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$108+ 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 7/28. Fares are subject to change and may not be available on all flights or dates of travel.
CHS — SJU
Jul 8 — Jul 151
Tue 7/8
Tue 7/15
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 July 3, 2025.

Round-trip from

$228
(FlightHub)

One-way from

$108
(FlightHub)

Popular in

December

Cheapest in

September

Average price

$388
From Charleston to Caribbean
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One-way flight from Charleston to Caribbean
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Highest demand for flights based on searches. 14% potential increase in price ($73 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 July 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 July 3, 2025.

This FlightHub deal was found by Cheapflights users on 7/1. 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.
Mon 7/219:38 amCHS - SJU
1 stop11h 31mSpirit Airlines
Thu 7/3110:14 pmSJU - CHS
1 stop16h 31mSpirit Airlines
Deal found 7/1$231
This Delta deal was found by Cheapflights users on 7/2. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/1612:55 pmCHS - SJU
1 stop9h 05mDelta
Thu 9/2512:58 pmSJU - CHS
1 stop5h 59mDelta
Deal found 7/2$251
This Priceline deal was found by Cheapflights users on 7/3. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/219:05 amCHS - SJU
1 stop11h 34mMultiple Airlines
Thu 7/241:37 amSJU - CHS
1 stop8h 16mMultiple Airlines
Deal found 7/3$261
This Frontier deal was found by Cheapflights users on 7/2. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/243:31 pmCHS - SJU
1 stop8h 27mFrontier
Sat 10/251:11 amSJU - CHS
1 stop13h 25mFrontier
Deal found 7/2$264
This FlightHub deal was found by Cheapflights users on 7/2. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/188:17 pmCHS - STT
1 stop14h 56mSpirit Airlines
Mon 8/2512:18 pmSTT - CHS
1 stop6h 54mSpirit Airlines
Deal found 7/2$269
This Cheapflightsfares deal was found by Cheapflights users on 7/2. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/129:48 pmCHS - MBJ
1 stop13h 05mSpirit Airlines
Sat 7/1912:10 pmMBJ - CHS
1 stop7h 43mSpirit Airlines
Deal found 7/2$303
This JetBlue deal was found by Cheapflights users on 7/2. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/189:30 amCHS - SJU
1 stop5h 28mJetBlue
Fri 8/228:25 amSJU - CHS
1 stop11h 25mJetBlue
Deal found 7/2$314
This American Airlines deal was found by Cheapflights users on 7/2. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/167:28 pmCHS - SJU
2 stops17h 18mAmerican Airlines
Thu 9/251:36 pmSJU - CHS
2 stops8h 35mAmerican Airlines
Deal found 7/2$322
This Delta deal was found by Cheapflights users on 7/2. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/165:10 amCHS - PUJ
1 stop9h 24mDelta
Thu 9/253:59 pmPUJ - CHS
1 stop6h 34mDelta
Deal found 7/2$337
This United Airlines deal was found by Cheapflights users on 7/2. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/66:00 amCHS - SJU
1 stop7h 45mUnited Airlines
Tue 9/91:05 amSJU - CHS
1 stop8h 15mUnited Airlines
Deal found 7/2$341
This American Airlines deal was found by Cheapflights users on 7/2. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/166:27 amCHS - PUJ
1 stop8h 58mAmerican Airlines
Fri 9/261:35 pmPUJ - CHS
2 stops9h 26mAmerican Airlines
Deal found 7/2$341
This Southwest deal was found by Cheapflights users on 7/1. 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.
Mon 8/251:05 pmCHS - SJU
1 stop10h 25mSouthwest
Fri 8/2911:10 amSJU - CHS
2 stops11h 30mSouthwest
Deal found 7/1$348

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 July 3, 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

CharlestonSan Juan

CHS - SJU

CHSSJU

Charleston

Mon 7/21

9:38 am-9:09 pm

1 stop11h 31m

San Juan Luis Munoz Marin Intl

Thu 7/31

10:14 pm-2:45 pm

1 stop16h 31m

$228

CharlestonSan Juan

CHS - SJU

CHSSJU

Charleston

Tue 9/16

12:55 pm-10:00 pm

1 stop9h 05m

San Juan Luis Munoz Marin Intl

Fri 9/26

12:58 pm-11:48 pm

1 stop10h 50m

$251

CharlestonSan Juan

CHS - SJU

CHSSJU

Charleston

Mon 7/21

9:05 am-8:39 pm

1 stop11h 34m

San Juan Luis Munoz Marin Intl

Thu 7/24

1:37 am-9:53 am

1 stop8h 16m

$261

CharlestonSan Juan

CHS - SJU

CHSSJU

Charleston

Fri 7/11

9:05 am-11:59 pm

1 stop14h 54m

San Juan Luis Munoz Marin Intl

Thu 7/24

12:59 am-8:06 am

1 stop7h 07m

$264

CharlestonSaint Thomas Island

CHS - STT

CHSSTT

Charleston

Mon 8/18

8:17 pm-11:13 am

1 stop14h 56m

Saint Thomas Island Cyril E King

Mon 8/25

12:18 pm-7:12 pm

1 stop6h 54m

$269

CharlestonMontego Bay

CHS - MBJ

CHSMBJ

Charleston

Sat 7/12

9:48 pm-9:53 am

1 stop13h 05m

Montego Bay Sangster Intl

Sat 7/19

12:10 pm-8:53 pm

1 stop7h 43m

$303

CharlestonSan Juan

CHS - SJU

CHSSJU

Charleston

Mon 8/18

9:30 am-2:58 pm

1 stop5h 28m

San Juan Luis Munoz Marin Intl

Fri 8/22

8:25 am-7:50 pm

1 stop11h 25m

$314

CharlestonSan Juan

CHS - SJU

CHSSJU

Charleston

Tue 9/16

7:28 pm-11:11 am

2 stops15h 43m

San Juan Luis Munoz Marin Intl

Fri 9/26

7:05 pm-9:42 am

2 stops14h 37m

$318

CharlestonPunta Cana

CHS - PUJ

CHSPUJ

Charleston

Tue 9/16

5:10 am-2:34 pm

1 stop9h 24m

Punta Cana

Thu 9/25

3:59 pm-10:33 pm

1 stop6h 34m

$337

CharlestonSan Juan

CHS - SJU

CHSSJU

Charleston

Sat 9/6

6:00 am-1:45 pm

1 stop7h 45m

San Juan Luis Munoz Marin Intl

Tue 9/9

1:05 am-9:20 am

1 stop8h 15m

$341

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/3

Showing 1-10 of 47 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, 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 June is currently the most expensive (average of $339). 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 July 3, 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.

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 July 3, 2025.
See what other customers who have flown with Southwest, Delta, and United 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.
Southwest
8.0
Very good
4,266 reviews

Entertainment

7.6

Crew

8.6

Food

7.0

Comfort

8.0

Boarding

8.2

Overall

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Southwest
8.0
Very good
4,266 reviews
Southwest
8.0
Very good
4,266 reviews

Entertainment

7.6

Crew

8.6

Food

7.0

Comfort

8.0

Boarding

8.2

Overall

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Delta
8.0
Very good
7,982 reviews
Southwest
8.0
Very good
4,266 reviews

Entertainment

7.6

Crew

8.6

Food

7.0

Comfort

8.0

Boarding

8.2

Overall

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
United Airlines
7.4
Good
8,861 reviews
Southwest
8.0
Very good
4,266 reviews

Entertainment

7.6

Crew

8.6

Food

7.0

Comfort

8.0

Boarding

8.2

Overall

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
JetBlue
7.3
Good
2,916 reviews
Southwest
8.0
Very good
4,266 reviews

Entertainment

7.6

Crew

8.6

Food

7.0

Comfort

8.0

Boarding

8.2

Overall

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,266 reviews

Entertainment

7.6

Crew

8.6

Food

7.0

Comfort

8.0

Boarding

8.2

Overall

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

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 ($108), Delta ($126), and Frontier ($132).

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

    When deciding which route to take from Charleston to Caribbean consider Charleston - Kingston Norman Manley, Charleston - San Juan Luis Munoz Marin Intl or Charleston - Montego Bay Sangster 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 June is currently the most expensive (average of $339). 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 July 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$135Average$364FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$206Average$416FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$231Average$641FlexibilityNo cancel feeOn-time69%
DeltaCheapest$243Average$552FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$282Average$585FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$352Average$616FlexibilityNo cancel feeOn-time63%

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