Caribbean Islands

$123+ 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 5/15. Fares are subject to change and may not be available on all flights or dates of travel.
CHS — SJU
May 6 — May 131
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Charleston to Caribbean Islands with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 May 1, 2025.

Round-trip from

$190
(Cheapflightsfares)

One-way from

$123
(Cheapflightsfares)

Popular in

December

Cheapest in

September

Average price

$390
From Charleston to Caribbean Islands
One-way flight from Charleston to Caribbean Islands
Highest demand for flights based on searches. 16% potential increase in price ($81 potential increase over avg. RT price).
Cheapest flight prices on average. 6% potential price decrease ($26 potential savings vs. average RT price).
Average for round-trip flights in May 2025

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 May 1, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 4/29. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/610:25 amCHS - SJU
1 stop5h 10mSpirit Airlines
Fri 5/168:12 pmSJU - CHS
1 stop12h 26mSpirit Airlines
Deal found 4/29$190
This Delta deal was found by Cheapflights users on 4/29. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/244:30 pmCHS - SJU
1 stop5h 51mDelta
Sat 11/112:57 pmSJU - CHS
1 stop10h 44mDelta
Deal found 4/29$251
This FlightHub deal was found by Cheapflights users on 4/29. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/610:25 amCHS - SJU
1 stop5h 10mMultiple Airlines
Thu 5/159:58 pmSJU - CHS
1 stop11h 11mMultiple Airlines
Deal found 4/29$261
This American Airlines deal was found by Cheapflights users on 4/29. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/226:34 amCHS - SJU
1 stop8h 26mAmerican Airlines
Wed 5/286:10 amSJU - CHS
1 stop12h 18mAmerican Airlines
Deal found 4/29$312
This Frontier deal was found by Cheapflights users on 4/30. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/239:05 amCHS - SJU
1 stop11h 16mFrontier
Sun 6/112:59 amSJU - CHS
1 stop7h 01mFrontier
Deal found 4/30$318
This JetBlue deal was found by Cheapflights users on 4/30. 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.
Tue 9/29:30 amCHS - SJU
1 stop6h 32mJetBlue
Fri 9/53:15 amSJU - CHS
1 stop7h 25mJetBlue
Deal found 4/30$327
This United Airlines deal was found by Cheapflights users on 4/29. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/64:42 pmCHS - SJU
1 stop7h 15mUnited Airlines
Tue 9/91:05 amSJU - CHS
1 stop8h 15mUnited Airlines
Deal found 4/29$331
This Kiwi.com deal was found by Cheapflights users on 4/29. 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.
Sat 6/79:43 amCHS - MBJ
1 stop26h 19mSpirit Airlines
Wed 6/1112:07 pmMBJ - CHS
1 stop19h 30mSpirit Airlines
Deal found 4/29$342
This Mytrip deal was found by Cheapflights users on 4/29. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/299:43 amCHS - PUJ
1 stop4h 34mSpirit Airlines
Thu 6/53:22 pmPUJ - CHS
3 stops20h 11mSpirit Airlines
Deal found 4/29$355
This Kiwi.com deal was found by Cheapflights users on 4/29. 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.
Sun 6/89:43 amCHS - MBJ
1 stop26h 19mMultiple Airlines
Sat 6/142:09 pmMBJ - CHS
1 stop17h 28mMultiple Airlines
Deal found 4/29$357
This Priceline deal was found by Cheapflights users on 4/30. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/97:26 pmCHS - STT
1 stop13h 19mSpirit Airlines
Sat 11/1510:40 amSTT - CHS
1 stop8h 41mSpirit Airlines
Deal found 4/30$371
This Southwest deal was found by Cheapflights users on 4/29. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/251:20 pmCHS - SJU
2 stops10h 25mSouthwest
Tue 10/286:10 amSJU - CHS
1 stop11h 35mSouthwest
Deal found 4/29$373

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 May 1, 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

Tue 5/6

10:25 am-3:35 pm

1 stop5h 10m

San Juan Luis Munoz Marin Intl

Fri 5/16

8:12 pm-8:38 am

1 stop12h 26m

$190

CharlestonSan Juan

CHS - SJU

CHSSJU

Charleston

Thu 6/26

9:25 am-7:53 pm

1 stop10h 28m

San Juan Luis Munoz Marin Intl

Sun 7/6

6:15 am-1:56 pm

1 stop7h 41m

$251

CharlestonSan Juan

CHS - SJU

CHSSJU

Charleston

Tue 5/6

10:25 am-3:35 pm

1 stop5h 10m

San Juan Luis Munoz Marin Intl

Thu 5/15

9:58 pm-9:09 am

1 stop11h 11m

$261

CharlestonSan Juan

CHS - SJU

CHSSJU

Charleston

Thu 5/22

6:34 am-3:00 pm

1 stop8h 26m

San Juan Luis Munoz Marin Intl

Wed 5/28

6:10 am-6:28 pm

1 stop12h 18m

$312

CharlestonSan Juan

CHS - SJU

CHSSJU

Charleston

Fri 5/23

9:05 am-8:21 pm

1 stop11h 16m

San Juan Luis Munoz Marin Intl

Sun 6/1

12:59 am-8:00 am

1 stop7h 01m

$318

CharlestonMontego Bay

CHS - MBJ

CHSMBJ

Charleston

Sat 6/14

9:42 am-11:02 am

1 stop26h 20m

Montego Bay Sangster Intl

Wed 6/18

12:07 pm-8:37 am

1 stop19h 30m

$340

CharlestonPunta Cana

CHS - PUJ

CHSPUJ

Charleston

Thu 5/29

9:43 am-2:17 pm

1 stop4h 34m

Punta Cana

Thu 6/5

3:22 pm-11:33 am

3 stops20h 11m

$355

CharlestonSaint Thomas Island

CHS - STT

CHSSTT

Charleston

Thu 8/21

7:26 pm-8:45 am

1 stop13h 19m

Saint Thomas Island Cyril E King

Sun 8/24

9:40 am-6:21 pm

1 stop8h 41m

$372

CharlestonSan Juan

CHS - SJU

CHSSJU

Charleston

Sun 5/25

6:00 am-1:45 pm

1 stop7h 45m

San Juan Luis Munoz Marin Intl

Fri 6/6

1:05 am-8:42 am

1 stop7h 37m

$377

CharlestonSan Juan

CHS - SJU

CHSSJU

Charleston

Wed 6/11

10:39 am-9:28 pm

1 stop10h 49m

San Juan Luis Munoz Marin Intl

Tue 6/17

11:00 am-6:04 pm

1 stop7h 04m

$384

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/29

Showing 1-10 of 54 results
1
2
3
...
6

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 May 1, 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 May 1, 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.

Food

7.1

Comfort

7.9

Crew

8.5

Entertainment

7.1

Overall

8.0

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

Food

7.1

Comfort

7.9

Crew

8.5

Entertainment

7.1

Overall

8.0

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

Food

7.1

Comfort

7.9

Crew

8.5

Entertainment

7.1

Overall

8.0

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
8.0
Very good

Food

7.1

Comfort

7.9

Crew

8.5

Entertainment

7.1

Overall

8.0

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

Food

7.1

Comfort

7.9

Crew

8.5

Entertainment

7.1

Overall

8.0

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

Food

7.1

Comfort

7.9

Crew

8.5

Entertainment

7.1

Overall

8.0

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

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 $123. American Airlines flights start at $162 while deals on Delta start at $174 one-way.

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

  • 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Charleston to Caribbean Islands

See prices for flight routes from nearby airports that may be better suited for you.

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 May 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$145Average$360FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$231Average$624FlexibilityNo cancel feeOn-time69%
JetBlueCheapest$242Average$437FlexibilityNo cancel feeOn-time62%
DeltaCheapest$243Average$541FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$279Average$593FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$352Average$470FlexibilityNo cancel feeOn-time63%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.