Caribbean

$98+ 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 4/9. Fares are subject to change and may not be available on all flights or dates of travel.
CHS — SJU
Apr 22 — Apr 291
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Cheap flight deals from Charleston to Caribbean

Cheapest flights from Charleston to Caribbean
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 23, 2026.

This Cheapflightsfares deal was found by Cheapflights users on 3/18. Clicking the “Pick Dates” 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.
Fri 3/278:07 am
CHS
-
SJU
1 stop10h 48m
Spirit Airlines
Fri 4/312:55 pm
SJU
-
CHS
1 stop9h 18m
Spirit Airlines
Deal found 3/18$267
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/248:07 am
CHS
-
SJU
1 stop10h 48m
Spirit Airlines
Tue 4/712:55 pm
SJU
-
CHS
1 stop9h 18m
Spirit Airlines
Deal found 3/19$269
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$289
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.
Sun 5/105:00 am
CHS
-
SJU
1 stop15h 51m
American Airlines
Thu 5/147:00 pm
SJU
-
CHS
1 stop15h 34m
American Airlines
Deal found 3/20$292
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.
Wed 8/195:00 am
CHS
-
SJU
2 stops10h 59m
American Airlines
Mon 8/241:35 pm
SJU
-
CHS
1 stop10h 41m
American Airlines
Deal found 3/20$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$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$308
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
Sat 4/47:54 pm
SJU
-
CHS
1 stop26h 19m
Spirit Airlines
Deal found 3/23$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$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$317
This Expedia deal was found by Cheapflights users on 3/18. Clicking the “Pick Dates” 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.
Thu 4/28:07 am
CHS
-
STT
1 stop7h 21m
Spirit Airlines
Mon 4/64:35 pm
STT
-
CHS
1 stop5h 38m
Spirit Airlines
Deal found 3/18$341
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$343

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 23, 2026.

Round-trip from

$289
(Kiwi.com)

One-way from

$98
(Priceline)

Popular in

August

Cheapest in

January

Average price

$502
From Charleston to Caribbean
One-way flight from Charleston to Caribbean
Highest demand for flights based on searches. 2% potential increase in price ($13 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease ($12 potential savings vs. average RT price).
Average for round-trip flights in March 2026

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 23, 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

Price

Cheapest round-trip

CharlestonSan Juan

CHS - SJU

CHSSJU

Charleston

Tue 5/5

2:20 pm-11:13 pm

1 stop8h 53m

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

Sat 6/13

1:05 pm-10:27 pm

1 stop9h 22m

San Juan Luis Munoz Marin Intl

Tue 6/23

7:30 am-5:18 pm

1 stop9h 48m

$326

CharlestonMontego Bay

CHS - MBJ

CHSMBJ

Charleston

Sat 5/9

6:00 am-3:10 pm

1 stop10h 10m

Montego Bay Sangster Intl

Sat 5/16

4:12 pm-10:03 am

1 stop16h 51m

$352

CharlestonMontego Bay

CHS - MBJ

CHSMBJ

Charleston

Mon 6/1

7:50 pm-1:08 pm

2 stops18h 18m

Montego Bay Sangster Intl

Thu 7/30

2:09 pm-11:59 pm

1 stop8h 50m

$357

CharlestonMontego Bay

CHS - MBJ

CHSMBJ

Charleston

Sat 6/20

7:50 pm-1:08 pm

2 stops18h 18m

Montego Bay Sangster Intl

Fri 6/26

5:17 pm-10:20 am

2 stops16h 03m

$357

CharlestonMontego Bay

CHS - MBJ

CHSMBJ

Charleston

Fri 5/1

5:00 am-9:13 am

1 stop5h 13m

Montego Bay Sangster Intl

Tue 5/5

12:56 pm-8:32 am

2 stops18h 36m

$357

CharlestonMontego Bay

CHS - MBJ

CHSMBJ

Charleston

Sat 4/25

8:17 pm-9:13 am

1 stop13h 56m

Montego Bay Sangster Intl

Sat 5/9

4:37 pm-8:31 am

2 stops14h 54m

$357

CharlestonSaint Thomas Island

CHS - STT

CHSSTT

Charleston

Tue 5/12

10:38 am-9:54 am

1 stop23h 16m

Saint Thomas Island Cyril E King

Tue 5/19

10:49 am-9:38 am

1 stop22h 49m

$359

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

6:25 am-1:51 pm

1 stop7h 26m

Saint Thomas Island Cyril E King

Mon 4/20

3:05 pm-12:22 am

1 stop9h 17m

$360

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/18

Showing 1-10 of 60 resultsSorted by cheapest first
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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.
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

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 23, 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.

Food

7.2

Overall

7.9

Entertainment

7.8

Comfort

7.9

Crew

8.5

Boarding

8.1

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

Food

7.2

Overall

7.9

Entertainment

7.8

Comfort

7.9

Crew

8.5

Boarding

8.1

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

Food

7.2

Overall

7.9

Entertainment

7.8

Comfort

7.9

Crew

8.5

Boarding

8.1

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

Food

7.2

Overall

7.9

Entertainment

7.8

Comfort

7.9

Crew

8.5

Boarding

8.1

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

Food

7.2

Overall

7.9

Entertainment

7.8

Comfort

7.9

Crew

8.5

Boarding

8.1

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

Food

7.2

Overall

7.9

Entertainment

7.8

Comfort

7.9

Crew

8.5

Boarding

8.1

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

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.
  • What airport do you fly from for flights from Charleston to Caribbean?

    If you book a flight to Caribbean from Charleston, you will be flying from Charleston, which is the city’s only airport. Charleston (CHS) is located 10.2 mi from the center of Charleston.

  • How long is the flight from Charleston to Caribbean?

    A quick flight from Charleston to Caribbean can take about 8h 53m. Delta provides one of the quickest options available for as low as $292. Charleston and Caribbean are separated by a distance of 1323 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines to fly from Charleston to Caribbean one-way?

    The cheapest airlines for a one-way flight from Charleston to Caribbean are Spirit Airlines ($86), American Airlines ($94), and Delta ($94).

  • What are the most popular routes from Charleston to Caribbean?

  • Can I find deals for flights from Charleston to Caribbean that include hotel bookings?

    Yes. In addition to deals on Charleston to Caribbean flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Charleston to Caribbean?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Charleston to Caribbean.

  • Can I find deals for business class flights from Charleston to Caribbean?

    Yes. Cheapflights offers flight deals from Charleston to Caribbean by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • 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.

See more FAQs

Browse thousands of different 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.

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 23, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$84Average$168FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$111Average$336FlexibilityNo cancel feeOn-time65%
DeltaCheapest$156Average$532FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$188Average$567FlexibilityNo cancel feeOn-time69%
JetBlueCheapest$192Average$385FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$271Average$550FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$371Average$637FlexibilityNo cancel feeOn-time63%

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