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$100+ 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 2/15. Fares are subject to change and may not be available on all flights or dates of travel.
CHS — SJU
Jan 17 — Jan 241
Sat 1/17
Sat 1/24
1 adult, Economy
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Cheap 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 December 18, 2025.

This Kiwi.com deal was found by Cheapflights users on 12/15. 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 12/2810:18 pmCHS - SJU
1 stop13h 11mMultiple Airlines
Wed 12/316:28 pmSJU - CHS
1 stop27h 55mMultiple Airlines
Deal found 12/15$290
This Kiwi.com deal was found by Cheapflights users on 12/16. 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 12/2810:18 pmCHS - SJU
1 stop13h 11mMultiple Airlines
Tue 2/34:40 pmSJU - CHS
2 stops19h 22mMultiple Airlines
Deal found 12/16$291
This Kiwi.com deal was found by Cheapflights users on 12/16. 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.
Mon 12/2910:18 pmCHS - SJU
1 stop22h 47mMultiple Airlines
Wed 1/288:05 pmSJU - CHS
1 stop13h 33mMultiple Airlines
Deal found 12/16$299
This Expedia deal was found by Cheapflights users on 12/16. 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.
Wed 12/317:03 pmCHS - SJU
1 stop4h 53mMultiple Airlines
Fri 1/302:59 amSJU - CHS
2 stops15h 37mMultiple Airlines
Deal found 12/16$300
This Kiwi.com deal was found by Cheapflights users on 12/16. 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.
Mon 12/2910:18 pmCHS - SJU
1 stop22h 47mSpirit Airlines
Sat 1/316:00 amSJU - CHS
2 stops12h 36mSpirit Airlines
Deal found 12/16$304
This JetBlue deal was found by Cheapflights users on 12/16. 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.
Wed 12/317:03 pmCHS - SJU
1 stop4h 53mJetBlue
Fri 1/306:01 amSJU - CHS
1 stop7h 39mJetBlue
Deal found 12/16$305
This Kiwi.com deal was found by Cheapflights users on 12/16. 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.
Mon 12/2910:18 pmCHS - SJU
1 stop13h 11mMultiple Airlines
Sun 2/12:59 amSJU - CHS
2 stops15h 37mMultiple Airlines
Deal found 12/16$309
This JetBlue deal was found by Cheapflights users on 12/16. 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 12/307:03 pmCHS - SJU
1 stop4h 53mJetBlue
Fri 1/306:01 amSJU - CHS
1 stop7h 39mJetBlue
Deal found 12/16$314
This American Airlines deal was found by Cheapflights users on 12/15. 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 12/308:08 pmCHS - SJU
1 stop14h 31mAmerican Airlines
Tue 1/132:31 pmSJU - CHS
2 stops9h 36mAmerican Airlines
Deal found 12/15$318
This Delta deal was found by Cheapflights users on 12/16. 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.
Thu 12/257:30 amCHS - PUJ
1 stop5h 43mDelta
Wed 12/316:03 pmPUJ - CHS
1 stop16h 30mDelta
Deal found 12/16$318
This Delta deal was found by Cheapflights users on 12/16. 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.
Sun 12/218:15 amCHS - MBJ
1 stop12h 26mDelta
Thu 12/2512:30 pmMBJ - CHS
1 stop7h 01mDelta
Deal found 12/16$321
This Kiwi.com deal was found by Cheapflights users on 12/16. 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.
Mon 12/2910:18 pmCHS - SJU
1 stop13h 11mMultiple Airlines
Sat 1/312:59 amSJU - CHS
2 stops15h 37mMultiple Airlines
Deal found 12/16$325

Find flight deals from Charleston to Caribbean

Keep the following information in mind while searching for Charleston to Caribbean flight deals. Data was last updated December 18, 2025.

Round-trip from

$265
(Kiwi.com)

One-way from

$100
(United Airlines)

Popular in

August

Cheapest in

January

Average price

$554
From Charleston to Caribbean
Search Deals
One-way flight from Charleston to Caribbean
Search Deals
Highest demand for flights based on searches. 4% potential increase in price ($19 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($13 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

Cheapflights Fare Finder

 
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 December 18, 2025.
Use the filters below to find and compare flights from Charleston to Caribbean that are best for you.

Fly from

Charleston

Fly to

Caribbean

Route

Depart

Return

Price

CharlestonPunta Cana

CHS - PUJ

CHSPUJ

Charleston

Sat 1/10

6:35 pm-4:36 pm

1 stop21h 01m

Punta Cana

Fri 1/16

5:47 pm-5:36 pm

1 stop24h 49m

$282

CharlestonSan Juan

CHS - SJU

CHSSJU

Charleston

Thu 5/14

6:00 am-1:45 pm

1 stop7h 45m

San Juan Luis Munoz Marin Intl

Mon 5/18

1:00 am-9:16 am

1 stop8h 16m

$283

CharlestonSan Juan

CHS - SJU

CHSSJU

Charleston

Sun 1/11

6:35 pm-11:33 pm

2 stops27h 58m

San Juan Luis Munoz Marin Intl

Wed 1/14

8:05 pm-5:36 pm

2 stops22h 31m

$286

CharlestonSaint Thomas Island

CHS - STT

CHSSTT

Charleston

Fri 1/23

6:35 pm-4:37 pm

1 stop21h 02m

Saint Thomas Island Cyril E King

Fri 1/30

5:42 pm-5:36 pm

1 stop24h 54m

$286

CharlestonSan Juan

CHS - SJU

CHSSJU

Charleston

Mon 1/5

10:18 pm-11:44 pm

1 stop24h 26m

San Juan Luis Munoz Marin Intl

Sun 1/11

9:00 am-5:36 pm

2 stops33h 36m

$288

CharlestonSan Juan

CHS - SJU

CHSSJU

Charleston

Mon 2/23

9:20 am-10:51 pm

1 stop12h 31m

San Juan Luis Munoz Marin Intl

Fri 2/27

6:00 am-1:01 pm

1 stop8h 01m

$292

CharlestonSan Juan

CHS - SJU

CHSSJU

Charleston

Thu 4/23

10:30 am-4:34 pm

1 stop6h 04m

San Juan Luis Munoz Marin Intl

Mon 4/27

7:20 am-6:07 pm

1 stop10h 47m

$294

CharlestonSan Juan

CHS - SJU

CHSSJU

Charleston

Thu 2/5

1:35 pm-8:02 pm

1 stop5h 27m

San Juan Luis Munoz Marin Intl

Mon 2/9

6:00 am-10:45 am

1 stop5h 45m

$297

CharlestonSan Juan

CHS - SJU

CHSSJU

Charleston

Fri 1/30

10:10 am-7:26 pm

1 stop8h 16m

San Juan Luis Munoz Marin Intl

Sat 1/31

6:01 am-12:40 pm

1 stop7h 39m

$299

CharlestonSan Juan

CHS - SJU

CHSSJU

Charleston

Fri 2/13

9:20 am-9:31 pm

1 stop11h 11m

San Juan Luis Munoz Marin Intl

Tue 2/17

6:00 am-8:30 am

1 stop27h 30m

$300

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/17

Showing 1-10 of 60 results
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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.

Cheapflights Insights

Everything you need to know about your flight from Charleston to Caribbean

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

Currently, December is the cheapest month in which you can book a flight from Charleston to Caribbean (average of $131). Flying from Charleston to Caribbean in October is currently the most expensive (average of $251). 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 December 18, 2025.

A simple way to save on the total cost of your ticket is to fly from Charleston to Caribbean at noon. If you’re flexible enough to do this you can expect to save up to 45% on your trip compared to booking a flight in the afternoon.

What is the cheapest day to fly from Charleston to Caribbean?

Use this chart to determine the cheapest time to fly round-trip from Charleston to Caribbean. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Charleston to Caribbean flight should consider departing on Tuesday at noon when fares are most often at their lowest. Sunday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

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 December 18, 2025.
See what other customers who have flown with Delta, United Airlines, and American Airlines from Charleston to Caribbean have to say. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,008 reviews

Comfort

7.9

Entertainment

7.9

Crew

8.5

Boarding

8.1

Overall

7.9

Food

7.3

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Delta
7.9
Good
8,008 reviews
Delta
7.9
Good
8,008 reviews

Comfort

7.9

Entertainment

7.9

Crew

8.5

Boarding

8.1

Overall

7.9

Food

7.3

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
United Airlines
7.4
Good
9,092 reviews
Delta
7.9
Good
8,008 reviews

Comfort

7.9

Entertainment

7.9

Crew

8.5

Boarding

8.1

Overall

7.9

Food

7.3

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
American Airlines
7.2
Good
11,054 reviews
Delta
7.9
Good
8,008 reviews

Comfort

7.9

Entertainment

7.9

Crew

8.5

Boarding

8.1

Overall

7.9

Food

7.3

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
JetBlue
7.2
Good
2,895 reviews
Delta
7.9
Good
8,008 reviews

Comfort

7.9

Entertainment

7.9

Crew

8.5

Boarding

8.1

Overall

7.9

Food

7.3

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Spirit Airlines
6.3
Okay
8,189 reviews
Delta
7.9
Good
8,008 reviews

Comfort

7.9

Entertainment

7.9

Crew

8.5

Boarding

8.1

Overall

7.9

Food

7.3

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

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.

  • How long is the flight from Charleston to Caribbean?

    A quick flight from Charleston to Caribbean can take about 7h 45m. Spirit Airlines provides one of the quickest options available for as low as $283. Charleston and Caribbean are separated by a distance of 1323 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • 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 ($61), American Airlines ($94), and JetBlue ($114).

  • 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 - Nassau Intl or Charleston - Punta Cana 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, December is the cheapest month in which you can book a flight from Charleston to Caribbean (average of $131). Flying from Charleston to Caribbean in October is currently the most expensive (average of $251). 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 6 airlines flying from Charleston to Caribbean

Discover the top 6 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 December 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$129Average$346FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$188Average$492FlexibilityNo cancel feeOn-time69%
JetBlueCheapest$192Average$448FlexibilityNo cancel feeOn-time62%
DeltaCheapest$241Average$529FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$290Average$577FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$371Average$694FlexibilityNo cancel feeOn-time63%

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