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$125+ 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 12/13. Fares are subject to change and may not be available on all flights or dates of travel.
CHS — SJU
Dec 17 — Dec 241
Wed 12/17
Wed 12/24
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 November 17, 2025.

Round-trip from

$220
(Kiwi.com)

One-way from

$125
(Cheapflightsfares)

Popular in

August

Cheapest in

January

Average price

$458
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. 3% potential increase in price ($16 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($12 potential savings vs. average RT price).
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Average for round-trip flights in November 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 November 17, 2025.

This Kiwi.com deal was found by Cheapflights users on 11/15. 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.
Mon 12/159:49 pmCHS - SJU
2 stops24h 36mMultiple Airlines
Mon 12/226:00 amSJU - CHS
1 stop16h 23mMultiple Airlines
Deal found 11/15$229
This Kiwi.com deal was found by Cheapflights users on 11/16. 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.
Tue 12/26:15 pmCHS - SJU
1 stop20h 58mMultiple Airlines
Fri 12/59:15 amSJU - CHS
1 stop26h 45mMultiple Airlines
Deal found 11/16$241
This American Airlines deal was found by Cheapflights users on 11/15. 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.
Mon 12/88:10 pmCHS - SJU
1 stop12h 59mAmerican Airlines
Tue 12/93:10 pmSJU - CHS
1 stop9h 03mAmerican Airlines
Deal found 11/15$266
This Gotogate deal was found by Cheapflights users on 11/16. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/129:49 pmCHS - SDQ
1 stop13h 02mSpirit Airlines
Thu 12/184:21 pmSDQ - CHS
1 stop6h 02mSpirit Airlines
Deal found 11/16$267
This Mytrip deal was found by Cheapflights users on 11/16. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/26:15 pmCHS - SJU
2 stops25h 12mSpirit Airlines
Fri 12/56:14 pmSJU - CHS
2 stops17h 46mSpirit Airlines
Deal found 11/16$270
This Delta deal was found by Cheapflights users on 11/15. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/84:06 pmCHS - SJU
1 stop6h 14mDelta
Wed 12/177:00 amSJU - CHS
1 stop9h 15mDelta
Deal found 11/15$271
This Priceline deal was found by Cheapflights users on 11/14. 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.
Sun 12/149:49 pmCHS - STT
1 stop13h 07mSpirit Airlines
Sun 12/2112:31 pmSTT - CHS
1 stop9h 52mSpirit Airlines
Deal found 11/14$284
This Delta deal was found by Cheapflights users on 11/16. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/75:25 amCHS - NAS
1 stop8h 05mDelta
Wed 12/105:08 pmNAS - CHS
1 stop4h 40mDelta
Deal found 11/16$295
This Expedia deal was found by Cheapflights users on 11/16. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/2210:18 pmCHS - STT
1 stop12h 13mSpirit Airlines
Sun 12/2812:31 pmSTT - CHS
1 stop9h 52mSpirit Airlines
Deal found 11/16$299
This Mytrip deal was found by Cheapflights users on 11/15. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/159:49 pmCHS - SJU
2 stops24h 36mSpirit Airlines
Sun 12/212:59 amSJU - CHS
2 stops19h 24mSpirit Airlines
Deal found 11/15$314
This Priceline deal was found by Cheapflights users on 11/15. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/139:22 amCHS - PUJ
1 stop5h 11mJetBlue
Tue 12/1611:25 amPUJ - CHS
1 stop22h 12mJetBlue
Deal found 11/15$317
This Kiwi.com deal was found by Cheapflights users on 11/16. 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 12/129:49 pmCHS - SDQ
1 stop13h 02mMultiple Airlines
Thu 12/188:42 pmSDQ - CHS
2 stops25h 41mMultiple Airlines
Deal found 11/16$329

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 November 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 12/15

9:49 pm-11:25 pm

2 stops24h 36m

San Juan Luis Munoz Marin Intl

Mon 12/22

6:00 am-9:23 pm

1 stop16h 23m

$229

CharlestonSan Juan

CHS - SJU

CHSSJU

Charleston

Sat 1/3

7:03 pm-12:56 am

1 stop4h 53m

San Juan Luis Munoz Marin Intl

Thu 1/8

6:00 am-10:45 am

1 stop5h 45m

$262

CharlestonSanto Domingo

CHS - SDQ

CHSSDQ

Charleston

Fri 12/12

9:49 pm-11:51 am

1 stop13h 02m

Santo Domingo Las Americas

Thu 12/18

4:21 pm-9:23 pm

1 stop6h 02m

$267

CharlestonSan Juan

CHS - SJU

CHSSJU

Charleston

Mon 2/2

2:58 pm-10:22 pm

1 stop6h 24m

San Juan Luis Munoz Marin Intl

Fri 2/6

2:05 am-11:40 am

1 stop10h 35m

$271

CharlestonSan Juan

CHS - SJU

CHSSJU

Charleston

Mon 12/8

4:06 pm-11:20 pm

1 stop6h 14m

San Juan Luis Munoz Marin Intl

Thu 12/18

2:07 pm-7:08 pm

1 stop6h 01m

$271

CharlestonSan Juan

CHS - SJU

CHSSJU

Charleston

Mon 12/8

4:06 pm-11:20 pm

1 stop6h 14m

San Juan Luis Munoz Marin Intl

Wed 12/17

7:00 am-3:15 pm

1 stop9h 15m

$271

CharlestonSan Juan

CHS - SJU

CHSSJU

Charleston

Tue 3/10

2:00 pm-8:55 pm

1 stop6h 55m

San Juan Luis Munoz Marin Intl

Wed 3/11

7:00 am-1:01 pm

1 stop6h 01m

$287

CharlestonNassau

CHS - NAS

CHSNAS

Charleston

Sat 1/10

6:00 am-10:58 am

1 stop4h 58m

Nassau Intl

Fri 1/16

2:22 pm-11:07 pm

1 stop8h 45m

$295

CharlestonNassau

CHS - NAS

CHSNAS

Charleston

Sat 12/6

9:00 am-1:30 pm

1 stop4h 30m

Nassau Intl

Sat 12/13

2:55 pm-7:28 pm

1 stop4h 33m

$295

CharlestonNassau

CHS - NAS

CHSNAS

Charleston

Sat 1/31

10:31 am-5:02 pm

1 stop6h 31m

Nassau Intl

Sat 2/7

2:56 pm-7:18 pm

1 stop4h 22m

$295

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/15

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, June is the cheapest month in which you can book a flight from Charleston to Caribbean (average of $151). Flying from Charleston to Caribbean in December is currently the most expensive (average of $281). 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 November 17, 2025.

A simple way to save on the total cost of your ticket is to fly from Charleston to Caribbean at noon. If you’re flexible enough to do this you can expect to save up to 38% on your trip compared to booking a flight in the afternoon.

What is the cheapest day to fly from Charleston to Caribbean?

Use this chart to determine the cheapest time to fly round-trip from Charleston to Caribbean. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Charleston to Caribbean flight should consider departing on Tuesday at noon when fares are most often at their lowest. Sunday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

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 November 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
7.9
Good
8,008 reviews

Food

7.3

Boarding

8.1

Overall

7.9

Comfort

7.9

Crew

8.5

Entertainment

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
8,008 reviews
Delta
7.9
Good
8,008 reviews

Food

7.3

Boarding

8.1

Overall

7.9

Comfort

7.9

Crew

8.5

Entertainment

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
9,014 reviews
Delta
7.9
Good
8,008 reviews

Food

7.3

Boarding

8.1

Overall

7.9

Comfort

7.9

Crew

8.5

Entertainment

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
11,048 reviews
Delta
7.9
Good
8,008 reviews

Food

7.3

Boarding

8.1

Overall

7.9

Comfort

7.9

Crew

8.5

Entertainment

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
2,905 reviews
Delta
7.9
Good
8,008 reviews

Food

7.3

Boarding

8.1

Overall

7.9

Comfort

7.9

Crew

8.5

Entertainment

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
8,145 reviews
Delta
7.9
Good
8,008 reviews

Food

7.3

Boarding

8.1

Overall

7.9

Comfort

7.9

Crew

8.5

Entertainment

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 4h 53m. JetBlue provides one of the quickest options available for as low as $262. 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 JetBlue ($125), American Airlines ($136), and Delta ($155).

  • 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 - Nassau Intl or Charleston - Punta Cana 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, June is the cheapest month in which you can book a flight from Charleston to Caribbean (average of $151). Flying from Charleston to Caribbean in December is currently the most expensive (average of $281). 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 November 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$129Average$337FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$195Average$455FlexibilityNo cancel feeOn-time62%
DeltaCheapest$251Average$546FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$255Average$496FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$282Average$582FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$371Average$694FlexibilityNo cancel feeOn-time63%

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