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$231+ Cheap flights from Charleston, WV (CRW) to Caribbean

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 2/1. Fares are subject to change and may not be available on all flights or dates of travel.
CRW — SJU
Feb 1 — Feb 81
Sun 2/1
Sun 2/8
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 January 2, 2026.

This Delta deal was found by Cheapflights users on 12/31. 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 12/3112:25 pmCRW - MBJ
1 stop8h 16mDelta
Tue 1/132:19 pmMBJ - CRW
1 stop8h 20mDelta
Deal found 12/31$341
This American Airlines deal was found by Cheapflights users on 12/31. 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 12/315:59 pmCRW - MBJ
2 stops19h 24mAmerican Airlines
Tue 1/132:34 pmMBJ - CRW
1 stop8h 41mAmerican Airlines
Deal found 12/31$460

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 January 2, 2026.

Round-trip from

$231
(American Airlines)

Popular in

July

Cheapest in

October

Average price

$546
From Charleston Yeager to Caribbean
Search Deals
Highest demand for flights based on searches. 18% potential increase in price ($126 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 8% potential price decrease ($44 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
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 January 2, 2026.
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

CRW - SJU

CRWSJU

Charleston Yeager

Sun 2/1

12:24 pm-8:50 pm

1 stop7h 26m

San Juan Luis Munoz Marin Intl

Wed 2/4

8:20 am-11:15 pm

1 stop15h 55m

$231

CharlestonSan Juan

CRW - SJU

CRWSJU

Charleston Yeager

Thu 1/29

6:50 am-9:26 pm

2 stops13h 36m

San Juan Luis Munoz Marin Intl

Thu 2/5

8:10 am-8:56 pm

2 stops13h 46m

$306

CharlestonPunta Cana

CRW - PUJ

CRWPUJ

Charleston Yeager

Sat 3/14

6:08 pm-11:06 am

2 stops16h 58m

Punta Cana

Wed 3/18

3:40 pm-10:55 am

2 stops19h 15m

$306

CharlestonSan Juan

CRW - SJU

CRWSJU

Charleston Yeager

Thu 1/29

9:59 am-4:22 pm

1 stop29h 23m

San Juan Luis Munoz Marin Intl

Thu 2/5

2:17 pm-7:24 pm

1 stop30h 07m

$311

CharlestonSan Juan

CRW - SJU

CRWSJU

Charleston Yeager

Sat 2/21

6:00 am-9:49 pm

2 stops14h 49m

San Juan Luis Munoz Marin Intl

Thu 2/26

8:40 am-10:43 pm

2 stops15h 03m

$316

CharlestonNassau

CRW - NAS

CRWNAS

Charleston Yeager

Fri 3/13

6:00 am-11:15 am

1 stop5h 15m

Nassau Intl

Wed 3/18

1:57 pm-10:43 pm

1 stop8h 46m

$326

CharlestonNassau

CRW - NAS

CRWNAS

Charleston Yeager

Thu 1/22

7:12 pm-1:22 pm

1 stop18h 10m

Nassau Intl

Mon 1/26

12:09 pm-10:02 pm

1 stop9h 53m

$326

CharlestonNassau

CRW - NAS

CRWNAS

Charleston Yeager

Mon 2/16

5:00 am-11:48 am

1 stop6h 48m

Nassau Intl

Mon 2/23

4:36 pm-11:15 am

1 stop18h 39m

$327

CharlestonMontego Bay

CRW - MBJ

CRWMBJ

Charleston Yeager

Sun 2/22

5:00 am-12:21 pm

1 stop7h 21m

Montego Bay Sangster Intl

Thu 2/26

1:22 pm-10:55 am

1 stop21h 33m

$332

CharlestonMontego Bay

CRW - MBJ

CRWMBJ

Charleston Yeager

Mon 6/1

7:59 pm-1:41 pm

2 stops18h 42m

Montego Bay Sangster Intl

Mon 6/29

5:17 pm-7:24 pm

2 stops25h 07m

$336

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/31

Showing 1-10 of 21 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, West Virginia to Caribbean?

Currently, December is the cheapest month in which you can book a flight from Charleston, West Virginia to Caribbean (average of $170). Flying from Charleston, West Virginia to Caribbean in July is currently the most expensive (average of $832). 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.

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 January 2, 2026.
Peruse reviews from past customers who have flown with Delta and American Airlines from Charleston to Caribbean to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,021 reviews

Crew

8.5

Boarding

8.1

Food

7.2

Overall

7.9

Entertainment

7.8

Comfort

7.9

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
8,021 reviews
Delta
7.9
Good
8,021 reviews

Crew

8.5

Boarding

8.1

Food

7.2

Overall

7.9

Entertainment

7.8

Comfort

7.9

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
11,074 reviews
Delta
7.9
Good
8,021 reviews

Crew

8.5

Boarding

8.1

Food

7.2

Overall

7.9

Entertainment

7.8

Comfort

7.9

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 Yeager, which is the city’s only airport. Charleston Yeager (CRW) is located 2.7 mi from the center of Charleston.

  • How long is the flight from Charleston, West Virginia to Caribbean?

    Airlines like American Airlines and United Airlines fly from Charleston, West Virginia to Caribbean in about 7h 26m. The time it takes to get you to your destination can typically vary by up to 6h 10m. Charleston, West Virginia and Caribbean are separated by a distance of 1665 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

    The most popular route from Charleston, West Virginia to Caribbean is Charleston Yeager - San Juan Luis Munoz Marin Intl. You may also consider Charleston Yeager - Providenciales or Charleston Yeager - Punta Cana.

  • 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, West Virginia to Caribbean?

    Currently, December is the cheapest month in which you can book a flight from Charleston, West Virginia to Caribbean (average of $170). Flying from Charleston, West Virginia to Caribbean in July is currently the most expensive (average of $832). 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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Top 2 airlines flying from Charleston to Caribbean

Discover the top 2 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 January 2, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$301Average$485FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$381Average$646FlexibilityNo cancel feeOn-time71%

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