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Caribbean Islands

$114+ Cheap flights from Charleston (CHS) to Caribbean Islands

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
Tue 6/17
Tue 6/24
1 adult, Economy
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Cheap flight deals from Charleston to Caribbean Islands

Keep the following information in mind while searching for Charleston to Caribbean Islands flight deals. Data was last updated June 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 Islands
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One-way flight from Charleston to Caribbean Islands
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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 Islands

Cheapest flights from Charleston to Caribbean Islands
Explore the most affordable flight options available from Charleston to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 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.
Thu 9/113:41 pmCHS - SJU
1 stop8h 17mFrontier
Sat 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.
Mon 7/219:38 amCHS - SJU
1 stop11h 31mSpirit Airlines
Sun 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.
Mon 7/289:05 amCHS - SJU
1 stop14h 54mMultiple Airlines
Sun 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.
Wed 9/247:08 amCHS - SJU
1 stop5h 38mAmerican Airlines
Wed 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.
Tue 7/87:03 amCHS - STT
2 stops26h 45mSpirit Airlines
Sat 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.
Sat 10/256:00 amCHS - SJU
1 stop7h 45mUnited Airlines
Sat 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.
Sat 6/289:42 amCHS - PUJ
1 stop6h 17mSpirit Airlines
Sat 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.
Fri 10/242:40 pmCHS - SJU
1 stop10h 05mSouthwest
Sun 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.
Sun 8/177:26 pmCHS - MBJ
1 stop14h 48mSpirit Airlines
Thu 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.
Wed 7/306:25 amCHS - PUJ
1 stop5h 15mDelta
Fri 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.
Tue 9/165:37 pmCHS - PUJ
2 stops18h 58mAmerican Airlines
Fri 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.
Tue 12/94:30 pmCHS - SJU
1 stop5h 47mDelta
Sat 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 Islands 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 12, 2025.
Use the filters below to find and compare flights from Charleston to Caribbean Islands that are best for you.

Fly from

Charleston

Fly to

Caribbean Islands

Route

Depart

Return

Price

CharlestonSan Juan

CHS - SJU

CHSSJU

Charleston

Thu 9/11

3:41 pm-11:58 pm

1 stop8h 17m

San Juan Luis Munoz Marin Intl

Sat 9/13

1:11 am-2:36 pm

1 stop13h 25m

$165

CharlestonSan Juan

CHS - SJU

CHSSJU

Charleston

Mon 7/21

9:38 am-9:09 pm

1 stop11h 31m

San Juan Luis Munoz Marin Intl

Sun 7/27

11:59 pm-1:27 pm

1 stop13h 28m

$205

CharlestonSan Juan

CHS - SJU

CHSSJU

Charleston

Mon 7/28

9:05 am-11:59 pm

1 stop14h 54m

San Juan Luis Munoz Marin Intl

Sun 8/3

1:37 am-9:53 am

1 stop8h 16m

$239

CharlestonSan Juan

CHS - SJU

CHSSJU

Charleston

Wed 9/24

7:08 am-12:46 pm

1 stop5h 38m

San Juan Luis Munoz Marin Intl

Wed 10/1

3:55 pm-8:15 am

2 stops16h 20m

$251

CharlestonSaint Thomas Island

CHS - STT

CHSSTT

Charleston

Tue 7/8

7:03 am-9:48 am

2 stops26h 45m

Saint Thomas Island Cyril E King

Sat 7/12

10:43 am-8:53 pm

1 stop10h 10m

$277

CharlestonSan Juan

CHS - SJU

CHSSJU

Charleston

Sat 10/25

6:00 am-1:45 pm

1 stop7h 45m

San Juan Luis Munoz Marin Intl

Sun 11/2

8:30 am-2:39 pm

1 stop7h 09m

$280

CharlestonPunta Cana

CHS - PUJ

CHSPUJ

Charleston

Sat 6/28

9:42 am-3:59 pm

1 stop6h 17m

Punta Cana

Sat 7/5

5:09 pm-8:37 am

1 stop15h 28m

$280

CharlestonSan Juan

CHS - SJU

CHSSJU

Charleston

Fri 10/24

2:40 pm-12:45 am

1 stop10h 05m

San Juan Luis Munoz Marin Intl

Sun 10/26

5:45 am-3:35 pm

1 stop9h 50m

$308

CharlestonMontego Bay

CHS - MBJ

CHSMBJ

Charleston

Sun 8/17

7:26 pm-9:14 am

1 stop14h 48m

Montego Bay Sangster Intl

Thu 8/28

10:19 am-6:21 pm

1 stop7h 02m

$328

CharlestonPunta Cana

CHS - PUJ

CHSPUJ

Charleston

Wed 7/30

6:25 am-11:40 am

1 stop5h 15m

Punta Cana

Fri 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 Islands

Have a flexible travel schedule? Discover the best time to fly to Caribbean Islands 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 Islands

What is the cheapest month to book a flight from Charleston to Caribbean Islands?

Currently, September is the cheapest month in which you can book a flight from Charleston to Caribbean Islands (average of $254). Flying from Charleston to Caribbean Islands 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 EPX?

Find hourly flight availability from Charleston to Caribbean Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated June 12, 2025.

When flying from Charleston to Caribbean Islands, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Rainfall in Caribbean Islands by month

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

In terms of precipitation, rainfall in Caribbean Islands 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 Islands when rainfall is around 2.2 in.

Temperature in Caribbean Islands by month

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

If weather is an important factor for your trip to Caribbean Islands, 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 Islands

Get insights into the airlines that provide service to Caribbean Islands. 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 Islands. Reviews last updated June 12, 2025.
Read through reviews of airlines operating flights from Charleston to Caribbean Islands, such as Southwest, Delta and LATAM Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,287 reviews

Overall

8.0

Entertainment

7.6

Food

7.1

Boarding

8.2

Comfort

8.0

Crew

8.6

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

Overall

8.0

Entertainment

7.6

Food

7.1

Boarding

8.2

Comfort

8.0

Crew

8.6

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

Overall

8.0

Entertainment

7.6

Food

7.1

Boarding

8.2

Comfort

8.0

Crew

8.6

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

Overall

8.0

Entertainment

7.6

Food

7.1

Boarding

8.2

Comfort

8.0

Crew

8.6

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

Overall

8.0

Entertainment

7.6

Food

7.1

Boarding

8.2

Comfort

8.0

Crew

8.6

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

Overall

8.0

Entertainment

7.6

Food

7.1

Boarding

8.2

Comfort

8.0

Crew

8.6

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 Islands. 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 Islands?

    If you book a flight to Caribbean Islands 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 Islands one-way?

    To fly one-way, consider booking your trip with Frontier, which is currently one of the cheapest options available, starting at $114. Spirit Airlines flights start at $124 while deals on Southwest start at $126 one-way.

  • What are the most popular routes from Charleston to Caribbean Islands?

    The most popular flight routes from Charleston to Caribbean Islands are Charleston - San Juan Luis Munoz Marin Intl, Charleston - Montego Bay Sangster Intl and Charleston - Oranjestad Reina Beatrix.

  • Can I find deals for flights from Charleston to Caribbean Islands that include hotel bookings?

    Yes. In addition to deals on Charleston to Caribbean Islands flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Charleston to Caribbean Islands?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Charleston to Caribbean Islands.

  • Can I find deals for business class flights from Charleston to Caribbean Islands?

    Yes. Cheapflights offers flight deals from Charleston to Caribbean Islands 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 Islands?

    Currently, September is the cheapest month in which you can book a flight from Charleston to Caribbean Islands (average of $254). Flying from Charleston to Caribbean Islands 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 Islands

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 Islands

Discover the top 6 airlines that operate flights from Charleston to Caribbean Islands. 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 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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