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$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 9/15. Fares are subject to change and may not be available on all flights or dates of travel.
CHS — SJU
Aug 22 — Aug 291
Fri 8/22
Fri 8/29
1 adult, Economy
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Cheap flight deals from Charleston to Caribbean

Keep the following information in mind while searching for Charleston to Caribbean flight deals. Data was last updated August 17, 2025.

Round-trip from

$248
(Kiwi.com)

One-way from

$98
(Kiwi.com)

Popular in

December

Cheapest in

October

Average price

$513
From Charleston to Caribbean
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One-way flight from Charleston to Caribbean
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Highest demand for flights based on searches. 6% potential increase in price ($31 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($18 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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Find 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 August 17, 2025.

This Kiwi.com deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” 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 9/1510:10 amCHS - SJU
2 stops28h 01mSpirit Airlines
Thu 9/2511:59 amSJU - CHS
1 stop21h 06mSpirit Airlines
Deal found 8/16$248
This American Airlines deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/247:08 amCHS - SJU
1 stop5h 39mAmerican Airlines
Wed 10/112:01 pmSJU - CHS
2 stops9h 04mAmerican Airlines
Deal found 8/17$251
This FlightHub deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” 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.
Thu 10/3010:31 amCHS - STT
1 stop23h 25mSpirit Airlines
Fri 11/71:33 pmSTT - CHS
1 stop22h 12mSpirit Airlines
Deal found 8/14$263
This Priceline deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” 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 10/178:53 amCHS - SJU
1 stop15h 52mFrontier
Sat 10/181:59 amSJU - CHS
1 stop12h 31mFrontier
Deal found 8/14$265
This Kiwi.com deal was found by Cheapflights users on 8/15. Clicking the “Pick Dates” 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 10/3010:31 amCHS - STT
1 stop23h 25mSpirit Airlines
Sat 11/81:33 pmSTT - CHS
1 stop22h 12mSpirit Airlines
Deal found 8/15$265
This Kiwi.com deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” 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 9/1210:10 amCHS - SJU
2 stops34h 46mSpirit Airlines
Thu 9/2511:59 amSJU - CHS
1 stop21h 06mSpirit Airlines
Deal found 8/16$267
This United Airlines deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” 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 9/156:05 amCHS - SJU
1 stop8h 39mUnited Airlines
Tue 9/231:25 pmSJU - CHS
1 stop10h 05mUnited Airlines
Deal found 8/17$269
This FlightHub deal was found by Cheapflights users on 8/15. Clicking the “Pick Dates” 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.
Sun 10/1910:31 amCHS - STT
1 stop23h 25mSpirit Airlines
Sun 10/2611:01 amSTT - CHS
1 stop22h 25mSpirit Airlines
Deal found 8/15$271
This FlightHub deal was found by Cheapflights users on 8/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/291:06 pmCHS - SJU
1 stop10h 48mMultiple Airlines
Wed 10/13:19 pmSJU - CHS
2 stops19h 26mMultiple Airlines
Deal found 8/15$272
This American Airlines deal was found by Cheapflights users on 8/15. Clicking the “Pick Dates” 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 10/89:42 amCHS - SJU
1 stop6h 12mAmerican Airlines
Sun 10/127:00 pmSJU - CHS
1 stop14h 01mAmerican Airlines
Deal found 8/15$276
This CheapOair deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” 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.
Sat 11/15:20 pmCHS - SJU
1 stop17h 38mJetBlue
Thu 11/65:05 amSJU - CHS
1 stop12h 17mJetBlue
Deal found 8/17$278
This Southwest deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” 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 9/156:10 amCHS - SJU
2 stops9h 00mSouthwest
Tue 9/237:20 amSJU - CHS
1 stop12h 50mSouthwest
Deal found 8/17$284

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 August 17, 2025.
Use the filters below to find and compare flights from Charleston to Caribbean that are best for you.

Fly from

Charleston

Fly to

Caribbean

Route

Depart

Return

Price

CharlestonSan Juan

CHS - SJU

CHSSJU

Charleston

Mon 9/15

10:10 am-2:11 pm

2 stops28h 01m

San Juan Luis Munoz Marin Intl

Thu 9/25

11:59 am-9:05 am

1 stop21h 06m

$248

CharlestonSan Juan

CHS - SJU

CHSSJU

Charleston

Sun 8/31

8:17 pm-3:31 pm

1 stop19h 14m

San Juan Luis Munoz Marin Intl

Sat 9/20

3:19 pm-10:45 am

2 stops19h 26m

$251

CharlestonSan Juan

CHS - SJU

CHSSJU

Charleston

Sat 10/18

4:14 pm-9:59 pm

1 stop5h 45m

San Juan Luis Munoz Marin Intl

Wed 10/22

7:15 am-3:09 pm

1 stop7h 54m

$251

CharlestonSan Juan

CHS - SJU

CHSSJU

Charleston

Tue 9/16

7:28 pm-12:47 pm

2 stops17h 19m

San Juan Luis Munoz Marin Intl

Fri 9/26

7:05 pm-9:42 am

2 stops14h 37m

$251

CharlestonSan Juan

CHS - SJU

CHSSJU

Charleston

Wed 11/5

1:00 pm-12:35 am

2 stops10h 35m

San Juan Luis Munoz Marin Intl

Tue 11/18

6:40 am-5:05 pm

1 stop11h 25m

$251

CharlestonSan Juan

CHS - SJU

CHSSJU

Charleston

Wed 10/22

6:30 am-10:10 pm

1 stop15h 40m

San Juan Luis Munoz Marin Intl

Fri 10/24

4:45 pm-11:08 pm

1 stop6h 23m

$251

CharlestonSan Juan

CHS - SJU

CHSSJU

Charleston

Mon 10/27

5:00 am-1:45 pm

2 stops8h 45m

San Juan Luis Munoz Marin Intl

Mon 11/3

3:05 pm-11:10 pm

1 stop9h 05m

$251

CharlestonSan Juan

CHS - SJU

CHSSJU

Charleston

Wed 9/24

7:08 am-2:53 pm

1 stop7h 45m

San Juan Luis Munoz Marin Intl

Wed 10/1

12:01 pm-11:37 pm

1 stop11h 36m

$251

CharlestonSan Juan

CHS - SJU

CHSSJU

Charleston

Sun 10/26

4:30 pm-11:54 pm

1 stop7h 24m

San Juan Luis Munoz Marin Intl

Mon 11/3

3:05 pm-11:10 pm

1 stop9h 05m

$251

CharlestonSaint Thomas Island

CHS - STT

CHSSTT

Charleston

Mon 11/3

10:31 am-10:51 am

1 stop23h 20m

Saint Thomas Island Cyril E King

Wed 11/12

1:33 pm-10:45 am

1 stop22h 12m

$263

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/17

Showing 1-10 of 57 results
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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, September is the cheapest month in which you can book a flight from Charleston to Caribbean (average of $254). Flying from Charleston to Caribbean in June is currently the most expensive (average of $339). 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.

What is the cheapest time of day to fly from CHS to CB?

Find hourly flight availability from Charleston to Caribbean. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 17, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Charleston to Caribbean as you normally would.

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 August 17, 2025.
See what other customers who have flown with Delta, United Airlines, and American Airlines from Charleston to Caribbean have to say. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,986 reviews

Boarding

8.2

Entertainment

7.9

Food

7.3

Crew

8.5

Comfort

7.9

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,986 reviews
Delta
8.0
Very good
7,986 reviews

Boarding

8.2

Entertainment

7.9

Food

7.3

Crew

8.5

Comfort

7.9

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
United Airlines
7.4
Good
8,919 reviews
Delta
8.0
Very good
7,986 reviews

Boarding

8.2

Entertainment

7.9

Food

7.3

Crew

8.5

Comfort

7.9

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,986 reviews

Boarding

8.2

Entertainment

7.9

Food

7.3

Crew

8.5

Comfort

7.9

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
JetBlue
7.2
Good
2,916 reviews
Delta
8.0
Very good
7,986 reviews

Boarding

8.2

Entertainment

7.9

Food

7.3

Crew

8.5

Comfort

7.9

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Spirit Airlines
6.3
Okay
8,040 reviews
Delta
8.0
Very good
7,986 reviews

Boarding

8.2

Entertainment

7.9

Food

7.3

Crew

8.5

Comfort

7.9

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

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.

  • 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 ($98), Delta ($126), and JetBlue ($138).

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

    When deciding which route to take from Charleston to Caribbean consider Charleston - San Juan Luis Munoz Marin Intl, Charleston - Punta Cana or Charleston - Saint Thomas Island Cyril E King as they are the most popular.

  • 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, September is the cheapest month in which you can book a flight from Charleston to Caribbean (average of $254). Flying from Charleston to Caribbean in June is currently the most expensive (average of $339). 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

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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.
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Top 6 airlines flying from Charleston to Caribbean

Discover the top 6 airlines that operate flights from Charleston to Caribbean. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated August 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$129Average$346FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$195Average$462FlexibilityNo cancel feeOn-time62%
DeltaCheapest$251Average$556FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$280Average$606FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$282Average$582FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$352Average$616FlexibilityNo cancel feeOn-time63%

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