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Caribbean

$158+ Cheap flights from Charleston, WV (CRW) 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 12/10. Fares are subject to change and may not be available on all flights or dates of travel.
CRW — SJU
Nov 29 — Dec 61
Sat 11/29
Sat 12/6
1 adult, Economy
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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 October 30, 2025.

This American Airlines deal was found by Cheapflights users on 10/30. 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.
Sun 12/141:08 pmCRW - PUJ
2 stops21h 47mAmerican Airlines
Sun 12/214:38 pmPUJ - CRW
2 stops19h 03mAmerican Airlines
Deal found 10/30$318
This American Airlines deal was found by Cheapflights users on 10/28. 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.
Fri 12/127:10 pmCRW - NAS
2 stops15h 09mAmerican Airlines
Fri 12/196:45 pmNAS - CRW
2 stops15h 56mAmerican Airlines
Deal found 10/28$392
This American Airlines deal was found by Cheapflights users on 10/28. 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.
Thu 12/116:00 amCRW - SJU
2 stops16h 53mAmerican Airlines
Wed 12/178:20 amSJU - CRW
1 stop11h 19mAmerican Airlines
Deal found 10/28$395
This Kiwi.com deal was found by Cheapflights users on 10/28. 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 12/112:43 pmCRW - SJU
1 stop11h 07mMultiple Airlines
Wed 12/175:00 pmSJU - CRW
1 stop17h 18mMultiple Airlines
Deal found 10/28$422
This American Airlines deal was found by Cheapflights users on 10/29. 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 11/196:00 amCRW - PUJ
2 stops8h 48mAmerican Airlines
Thu 12/45:30 pmPUJ - CRW
2 stops19h 26mAmerican Airlines
Deal found 10/29$429
This American Airlines deal was found by Cheapflights users on 10/29. 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.
Sun 11/25:49 amCRW - MBJ
1 stop6h 05mAmerican Airlines
Tue 11/43:50 pmMBJ - CRW
1 stop7h 02mAmerican Airlines
Deal found 10/29$481
This Delta deal was found by Cheapflights users on 10/30. 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 12/26:00 amCRW - PLS
1 stop6h 45mDelta
Mon 12/152:10 pmPLS - CRW
1 stop8h 39mDelta
Deal found 10/30$483
This Delta deal was found by Cheapflights users on 10/28. 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 12/73:49 pmCRW - SJU
1 stop6h 31mDelta
Fri 12/191:55 pmSJU - CRW
1 stop9h 54mDelta
Deal found 10/28$488
This United Airlines deal was found by Cheapflights users on 10/29. 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.
Tue 12/27:00 amCRW - PLS
2 stops33h 00mUnited Airlines
Mon 12/155:06 pmPLS - CRW
2 stops27h 26mUnited Airlines
Deal found 10/29$489
This American Airlines deal was found by Cheapflights users on 10/28. 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.
Sun 12/76:00 amCRW - SJU
2 stops15h 05mAmerican Airlines
Fri 12/1912:30 pmSJU - CRW
1 stop12h 21mAmerican Airlines
Deal found 10/28$516
This United Airlines deal was found by Cheapflights users on 10/29. 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.
Wed 10/295:45 pmCRW - PUJ
2 stops18h 14mUnited Airlines
Sun 11/212:56 pmPUJ - CRW
2 stops25h 27mUnited Airlines
Deal found 10/29$522
This American Airlines deal was found by Cheapflights users on 10/30. 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 11/36:00 amCRW - SJU
2 stops13h 48mAmerican Airlines
Thu 11/62:05 pmSJU - CRW
1 stop6h 16mAmerican Airlines
Deal found 10/30$536

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 October 30, 2025.

Round-trip from

$306
(American Airlines)

One-way from

$158
(American Airlines)

Popular in

July

Cheapest in

October

Average price

$291
From Charleston Yeager to Caribbean
Search Deals
One-way flight from Charleston Yeager to Caribbean
Search Deals
Highest demand for flights based on searches. 13% potential increase in price ($90 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 7% potential price decrease ($42 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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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 October 30, 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 12/14

1:08 pm-11:55 am

2 stops21h 47m

Punta Cana

Sun 12/21

4:38 pm-10:41 am

2 stops19h 03m

$318

CharlestonPunta Cana

CRW - PUJ

CRWPUJ

Charleston Yeager

Mon 11/3

5:45 pm-12:59 pm

2 stops18h 14m

Punta Cana

Wed 11/5

5:20 pm-1:23 pm

2 stops21h 03m

$370

CharlestonNassau

CRW - NAS

CRWNAS

Charleston Yeager

Fri 12/12

7:10 pm-10:19 am

2 stops15h 09m

Nassau Intl

Fri 12/19

6:45 pm-10:41 am

2 stops15h 56m

$392

CharlestonSan Juan

CRW - SJU

CRWSJU

Charleston Yeager

Thu 12/11

6:00 am-11:53 pm

2 stops16h 53m

San Juan Luis Munoz Marin Intl

Wed 12/17

8:20 am-6:39 pm

1 stop11h 19m

$395

CharlestonSan Juan

CRW - SJU

CRWSJU

Charleston Yeager

Thu 12/11

2:43 pm-2:50 am

1 stop11h 07m

San Juan Luis Munoz Marin Intl

Wed 12/17

5:00 pm-9:18 am

1 stop17h 18m

$422

CharlestonPunta Cana

CRW - PUJ

CRWPUJ

Charleston Yeager

Wed 11/19

6:00 am-3:48 pm

2 stops8h 48m

Punta Cana

Thu 12/4

5:30 pm-11:56 am

2 stops19h 26m

$429

CharlestonPunta Cana

CRW - PUJ

CRWPUJ

Charleston Yeager

Mon 11/3

7:46 am-4:24 pm

1 stop7h 38m

Punta Cana

Wed 11/5

3:02 pm-10:52 pm

1 stop8h 50m

$478

CharlestonMontego Bay

CRW - MBJ

CRWMBJ

Charleston Yeager

Sun 11/2

5:49 am-11:54 am

1 stop6h 05m

Montego Bay Sangster Intl

Tue 11/4

3:50 pm-10:52 pm

1 stop7h 02m

$481

CharlestonProvidenciales

CRW - PLS

CRWPLS

Charleston Yeager

Tue 12/2

6:00 am-12:45 pm

1 stop6h 45m

Providenciales

Mon 12/15

2:10 pm-10:49 pm

1 stop8h 39m

$483

CharlestonProvidenciales

CRW - PLS

CRWPLS

Charleston Yeager

Tue 1/6

6:15 am-12:50 pm

1 stop6h 35m

Providenciales

Tue 1/13

3:50 pm-10:39 pm

1 stop6h 49m

$488

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/28

Showing 1-10 of 28 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, September is the cheapest month in which you can book a flight from Charleston, West Virginia to Caribbean (average of $206). Flying from Charleston, West Virginia to Caribbean in August is currently the most expensive (average of $445). 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 October 30, 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
7,998 reviews

Boarding

8.2

Crew

8.5

Overall

7.9

Food

7.3

Comfort

7.9

Entertainment

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
Delta
7.9
Good
7,998 reviews
Delta
7.9
Good
7,998 reviews

Boarding

8.2

Crew

8.5

Overall

7.9

Food

7.3

Comfort

7.9

Entertainment

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
American Airlines
7.2
Good
11,035 reviews
Delta
7.9
Good
7,998 reviews

Boarding

8.2

Crew

8.5

Overall

7.9

Food

7.3

Comfort

7.9

Entertainment

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.

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 45m. The time it takes to get you to your destination can typically vary by up to 15h 02m. 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 - Providenciales.

  • 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, September is the cheapest month in which you can book a flight from Charleston, West Virginia to Caribbean (average of $206). Flying from Charleston, West Virginia to Caribbean in August is currently the most expensive (average of $445). 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 October 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$317Average$485FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$377Average$623FlexibilityNo cancel feeOn-time71%

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