am
CHS
- NAS
2 stops7h 15m
Southwest
Fri 5/88:45 am
NAS
- CHS
2 stops12h 45m
Southwest
Deal found 4/2![Southwest logo]()
$413
This Delta deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” 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 6/155:10 am
CHS
- SJU
1 stop6h 34m
Delta
Sat 6/207:30 am
SJU
- CHS
1 stop9h 48m
Delta
Deal found 3/29![Delta logo]()
$292
This United Airlines deal was found by Cheapflights users on 4/2. 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 6/26:00 am
CHS
- SJU
1 stop7h 45m
United Airlines
Mon 6/81:00 am
SJU
- CHS
1 stop7h 51m
United Airlines
Deal found 4/2![United Airlines logo]()
$292
This Copa Airlines deal was found by Cheapflights users on 4/2. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/310:00 am
CHS
- PUJ
2 stops31h 38m
Copa Airlines
Tue 6/911:46 am
PUJ
- CHS
2 stops22h 30m
Copa Airlines
Deal found 4/2![Copa Airlines logo]()
$627
This Air Canada deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/711:05 am
CHS
- PUJ
2 stops25h 40m
Air Canada
Sun 4/129:40 pm
PUJ
- CHS
1 stop12h 33m
Air Canada
Deal found 3/31![Air Canada logo]()
$627
This American Airlines deal was found by Cheapflights users on 4/2. 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.
Sat 4/2511:14 am
CHS
- MBJ
1 stop5h 23m
American Airlines
Sat 5/24:37 pm
MBJ
- CHS
1 stop6h 47m
American Airlines
Deal found 4/2![American Airlines logo]()
$352
This Delta deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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 5/66:25 am
CHS
- SJU
1 stop9h 58m
Delta
Sun 5/102:48 pm
SJU
- CHS
1 stop8h 08m
Delta
Deal found 3/31![Delta logo]()
$328
This CheapOair deal was found by Cheapflights users on 4/2. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/611:24 am
CHS
- SJU
1 stop12h 46m
Multiple Airlines
Sat 5/912:59 am
SJU
- CHS
1 stop12h 45m
Multiple Airlines
Deal found 4/2![Multiple Airlines logo]()
$375
This United Airlines deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” 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 4/1810:00 am
CHS
- MBJ
1 stop6h 10m
United Airlines
Sat 4/254:12 pm
MBJ
- CHS
1 stop17h 11m
United Airlines
Deal found 3/30![United Airlines logo]()
$352
This KAYAK deal was found by Cheapflights users on 4/2. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/25:59 pm
CHS
- SDQ
1 stop7h 34m
JetBlue
Fri 5/83:08 am
SDQ
- CHS
1 stop13h 49m
JetBlue
Deal found 4/2![JetBlue logo]()
$390
This American Airlines deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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 4/248:09 pm
CHS
- MBJ
1 stop20h 28m
American Airlines
Fri 5/810:17 am
MBJ
- CHS
2 stops13h 07m
American Airlines
Deal found 3/31![American Airlines logo]()
$365
This Southwest deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” 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 5/137:40 am
CHS
- NAS
2 stops10h 50m
Southwest
Wed 5/208:45 am
NAS
- CHS
2 stops11h 40m
Southwest
Deal found 3/29![Southwest logo]()
$413
This United Airlines deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” 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 6/306:50 am
CHS
- MBJ
1 stop7h 40m
United Airlines
Fri 7/34:12 pm
MBJ
- CHS
1 stop17h 10m
United Airlines
Deal found 3/30![United Airlines logo]()
$352
This Delta deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” 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 4/145:20 am
CHS
- STT
1 stop8h 31m
Delta
Mon 4/201:59 pm
STT
- CHS
1 stop9h 03m
Delta
Deal found 3/30![Delta logo]()
$360
This FlightHub deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” 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.
Fri 4/178:12 pm
CHS
- NAS
1 stop13h 05m
JetBlue
Wed 4/221:08 pm
NAS
- CHS
1 stop6h 09m
JetBlue
Deal found 3/29![JetBlue logo]()
$403
This United Airlines deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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 5/166:00 am
CHS
- MBJ
1 stop10h 10m
United Airlines
Sat 5/234:12 pm
MBJ
- CHS
1 stop17h 04m
United Airlines
Deal found 3/31![United Airlines logo]()
$352
This American Airlines deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” 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 4/224:30 pm
CHS
- SDQ
2 stops16h 50m
American Airlines
Sat 4/256:00 am
SDQ
- CHS
1 stop13h 37m
American Airlines
Deal found 3/30![American Airlines logo]()
$389
This Delta deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” 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 5/143:12 pm
CHS
- SJU
1 stop7h 05m
Delta
Mon 5/185:43 pm
SJU
- CHS
1 stop6h 16m
Delta
Deal found 3/29![Delta logo]()
$364
This United Airlines deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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 5/86:35 am
CHS
- MBJ
1 stop7h 55m
United Airlines
Sun 5/174:12 pm
MBJ
- CHS
1 stop6h 47m
United Airlines
Deal found 3/31![United Airlines logo]()
$352
This American Airlines deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” 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 6/306:06 am
CHS
- MBJ
1 stop8h 49m
American Airlines
Fri 7/35:17 pm
MBJ
- CHS
1 stop16h 05m
American Airlines
Deal found 3/30![American Airlines logo]()
$401
This Southwest deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/2410:55 am
CHS
- NAS
2 stops7h 35m
Southwest
Mon 4/278:45 am
NAS
- CHS
2 stops10h 35m
Southwest
Deal found 3/30![Southwest logo]()
$488
This Delta deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” 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 4/285:20 am
CHS
- SDQ
1 stop7h 52m
Delta
Tue 5/56:05 am
SDQ
- CHS
1 stop11h 01m
Delta
Deal found 3/29![Delta logo]()
$385
This United Airlines deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” 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 6/296:50 am
CHS
- MBJ
1 stop7h 40m
United Airlines
Fri 7/34:12 pm
MBJ
- CHS
1 stop17h 10m
United Airlines
Deal found 3/30![United Airlines logo]()
$352
This FlightHub deal was found by Cheapflights users on 4/2. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/211:09 am
CHS
- AUA
1 stop29h 05m
JetBlue
Tue 5/53:10 pm
AUA
- CHS
1 stop28h 07m
JetBlue
Deal found 4/2![JetBlue logo]()
$487
Last-minute flights from Charleston to CaribbeanDiscover last-minute flight deals from Charleston to Caribbean. Data last updated April 3, 2026 and is based on user searches.
Discover last-minute flight deals from Charleston to Caribbean. Data last updated April 3, 2026 and is based on user searches.
This Orbitz deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” 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.
Sun 4/510:24 am
CHS
- SJU
1 stop14h 05m
Frontier
Wed 4/81:59 am
SJU
- CHS
1 stop13h 00m
Frontier
Deal found 4/1![Frontier logo]()
$260
This Frontier deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/510:24 am
CHS
- SJU
1 stop11h 51m
Frontier
Thu 4/91:59 am
SJU
- CHS
1 stop13h 15m
Frontier
Deal found 3/29![Frontier logo]()
$330
This Kiwi.com deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” 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 4/128:07 am
CHS
- SJU
1 stop10h 48m
Multiple Airlines
Wed 4/158:27 pm
SJU
- CHS
1 stop12h 11m
Multiple Airlines
Deal found 3/29![Multiple Airlines logo]()
$325
This Kiwi.com deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” 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 4/148:07 am
CHS
- SJU
1 stop10h 48m
Spirit Airlines
Sat 4/187:00 am
SJU
- CHS
2 stops28h 08m
Spirit Airlines
Deal found 4/1![Spirit Airlines logo]()
$263
This Priceline deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/148:07 am
CHS
- SJU
1 stop10h 48m
Multiple Airlines
Sat 4/186:00 am
SJU
- CHS
1 stop13h 39m
Multiple Airlines
Deal found 4/1![Multiple Airlines logo]()
$313
This Kiwi.com deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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 4/1512:05 pm
CHS
- STT
2 stops21h 49m
Multiple Airlines
Sun 4/1910:49 am
STT
- CHS
1 stop21h 54m
Multiple Airlines
Deal found 3/31![Multiple Airlines logo]()
$343
This American Airlines deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” 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 4/2911:14 am
CHS
- SJU
1 stop6h 56m
American Airlines
Thu 4/3011:43 am
SJU
- CHS
1 stop12h 41m
American Airlines
Deal found 3/29![American Airlines logo]()
$297
This Delta deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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 4/296:25 am
CHS
- SJU
1 stop7h 00m
Delta
Sun 5/35:34 pm
SJU
- CHS
1 stop6h 48m
Delta
Deal found 3/31![Delta logo]()
$328
This American Airlines deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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 5/18:09 pm
CHS
- SJU
1 stop13h 02m
American Airlines
Tue 5/55:45 am
SJU
- CHS
1 stop13h 44m
American Airlines
Deal found 3/31![American Airlines logo]()
$292
This CheapOair deal was found by Cheapflights users on 4/3. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/112:03 pm
CHS
- SJU
1 stop21h 42m
Spirit Airlines
Mon 5/412:59 am
SJU
- CHS
1 stop12h 45m
Spirit Airlines
Deal found 4/3![Spirit Airlines logo]()
$323
This Cheapflightsfares deal was found by Cheapflights users on 4/2. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/52:39 pm
CHS
- SJU
1 stop8h 03m
Spirit Airlines
Fri 5/812:59 am
SJU
- CHS
1 stop12h 45m
Spirit Airlines
Deal found 4/2![Spirit Airlines logo]()
$290
This Cheapflightsfares deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” 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.
Wed 5/62:39 pm
CHS
- SJU
1 stop8h 03m
Spirit Airlines
Sat 5/912:59 am
SJU
- CHS
1 stop12h 45m
Spirit Airlines
Deal found 4/1![Spirit Airlines logo]()
$315
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 April 3, 2026.
Search for one-way flight options from Charleston to Caribbean. Find affordable one-way fares based on user searches. Data last updated April 3, 2026.
This United Airlines deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” 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 4/296:00 am
CHS
- SJU
1 stop6h 34m
United Airlines
Deal found 3/30![United Airlines logo]()
$146
This Delta deal was found by Cheapflights users on 4/2. 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.
Sat 4/184:35 pm
CHS
- MBJ
2 stops19h 52m
Delta
Deal found 4/2![Delta logo]()
$149
This American Airlines deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” 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 5/165:00 am
CHS
- SJU
1 stop5h 48m
American Airlines
Deal found 3/30![American Airlines logo]()
$150
This American Airlines deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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 4/225:00 am
CHS
- SJU
1 stop5h 48m
American Airlines
Deal found 3/31![American Airlines logo]()
$151
This Cheapflightsfares deal was found by Cheapflights users on 4/2. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/302:39 pm
CHS
- SJU
1 stop8h 03m
Spirit Airlines
Deal found 4/2![Spirit Airlines logo]()
$152
This Kiwi.com deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” 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 5/52:39 pm
CHS
- SDQ
1 stop14h 50m
Multiple Airlines
Deal found 4/1![Multiple Airlines logo]()
$152
This American Airlines deal was found by Cheapflights users on 4/2. 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.
Thu 4/95:00 am
CHS
- MBJ
1 stop5h 13m
American Airlines
Deal found 4/2![American Airlines logo]()
$152
This Kiwi.com deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” 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 5/163:44 pm
CHS
- SJU
2 stops36h 17m
Multiple Airlines
Deal found 3/30![Multiple Airlines logo]()
$155
This American Airlines deal was found by Cheapflights users on 4/2. 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.
Wed 4/88:21 pm
CHS
- MBJ
1 stop13h 52m
American Airlines
Deal found 4/2![American Airlines logo]()
$157
This American Airlines deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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 6/67:50 pm
CHS
- MBJ
2 stops16h 55m
American Airlines
Deal found 3/31![American Airlines logo]()
$158
This Expedia deal was found by Cheapflights users on 4/2. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/58:52 pm
CHS
- NAS
1 stop13h 31m
JetBlue
Deal found 4/2![JetBlue logo]()
$159
This Kiwi.com deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” 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 4/295:16 pm
CHS
- SJU
2 stops31h 13m
Multiple Airlines
Deal found 3/30![Multiple Airlines logo]()
$161
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 April 3, 2026.
Round-trip from | $263 (Kiwi.com) |
|---|---|
One-way from | $146 (United Airlines) |
Popular in | August |
Cheapest in | January |
Average price | $430 |
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 April 3, 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
Sun 9/6
7:00 am-3:42 pm
1 stop8h 42m
San Juan Luis Munoz Marin Intl
Tue 9/15
1:00 am-8:52 am
1 stop7h 52m
$292
CharlestonSan Juan
CHS - SJU
CHSSJU
Charleston
Thu 8/6
11:18 am-8:45 pm
1 stop9h 27m
San Juan Luis Munoz Marin Intl
Mon 8/10
2:40 pm-8:43 pm
1 stop6h 03m
$292
CharlestonSan Juan
CHS - SJU
CHSSJU
Charleston
Mon 6/15
5:10 am-11:44 am
1 stop6h 34m
San Juan Luis Munoz Marin Intl
Sat 6/20
7:30 am-5:18 pm
1 stop9h 48m
$292
CharlestonSan Juan
CHS - SJU
CHSSJU
Charleston
Tue 6/2
6:00 am-1:45 pm
1 stop7h 45m
San Juan Luis Munoz Marin Intl
Mon 6/8
1:00 am-8:51 am
1 stop7h 51m
$292
CharlestonSan Juan
CHS - SJU
CHSSJU
Charleston
Wed 5/6
6:00 am-10:53 am
1 stop4h 53m
San Juan Luis Munoz Marin Intl
Sun 5/10
5:45 am-7:37 pm
1 stop13h 52m
$297
CharlestonSan Juan
CHS - SJU
CHSSJU
Charleston
Wed 5/6
6:25 am-4:23 pm
1 stop9h 58m
San Juan Luis Munoz Marin Intl
Sun 5/10
2:48 pm-10:56 pm
1 stop8h 08m
$328
CharlestonSan Juan
CHS - SJU
CHSSJU
Charleston
Mon 5/4
8:12 pm-9:12 am
1 stop13h 00m
San Juan Luis Munoz Marin Intl
Fri 5/8
12:59 am-1:44 pm
1 stop12h 45m
$336
Quickest round-trip
CharlestonMontego Bay
CHS - MBJ
CHSMBJ
Charleston
Sat 4/25
11:14 am-3:37 pm
1 stop5h 23m
Montego Bay Sangster Intl
Sat 5/2
4:37 pm-12:24 am
1 stop6h 47m
$352
CharlestonMontego Bay
CHS - MBJ
CHSMBJ
Charleston
Sat 4/18
10:00 am-3:10 pm
1 stop6h 10m
Montego Bay Sangster Intl
Sat 4/25
4:12 pm-10:23 am
1 stop17h 11m
$352
CharlestonMontego Bay
CHS - MBJ
CHSMBJ
Charleston
Tue 6/30
6:50 am-1:30 pm
1 stop7h 40m
Montego Bay Sangster Intl
Fri 7/3
4:12 pm-10:22 am
1 stop17h 10m
$352
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-STT
CHS-MBJ
CHS-SDQ
CHS-NAS
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-STT
CHS-MBJ
CHS-SDQ
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 $84). Flying from Charleston to Caribbean in October is currently the most expensive (average of $251). 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.
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 April 3, 2026.
See what other customers who have flown with Delta,United Airlines, andJetBlue 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
Crew
8.5
Entertainment
7.8
Food
7.2
Comfort
7.9
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Overall
7.9
Boarding
8.1
Crew
8.5
Entertainment
7.8
Food
7.2
Comfort
7.9
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Overall
7.9
Boarding
8.1
Crew
8.5
Entertainment
7.8
Food
7.2
Comfort
7.9
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Overall
7.9
Boarding
8.1
Crew
8.5
Entertainment
7.8
Food
7.2
Comfort
7.9
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Overall
7.9
Boarding
8.1
Crew
8.5
Entertainment
7.8
Food
7.2
Comfort
7.9
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Overall
7.9
Boarding
8.1
Crew
8.5
Entertainment
7.8
Food
7.2
Comfort
7.9
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
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.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
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Top destinations
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 April 3, 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 7 airlines flying from Charleston to Caribbean
Discover the top 7 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 April 3, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$84 | Average$168 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$111 | Average$341 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$156 | Average$498 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$188 | Average$581 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$192 | Average$378 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$271 | Average$550 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$371 | Average$642 | FlexibilityNo cancel fee | On-time63% |