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Caribbean

$306+ 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 1/25. Fares are subject to change and may not be available on all flights or dates of travel.
CRW — 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 American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/315:59 pmCRW - MBJ
1 stop16h 22mAmerican Airlines
Tue 1/132:34 pmMBJ - CRW
1 stop8h 41mAmerican Airlines
Deal found 12/16$345
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/225:59 pmCRW - MBJ
2 stops19h 24mAmerican Airlines
Sun 1/114:16 pmMBJ - CRW
2 stops19h 38mAmerican Airlines
Deal found 12/16$403
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.
Sat 12/2012:25 pmCRW - NAS
1 stop9h 19mDelta
Sat 12/274:28 pmNAS - CRW
1 stop5h 41mDelta
Deal found 12/16$499
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.
Mon 12/227:07 amCRW - SJU
1 stop13h 58mAmerican Airlines
Thu 12/258:25 amSJU - CRW
1 stop10h 04mAmerican Airlines
Deal found 12/15$502
This American Airlines deal was found by Cheapflights users on 12/17. 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 12/2311:11 amCRW - MBJ
2 stops26h 12mAmerican Airlines
Mon 12/2911:12 amMBJ - CRW
2 stops13h 14mAmerican Airlines
Deal found 12/17$535
This Kiwi.com deal was found by Cheapflights users on 12/17. 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.
Tue 12/232:43 pmCRW - MBJ
1 stop23h 14mMultiple Airlines
Mon 12/293:05 pmMBJ - CRW
1 stop18h 13mMultiple Airlines
Deal found 12/17$570
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.
Mon 12/227:36 pmCRW - SJU
1 stop12h 22mMultiple Airlines
Thu 12/256:28 pmSJU - CRW
2 stops25h 28mMultiple Airlines
Deal found 12/15$592
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.
Thu 12/259:58 amCRW - SJU
1 stop29h 15mMultiple Airlines
Sun 12/284:10 amSJU - CRW
2 stops15h 46mMultiple Airlines
Deal found 12/15$603
This United Airlines deal was found by Cheapflights users on 12/17. 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 12/277:00 amCRW - MBJ
2 stops55h 00mUnited Airlines
Wed 12/313:20 pmMBJ - CRW
2 stops22h 02mUnited Airlines
Deal found 12/17$609
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/277:11 amCRW - MBJ
1 stop7h 03mAmerican Airlines
Wed 12/3111:27 amMBJ - CRW
1 stop25h 25mAmerican Airlines
Deal found 12/16$614
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/205:59 pmCRW - NAS
2 stops17h 47mAmerican Airlines
Sat 12/276:45 pmNAS - CRW
2 stops15h 56mAmerican Airlines
Deal found 12/16$628
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/227:00 amCRW - SJU
2 stops13h 26mUnited Airlines
Thu 12/257:45 amSJU - CRW
2 stops13h 51mUnited Airlines
Deal found 12/15$695

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

$306
(American Airlines)

Popular in

July

Cheapest in

October

Average price

$599
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 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

CRW - PUJ

CRWPUJ

Charleston Yeager

Sun 1/25

7:12 pm-12:55 pm

1 stop16h 43m

Punta Cana

Sat 1/31

3:43 pm-11:54 am

2 stops21h 11m

$306

CharlestonPunta Cana

CRW - PUJ

CRWPUJ

Charleston Yeager

Sat 3/14

6:08 pm-11:02 am

2 stops16h 54m

Punta Cana

Wed 3/18

12:00 pm-10:55 am

2 stops22h 55m

$306

CharlestonSan Juan

CRW - SJU

CRWSJU

Charleston Yeager

Fri 1/9

5:37 pm-6:11 am

2 stops11h 34m

San Juan Luis Munoz Marin Intl

Tue 1/13

7:45 am-8:56 pm

2 stops14h 11m

$313

CharlestonMontego Bay

CRW - MBJ

CRWMBJ

Charleston Yeager

Wed 12/31

5:59 pm-10:21 am

1 stop16h 22m

Montego Bay Sangster Intl

Tue 1/13

2:34 pm-11:15 pm

1 stop8h 41m

$345

CharlestonSan Juan

CRW - SJU

CRWSJU

Charleston Yeager

Fri 1/9

8:04 pm-11:59 am

1 stop14h 55m

San Juan Luis Munoz Marin Intl

Tue 1/13

7:21 pm-2:03 pm

2 stops43h 42m

$356

CharlestonProvidenciales

CRW - PLS

CRWPLS

Charleston Yeager

Tue 1/6

6:15 am-12:50 pm

1 stop6h 35m

Providenciales

Tue 1/13

2:10 pm-10:39 pm

1 stop8h 29m

$364

CharlestonPunta Cana

CRW - PUJ

CRWPUJ

Charleston Yeager

Mon 1/26

5:37 pm-3:17 pm

1 stop20h 40m

Punta Cana

Thu 1/29

2:55 pm-5:02 pm

1 stop27h 07m

$415

CharlestonProvidenciales

CRW - PLS

CRWPLS

Charleston Yeager

Tue 1/6

7:12 pm-12:18 pm

2 stops17h 06m

Providenciales

Tue 1/13

12:52 pm-11:15 pm

1 stop10h 23m

$415

CharlestonNassau

CRW - NAS

CRWNAS

Charleston Yeager

Mon 1/26

5:37 pm-3:22 pm

1 stop21h 45m

Nassau Intl

Thu 1/29

4:25 pm-8:56 pm

2 stops28h 31m

$425

CharlestonSan Juan

CRW - SJU

CRWSJU

Charleston Yeager

Sat 4/11

12:28 pm-7:45 pm

1 stop7h 17m

San Juan Luis Munoz Marin Intl

Tue 4/14

5:40 am-9:46 pm

2 stops16h 06m

$433

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/17

Showing 1-10 of 22 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 December 18, 2025.
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
8,005 reviews

Comfort

7.9

Boarding

8.1

Food

7.3

Overall

7.9

Entertainment

7.9

Crew

8.5

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
8,005 reviews
Delta
7.9
Good
8,005 reviews

Comfort

7.9

Boarding

8.1

Food

7.3

Overall

7.9

Entertainment

7.9

Crew

8.5

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
8,005 reviews

Comfort

7.9

Boarding

8.1

Food

7.3

Overall

7.9

Entertainment

7.9

Crew

8.5

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, United Airlines, and Delta fly from Charleston, West Virginia to Caribbean in about 6h 35m. The time it takes to get you to your destination can typically vary by up to 10h 08m. Charleston, West Virginia and Caribbean are separated by a distance of 1273 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 - Montego Bay Sangster Intl 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 December 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$301Average$485FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$381Average$639FlexibilityNo cancel feeOn-time71%

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