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$94+ 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 12/7. Fares are subject to change and may not be available on all flights or dates of travel.
CHS — SJU
Nov 29 — Dec 61
Sat 11/29
Sat 12/6
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 October 30, 2025.

Round-trip from

$229
(Kiwi.com)

One-way from

$94
(Delta)

Popular in

August

Cheapest in

January

Average price

$382
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 ($17 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 October 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 October 30, 2025.

This Kiwi.com deal was found by Cheapflights users on 10/28. 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 12/16:50 amCHS - SJU
1 stop15h 54mMultiple Airlines
Wed 12/175:00 pmSJU - CHS
2 stops18h 47mMultiple Airlines
Deal found 10/28$250
This JetBlue deal was found by Cheapflights users on 10/30. 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.
Thu 12/257:03 pmCHS - SJU
1 stop4h 53mJetBlue
Sun 1/412:00 pmSJU - CHS
1 stop7h 06mJetBlue
Deal found 10/30$263
This Kiwi.com deal was found by Cheapflights users on 10/27. 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 12/307:05 amCHS - SJU
2 stops42h 34mMultiple Airlines
Sat 1/246:00 amSJU - CHS
1 stop27h 34mMultiple Airlines
Deal found 10/27$265
This Kiwi.com deal was found by Cheapflights users on 10/29. 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.
Wed 11/126:11 pmCHS - SJU
1 stop8h 22mMultiple Airlines
Sat 11/156:17 pmSJU - CHS
1 stop14h 39mMultiple Airlines
Deal found 10/29$268
This Kiwi.com deal was found by Cheapflights users on 10/27. 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 12/307:05 amCHS - SJU
2 stops42h 34mMultiple Airlines
Thu 1/227:10 amSJU - CHS
1 stop10h 35mMultiple Airlines
Deal found 10/27$269
This Delta deal was found by Cheapflights users on 10/30. 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 12/82:28 pmCHS - SJU
1 stop7h 52mDelta
Thu 12/181:07 pmSJU - CHS
1 stop7h 01mDelta
Deal found 10/30$271
This American Airlines deal was found by Cheapflights users on 10/28. 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 11/279:00 amCHS - SJU
2 stops24h 10mAmerican Airlines
Thu 12/45:10 pmSJU - CHS
1 stop8h 36mAmerican Airlines
Deal found 10/28$277
This Kiwi.com deal was found by Cheapflights users on 10/30. 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 11/112:59 pmCHS - SJU
1 stop19h 20mMultiple Airlines
Wed 11/126:17 pmSJU - CHS
1 stop14h 39mMultiple Airlines
Deal found 10/30$283
This Kiwi.com deal was found by Cheapflights users on 10/27. 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 11/218:31 amCHS - SJU
1 stop6h 57mMultiple Airlines
Mon 11/247:10 amSJU - CHS
1 stop11h 08mMultiple Airlines
Deal found 10/27$292
This Delta deal was found by Cheapflights users on 10/28. 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.
Sat 12/69:00 amCHS - NAS
1 stop6h 43mDelta
Sat 12/135:08 pmNAS - CHS
1 stop4h 37mDelta
Deal found 10/28$295
This Priceline deal was found by Cheapflights users on 10/29. 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.
Thu 12/119:22 amCHS - SJU
1 stop24h 13mJetBlue
Tue 12/167:38 pmSJU - CHS
1 stop13h 59mJetBlue
Deal found 10/29$296
This Priceline deal was found by Cheapflights users on 10/29. 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 11/286:50 amCHS - SXM
1 stop6h 25mSpirit Airlines
Fri 12/53:20 pmSXM - CHS
1 stop6h 34mSpirit Airlines
Deal found 10/29$299

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 October 30, 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

Tue 1/13

5:25 am-1:04 pm

1 stop6h 39m

San Juan Luis Munoz Marin Intl

Thu 1/22

3:55 pm-10:07 pm

1 stop7h 12m

$271

CharlestonSan Juan

CHS - SJU

CHSSJU

Charleston

Tue 1/20

6:00 am-2:40 pm

1 stop7h 40m

San Juan Luis Munoz Marin Intl

Tue 1/27

2:05 am-9:50 am

1 stop8h 45m

$271

CharlestonSan Juan

CHS - SJU

CHSSJU

Charleston

Sun 1/18

6:30 am-5:17 pm

1 stop9h 47m

San Juan Luis Munoz Marin Intl

Sat 1/24

6:30 pm-11:58 pm

1 stop6h 28m

$271

CharlestonSan Juan

CHS - SJU

CHSSJU

Charleston

Thu 12/4

12:51 pm-11:20 pm

1 stop9h 29m

San Juan Luis Munoz Marin Intl

Sat 12/6

7:00 am-3:15 pm

1 stop9h 15m

$271

CharlestonSan Juan

CHS - SJU

CHSSJU

Charleston

Sun 1/18

1:12 pm-11:44 pm

1 stop9h 32m

San Juan Luis Munoz Marin Intl

Sun 1/25

6:15 am-2:06 pm

1 stop8h 51m

$271

CharlestonSan Juan

CHS - SJU

CHSSJU

Charleston

Tue 1/13

5:25 am-1:04 pm

1 stop6h 39m

San Juan Luis Munoz Marin Intl

Tue 1/27

7:30 am-2:06 pm

1 stop7h 36m

$271

CharlestonSan Juan

CHS - SJU

CHSSJU

Charleston

Tue 1/13

5:25 am-1:04 pm

1 stop6h 39m

San Juan Luis Munoz Marin Intl

Sat 1/24

6:30 pm-11:58 pm

1 stop6h 28m

$271

CharlestonSan Juan

CHS - SJU

CHSSJU

Charleston

Sun 1/18

2:44 pm-11:44 pm

1 stop8h 00m

San Juan Luis Munoz Marin Intl

Tue 1/27

7:30 am-2:06 pm

1 stop7h 36m

$271

CharlestonSan Juan

CHS - SJU

CHSSJU

Charleston

Sat 1/17

5:25 am-1:05 pm

1 stop6h 40m

San Juan Luis Munoz Marin Intl

Tue 1/27

7:30 am-2:06 pm

1 stop7h 36m

$271

CharlestonSan Juan

CHS - SJU

CHSSJU

Charleston

Sun 1/18

1:12 pm-11:44 pm

1 stop9h 32m

San Juan Luis Munoz Marin Intl

Fri 1/23

7:30 am-2:06 pm

1 stop7h 36m

$271

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/30

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 $325). 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 October 30, 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 October 30, 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
7,998 reviews

Boarding

8.2

Crew

8.5

Overall

7.9

Food

7.3

Comfort

7.9

Entertainment

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
Delta
7.9
Good
7,998 reviews
Delta
7.9
Good
7,998 reviews

Boarding

8.2

Crew

8.5

Overall

7.9

Food

7.3

Comfort

7.9

Entertainment

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
United Airlines
7.4
Good
8,998 reviews
Delta
7.9
Good
7,998 reviews

Boarding

8.2

Crew

8.5

Overall

7.9

Food

7.3

Comfort

7.9

Entertainment

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
American Airlines
7.2
Good
11,035 reviews
Delta
7.9
Good
7,998 reviews

Boarding

8.2

Crew

8.5

Overall

7.9

Food

7.3

Comfort

7.9

Entertainment

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
JetBlue
7.2
Good
2,906 reviews
Delta
7.9
Good
7,998 reviews

Boarding

8.2

Crew

8.5

Overall

7.9

Food

7.3

Comfort

7.9

Entertainment

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
Spirit Airlines
6.3
Okay
8,116 reviews
Delta
7.9
Good
7,998 reviews

Boarding

8.2

Crew

8.5

Overall

7.9

Food

7.3

Comfort

7.9

Entertainment

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.

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 39m. Delta provides one of the quickest options available for as low as $271. 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 Delta ($94), American Airlines ($94), and United Airlines ($94).

  • 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 $325). 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 October 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$129Average$338FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$195Average$456FlexibilityNo cancel feeOn-time62%
DeltaCheapest$251Average$547FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$255Average$512FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$282Average$584FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$371Average$699FlexibilityNo cancel feeOn-time63%

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