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$95+ 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 3/2. Fares are subject to change and may not be available on all flights or dates of travel.
CHS — SJU
Feb 7 — Feb 141
Sat 2/7
Sat 2/14
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 January 8, 2026.

Round-trip from

$166
(Kiwi.com)

One-way from

$95
(Priceline)

Popular in

August

Cheapest in

January

Average price

$343
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. 5% potential increase in price ($26 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($14 potential savings vs. average RT price).
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Average for round-trip flights in January 2026
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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 January 8, 2026.

This Kiwi.com deal was found by Cheapflights users on 1/5. 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.
Mon 2/25:05 pmCHS - SJU
2 stops21h 30mMultiple Airlines
Sat 2/77:10 amSJU - CHS
1 stop10h 00mMultiple Airlines
Deal found 1/5$166
This Kiwi.com deal was found by Cheapflights users on 1/6. 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.
Mon 1/265:05 pmCHS - SJU
2 stops21h 30mMultiple Airlines
Thu 1/297:10 amSJU - CHS
1 stop10h 00mMultiple Airlines
Deal found 1/6$188
This Kiwi.com deal was found by Cheapflights users on 1/6. 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.
Sun 1/255:05 pmCHS - SJU
1 stop22h 17mMultiple Airlines
Thu 1/297:10 amSJU - CHS
1 stop10h 00mMultiple Airlines
Deal found 1/6$194
This Kiwi.com deal was found by Cheapflights users on 1/7. 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.
Fri 1/235:05 pmCHS - SJU
2 stops29h 28mMultiple Airlines
Thu 1/297:10 amSJU - CHS
1 stop10h 00mMultiple Airlines
Deal found 1/7$204
This Kiwi.com deal was found by Cheapflights users on 1/6. 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.
Thu 1/157:56 pmCHS - SJU
1 stop18h 05mMultiple Airlines
Fri 1/234:40 pmSJU - CHS
1 stop25h 56mMultiple Airlines
Deal found 1/6$206
This Kiwi.com deal was found by Cheapflights users on 1/6. 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.
Sun 1/255:05 pmCHS - SJU
1 stop22h 17mMultiple Airlines
Wed 1/284:36 pmSJU - CHS
1 stop17h 02mMultiple Airlines
Deal found 1/6$207
This Kiwi.com deal was found by Cheapflights users on 1/6. 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.
Thu 1/157:56 pmCHS - SJU
1 stop18h 05mMultiple Airlines
Thu 1/224:40 pmSJU - CHS
2 stops24h 30mMultiple Airlines
Deal found 1/6$208
This Kiwi.com deal was found by Cheapflights users on 1/7. 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 1/203:01 pmCHS - SJU
1 stop23h 25mMultiple Airlines
Thu 1/297:10 amSJU - CHS
1 stop10h 00mMultiple Airlines
Deal found 1/7$209
This Kiwi.com deal was found by Cheapflights users on 1/6. 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.
Sun 2/226:35 pmCHS - PUJ
1 stop21h 01mSpirit Airlines
Fri 2/275:47 pmPUJ - CHS
1 stop24h 53mSpirit Airlines
Deal found 1/6$307
This Kiwi.com deal was found by Cheapflights users on 1/6. 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.
Fri 1/306:35 pmCHS - STT
1 stop21h 02mSpirit Airlines
Fri 2/65:42 pmSTT - CHS
1 stop24h 57mSpirit Airlines
Deal found 1/6$312
This Kiwi.com deal was found by Cheapflights users on 1/6. 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.
Sat 2/216:35 pmCHS - PUJ
1 stop21h 01mSpirit Airlines
Wed 2/255:47 pmPUJ - CHS
1 stop24h 53mSpirit Airlines
Deal found 1/6$312
This Kiwi.com deal was found by Cheapflights users on 1/7. 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 1/316:35 pmCHS - STT
1 stop21h 02mSpirit Airlines
Sat 2/75:42 pmSTT - CHS
2 stops23h 28mSpirit Airlines
Deal found 1/7$314

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 January 8, 2026.
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 2/2

5:05 pm-11:33 pm

2 stops29h 28m

San Juan Luis Munoz Marin Intl

Sat 2/7

7:10 am-4:10 pm

1 stop10h 00m

$167

CharlestonSan Juan

CHS - SJU

CHSSJU

Charleston

Wed 2/4

12:53 pm-8:58 pm

1 stop7h 05m

San Juan Luis Munoz Marin Intl

Fri 2/6

2:15 pm-7:18 pm

1 stop6h 03m

$222

CharlestonSan Juan

CHS - SJU

CHSSJU

Charleston

Tue 2/3

2:58 pm-10:22 pm

1 stop6h 24m

San Juan Luis Munoz Marin Intl

Mon 2/9

2:05 am-9:50 am

1 stop8h 45m

$222

CharlestonSan Juan

CHS - SJU

CHSSJU

Charleston

Sat 2/21

5:11 pm-11:58 pm

1 stop5h 47m

San Juan Luis Munoz Marin Intl

Tue 2/24

6:15 am-2:00 pm

1 stop8h 45m

$222

CharlestonSan Juan

CHS - SJU

CHSSJU

Charleston

Sat 1/24

6:35 pm-3:35 pm

1 stop20h 00m

San Juan Luis Munoz Marin Intl

Fri 1/30

5:50 pm-5:36 pm

2 stops24h 46m

$237

CharlestonSan Juan

CHS - SJU

CHSSJU

Charleston

Sun 3/1

6:15 am-12:41 am

2 stops17h 26m

San Juan Luis Munoz Marin Intl

Wed 3/4

7:10 am-4:05 pm

1 stop9h 55m

$257

CharlestonSan Juan

CHS - SJU

CHSSJU

Charleston

Mon 2/2

6:35 pm-9:47 am

3 stops38h 12m

San Juan Luis Munoz Marin Intl

Sat 2/7

6:00 am-4:10 pm

2 stops11h 10m

$261

CharlestonSan Juan

CHS - SJU

CHSSJU

Charleston

Wed 1/21

8:00 am-5:17 pm

1 stop8h 17m

San Juan Luis Munoz Marin Intl

Thu 1/29

3:55 pm-8:57 pm

1 stop6h 02m

$284

CharlestonSan Juan

CHS - SJU

CHSSJU

Charleston

Wed 1/21

6:30 am-5:17 pm

1 stop9h 47m

San Juan Luis Munoz Marin Intl

Fri 1/30

6:27 pm-11:57 pm

1 stop6h 30m

$284

CharlestonSan Juan

CHS - SJU

CHSSJU

Charleston

Fri 1/23

10:31 am-8:58 pm

1 stop9h 27m

San Juan Luis Munoz Marin Intl

Fri 1/30

6:27 pm-11:57 pm

1 stop6h 30m

$284

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/7

Showing 1-10 of 60 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, December is the cheapest month in which you can book a flight from Charleston to Caribbean (average of $104). 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 January 8, 2026.
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
7.9
Good
8,025 reviews

Comfort

7.9

Entertainment

7.8

Food

7.2

Crew

8.5

Boarding

8.1

Overall

7.9

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.
Delta
7.9
Good
8,025 reviews
Delta
7.9
Good
8,025 reviews

Comfort

7.9

Entertainment

7.8

Food

7.2

Crew

8.5

Boarding

8.1

Overall

7.9

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.
United Airlines
7.4
Good
9,139 reviews
Delta
7.9
Good
8,025 reviews

Comfort

7.9

Entertainment

7.8

Food

7.2

Crew

8.5

Boarding

8.1

Overall

7.9

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.
American Airlines
7.2
Good
11,095 reviews
Delta
7.9
Good
8,025 reviews

Comfort

7.9

Entertainment

7.8

Food

7.2

Crew

8.5

Boarding

8.1

Overall

7.9

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.
JetBlue
7.2
Good
2,896 reviews
Delta
7.9
Good
8,025 reviews

Comfort

7.9

Entertainment

7.8

Food

7.2

Crew

8.5

Boarding

8.1

Overall

7.9

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.
Spirit Airlines
6.3
Okay
8,287 reviews
Delta
7.9
Good
8,025 reviews

Comfort

7.9

Entertainment

7.8

Food

7.2

Crew

8.5

Boarding

8.1

Overall

7.9

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 6h 24m. Delta provides one of the quickest options available for as low as $222. 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 ($61), American Airlines ($94), and Delta ($94).

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

    When deciding which route to take from Charleston to Caribbean consider Charleston - Punta Cana, Charleston - San Juan Luis Munoz Marin Intl or Charleston - Nassau Intl 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, December is the cheapest month in which you can book a flight from Charleston to Caribbean (average of $104). 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

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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 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 January 8, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$84Average$198FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$129Average$354FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$188Average$496FlexibilityNo cancel feeOn-time69%
JetBlueCheapest$195Average$406FlexibilityNo cancel feeOn-time62%
DeltaCheapest$241Average$561FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$289Average$562FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$371Average$690FlexibilityNo cancel feeOn-time63%

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