$96+ 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 4/7. Fares are subject to change and may not be available on all flights or dates of travel.
CHS — SJU
Apr 23 — Apr 301
Round-trip
1 adult, Economy
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Find cheap flights from Charleston to Caribbean with Cheapflights
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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 March 24, 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 March 24, 2026.
This Kiwi.com deal was found by Cheapflights users on 3/22. Clicking the “Pick Dates” 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 4/118:07 am
CHS
- SJU
1 stop10h 48m
Multiple Airlines
Mon 4/131:45 am
SJU
- CHS
1 stop6h 53m
Multiple Airlines
Deal found 3/22![Multiple Airlines logo]()
$289
This American Airlines deal was found by Cheapflights users on 3/24. 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.
Sun 5/106:35 am
CHS
- SJU
1 stop14h 16m
American Airlines
Thu 5/147:00 pm
SJU
- CHS
1 stop5h 24m
American Airlines
Deal found 3/24![American Airlines logo]()
$292
This American Airlines deal was found by Cheapflights users on 3/23. 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.
Wed 8/1910:49 am
CHS
- SJU
1 stop7h 26m
American Airlines
Mon 8/247:05 pm
SJU
- CHS
1 stop5h 11m
American Airlines
Deal found 3/23![American Airlines logo]()
$297
This American Airlines deal was found by Cheapflights users on 3/20. Clicking the “Pick Dates” 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 4/178:09 pm
CHS
- SJU
1 stop13h 02m
American Airlines
Tue 4/217:00 pm
SJU
- CHS
1 stop15h 34m
American Airlines
Deal found 3/20![American Airlines logo]()
$298
This CheapOair deal was found by Cheapflights users on 3/19. Clicking the “Pick Dates” 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 3/268:07 am
CHS
- SJU
1 stop10h 48m
Spirit Airlines
Fri 4/37:54 pm
SJU
- CHS
1 stop26h 19m
Spirit Airlines
Deal found 3/19![Spirit Airlines logo]()
$308
This CheapOair deal was found by Cheapflights users on 3/24. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/18:07 am
CHS
- SJU
1 stop10h 48m
Spirit Airlines
Sat 4/47:54 pm
SJU
- CHS
1 stop26h 19m
Spirit Airlines
Deal found 3/24![Spirit Airlines logo]()
$309
This Kiwi.com deal was found by Cheapflights users on 3/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/108:07 am
CHS
- SJU
1 stop28h 26m
Multiple Airlines
Mon 4/131:45 am
SJU
- CHS
1 stop6h 53m
Multiple Airlines
Deal found 3/22![Multiple Airlines logo]()
$310
This CheapOair deal was found by Cheapflights users on 3/22. Clicking the “Pick Dates” 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 4/88:07 am
CHS
- SJU
1 stop10h 48m
Multiple Airlines
Wed 4/155:01 am
SJU
- CHS
1 stop10h 36m
Multiple Airlines
Deal found 3/22![Multiple Airlines logo]()
$317
This CheapOair deal was found by Cheapflights users on 3/23. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/18:07 am
CHS
- SJU
1 stop10h 48m
Spirit Airlines
Mon 4/67:54 pm
SJU
- CHS
1 stop26h 19m
Spirit Airlines
Deal found 3/23![Spirit Airlines logo]()
$319
This Mytrip deal was found by Cheapflights users on 3/19. Clicking the “Pick Dates” 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.
Fri 3/278:07 am
CHS
- SJU
1 stop10h 48m
Spirit Airlines
Fri 4/38:47 pm
SJU
- CHS
2 stops25h 26m
Spirit Airlines
Deal found 3/19![Spirit Airlines logo]()
$320
This Delta deal was found by Cheapflights users on 3/23. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/131:05 pm
CHS
- SJU
1 stop9h 22m
Delta
Tue 6/237:30 am
SJU
- CHS
1 stop9h 48m
Delta
Deal found 3/23![Delta logo]()
$326
This Priceline deal was found by Cheapflights users on 3/23. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/104:10 pm
CHS
- MBJ
1 stop19h 22m
Multiple Airlines
Wed 4/158:41 am
MBJ
- CHS
1 stop9h 36m
Multiple Airlines
Deal found 3/23![Multiple Airlines logo]()
$340
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 March 24, 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 March 24, 2026.
This Delta deal was found by Cheapflights users on 3/21. Clicking the “Pick Dates” 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 6/137:05 am
CHS
- SJU
1 stop9h 41m
Delta
Tue 6/237:30 am
SJU
- CHS
1 stop8h 31m
Delta
Deal found 3/21![Delta logo]()
$326
This American Airlines deal was found by Cheapflights users on 3/21. Clicking the “Pick Dates” 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 3/21![American Airlines logo]()
$352
This United Airlines deal was found by Cheapflights users on 3/23. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/96:50 am
CHS
- MBJ
1 stop7h 40m
United Airlines
Sat 6/134:12 pm
MBJ
- CHS
1 stop17h 04m
United Airlines
Deal found 3/23![United Airlines logo]()
$352
This JetBlue deal was found by Cheapflights users on 3/22. Clicking the “Pick Dates” 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 5/25:59 pm
CHS
- SDQ
1 stop7h 34m
JetBlue
Wed 5/65:50 am
SDQ
- CHS
1 stop11h 07m
JetBlue
Deal found 3/22![JetBlue logo]()
$393
This Southwest deal was found by Cheapflights users on 3/23. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/287:40 am
CHS
- NAS
2 stops10h 50m
Southwest
Sat 5/28:45 am
NAS
- CHS
2 stops10h 25m
Southwest
Deal found 3/23![Southwest logo]()
$421
This Kiwi.com deal was found by Cheapflights users on 3/19. Clicking the “Pick Dates” 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 4/45:16 pm
CHS
- STT
2 stops22h 12m
Multiple Airlines
Wed 4/82:36 pm
STT
- CHS
1 stop18h 02m
Multiple Airlines
Deal found 3/19![Multiple Airlines logo]()
$469
This Mytrip deal was found by Cheapflights users on 3/23. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/78:07 am
CHS
- SXM
1 stop5h 23m
Spirit Airlines
Mon 4/132:35 pm
SXM
- CHS
3 stops20h 34m
Spirit Airlines
Deal found 3/23![Spirit Airlines logo]()
$470
This Copa Airlines deal was found by Cheapflights users on 3/20. Clicking the “Pick Dates” 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 5/26:00 am
CHS
- AUA
2 stops15h 57m
Copa Airlines
Tue 5/53:43 pm
AUA
- CHS
2 stops18h 30m
Copa Airlines
Deal found 3/20![Copa Airlines logo]()
$573
This Delta deal was found by Cheapflights users on 3/19. Clicking the “Pick Dates” 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 5/86:15 am
CHS
- MBJ
1 stop10h 19m
Delta
Mon 5/114:59 pm
MBJ
- CHS
1 stop6h 00m
Delta
Deal found 3/19![Delta logo]()
$352
This American Airlines deal was found by Cheapflights users on 3/21. Clicking the “Pick Dates” 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 3/21![American Airlines logo]()
$352
This United Airlines deal was found by Cheapflights users on 3/21. Clicking the “Pick Dates” 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 4/276:00 am
CHS
- STT
1 stop9h 31m
United Airlines
Fri 5/14:45 pm
STT
- CHS
1 stop7h 14m
United Airlines
Deal found 3/21![United Airlines logo]()
$360
This American Airlines deal was found by Cheapflights users on 3/22. Clicking the “Pick Dates” 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 6/306:18 pm
CHS
- MBJ
2 stops18h 27m
American Airlines
Fri 7/35:17 pm
MBJ
- CHS
2 stops15h 59m
American Airlines
Deal found 3/22![American Airlines logo]()
$357
This JetBlue deal was found by Cheapflights users on 3/19. Clicking the “Pick Dates” 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 4/258:34 pm
CHS
- NAS
1 stop11h 33m
JetBlue
Tue 4/281:08 pm
NAS
- CHS
1 stop6h 09m
JetBlue
Deal found 3/19![JetBlue logo]()
$395
This Delta deal was found by Cheapflights users on 3/24. 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 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 4/203:05 pm
STT
- CHS
1 stop9h 17m
Delta
Deal found 3/24![Delta logo]()
$360
This United Airlines deal was found by Cheapflights users on 3/19. Clicking the “Pick Dates” 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 4/216:00 am
CHS
- STT
1 stop6h 20m
United Airlines
Thu 4/232:10 pm
STT
- CHS
1 stop9h 22m
United Airlines
Deal found 3/19![United Airlines logo]()
$380
This Southwest deal was found by Cheapflights users on 3/22. Clicking the “Pick Dates” 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 3/22![Southwest logo]()
$421
This American Airlines deal was found by Cheapflights users on 3/23. 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 4/148:09 pm
CHS
- STT
1 stop15h 26m
American Airlines
Mon 4/2012:25 pm
STT
- CHS
1 stop11h 59m
American Airlines
Deal found 3/23![American Airlines logo]()
$360
This JetBlue deal was found by Cheapflights users on 3/20. Clicking the “Pick Dates” 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 4/188:34 pm
CHS
- MBJ
1 stop12h 07m
JetBlue
Tue 4/218:41 am
MBJ
- CHS
1 stop9h 36m
JetBlue
Deal found 3/20![JetBlue logo]()
$408
This Delta deal was found by Cheapflights users on 3/20. Clicking the “Pick Dates” 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 4/306:00 am
CHS
- SDQ
1 stop12h 34m
Delta
Sun 5/32:37 pm
SDQ
- CHS
1 stop9h 45m
Delta
Deal found 3/20![Delta logo]()
$385
This United Airlines deal was found by Cheapflights users on 3/22. Clicking the “Pick Dates” 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 5/27:00 am
CHS
- SDQ
1 stop7h 10m
United Airlines
Sat 5/93:20 pm
SDQ
- CHS
1 stop8h 39m
United Airlines
Deal found 3/22![United Airlines logo]()
$385
This Southwest deal was found by Cheapflights users on 3/22. Clicking the “Pick Dates” 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
2 stops9h 15m
Southwest
Mon 8/35:00 am
SJU
- CHS
2 stops8h 15m
Southwest
Deal found 3/22![Southwest logo]()
$424
This American Airlines deal was found by Cheapflights users on 3/19. Clicking the “Pick Dates” 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 7/167:21 pm
CHS
- MBJ
1 stop21h 53m
American Airlines
Wed 7/225:17 pm
MBJ
- CHS
2 stops15h 50m
American Airlines
Deal found 3/19![American Airlines logo]()
$364
This Southwest deal was found by Cheapflights users on 3/23. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/2710:35 am
CHS
- SJU
1 stop10h 40m
Southwest
Mon 8/311:35 am
SJU
- CHS
2 stops10h 00m
Southwest
Deal found 3/23![Southwest logo]()
$424
This Delta deal was found by Cheapflights users on 3/19. Clicking the “Pick Dates” 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 4/226:25 am
CHS
- SDQ
1 stop6h 47m
Delta
Sat 4/256:05 am
SDQ
- CHS
2 stops14h 36m
Delta
Deal found 3/19![Delta logo]()
$389
This Priceline deal was found by Cheapflights users on 3/19. Clicking the “Pick Dates” 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 4/178:12 pm
CHS
- NAS
1 stop13h 05m
JetBlue
Mon 4/201:08 pm
NAS
- CHS
1 stop6h 09m
JetBlue
Deal found 3/19![JetBlue logo]()
$436
This American Airlines deal was found by Cheapflights users on 3/19. Clicking the “Pick Dates” 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 6/188:20 pm
CHS
- MBJ
1 stop17h 48m
American Airlines
Tue 6/235:17 pm
MBJ
- CHS
2 stops17h 51m
American Airlines
Deal found 3/19![American Airlines logo]()
$365
This United Airlines deal was found by Cheapflights users on 3/20. Clicking the “Pick Dates” 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 4/276:00 am
CHS
- SJU
1 stop8h 44m
United Airlines
Sun 5/31:00 am
SJU
- CHS
1 stop8h 10m
United Airlines
Deal found 3/20![United Airlines logo]()
$416
This Southwest deal was found by Cheapflights users on 3/21. Clicking the “Pick Dates” 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 5/211:15 am
CHS
- SJU
2 stops10h 10m
Southwest
Tue 5/55:35 am
SJU
- CHS
2 stops12h 05m
Southwest
Deal found 3/21![Southwest logo]()
$444
This Kiwi.com deal was found by Cheapflights users on 3/23. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/63:21 pm
CHS
- SXM
2 stops22h 09m
Multiple Airlines
Thu 4/92:35 pm
SXM
- CHS
1 stop7h 38m
Multiple Airlines
Deal found 3/23![Multiple Airlines logo]()
$593
This Priceline deal was found by Cheapflights users on 3/23. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/68:07 am
CHS
- SXM
1 stop5h 23m
Spirit Airlines
Thu 4/92:35 pm
SXM
- CHS
1 stop7h 38m
Spirit Airlines
Deal found 3/23![Spirit Airlines logo]()
$630
Last-minute flights from Charleston to CaribbeanDiscover last-minute flight deals from Charleston to Caribbean. Data last updated March 24, 2026 and is based on user searches.
Discover last-minute flight deals from Charleston to Caribbean. Data last updated March 24, 2026 and is based on user searches.
This CheapOair deal was found by Cheapflights users on 3/19. Clicking the “Pick Dates” 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 3/268:07 am
CHS
- SJU
1 stop10h 48m
Spirit Airlines
Fri 4/37:54 pm
SJU
- CHS
1 stop26h 19m
Spirit Airlines
Deal found 3/19![Spirit Airlines logo]()
$308
This Mytrip deal was found by Cheapflights users on 3/19. Clicking the “Pick Dates” 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.
Fri 3/278:07 am
CHS
- SJU
1 stop10h 48m
Spirit Airlines
Fri 4/38:47 pm
SJU
- CHS
2 stops25h 26m
Spirit Airlines
Deal found 3/19![Spirit Airlines logo]()
$320
This CheapOair deal was found by Cheapflights users on 3/24. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/18:07 am
CHS
- SJU
1 stop10h 48m
Spirit Airlines
Sat 4/47:54 pm
SJU
- CHS
1 stop26h 19m
Spirit Airlines
Deal found 3/24![Spirit Airlines logo]()
$309
This CheapOair deal was found by Cheapflights users on 3/23. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/18:07 am
CHS
- SJU
1 stop10h 48m
Spirit Airlines
Mon 4/67:54 pm
SJU
- CHS
1 stop26h 19m
Spirit Airlines
Deal found 3/23![Spirit Airlines logo]()
$319
This Cheapflightsfares deal was found by Cheapflights users on 3/24. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/18:07 am
CHS
- SJU
1 stop10h 48m
Spirit Airlines
Wed 4/812:55 pm
SJU
- CHS
1 stop9h 18m
Spirit Airlines
Deal found 3/24![Spirit Airlines logo]()
$326
This CheapOair deal was found by Cheapflights users on 3/22. Clicking the “Pick Dates” 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 4/88:07 am
CHS
- SJU
1 stop10h 48m
Multiple Airlines
Wed 4/155:01 am
SJU
- CHS
1 stop10h 36m
Multiple Airlines
Deal found 3/22![Multiple Airlines logo]()
$317
This Kiwi.com deal was found by Cheapflights users on 3/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/108:07 am
CHS
- SJU
1 stop28h 26m
Multiple Airlines
Mon 4/131:45 am
SJU
- CHS
1 stop6h 53m
Multiple Airlines
Deal found 3/22![Multiple Airlines logo]()
$310
This Priceline deal was found by Cheapflights users on 3/23. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/104:10 pm
CHS
- MBJ
1 stop19h 22m
Multiple Airlines
Wed 4/158:41 am
MBJ
- CHS
1 stop9h 36m
Multiple Airlines
Deal found 3/23![Multiple Airlines logo]()
$340
This Kiwi.com deal was found by Cheapflights users on 3/22. Clicking the “Pick Dates” 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 4/118:07 am
CHS
- SJU
1 stop10h 48m
Multiple Airlines
Mon 4/131:45 am
SJU
- CHS
1 stop6h 53m
Multiple Airlines
Deal found 3/22![Multiple Airlines logo]()
$289
This Kiwi.com deal was found by Cheapflights users on 3/23. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/148:07 am
CHS
- STT
1 stop7h 21m
Multiple Airlines
Mon 4/2010:49 am
STT
- CHS
1 stop21h 49m
Multiple Airlines
Deal found 3/23![Multiple Airlines logo]()
$343
This American Airlines deal was found by Cheapflights users on 3/22. Clicking the “Pick Dates” 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 4/178:09 pm
CHS
- SJU
1 stop13h 02m
American Airlines
Tue 4/217:00 pm
SJU
- CHS
1 stop5h 24m
American Airlines
Deal found 3/22![American Airlines logo]()
$292
This American Airlines deal was found by Cheapflights users on 3/23. 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.
Wed 4/296:35 am
CHS
- SJU
1 stop14h 16m
American Airlines
Sun 5/37:00 pm
SJU
- CHS
1 stop15h 34m
American Airlines
Deal found 3/23![American Airlines logo]()
$297
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 March 24, 2026.
Search for one-way flight options from Charleston to Caribbean. Find affordable one-way fares based on user searches. Data last updated March 24, 2026.
This Priceline deal was found by Cheapflights users on 3/23. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/78:07 am
CHS
- SXM
1 stop5h 23m
Spirit Airlines
Deal found 3/23![Spirit Airlines logo]()
$96
This Priceline deal was found by Cheapflights users on 3/21. Clicking the “Pick Dates” 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 4/93:54 pm
CHS
- SJU
1 stop8h 35m
Frontier
Deal found 3/21![Frontier logo]()
$98
This Cheapflightsfares deal was found by Cheapflights users on 3/21. Clicking the “Pick Dates” 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 4/88:07 am
CHS
- SJU
1 stop10h 48m
Spirit Airlines
Deal found 3/21![Spirit Airlines logo]()
$106
This Priceline deal was found by Cheapflights users on 3/23. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/118:07 am
CHS
- SJU
1 stop10h 48m
Spirit Airlines
Deal found 3/23![Spirit Airlines logo]()
$107
This Priceline deal was found by Cheapflights users on 3/20. Clicking the “Pick Dates” 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
- STT
1 stop7h 21m
Spirit Airlines
Deal found 3/20![Spirit Airlines logo]()
$139
This American Airlines deal was found by Cheapflights users on 3/23. 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.
Fri 4/178:09 pm
CHS
- SJU
1 stop13h 02m
American Airlines
Deal found 3/23![American Airlines logo]()
$146
This Kiwi.com deal was found by Cheapflights users on 3/20. Clicking the “Pick Dates” 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 3/20![Breeze Airways logo]()
$148
This American Airlines deal was found by Cheapflights users on 3/24. 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 4/224:41 pm
CHS
- SJU
1 stop11h 51m
American Airlines
Deal found 3/24![American Airlines logo]()
$151
This United Airlines deal was found by Cheapflights users on 3/23. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/910:00 am
CHS
- MBJ
1 stop6h 10m
United Airlines
Deal found 3/23![United Airlines logo]()
$152
This Cheapflightsfares deal was found by Cheapflights users on 3/21. Clicking the “Pick Dates” 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 5/3010:39 am
CHS
- MBJ
1 stop5h 29m
JetBlue
Deal found 3/21![JetBlue logo]()
$154
This Kiwi.com deal was found by Cheapflights users on 3/21. Clicking the “Pick Dates” 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 4/88:07 am
CHS
- SJU
2 stops16h 45m
Multiple Airlines
Deal found 3/21![Multiple Airlines logo]()
$155
This American Airlines deal was found by Cheapflights users on 3/21. Clicking the “Pick Dates” 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 5/297:50 pm
CHS
- MBJ
2 stops16h 55m
American Airlines
Deal found 3/21![American Airlines logo]()
$158
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 March 24, 2026.
Round-trip from | $289 (Kiwi.com) |
|---|---|
One-way from | $96 (Priceline) |
Popular in | August |
Cheapest in | January |
Average price | $502 |
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 March 24, 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
Sat 6/13
7:05 am-4:46 pm
1 stop9h 41m
San Juan Luis Munoz Marin Intl
Tue 6/23
7:30 am-4:01 pm
1 stop8h 31m
$326
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
Tue 6/9
6:50 am-1:30 pm
1 stop7h 40m
Montego Bay Sangster Intl
Sat 6/13
4:12 pm-10:16 am
1 stop17h 04m
$352
CharlestonMontego Bay
CHS - MBJ
CHSMBJ
Charleston
Fri 5/8
6:15 am-3:34 pm
1 stop10h 19m
Montego Bay Sangster Intl
Mon 5/11
4:59 pm-11:59 pm
1 stop6h 00m
$352
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
Tue 6/30
6:18 pm-11:45 am
2 stops18h 27m
Montego Bay Sangster Intl
Fri 7/3
5:17 pm-10:16 am
2 stops15h 59m
$357
CharlestonSaint Thomas Island
CHS - STT
CHSSTT
Charleston
Mon 4/27
6:00 am-3:31 pm
1 stop9h 31m
Saint Thomas Island Cyril E King
Fri 5/1
4:45 pm-11:59 pm
1 stop7h 14m
$360
CharlestonSaint Thomas Island
CHS - STT
CHSSTT
Charleston
Tue 4/14
7:25 am-1:51 pm
1 stop6h 26m
Saint Thomas Island Cyril E King
Mon 4/20
3:05 pm-12:22 am
1 stop9h 17m
$360
CharlestonSaint Thomas Island
CHS - STT
CHSSTT
Charleston
Tue 4/14
8:09 pm-11:35 am
1 stop15h 26m
Saint Thomas Island Cyril E King
Mon 4/20
12:25 pm-12:24 am
1 stop11h 59m
$360
CharlestonMontego Bay
CHS - MBJ
CHSMBJ
Charleston
Thu 7/16
7:21 pm-4:14 pm
1 stop21h 53m
Montego Bay Sangster Intl
Wed 7/22
5:17 pm-10:07 am
2 stops15h 50m
$364
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-STT
CHS-SXM
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-MBJ
CHS-STT
CHS-SXM
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 March 24, 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
Food
7.2
Crew
8.5
Entertainment
7.8
Comfort
7.9
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Overall
7.9
Boarding
8.1
Food
7.2
Crew
8.5
Entertainment
7.8
Comfort
7.9
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Overall
7.9
Boarding
8.1
Food
7.2
Crew
8.5
Entertainment
7.8
Comfort
7.9
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Overall
7.9
Boarding
8.1
Food
7.2
Crew
8.5
Entertainment
7.8
Comfort
7.9
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Overall
7.9
Boarding
8.1
Food
7.2
Crew
8.5
Entertainment
7.8
Comfort
7.9
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Overall
7.9
Boarding
8.1
Food
7.2
Crew
8.5
Entertainment
7.8
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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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 March 24, 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 March 24, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$84 | Average$168 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$111 | Average$336 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$156 | Average$532 | 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$550 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$371 | Average$637 | FlexibilityNo cancel fee | On-time63% |