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$51+ 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 4/8. Fares are subject to change and may not be available on all flights or dates of travel.
CHS — SJU
Feb 26 — Mar 51
Wed 2/26
Wed 3/5
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 February 21, 2025.

Round-trip from

$151
(CheapOair)

One-way from

$51
(Cheapflightsfares)

Popular in

December

Cheapest in

September

Average price

$451
From Charleston to Caribbean
Search Deals
One-way flight from Charleston to Caribbean
Search Deals
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).
Search Deals
Average for round-trip flights in February 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 February 21, 2025.

This CheapOair deal was found by Cheapflights users on 2/19. 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.
Tue 4/1511:14 amCHS - STT
1 stop22h 26mSpirit Airlines
Wed 4/2310:45 amSTT - CHS
1 stop8h 00mSpirit Airlines
Deal found 2/19$151
This Mytrip deal was found by Cheapflights users on 2/19. 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 3/37:00 amCHS - STT
2 stops29h 38mMultiple Airlines
Fri 3/712:11 pmSTT - CHS
1 stop22h 42mMultiple Airlines
Deal found 2/19$245
This Mytrip deal was found by Cheapflights users on 2/18. 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 4/311:02 amCHS - PUJ
1 stop27h 40mSpirit Airlines
Tue 4/83:47 pmPUJ - CHS
1 stop26h 58mSpirit Airlines
Deal found 2/18$275
This CheapOair deal was found by Cheapflights users on 2/20. 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.
Wed 3/1210:48 amCHS - SJU
2 stops22h 44mSpirit Airlines
Tue 3/183:05 amSJU - CHS
2 stops31h 28mSpirit Airlines
Deal found 2/20$282
This Mytrip deal was found by Cheapflights users on 2/19. 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 3/82:59 pmCHS - SJU
3 stops34h 24mMultiple Airlines
Wed 3/123:38 amSJU - CHS
2 stops31h 27mMultiple Airlines
Deal found 2/19$286
This JetBlue deal was found by Cheapflights users on 2/20. 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.
Thu 2/275:14 pmCHS - SJU
1 stop8h 15mJetBlue
Mon 3/36:01 amSJU - CHS
1 stop11h 16mJetBlue
Deal found 2/20$287
This FlightHub deal was found by Cheapflights users on 2/20. 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.
Thu 4/1711:14 amCHS - MBJ
1 stop24h 41mSpirit Airlines
Wed 4/2312:00 pmMBJ - CHS
1 stop5h 45mSpirit Airlines
Deal found 2/20$300
This Delta deal was found by Cheapflights users on 2/20. 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 3/186:45 amCHS - SJU
1 stop9h 21mDelta
Sat 3/2212:54 pmSJU - CHS
1 stop11h 03mDelta
Deal found 2/20$309
This American Airlines deal was found by Cheapflights users on 2/20. 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 5/77:00 amCHS - SJU
1 stop9h 36mAmerican Airlines
Thu 5/151:10 pmSJU - CHS
1 stop8h 55mAmerican Airlines
Deal found 2/20$313
This FlightHub deal was found by Cheapflights users on 2/20. 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.
Thu 5/111:14 amCHS - SXM
1 stop26h 13mSpirit Airlines
Wed 5/72:56 pmSXM - CHS
1 stop26h 20mSpirit Airlines
Deal found 2/20$342
This JetBlue deal was found by Cheapflights users on 2/19. 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 3/1111:00 amCHS - NAS
1 stop6h 21mJetBlue
Tue 3/188:31 amNAS - CHS
1 stop7h 46mJetBlue
Deal found 2/19$346
This Mytrip deal was found by Cheapflights users on 2/18. 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 3/31:03 pmCHS - PUJ
2 stops25h 40mMultiple Airlines
Sat 3/82:12 pmPUJ - CHS
2 stops29h 07mMultiple Airlines
Deal found 2/18$361

Find flights from Charleston to Caribbean within your budget

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 February 21, 2025.

Fly from

Charleston

Fly to

Caribbean

Route

Depart

Return

Price

CharlestonSaint Thomas Island

CHS - STT

CHSSTT

Charleston

Tue 4/15

11:14 am-9:40 am

1 stop22h 26m

Saint Thomas Island Cyril E King

Wed 4/23

10:45 am-6:45 pm

1 stop8h 00m

$151

CharlestonSaint Thomas Island

CHS - STT

CHSSTT

Charleston

Mon 3/3

7:00 am-1:38 pm

2 stops29h 38m

Saint Thomas Island Cyril E King

Fri 3/7

12:11 pm-9:53 am

1 stop22h 42m

$245

CharlestonPunta Cana

CHS - PUJ

CHSPUJ

Charleston

Thu 4/3

11:02 am-2:42 pm

1 stop27h 40m

Punta Cana

Tue 4/8

3:47 pm-6:45 pm

1 stop26h 58m

$275

CharlestonSan Juan

CHS - SJU

CHSSJU

Charleston

Wed 3/12

10:48 am-9:32 am

2 stops22h 44m

San Juan Luis Munoz Marin Intl

Tue 3/18

3:05 am-10:33 am

2 stops31h 28m

$282

CharlestonSan Juan

CHS - SJU

CHSSJU

Charleston

Sat 3/8

2:59 pm-2:23 am

3 stops34h 24m

San Juan Luis Munoz Marin Intl

Wed 3/12

3:38 am-11:05 am

2 stops31h 27m

$286

CharlestonMontego Bay

CHS - MBJ

CHSMBJ

Charleston

Thu 4/17

11:14 am-10:55 am

1 stop24h 41m

Montego Bay Sangster Intl

Wed 4/23

12:00 pm-6:45 pm

1 stop5h 45m

$300

CharlestonSan Juan

CHS - SJU

CHSSJU

Charleston

Tue 3/18

6:45 am-4:06 pm

1 stop9h 21m

San Juan Luis Munoz Marin Intl

Sat 3/22

12:54 pm-11:57 pm

1 stop11h 03m

$309

CharlestonSan Juan

CHS - SJU

CHSSJU

Charleston

Wed 5/7

7:00 am-4:36 pm

1 stop9h 36m

San Juan Luis Munoz Marin Intl

Thu 5/15

1:10 pm-10:05 pm

1 stop8h 55m

$313

CharlestonSan Juan

CHS - SJU

CHSSJU

Charleston

Wed 3/5

11:00 am-7:58 pm

1 stop7h 58m

San Juan Luis Munoz Marin Intl

Sat 3/8

12:55 am-7:48 am

1 stop7h 53m

$315

CharlestonSimpson Bay

CHS - SXM

CHSSXM

Charleston

Thu 5/1

11:14 am-1:27 pm

1 stop26h 13m

Simpson Bay Princess Juliana

Wed 5/7

2:56 pm-5:16 pm

1 stop26h 20m

$342

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/20

Showing 1-10 of 48 results
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2
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5

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.

Travel insights for flights from Charleston to Caribbean

Get recent, data-driven insights about flights from Charleston to Caribbean including ideal travel times, pricing trends, and more.

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 March is currently the most expensive (average of $363). 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 February 21, 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 February 21, 2025.
Southwest
8.1
Very good
4,411 reviews

Boarding

8.2

Crew

8.7

Food

7.1

Overall

8.1

Entertainment

7.6

Comfort

8.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Southwest
8.1
Very good
4,411 reviews
Southwest
8.1
Very good
4,411 reviews

Boarding

8.2

Crew

8.7

Food

7.1

Overall

8.1

Entertainment

7.6

Comfort

8.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Alaska Airlines
8.0
Very good
9,697 reviews
Southwest
8.1
Very good
4,411 reviews

Boarding

8.2

Crew

8.7

Food

7.1

Overall

8.1

Entertainment

7.6

Comfort

8.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Delta
8.0
Very good
8,219 reviews
Southwest
8.1
Very good
4,411 reviews

Boarding

8.2

Crew

8.7

Food

7.1

Overall

8.1

Entertainment

7.6

Comfort

8.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Copa Airlines
7.6
Good
1,510 reviews
Southwest
8.1
Very good
4,411 reviews

Boarding

8.2

Crew

8.7

Food

7.1

Overall

8.1

Entertainment

7.6

Comfort

8.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

LATAM Airlines
7.5
Good
1,795 reviews
Southwest
8.1
Very good
4,411 reviews

Boarding

8.2

Crew

8.7

Food

7.1

Overall

8.1

Entertainment

7.6

Comfort

8.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

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 Spirit Airlines ($51), JetBlue ($105), and American Airlines ($182).

  • 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 - Nassau Intl 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 March is currently the most expensive (average of $363). 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 5 airlines flying from Charleston to Caribbean

Discover the top 5 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 February 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$151Average$308FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$242Average$481FlexibilityNo cancel feeOn-time62%
DeltaCheapest$273Average$531FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$282Average$599FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$288Average$611FlexibilityNo cancel feeOn-time69%
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