Caribbean

$91+ 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
Feb 20 — Feb 271
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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 January 21, 2026.

This Kiwi.com deal was found by Cheapflights users on 1/19. 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.
Mon 2/25:05 pm
CHS
-
SJU
1 stop22h 17m
Multiple Airlines
Thu 2/57:10 am
SJU
-
CHS
1 stop10h 00m
Multiple Airlines
Deal found 1/19$199
This CheapOair deal was found by Cheapflights users on 1/21. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/146:35 pm
CHS
-
STT
1 stop20h 59m
Spirit Airlines
Wed 2/185:40 pm
STT
-
CHS
1 stop25h 00m
Spirit Airlines
Deal found 1/21$215
This United Airlines deal was found by Cheapflights users on 1/20. 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.
Tue 5/59:40 am
CHS
-
SJU
1 stop10h 54m
United Airlines
Sun 5/101:00 am
SJU
-
CHS
1 stop8h 10m
United Airlines
Deal found 1/20$222
This JetBlue deal was found by Cheapflights users on 1/20. 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.
Sun 4/511:55 am
CHS
-
SJU
1 stop9h 37m
JetBlue
Fri 4/109:25 am
SJU
-
CHS
1 stop5h 20m
JetBlue
Deal found 1/20$223
This United Airlines deal was found by Cheapflights users on 1/20. 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.
Wed 2/182:48 pm
CHS
-
SJU
1 stop6h 34m
United Airlines
Tue 2/247:40 am
SJU
-
CHS
1 stop9h 33m
United Airlines
Deal found 1/20$242
This Expedia deal was found by Cheapflights users on 1/19. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/189:20 am
CHS
-
SJU
1 stop9h 57m
JetBlue
Tue 2/245:45 am
SJU
-
CHS
1 stop9h 09m
JetBlue
Deal found 1/19$247
This Expedia deal was found by Cheapflights users on 1/19. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/72:59 pm
CHS
-
SJU
1 stop9h 45m
Multiple Airlines
Sat 3/1410:45 am
SJU
-
CHS
1 stop9h 18m
Multiple Airlines
Deal found 1/19$250
This JetBlue deal was found by Cheapflights users on 1/20. 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 3/1412:35 pm
CHS
-
SJU
1 stop10h 16m
JetBlue
Wed 3/255:19 am
SJU
-
CHS
1 stop5h 51m
JetBlue
Deal found 1/20$252
This CheapOair deal was found by Cheapflights users on 1/19. 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.
Fri 5/13:30 pm
CHS
-
SJU
1 stop10h 37m
JetBlue
Mon 5/411:59 pm
SJU
-
CHS
1 stop10h 16m
JetBlue
Deal found 1/19$253
This Orbitz deal was found by Cheapflights users on 1/21. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/88:07 am
CHS
-
STT
1 stop7h 21m
Spirit Airlines
Mon 4/134:35 pm
STT
-
CHS
1 stop5h 58m
Spirit Airlines
Deal found 1/21$257
This Delta deal was found by Cheapflights users on 1/20. 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.
Tue 5/55:20 am
CHS
-
SJU
1 stop6h 26m
Delta
Sun 5/1012:50 pm
SJU
-
CHS
1 stop8h 54m
Delta
Deal found 1/20$261
This United Airlines deal was found by Cheapflights users on 1/20. 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.
Thu 2/192:48 pm
CHS
-
SJU
1 stop6h 34m
United Airlines
Wed 2/252:05 am
SJU
-
CHS
1 stop7h 54m
United Airlines
Deal found 1/20$263

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 January 21, 2026.

Round-trip from

$199
(Kiwi.com)

One-way from

$91
(Priceline)

Popular in

August

Cheapest in

October

Average price

$381
From Charleston to Caribbean
One-way flight from Charleston to Caribbean
Highest demand for flights based on searches. 4% potential increase in price ($23 potential increase over avg. RT price).
Cheapest flight prices on average. 3% potential price decrease ($13 potential savings vs. average RT price).
Average for round-trip flights in January 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 January 21, 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

Tue 5/5

9:40 am-8:34 pm

1 stop10h 54m

San Juan Luis Munoz Marin Intl

Sun 5/10

1:00 am-9:10 am

1 stop8h 10m

$222

CharlestonSan Juan

CHS - SJU

CHSSJU

Charleston

Sun 4/5

11:55 am-9:32 pm

1 stop9h 37m

San Juan Luis Munoz Marin Intl

Fri 4/10

9:25 am-2:45 pm

1 stop5h 20m

$223

CharlestonSan Juan

CHS - SJU

CHSSJU

Charleston

Sat 3/14

12:35 pm-10:51 pm

1 stop10h 16m

San Juan Luis Munoz Marin Intl

Wed 3/25

5:19 am-11:10 am

1 stop5h 51m

$252

CharlestonSan Juan

CHS - SJU

CHSSJU

Charleston

Sat 3/14

12:35 pm-10:51 pm

1 stop10h 16m

San Juan Luis Munoz Marin Intl

Mon 3/23

1:30 am-9:40 am

1 stop8h 10m

$252

CharlestonSan Juan

CHS - SJU

CHSSJU

Charleston

Tue 5/5

11:00 am-6:30 pm

1 stop7h 30m

San Juan Luis Munoz Marin Intl

Tue 5/12

1:00 pm-8:34 pm

1 stop7h 34m

$252

CharlestonSan Juan

CHS - SJU

CHSSJU

Charleston

Wed 5/6

4:33 pm-10:54 pm

1 stop6h 21m

San Juan Luis Munoz Marin Intl

Sun 5/10

12:50 pm-9:44 pm

1 stop8h 54m

$261

CharlestonSan Juan

CHS - SJU

CHSSJU

Charleston

Thu 2/19

2:48 pm-10:22 pm

1 stop6h 34m

San Juan Luis Munoz Marin Intl

Wed 2/25

2:05 am-8:59 am

1 stop7h 54m

$263

CharlestonSan Juan

CHS - SJU

CHSSJU

Charleston

Mon 5/11

6:00 am-2:44 pm

1 stop8h 44m

San Juan Luis Munoz Marin Intl

Mon 5/18

7:20 am-2:53 pm

1 stop7h 33m

$264

CharlestonSan Juan

CHS - SJU

CHSSJU

Charleston

Mon 2/9

1:39 pm-11:36 pm

1 stop8h 57m

San Juan Luis Munoz Marin Intl

Sat 2/14

5:20 am-8:38 am

1 stop28h 18m

$273

CharlestonSan Juan

CHS - SJU

CHSSJU

Charleston

Thu 5/14

3:30 pm-2:07 am

1 stop10h 37m

San Juan Luis Munoz Marin Intl

Mon 5/18

11:59 pm-10:15 am

1 stop10h 16m

$281

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/20

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, 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 January 21, 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.

Crew

8.5

Food

7.2

Entertainment

7.8

Boarding

8.1

Comfort

7.9

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.

Crew

8.5

Food

7.2

Entertainment

7.8

Boarding

8.1

Comfort

7.9

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.

Crew

8.5

Food

7.2

Entertainment

7.8

Boarding

8.1

Comfort

7.9

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.

Crew

8.5

Food

7.2

Entertainment

7.8

Boarding

8.1

Comfort

7.9

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.

Crew

8.5

Food

7.2

Entertainment

7.8

Boarding

8.1

Comfort

7.9

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.

Crew

8.5

Food

7.2

Entertainment

7.8

Boarding

8.1

Comfort

7.9

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 58m. United Airlines provides one of the quickest options available for as low as $287. Charleston and Caribbean are separated by a distance of 943 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 ($56), 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

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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 January 21, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$84Average$168FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$113Average$323FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$172Average$433FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$188Average$492FlexibilityNo cancel feeOn-time69%
DeltaCheapest$209Average$548FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$279Average$575FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$371Average$690FlexibilityNo cancel feeOn-time63%

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