$137+ 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 5/7. Fares are subject to change and may not be available on all flights or dates of travel.
CHS — SJU
May 9 — May 161
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
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
Cheapest
Best
Last-minute
One-way
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 9, 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 9, 2026.
This Kiwi.com deal was found by Cheapflights users on 4/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/111:15 am
CHS
- SJU
1 stop28h 43m
Multiple Airlines
Tue 9/86:00 am
SJU
- CHS
1 stop12h 14m
Multiple Airlines
Deal found 4/6![Multiple Airlines logo]()
$269
This Cheapflightsfares deal was found by Cheapflights users on 4/5. 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 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 4/5![Spirit Airlines logo]()
$280
This Priceline deal was found by Cheapflights users on 4/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/62:39 pm
CHS
- SJU
1 stop8h 03m
Spirit Airlines
Fri 5/812:59 am
SJU
- CHS
1 stop12h 45m
Spirit Airlines
Deal found 4/7![Spirit Airlines logo]()
$284
This Cheapflightsfares deal was found by Cheapflights users on 4/8. 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 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
Sat 5/912:59 am
SJU
- CHS
1 stop12h 45m
Spirit Airlines
Deal found 4/8![Spirit Airlines logo]()
$285
This Priceline deal was found by Cheapflights users on 4/8. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/82:39 pm
CHS
- SJU
1 stop8h 03m
Spirit Airlines
Tue 5/1212:59 am
SJU
- CHS
1 stop12h 45m
Spirit Airlines
Deal found 4/8![Spirit Airlines logo]()
$286
This Cheapflightsfares deal was found by Cheapflights users on 4/6. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/72:39 pm
CHS
- SJU
1 stop8h 03m
Spirit Airlines
Sun 5/1012:59 am
SJU
- CHS
1 stop12h 45m
Spirit Airlines
Deal found 4/6![Spirit Airlines logo]()
$289
This Delta deal was found by Cheapflights users on 4/7. 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 8/611:18 am
CHS
- SJU
1 stop9h 27m
Delta
Mon 8/102:40 pm
SJU
- CHS
1 stop6h 03m
Delta
Deal found 4/7![Delta logo]()
$292
This Kiwi.com deal was found by Cheapflights users on 4/5. 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.
Wed 5/64:34 pm
CHS
- SJU
1 stop17h 44m
Multiple Airlines
Fri 5/83:03 am
SJU
- CHS
2 stops10h 41m
Multiple Airlines
Deal found 4/5![Multiple Airlines logo]()
$296
This Kiwi.com deal was found by Cheapflights users on 4/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/213:01 pm
CHS
- SJU
1 stop18h 18m
Multiple Airlines
Fri 5/12:09 am
SJU
- CHS
2 stops20h 04m
Multiple Airlines
Deal found 4/5![Multiple Airlines logo]()
$298
This CheapOair deal was found by Cheapflights users on 4/9. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/56:00 am
CHS
- SJU
1 stop10h 47m
Multiple Airlines
Fri 5/812:59 am
SJU
- CHS
1 stop12h 45m
Multiple Airlines
Deal found 4/9![Multiple Airlines logo]()
$302
This CheapOair deal was found by Cheapflights users on 4/8. 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 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 4/8![Spirit Airlines logo]()
$303
This American Airlines deal was found by Cheapflights users on 4/6. 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 4/255:00 am
CHS
- MBJ
1 stop5h 13m
American Airlines
Sat 5/912:56 pm
MBJ
- CHS
1 stop10h 28m
American Airlines
Deal found 4/6![American Airlines logo]()
$352
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 9, 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 9, 2026.
This Delta deal was found by Cheapflights users on 4/6. 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.
Tue 5/55:20 am
CHS
- SJU
1 stop6h 25m
Delta
Sat 5/97:30 am
SJU
- CHS
1 stop6h 33m
Delta
Deal found 4/6![Delta logo]()
$292
This American Airlines deal was found by Cheapflights users on 4/9. 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.
Mon 5/45:00 am
CHS
- SJU
1 stop15h 51m
American Airlines
Sat 5/97:25 am
SJU
- CHS
1 stop6h 34m
American Airlines
Deal found 4/9![American Airlines logo]()
$312
This Southwest deal was found by Cheapflights users on 4/6. 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.
Wed 5/67:40 am
CHS
- NAS
2 stops10h 50m
Southwest
Wed 5/138:45 am
NAS
- CHS
2 stops9h 50m
Southwest
Deal found 4/6![Southwest logo]()
$413
This Priceline deal was found by Cheapflights users on 4/8. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/239:29 am
CHS
- SDQ
1 stop8h 53m
JetBlue
Sat 5/309:05 pm
SDQ
- CHS
1 stop11h 34m
JetBlue
Deal found 4/8![JetBlue logo]()
$434
This CheapOair deal was found by Cheapflights users on 4/9. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/48:12 pm
CHS
- SJU
2 stops25h 30m
Multiple Airlines
Fri 5/812:59 am
SJU
- CHS
1 stop12h 45m
Multiple Airlines
Deal found 4/9![Multiple Airlines logo]()
$438
This United Airlines deal was found by Cheapflights users on 4/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/66:35 am
CHS
- NAS
1 stop7h 12m
United Airlines
Wed 5/132:35 pm
NAS
- CHS
1 stop9h 24m
United Airlines
Deal found 4/6![United Airlines logo]()
$490
This Delta deal was found by Cheapflights users on 4/8. 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.
Thu 8/61:05 pm
CHS
- SJU
1 stop9h 24m
Delta
Mon 8/102:40 pm
SJU
- CHS
1 stop7h 07m
Delta
Deal found 4/8![Delta logo]()
$312
This Copa Airlines deal was found by Cheapflights users on 4/5. 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.
Wed 6/310:00 am
CHS
- PUJ
2 stops30h 04m
Copa Airlines
Tue 6/91:59 pm
PUJ
- CHS
2 stops20h 17m
Copa Airlines
Deal found 4/5![Copa Airlines logo]()
$627
This American Airlines deal was found by Cheapflights users on 4/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/246:00 am
CHS
- MBJ
1 stop8h 08m
American Airlines
Tue 6/25:17 pm
MBJ
- CHS
1 stop5h 42m
American Airlines
Deal found 4/4![American Airlines logo]()
$352
This Delta deal was found by Cheapflights users on 4/6. 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 6/65:20 am
CHS
- SJU
1 stop6h 41m
Delta
Wed 6/1012:54 pm
SJU
- CHS
1 stop6h 05m
Delta
Deal found 4/6![Delta logo]()
$328
This American Airlines deal was found by Cheapflights users on 4/5. 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.
Sat 4/2511:14 am
CHS
- MBJ
1 stop5h 23m
American Airlines
Sat 5/94:37 pm
MBJ
- CHS
1 stop6h 47m
American Airlines
Deal found 4/5![American Airlines logo]()
$352
This Delta deal was found by Cheapflights users on 4/7. 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.
Wed 6/1711:23 am
CHS
- SJU
1 stop9h 20m
Delta
Sun 6/215:56 pm
SJU
- CHS
1 stop6h 40m
Delta
Deal found 4/7![Delta logo]()
$328
This American Airlines deal was found by Cheapflights users on 4/7. 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 8/208:28 pm
CHS
- MBJ
2 stops16h 35m
American Airlines
Mon 8/2412:47 pm
MBJ
- CHS
1 stop8h 52m
American Airlines
Deal found 4/7![American Airlines logo]()
$357
This Southwest deal was found by Cheapflights users on 4/5. 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.
Mon 5/1110:55 am
CHS
- SJU
2 stops9h 05m
Southwest
Thu 5/146:50 am
SJU
- CHS
2 stops11h 30m
Southwest
Deal found 4/5![Southwest logo]()
$437
This JetBlue deal was found by Cheapflights users on 4/6. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/2111:18 am
CHS
- SJU
1 stop7h 13m
JetBlue
Sat 4/2510:40 am
SJU
- CHS
1 stop8h 59m
JetBlue
Deal found 4/6![JetBlue logo]()
$439
This American Airlines deal was found by Cheapflights users on 4/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/167:50 pm
CHS
- MBJ
2 stops16h 57m
American Airlines
Wed 7/225:17 pm
MBJ
- CHS
2 stops15h 50m
American Airlines
Deal found 4/4![American Airlines logo]()
$357
This Southwest deal was found by Cheapflights users on 4/9. 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.
Sat 5/97:35 am
CHS
- NAS
2 stops10h 55m
Southwest
Sat 5/168:45 am
NAS
- CHS
2 stops10h 25m
Southwest
Deal found 4/9![Southwest logo]()
$450
This United Airlines deal was found by Cheapflights users on 4/7. 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 5/306:00 am
CHS
- PUJ
1 stop8h 48m
United Airlines
Sat 6/64:40 pm
PUJ
- CHS
1 stop17h 36m
United Airlines
Deal found 4/7![United Airlines logo]()
$511
This Delta deal was found by Cheapflights users on 4/5. 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 4/147:25 am
CHS
- STT
1 stop6h 26m
Delta
Mon 4/201:59 pm
STT
- CHS
1 stop6h 42m
Delta
Deal found 4/5![Delta logo]()
$385
This American Airlines deal was found by Cheapflights users on 4/8. 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 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
2 stops15h 59m
American Airlines
Deal found 4/8![American Airlines logo]()
$357
This FlightHub deal was found by Cheapflights users on 4/9. 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 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 4/9![JetBlue logo]()
$478
This Southwest deal was found by Cheapflights users on 4/8. 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 5/307:00 am
CHS
- NAS
2 stops11h 30m
Southwest
Sat 6/68:45 am
NAS
- CHS
2 stops9h 50m
Southwest
Deal found 4/8![Southwest logo]()
$450
This Delta deal was found by Cheapflights users on 4/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/2212:04 pm
CHS
- SDQ
1 stop12h 13m
Delta
Sat 4/256:05 am
SDQ
- CHS
1 stop11h 01m
Delta
Deal found 4/4![Delta logo]()
$386
This FlightHub deal was found by Cheapflights users on 4/8. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/2611:05 am
CHS
- SXM
1 stop29h 55m
Multiple Airlines
Sun 8/301:42 pm
SXM
- CHS
1 stop27h 05m
Multiple Airlines
Deal found 4/8![Multiple Airlines logo]()
$577
This American Airlines deal was found by Cheapflights users on 4/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/48:20 pm
CHS
- MBJ
1 stop16h 25m
American Airlines
Mon 6/82:08 pm
MBJ
- CHS
2 stops18h 59m
American Airlines
Deal found 4/4![American Airlines logo]()
$365
This United Airlines deal was found by Cheapflights users on 4/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/127:44 pm
CHS
- STT
2 stops19h 59m
United Airlines
Fri 5/151:22 pm
STT
- CHS
2 stops20h 51m
United Airlines
Deal found 4/5![United Airlines logo]()
$557
This Expedia deal was found by Cheapflights users on 4/7. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/295:27 pm
CHS
- SXM
1 stop19h 10m
JetBlue
Tue 8/41:42 pm
SXM
- CHS
1 stop26h 49m
JetBlue
Deal found 4/7![JetBlue logo]()
$512
This Delta deal was found by Cheapflights users on 4/6. 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.
Wed 6/35:15 am
CHS
- SJU
1 stop6h 46m
Delta
Sun 6/75:56 pm
SJU
- CHS
1 stop6h 40m
Delta
Deal found 4/6![Delta logo]()
$389
This Copa Airlines deal was found by Cheapflights users on 4/6. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/2310:00 am
CHS
- PUJ
2 stops28h 04m
Copa Airlines
Sun 7/265:37 am
PUJ
- CHS
2 stops28h 34m
Copa Airlines
Deal found 4/6![Copa Airlines logo]()
$627
This Travelocity deal was found by Cheapflights users on 4/7. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/208:14 pm
CHS
- SXM
1 stop13h 50m
Multiple Airlines
Sat 6/276:00 pm
SXM
- CHS
1 stop16h 38m
Multiple Airlines
Deal found 4/7![Multiple Airlines logo]()
$584
Last-minute flights from Charleston to CaribbeanDiscover last-minute flight deals from Charleston to Caribbean. Data last updated April 9, 2026 and is based on user searches.
Discover last-minute flight deals from Charleston to Caribbean. Data last updated April 9, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 4/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/213:01 pm
CHS
- SJU
1 stop18h 18m
Multiple Airlines
Fri 5/12:09 am
SJU
- CHS
2 stops20h 04m
Multiple Airlines
Deal found 4/5![Multiple Airlines logo]()
$298
This American Airlines deal was found by Cheapflights users on 4/6. 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 4/255:00 am
CHS
- MBJ
1 stop5h 13m
American Airlines
Sat 5/912:56 pm
MBJ
- CHS
1 stop10h 28m
American Airlines
Deal found 4/6![American Airlines logo]()
$352
This CheapOair deal was found by Cheapflights users on 4/8. 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 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 4/8![Spirit Airlines logo]()
$303
This Cheapflightsfares deal was found by Cheapflights users on 4/8. 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 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
Sat 5/912:59 am
SJU
- CHS
1 stop12h 45m
Spirit Airlines
Deal found 4/8![Spirit Airlines logo]()
$285
This Delta deal was found by Cheapflights users on 4/6. 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.
Tue 5/55:20 am
CHS
- SJU
1 stop6h 25m
Delta
Sat 5/97:30 am
SJU
- CHS
1 stop6h 33m
Delta
Deal found 4/6![Delta logo]()
$292
This CheapOair deal was found by Cheapflights users on 4/9. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/56:00 am
CHS
- SJU
1 stop10h 47m
Multiple Airlines
Fri 5/812:59 am
SJU
- CHS
1 stop12h 45m
Multiple Airlines
Deal found 4/9![Multiple Airlines logo]()
$302
This Priceline deal was found by Cheapflights users on 4/5. 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 Priceline 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
Fri 5/812:59 am
SJU
- CHS
1 stop12h 45m
Spirit Airlines
Deal found 4/5![Spirit Airlines logo]()
$269
This Cheapflightsfares deal was found by Cheapflights users on 4/5. 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 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 4/5![Spirit Airlines logo]()
$280
This Kiwi.com deal was found by Cheapflights users on 4/5. 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.
Wed 5/64:34 pm
CHS
- SJU
1 stop17h 44m
Multiple Airlines
Fri 5/83:03 am
SJU
- CHS
2 stops10h 41m
Multiple Airlines
Deal found 4/5![Multiple Airlines logo]()
$296
This Cheapflightsfares deal was found by Cheapflights users on 4/6. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/72:39 pm
CHS
- SJU
1 stop8h 03m
Spirit Airlines
Sun 5/1012:59 am
SJU
- CHS
1 stop12h 45m
Spirit Airlines
Deal found 4/6![Spirit Airlines logo]()
$289
This Priceline deal was found by Cheapflights users on 4/8. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/82:39 pm
CHS
- SJU
1 stop8h 03m
Spirit Airlines
Tue 5/1212:59 am
SJU
- CHS
1 stop12h 45m
Spirit Airlines
Deal found 4/8![Spirit Airlines logo]()
$286
This American Airlines deal was found by Cheapflights users on 4/6. 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.
Sun 5/246:00 am
CHS
- MBJ
1 stop8h 08m
American Airlines
Tue 6/22:08 pm
MBJ
- CHS
2 stops18h 59m
American Airlines
Deal found 4/6![American Airlines logo]()
$357
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 9, 2026.
Search for one-way flight options from Charleston to Caribbean. Find affordable one-way fares based on user searches. Data last updated April 9, 2026.
This CheapOair deal was found by Cheapflights users on 4/7. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/72:39 pm
CHS
- SJU
1 stop8h 03m
Spirit Airlines
Deal found 4/7![Spirit Airlines logo]()
$137
This Cheapflightsfares deal was found by Cheapflights users on 4/8. 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 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
Deal found 4/8![Spirit Airlines logo]()
$142
This Kiwi.com deal was found by Cheapflights users on 4/7. 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.
Tue 6/22:39 pm
CHS
- SXM
2 stops17h 51m
Multiple Airlines
Deal found 4/7![Multiple Airlines logo]()
$145
This Delta deal was found by Cheapflights users on 4/6. 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 6/138:05 am
CHS
- SJU
1 stop8h 41m
Delta
Deal found 4/6![Delta logo]()
$146
This Kiwi.com deal was found by Cheapflights users on 4/7. 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.
Tue 4/213:01 pm
CHS
- SJU
1 stop7h 47m
Multiple Airlines
Deal found 4/7![Multiple Airlines logo]()
$147
This American Airlines deal was found by Cheapflights users on 4/7. 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.
Sat 5/168:17 pm
CHS
- SJU
1 stop14h 31m
American Airlines
Deal found 4/7![American Airlines logo]()
$149
This Cheapflightsfares deal was found by Cheapflights users on 4/8. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/72:27 pm
CHS
- SJU
1 stop7h 03m
Spirit Airlines
Deal found 4/8![Spirit Airlines logo]()
$150
This Kiwi.com deal was found by Cheapflights users on 4/7. 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.
Sat 7/48:56 pm
CHS
- NAS
1 stop11h 59m
Breeze Airways
Deal found 4/7![Breeze Airways logo]()
$150
This Kiwi.com deal was found by Cheapflights users on 4/8. 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.
Tue 5/52:39 pm
CHS
- SDQ
1 stop14h 50m
Multiple Airlines
Deal found 4/8![Multiple Airlines logo]()
$152
This Kiwi.com deal was found by Cheapflights users on 4/7. 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.
Thu 7/98:20 pm
CHS
- NAS
1 stop12h 35m
Breeze Airways
Deal found 4/7![Breeze Airways logo]()
$152
This American Airlines deal was found by Cheapflights users on 4/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/96:40 am
CHS
- MBJ
1 stop5h 39m
American Airlines
Deal found 4/4![American Airlines logo]()
$152
This Delta deal was found by Cheapflights users on 4/8. 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.
Mon 6/151:11 pm
CHS
- SJU
1 stop7h 32m
Delta
Deal found 4/8![Delta logo]()
$156
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 9, 2026.
Round-trip from | $269 (Kiwi.com) |
|---|---|
One-way from | $137 (CheapOair) |
Popular in | August |
Cheapest in | July |
Average price | $427 |
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 9, 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
Tue 5/5
5:20 am-11:45 am
1 stop6h 25m
San Juan Luis Munoz Marin Intl
Sat 5/9
7:30 am-2:03 pm
1 stop6h 33m
$292
CharlestonSan Juan
CHS - SJU
CHSSJU
Charleston
Mon 5/4
5:00 am-8:51 pm
1 stop15h 51m
San Juan Luis Munoz Marin Intl
Sat 5/9
7:25 am-1:59 pm
1 stop6h 34m
$312
CharlestonSan Juan
CHS - SJU
CHSSJU
Charleston
Thu 8/6
1:05 pm-10:29 pm
1 stop9h 24m
San Juan Luis Munoz Marin Intl
Mon 8/10
2:40 pm-9:47 pm
1 stop7h 07m
$312
CharlestonSan Juan
CHS - SJU
CHSSJU
Charleston
Sat 6/6
5:20 am-12:01 pm
1 stop6h 41m
San Juan Luis Munoz Marin Intl
Wed 6/10
12:54 pm-6:59 pm
1 stop6h 05m
$328
CharlestonSan Juan
CHS - SJU
CHSSJU
Charleston
Wed 6/17
11:23 am-8:43 pm
1 stop9h 20m
San Juan Luis Munoz Marin Intl
Sun 6/21
5:56 pm-12:36 am
1 stop6h 40m
$328
CharlestonMontego Bay
CHS - MBJ
CHSMBJ
Charleston
Sun 5/24
6:00 am-1:08 pm
1 stop8h 08m
Montego Bay Sangster Intl
Tue 6/2
5:17 pm-11:59 pm
1 stop5h 42m
$352
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 5/9
4:37 pm-12:24 am
1 stop6h 47m
$352
CharlestonMontego Bay
CHS - MBJ
CHSMBJ
Charleston
Thu 8/20
8:28 pm-12:03 pm
2 stops16h 35m
Montego Bay Sangster Intl
Mon 8/24
12:47 pm-10:39 pm
1 stop8h 52m
$357
CharlestonMontego Bay
CHS - MBJ
CHSMBJ
Charleston
Thu 7/16
7:50 pm-11:47 am
2 stops16h 57m
Montego Bay Sangster Intl
Wed 7/22
5:17 pm-10:07 am
2 stops15h 50m
$357
CharlestonMontego Bay
CHS - MBJ
CHSMBJ
Charleston
Tue 6/30
6:06 am-1:55 pm
1 stop8h 49m
Montego Bay Sangster Intl
Fri 7/3
5:17 pm-10:16 am
2 stops15h 59m
$357
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-MBJ
CHS-NAS
CHS-SDQ
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-MBJ
CHS-NAS
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 9, 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.
Boarding
8.1
Overall
7.9
Entertainment
7.8
Comfort
7.9
Food
7.2
Crew
8.5
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Boarding
8.1
Overall
7.9
Entertainment
7.8
Comfort
7.9
Food
7.2
Crew
8.5
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Boarding
8.1
Overall
7.9
Entertainment
7.8
Comfort
7.9
Food
7.2
Crew
8.5
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Boarding
8.1
Overall
7.9
Entertainment
7.8
Comfort
7.9
Food
7.2
Crew
8.5
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Boarding
8.1
Overall
7.9
Entertainment
7.8
Comfort
7.9
Food
7.2
Crew
8.5
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Boarding
8.1
Overall
7.9
Entertainment
7.8
Comfort
7.9
Food
7.2
Crew
8.5
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.
Alternative routes
Complete your trip
Flights by cabin class
Other flight options
Popular flights
Top countries
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 9, 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 9, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$84 | Average$168 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$111 | Average$346 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$146 | Average$520 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$188 | Average$567 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$192 | Average$385 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$271 | Average$549 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$371 | Average$657 | FlexibilityNo cancel fee | On-time63% |