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Caribbean Islands

$121+ 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 9/13. Fares are subject to change and may not be available on all flights or dates of travel.
CHS — SJU
Apr 29 — May 61
Tue 4/29
Tue 5/6
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 April 24, 2025.

Round-trip from

$259
(Cheapflightsfares)

One-way from

$137
(Cheapflightsfares)

Popular in

December

Cheapest in

September

Average price

$457
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. 16% potential increase in price ($83 potential increase over avg. RT price).
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Cheapest flight prices on average. 6% potential price decrease ($25 potential savings vs. average RT price).
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Average for round-trip flights in April 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 April 24, 2025.

This Delta deal was found by Cheapflights users on 4/23. 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.
Fri 10/245:30 amCHS - SJU
1 stop6h 17mDelta
Sat 11/12:28 pmSJU - CHS
1 stop7h 36mDelta
Deal found 4/23$241
This Cheapflightsfares deal was found by Cheapflights users on 4/23. 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.
Sun 6/19:43 amCHS - SJU
1 stop9h 24mSpirit Airlines
Fri 6/68:12 pmSJU - CHS
1 stop12h 26mSpirit Airlines
Deal found 4/23$259
This American Airlines deal was found by Cheapflights users on 4/23. 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 5/217:10 pmCHS - SJU
1 stop15h 49mAmerican Airlines
Thu 5/293:50 pmSJU - CHS
1 stop8h 25mAmerican Airlines
Deal found 4/23$277
This FlightHub deal was found by Cheapflights users on 4/22. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/239:05 amCHS - SJU
1 stop14h 49mMultiple Airlines
Fri 5/308:12 pmSJU - CHS
1 stop12h 26mMultiple Airlines
Deal found 4/22$294
This JetBlue deal was found by Cheapflights users on 4/23. 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.
Sat 5/109:34 amCHS - SJU
1 stop24h 02mJetBlue
Sat 5/178:20 pmSJU - CHS
1 stop12h 27mJetBlue
Deal found 4/23$298
This CheapOair deal was found by Cheapflights users on 4/23. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/210:01 amCHS - SJU
1 stop15h 49mFrontier
Sun 5/49:58 pmSJU - CHS
1 stop11h 11mFrontier
Deal found 4/23$299
This Mytrip deal was found by Cheapflights users on 4/23. 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.
Sun 5/259:43 amCHS - STT
1 stop24h 14mSpirit Airlines
Fri 5/3010:52 amSTT - CHS
1 stop21h 46mSpirit Airlines
Deal found 4/23$328
This United Airlines deal was found by Cheapflights users on 4/23. 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.
Wed 5/77:00 amCHS - SJU
1 stop8h 40mUnited Airlines
Sun 6/11:05 amSJU - CHS
1 stop7h 57mUnited Airlines
Deal found 4/23$332
This Mytrip deal was found by Cheapflights users on 4/23. 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.
Sun 6/19:43 amCHS - PUJ
1 stop4h 34mSpirit Airlines
Fri 6/63:22 pmPUJ - CHS
1 stop17h 16mSpirit Airlines
Deal found 4/23$334
This American Airlines deal was found by Cheapflights users on 4/23. 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 9/96:05 amCHS - AUA
1 stop7h 15mAmerican Airlines
Tue 9/164:45 pmAUA - CHS
1 stop6h 07mAmerican Airlines
Deal found 4/23$341
This Southwest deal was found by Cheapflights users on 4/23. 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.
Thu 5/155:00 pmCHS - SJU
1 stop6h 30mSouthwest
Mon 5/195:35 amSJU - CHS
2 stops10h 40mSouthwest
Deal found 4/23$343
This Mytrip deal was found by Cheapflights users on 4/23. 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.
Sun 6/19:43 amCHS - MBJ
1 stop26h 19mSpirit Airlines
Fri 6/612:07 pmMBJ - CHS
1 stop19h 31mSpirit Airlines
Deal found 4/23$350

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 April 24, 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

Sun 6/1

9:43 am-7:07 pm

1 stop9h 24m

San Juan Luis Munoz Marin Intl

Fri 6/6

8:12 pm-8:38 am

1 stop12h 26m

$259

CharlestonSan Juan

CHS - SJU

CHSSJU

Charleston

Wed 5/21

7:10 pm-10:59 am

1 stop15h 49m

San Juan Luis Munoz Marin Intl

Thu 5/29

3:35 pm-12:15 am

2 stops8h 40m

$277

CharlestonSan Juan

CHS - SJU

CHSSJU

Charleston

Fri 5/23

9:05 am-11:54 pm

1 stop14h 49m

San Juan Luis Munoz Marin Intl

Fri 5/30

8:12 pm-8:38 am

1 stop12h 26m

$294

CharlestonSan Juan

CHS - SJU

CHSSJU

Charleston

Sat 5/10

9:34 am-9:36 am

1 stop24h 02m

San Juan Luis Munoz Marin Intl

Sat 5/17

8:20 pm-8:47 am

1 stop12h 27m

$298

CharlestonSan Juan

CHS - SJU

CHSSJU

Charleston

Fri 5/23

9:05 am-8:21 pm

1 stop11h 16m

San Juan Luis Munoz Marin Intl

Thu 5/29

12:59 am-8:05 am

1 stop7h 06m

$318

CharlestonSaint Thomas Island

CHS - STT

CHSSTT

Charleston

Sun 5/25

9:43 am-9:57 am

1 stop24h 14m

Saint Thomas Island Cyril E King

Fri 5/30

10:52 am-8:38 am

1 stop21h 46m

$328

CharlestonSan Juan

CHS - SJU

CHSSJU

Charleston

Wed 5/7

7:00 am-3:40 pm

1 stop8h 40m

San Juan Luis Munoz Marin Intl

Sun 6/1

1:05 am-9:02 am

1 stop7h 57m

$332

CharlestonPunta Cana

CHS - PUJ

CHSPUJ

Charleston

Sun 6/1

9:43 am-2:17 pm

1 stop4h 34m

Punta Cana

Fri 6/6

3:22 pm-8:38 am

1 stop17h 16m

$334

CharlestonSan Juan

CHS - SJU

CHSSJU

Charleston

Thu 5/15

5:00 pm-11:30 pm

1 stop6h 30m

San Juan Luis Munoz Marin Intl

Mon 5/19

5:35 am-4:15 pm

2 stops10h 40m

$343

CharlestonMontego Bay

CHS - MBJ

CHSMBJ

Charleston

Sun 6/1

9:43 am-11:02 am

1 stop26h 19m

Montego Bay Sangster Intl

Fri 6/6

12:07 pm-8:38 am

1 stop19h 31m

$350

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/23

Showing 1-10 of 48 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 December is currently the most expensive (average of $336). 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 April 24, 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 April 24, 2025.
Read through reviews of airlines operating flights from Charleston to Caribbean Islands, such as Alaska Airlines, Southwest and Delta. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
9,918 reviews

Overall

8.0

Food

7.1

Comfort

7.9

Entertainment

7.1

Crew

8.5

Boarding

8.2

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Alaska Airlines
8.0
Very good
9,918 reviews
Alaska Airlines
8.0
Very good
9,918 reviews

Overall

8.0

Food

7.1

Comfort

7.9

Entertainment

7.1

Crew

8.5

Boarding

8.2

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Southwest
8.0
Very good
4,286 reviews
Alaska Airlines
8.0
Very good
9,918 reviews

Overall

8.0

Food

7.1

Comfort

7.9

Entertainment

7.1

Crew

8.5

Boarding

8.2

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Delta
8.0
Very good
7,920 reviews
Alaska Airlines
8.0
Very good
9,918 reviews

Overall

8.0

Food

7.1

Comfort

7.9

Entertainment

7.1

Crew

8.5

Boarding

8.2

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Copa Airlines
7.6
Good
1,411 reviews
Alaska Airlines
8.0
Very good
9,918 reviews

Overall

8.0

Food

7.1

Comfort

7.9

Entertainment

7.1

Crew

8.5

Boarding

8.2

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
LATAM Airlines
7.5
Good
1,765 reviews
Alaska Airlines
8.0
Very good
9,918 reviews

Overall

8.0

Food

7.1

Comfort

7.9

Entertainment

7.1

Crew

8.5

Boarding

8.2

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >

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 Spirit Airlines, which is currently one of the cheapest options available, starting at $137. Frontier flights start at $150 while deals on American Airlines start at $169 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 - Punta Cana.

  • 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 December is currently the most expensive (average of $336). 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 April 24, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$145Average$360FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$231Average$624FlexibilityNo cancel feeOn-time69%
JetBlueCheapest$242Average$436FlexibilityNo cancel feeOn-time62%
DeltaCheapest$243Average$539FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$279Average$600FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$342Average$470FlexibilityNo cancel feeOn-time63%

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