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$114+ 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 7/28. Fares are subject to change and may not be available on all flights or dates of travel.
CHS — SJU
jun. 17 — jun. 241
mar. 6/17
mar. 6/24
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 junio 12, 2025.

Round-trip from

$165
(Priceline)

One-way from

$114
(CheapOair)

Popular in

December

Cheapest in

September

Average price

$504
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. 14% potential increase in price ($74 potential increase over avg. RT price).
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Cheapest flight prices on average. 5% potential price decrease ($24 potential savings vs. average RT price).
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Average for round-trip flights in June 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 junio 12, 2025.

This Priceline deal was found by Cheapflights users on 6/10. 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.
jue. 9/113:41 pmCHS - SJU
1 stop8h 17mFrontier
sáb. 9/131:11 amSJU - CHS
1 stop13h 25mFrontier
Deal found 6/10$165
This Cheapflightsfares deal was found by Cheapflights users on 6/11. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 7/219:38 amCHS - SJU
1 stop11h 31mSpirit Airlines
dom. 7/2711:59 pmSJU - CHS
1 stop13h 28mSpirit Airlines
Deal found 6/11$205
This Priceline deal was found by Cheapflights users on 6/11. 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.
lun. 7/289:05 amCHS - SJU
1 stop14h 54mMultiple Airlines
dom. 8/31:37 amSJU - CHS
1 stop8h 16mMultiple Airlines
Deal found 6/11$239
This American Airlines deal was found by Cheapflights users on 6/12. 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.
mié. 9/247:08 amCHS - SJU
1 stop5h 38mAmerican Airlines
mié. 10/13:55 pmSJU - CHS
2 stops16h 20mAmerican Airlines
Deal found 6/12$251
This Mytrip deal was found by Cheapflights users on 6/11. 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.
mar. 7/87:03 amCHS - STT
2 stops26h 45mSpirit Airlines
sáb. 7/1210:43 amSTT - CHS
1 stop10h 10mSpirit Airlines
Deal found 6/11$277
This United Airlines deal was found by Cheapflights users on 6/10. 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.
sáb. 10/256:00 amCHS - SJU
1 stop7h 45mUnited Airlines
sáb. 11/12:05 amSJU - CHS
1 stop7h 51mUnited Airlines
Deal found 6/10$280
This Mytrip deal was found by Cheapflights users on 6/11. 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.
sáb. 6/289:42 amCHS - PUJ
1 stop6h 17mSpirit Airlines
sáb. 7/55:09 pmPUJ - CHS
1 stop15h 28mSpirit Airlines
Deal found 6/11$280
This Southwest deal was found by Cheapflights users on 6/11. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 10/242:40 pmCHS - SJU
1 stop10h 05mSouthwest
dom. 10/265:45 amSJU - CHS
1 stop9h 50mSouthwest
Deal found 6/11$308
This SmartFares deal was found by Cheapflights users on 6/11. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 8/177:26 pmCHS - MBJ
1 stop14h 48mSpirit Airlines
jue. 8/2810:19 amMBJ - CHS
1 stop7h 02mSpirit Airlines
Deal found 6/11$328
This Delta deal was found by Cheapflights users on 6/10. 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.
mié. 7/306:25 amCHS - PUJ
1 stop5h 15mDelta
vie. 8/222:40 pmPUJ - CHS
1 stop9h 11mDelta
Deal found 6/10$337
This American Airlines deal was found by Cheapflights users on 6/12. 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.
mar. 9/165:37 pmCHS - PUJ
2 stops18h 58mAmerican Airlines
vie. 9/264:25 pmPUJ - CHS
1 stop6h 36mAmerican Airlines
Deal found 6/12$341
This Delta deal was found by Cheapflights users on 6/11. 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.
mar. 12/94:30 pmCHS - SJU
1 stop5h 47mDelta
sáb. 12/206:20 pmSJU - CHS
1 stop6h 38mDelta
Deal found 6/11$353

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 junio 12, 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

jue. 9/11

3:41 pm-11:58 pm

1 stop8h 17m

San Juan Luis Munoz Marin Intl

sáb. 9/13

1:11 am-2:36 pm

1 stop13h 25m

$165

CharlestonSan Juan

CHS - SJU

CHSSJU

Charleston

lun. 7/21

9:38 am-9:09 pm

1 stop11h 31m

San Juan Luis Munoz Marin Intl

dom. 7/27

11:59 pm-1:27 pm

1 stop13h 28m

$205

CharlestonSan Juan

CHS - SJU

CHSSJU

Charleston

lun. 7/28

9:05 am-11:59 pm

1 stop14h 54m

San Juan Luis Munoz Marin Intl

dom. 8/3

1:37 am-9:53 am

1 stop8h 16m

$239

CharlestonSan Juan

CHS - SJU

CHSSJU

Charleston

mié. 9/24

7:08 am-12:46 pm

1 stop5h 38m

San Juan Luis Munoz Marin Intl

mié. 10/1

3:55 pm-8:15 am

2 stops16h 20m

$251

CharlestonSaint Thomas Island

CHS - STT

CHSSTT

Charleston

mar. 7/8

7:03 am-9:48 am

2 stops26h 45m

Saint Thomas Island Cyril E King

sáb. 7/12

10:43 am-8:53 pm

1 stop10h 10m

$277

CharlestonSan Juan

CHS - SJU

CHSSJU

Charleston

sáb. 10/25

6:00 am-1:45 pm

1 stop7h 45m

San Juan Luis Munoz Marin Intl

dom. 11/2

8:30 am-2:39 pm

1 stop7h 09m

$280

CharlestonPunta Cana

CHS - PUJ

CHSPUJ

Charleston

sáb. 6/28

9:42 am-3:59 pm

1 stop6h 17m

Punta Cana

sáb. 7/5

5:09 pm-8:37 am

1 stop15h 28m

$280

CharlestonSan Juan

CHS - SJU

CHSSJU

Charleston

vie. 10/24

2:40 pm-12:45 am

1 stop10h 05m

San Juan Luis Munoz Marin Intl

dom. 10/26

5:45 am-3:35 pm

1 stop9h 50m

$308

CharlestonMontego Bay

CHS - MBJ

CHSMBJ

Charleston

dom. 8/17

7:26 pm-9:14 am

1 stop14h 48m

Montego Bay Sangster Intl

jue. 8/28

10:19 am-6:21 pm

1 stop7h 02m

$328

CharlestonPunta Cana

CHS - PUJ

CHSPUJ

Charleston

mié. 7/30

6:25 am-11:40 am

1 stop5h 15m

Punta Cana

vie. 8/22

2:40 pm-11:51 pm

1 stop9h 11m

$337

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/10

Showing 1-10 of 49 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, September is the cheapest month in which you can book a flight from Charleston to Caribbean (average of $254). Flying from Charleston to Caribbean in June is currently the most expensive (average of $339). 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 junio 12, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Charleston to Caribbean as you normally would.

Rainfall in Caribbean by month

Plan your trip to Caribbean by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Caribbean ranges from 2.2 - 6.1 inches per month. November is typically the wettest month, when rainfall can reach 6.1 in. February is typically the driest time to visit Caribbean when rainfall is around 2.2 in.

Temperature in Caribbean by month

Plan your trip to Caribbean by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Caribbean, use this chart to help with planning. For those seeking warmer temperatures, June is the ideal time of year to visit, when temperatures reach an average of 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 77.0 F).

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 junio 12, 2025.
Southwest
8.0
Very good
4,287 reviews

Entertainment

7.6

Crew

8.6

Overall

8.0

Comfort

8.0

Boarding

8.2

Food

7.1

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Southwest
8.0
Very good
4,287 reviews
Southwest
8.0
Very good
4,287 reviews

Entertainment

7.6

Crew

8.6

Overall

8.0

Comfort

8.0

Boarding

8.2

Food

7.1

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Delta
8.0
Very good
7,950 reviews
Southwest
8.0
Very good
4,287 reviews

Entertainment

7.6

Crew

8.6

Overall

8.0

Comfort

8.0

Boarding

8.2

Food

7.1

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
LATAM Airlines
7.5
Good
1,785 reviews
Southwest
8.0
Very good
4,287 reviews

Entertainment

7.6

Crew

8.6

Overall

8.0

Comfort

8.0

Boarding

8.2

Food

7.1

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Copa Airlines
7.5
Good
1,451 reviews
Southwest
8.0
Very good
4,287 reviews

Entertainment

7.6

Crew

8.6

Overall

8.0

Comfort

8.0

Boarding

8.2

Food

7.1

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
United Airlines
7.4
Good
8,790 reviews
Southwest
8.0
Very good
4,287 reviews

Entertainment

7.6

Crew

8.6

Overall

8.0

Comfort

8.0

Boarding

8.2

Food

7.1

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

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.

  • 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 Frontier ($114), Spirit Airlines ($124), and Southwest ($126).

  • 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 - Montego Bay Sangster Intl or Charleston - Oranjestad Reina Beatrix 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, September is the cheapest month in which you can book a flight from Charleston to Caribbean (average of $254). Flying from Charleston to Caribbean in June is currently the most expensive (average of $339). 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 junio 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$137Average$361FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$231Average$619FlexibilityNo cancel feeOn-time69%
JetBlueCheapest$233Average$417FlexibilityNo cancel feeOn-time62%
DeltaCheapest$243Average$555FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$280Average$592FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$352Average$556FlexibilityNo cancel feeOn-time63%

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