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Caribbean Islands

$102+ 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 5/18. Fares are subject to change and may not be available on all flights or dates of travel.
CHS — SJU
Apr 9 — Apr 161
Wed 4/9
Wed 4/16
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 4, 2025.

Round-trip from

$212
(Mytrip)

One-way from

$102
(CheapOair)

Popular in

December

Cheapest in

September

Average price

$455
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 ($75 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 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 4, 2025.

This Mytrip deal was found by Cheapflights users on 4/3. 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 5/510:32 amCHS - SJU
2 stops33h 08mSpirit Airlines
Sat 5/108:12 pmSJU - CHS
1 stop12h 26mSpirit Airlines
Deal found 4/3$212
This Mytrip deal was found by Cheapflights users on 4/4. 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.
Fri 4/2510:32 amCHS - STT
1 stop23h 28mSpirit Airlines
Thu 5/111:05 amSTT - CHS
1 stop22h 31mSpirit Airlines
Deal found 4/4$239
This American Airlines deal was found by Cheapflights users on 4/4. 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 5/63:42 pmCHS - SJU
1 stop13h 30mAmerican Airlines
Thu 5/157:15 amSJU - CHS
1 stop17h 00mAmerican Airlines
Deal found 4/4$277
This Southwest deal was found by Cheapflights users on 4/2. 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.
Sat 5/1010:45 amCHS - SJU
1 stop8h 05mSouthwest
Tue 5/136:05 amSJU - CHS
1 stop7h 10mSouthwest
Deal found 4/2$282
This CheapOair deal was found by Cheapflights users on 4/3. 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.
Thu 4/109:07 amCHS - SJU
1 stop14h 47mFrontier
Sat 4/129:30 pmSJU - CHS
1 stop21h 32mFrontier
Deal found 4/3$298
This Expedia deal was found by Cheapflights users on 4/3. 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.
Thu 5/14:51 pmCHS - SJU
1 stop7h 01mMultiple Airlines
Thu 5/89:58 pmSJU - CHS
1 stop11h 11mMultiple Airlines
Deal found 4/3$307
This Mytrip deal was found by Cheapflights users on 4/4. 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.
Fri 5/306:40 pmCHS - STT
3 stops39h 17mMultiple Airlines
Wed 6/410:52 amSTT - CHS
1 stop21h 46mMultiple Airlines
Deal found 4/4$316
This Mytrip deal was found by Cheapflights users on 4/4. 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.
Fri 5/210:32 amCHS - MBJ
1 stop25h 23mSpirit Airlines
Tue 5/612:00 pmMBJ - CHS
2 stops33h 09mSpirit Airlines
Deal found 4/4$337
This Delta deal was found by Cheapflights users on 4/3. 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 7/28:25 amCHS - SJU
1 stop8h 12mDelta
Mon 7/145:55 pmSJU - CHS
1 stop6h 14mDelta
Deal found 4/3$343
This Mytrip deal was found by Cheapflights users on 4/3. 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 4/2110:32 amCHS - MBJ
1 stop27h 13mMultiple Airlines
Thu 4/2412:00 pmMBJ - CHS
1 stop20h 36mMultiple Airlines
Deal found 4/3$361
This United deal was found by Cheapflights users on 4/4. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/246:00 amCHS - SJU
1 stop7h 45mUnited Airlines
Sun 10/261:05 amSJU - CHS
1 stop9h 16mUnited Airlines
Deal found 4/4$367
This American Airlines deal was found by Cheapflights users on 4/3. 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 9/158:48 pmCHS - AUA
2 stops18h 57mAmerican Airlines
Sat 9/204:45 pmAUA - CHS
2 stops19h 20mAmerican Airlines
Deal found 4/3$371

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 4, 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

Mon 5/5

10:32 am-7:40 pm

2 stops33h 08m

San Juan Luis Munoz Marin Intl

Sat 5/10

8:12 pm-8:38 am

1 stop12h 26m

$212

CharlestonSaint Thomas Island

CHS - STT

CHSSTT

Charleston

Fri 4/25

10:32 am-10:00 am

1 stop23h 28m

Saint Thomas Island Cyril E King

Thu 5/1

11:05 am-9:36 am

1 stop22h 31m

$239

CharlestonSan Juan

CHS - SJU

CHSSJU

Charleston

Tue 5/6

3:42 pm-5:12 am

1 stop13h 30m

San Juan Luis Munoz Marin Intl

Thu 5/15

7:15 am-12:15 am

1 stop17h 00m

$277

CharlestonSan Juan

CHS - SJU

CHSSJU

Charleston

Sat 5/10

10:45 am-6:50 pm

1 stop8h 05m

San Juan Luis Munoz Marin Intl

Tue 5/13

6:05 am-1:15 pm

1 stop7h 10m

$282

CharlestonSan Juan

CHS - SJU

CHSSJU

Charleston

Thu 5/1

4:51 pm-11:52 pm

1 stop7h 01m

San Juan Luis Munoz Marin Intl

Thu 5/8

9:58 pm-9:09 am

1 stop11h 11m

$307

CharlestonSaint Thomas Island

CHS - STT

CHSSTT

Charleston

Fri 5/30

6:40 pm-9:57 am

3 stops39h 17m

Saint Thomas Island Cyril E King

Wed 6/4

10:52 am-8:38 am

1 stop21h 46m

$316

CharlestonSan Juan

CHS - SJU

CHSSJU

Charleston

Fri 5/30

9:05 am-8:21 pm

1 stop11h 16m

San Juan Luis Munoz Marin Intl

Thu 6/5

12:59 am-8:00 am

1 stop7h 01m

$318

CharlestonMontego Bay

CHS - MBJ

CHSMBJ

Charleston

Fri 5/2

10:32 am-10:55 am

1 stop25h 23m

Montego Bay Sangster Intl

Tue 5/6

12:00 pm-10:09 pm

2 stops33h 09m

$337

CharlestonSan Juan

CHS - SJU

CHSSJU

Charleston

Wed 7/2

8:25 am-4:37 pm

1 stop8h 12m

San Juan Luis Munoz Marin Intl

Mon 7/14

5:55 pm-12:09 am

1 stop6h 14m

$343

CharlestonMontego Bay

CHS - MBJ

CHSMBJ

Charleston

Mon 4/21

10:32 am-12:45 pm

1 stop27h 13m

Montego Bay Sangster Intl

Thu 4/24

12:00 pm-9:36 am

1 stop20h 36m

$361

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/4

Showing 1-10 of 60 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 4, 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 4, 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
9,837 reviews

Entertainment

7.1

Boarding

8.2

Food

7.1

Overall

8.0

Comfort

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Alaska Airlines
8.0
Very good
9,837 reviews
Alaska Airlines
8.0
Very good
9,837 reviews

Entertainment

7.1

Boarding

8.2

Food

7.1

Overall

8.0

Comfort

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Southwest
8.0
Very good
4,276 reviews
Alaska Airlines
8.0
Very good
9,837 reviews

Entertainment

7.1

Boarding

8.2

Food

7.1

Overall

8.0

Comfort

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Delta
8.0
Very good
7,899 reviews
Alaska Airlines
8.0
Very good
9,837 reviews

Entertainment

7.1

Boarding

8.2

Food

7.1

Overall

8.0

Comfort

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Copa Airlines
7.6
Good
1,404 reviews
Alaska Airlines
8.0
Very good
9,837 reviews

Entertainment

7.1

Boarding

8.2

Food

7.1

Overall

8.0

Comfort

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
LATAM Airlines
7.5
Good
1,753 reviews
Alaska Airlines
8.0
Very good
9,837 reviews

Entertainment

7.1

Boarding

8.2

Food

7.1

Overall

8.0

Comfort

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

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 $102. JetBlue flights start at $140 while deals on Delta start at $152 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 - Saint Thomas Island Cyril E King.

  • 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 4, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$149Average$299FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$231Average$662FlexibilityNo cancel feeOn-time69%
JetBlueCheapest$242Average$436FlexibilityNo cancel feeOn-time62%
DeltaCheapest$273Average$531FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$279Average$600FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$342Average$464FlexibilityNo cancel feeOn-time63%

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