Caribbean

$104+ 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 7/7. Fares are subject to change and may not be available on all flights or dates of travel.
CHS — SJU
Jul 20 — Jul 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 June 20, 2026.

This Kiwi.com deal was found by Cheapflights users on 6/19. 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 8/223:44 pm
CHS
-
SJU
1 stop16h 27m
Multiple Airlines
Wed 8/268:57 pm
SJU
-
CHS
1 stop11h 41m
Multiple Airlines
Deal found 6/19$297
This United Airlines deal was found by Cheapflights users on 6/16. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/187:15 am
CHS
-
NAS
1 stop8h 41m
United Airlines
Wed 6/2412:35 pm
NAS
-
CHS
1 stop11h 17m
United Airlines
Deal found 6/16$306
This American Airlines deal was found by Cheapflights users on 6/16. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/135:00 am
CHS
-
NAS
2 stops8h 06m
American Airlines
Wed 7/1511:02 am
NAS
-
CHS
1 stop12h 46m
American Airlines
Deal found 6/16$310
This Kiwi.com deal was found by Cheapflights users on 6/15. 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 8/272:53 pm
CHS
-
SJU
1 stop8h 36m
Multiple Airlines
Mon 8/316:16 pm
SJU
-
CHS
1 stop14h 22m
Multiple Airlines
Deal found 6/15$311
This American Airlines deal was found by Cheapflights users on 6/16. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/226:00 am
CHS
-
NAS
1 stop8h 01m
American Airlines
Tue 7/2811:02 am
NAS
-
CHS
1 stop12h 46m
American Airlines
Deal found 6/16$311
This Kiwi.com deal was found by Cheapflights users on 6/17. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/126:00 am
CHS
-
SJU
2 stops17h 38m
Multiple Airlines
Mon 9/146:31 pm
SJU
-
CHS
1 stop14h 07m
Multiple Airlines
Deal found 6/17$312
This United Airlines deal was found by Cheapflights users on 6/16. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/187:15 am
CHS
-
NAS
1 stop8h 41m
United Airlines
Sun 6/213:59 pm
NAS
-
CHS
1 stop18h 36m
United Airlines
Deal found 6/16$313
This American Airlines deal was found by Cheapflights users on 6/16. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/68:13 pm
CHS
-
NAS
1 stop16h 28m
American Airlines
Sat 7/113:56 pm
NAS
-
CHS
1 stop7h 59m
American Airlines
Deal found 6/16$315
This Kiwi.com deal was found by Cheapflights users on 6/18. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/132:53 pm
CHS
-
SJU
1 stop6h 50m
Multiple Airlines
Mon 8/1710:48 pm
SJU
-
CHS
1 stop9h 50m
Multiple Airlines
Deal found 6/18$318
This American Airlines deal was found by Cheapflights users on 6/16. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/106:30 pm
CHS
-
NAS
1 stop18h 56m
American Airlines
Mon 9/146:45 pm
NAS
-
CHS
2 stops15h 02m
American Airlines
Deal found 6/16$319
This American Airlines deal was found by Cheapflights users on 6/19. 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.
Fri 7/38:48 am
CHS
-
NAS
1 stop4h 30m
American Airlines
Wed 7/87:39 am
NAS
-
CHS
2 stops7h 02m
American Airlines
Deal found 6/19$320
This American Airlines deal was found by Cheapflights users on 6/19. 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.
Wed 7/86:41 am
CHS
-
NAS
1 stop4h 58m
American Airlines
Mon 7/1311:02 am
NAS
-
CHS
1 stop11h 01m
American Airlines
Deal found 6/19$321

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 June 20, 2026.

Round-trip from

$297
(Kiwi.com)

One-way from

$104
(American Airlines)

Popular in

August

Cheapest in

January

Average price

$510
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 ($11 potential savings vs. average RT price).
Average for round-trip flights in June 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 June 20, 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

CharlestonNassau

CHS - NAS

CHSNAS

Charleston

Sat 8/1

5:00 am-10:01 am

1 stop5h 01m

Nassau Intl

Tue 8/4

11:02 am-11:48 pm

1 stop12h 46m

$306
Quickest round-trip

CharlestonNassau

CHS - NAS

CHSNAS

Charleston

Tue 8/11

8:10 am-1:57 pm

1 stop5h 47m

Nassau Intl

Tue 8/18

3:22 pm-8:44 pm

1 stop5h 22m

$306

CharlestonNassau

CHS - NAS

CHSNAS

Charleston

Wed 7/1

6:00 am-2:57 pm

1 stop8h 57m

Nassau Intl

Wed 7/15

2:53 pm-10:15 pm

1 stop7h 22m

$316

CharlestonNassau

CHS - NAS

CHSNAS

Charleston

Mon 7/20

5:10 am-2:01 pm

1 stop8h 51m

Nassau Intl

Thu 7/30

6:04 pm-9:01 am

1 stop14h 57m

$316

CharlestonSan Juan

CHS - SJU

CHSSJU

Charleston

Mon 8/24

1:15 pm-10:50 pm

1 stop9h 35m

San Juan Luis Munoz Marin Intl

Thu 10/15

5:30 am-6:45 pm

1 stop13h 15m

$322

CharlestonSan Juan

CHS - SJU

CHSSJU

Charleston

Fri 9/11

6:35 am-4:55 pm

2 stops10h 20m

San Juan Luis Munoz Marin Intl

Tue 9/15

6:00 am-12:35 pm

1 stop6h 35m

$322

CharlestonSan Juan

CHS - SJU

CHSSJU

Charleston

Fri 8/21

6:15 am-11:46 am

1 stop5h 31m

San Juan Luis Munoz Marin Intl

Mon 8/24

5:49 pm-11:59 pm

1 stop6h 10m

$322

CharlestonSan Juan

CHS - SJU

CHSSJU

Charleston

Thu 8/20

1:01 pm-10:29 pm

1 stop9h 28m

San Juan Luis Munoz Marin Intl

Tue 8/25

5:49 pm-11:59 pm

1 stop6h 10m

$322

CharlestonNassau

CHS - NAS

CHSNAS

Charleston

Wed 7/29

6:00 am-2:57 pm

1 stop8h 57m

Nassau Intl

Sun 8/2

3:59 pm-10:23 am

1 stop18h 24m

$323

CharlestonSan Juan

CHS - SJU

CHSSJU

Charleston

Thu 8/27

1:15 pm-11:05 pm

2 stops9h 50m

San Juan Luis Munoz Marin Intl

Mon 8/31

5:30 am-3:25 pm

1 stop9h 55m

$332

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/17

Showing 1-10 of 60 resultsSorted by cheapest first
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6

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, July is the cheapest month in which you can book a flight from Charleston to Caribbean (average of $84). Flying from Charleston to Caribbean in August is currently the most expensive (average of $279). 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.

How far ahead should I book a flight from Charleston to Caribbean?

Booking 90 days in advance of your planned departure date is, on average, the best time to get cheap flights from Charleston to Caribbean. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

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 June 20, 2026.
See what other customers who have flown with Southwest,Delta, andUnited 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.

Food

7.0

Overall

7.9

Boarding

8.1

Crew

8.6

Comfort

8.0

Entertainment

7.5

Reviews

1 / 20
6.0
Good

Reza,Jun 2026

TPA - MDW

The seats were super cramped and couldn’t move without hitting other passengers

Food

7.0

Overall

7.9

Boarding

8.1

Crew

8.6

Comfort

8.0

Entertainment

7.5

Reviews

1 / 20
6.0
Good

Reza,Jun 2026

TPA - MDW

The seats were super cramped and couldn’t move without hitting other passengers

Food

7.0

Overall

7.9

Boarding

8.1

Crew

8.6

Comfort

8.0

Entertainment

7.5

Reviews

1 / 20
6.0
Good

Reza,Jun 2026

TPA - MDW

The seats were super cramped and couldn’t move without hitting other passengers

Food

7.0

Overall

7.9

Boarding

8.1

Crew

8.6

Comfort

8.0

Entertainment

7.5

Reviews

1 / 20
6.0
Good

Reza,Jun 2026

TPA - MDW

The seats were super cramped and couldn’t move without hitting other passengers

Food

7.0

Overall

7.9

Boarding

8.1

Crew

8.6

Comfort

8.0

Entertainment

7.5

Reviews

1 / 20
6.0
Good

Reza,Jun 2026

TPA - MDW

The seats were super cramped and couldn’t move without hitting other passengers

Food

7.0

Overall

7.9

Boarding

8.1

Crew

8.6

Comfort

8.0

Entertainment

7.5

Reviews

1 / 20
6.0
Good

Reza,Jun 2026

TPA - MDW

The seats were super cramped and couldn’t move without hitting other passengers

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 5h 21m. Delta provides one of the quickest options available for as low as $306. Charleston and Caribbean are separated by a distance of 564 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 American Airlines ($94), JetBlue ($111), and United Airlines ($136).

  • 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, July is the cheapest month in which you can book a flight from Charleston to Caribbean (average of $84). Flying from Charleston to Caribbean in August is currently the most expensive (average of $279). 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 5 airlines flying from Charleston to Caribbean

Discover the top 5 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 June 20, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$188Average$563FlexibilityNo cancel feeOn-time69%
JetBlueCheapest$195Average$433FlexibilityNo cancel feeOn-time62%
DeltaCheapest$222Average$528FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$271Average$582FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$365Average$678FlexibilityNo cancel feeOn-time63%

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