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$203+ 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
Aug 26 — Sep 21
Tue 8/26
Tue 9/2
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 August 21, 2025.

Round-trip from

$378
(American Airlines)

One-way from

$203
(American Airlines)

Popular in

December

Cheapest in

October

Average price

$509
From Charleston Yeager to Caribbean
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One-way flight from Charleston Yeager to Caribbean
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Highest demand for flights based on searches. 13% potential increase in price ($90 potential increase over avg. RT price).
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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 August 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 August 21, 2025.

This American Airlines deal was found by Cheapflights users on 8/19. 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 11/98:06 amCRW - PUJ
1 stop7h 40mAmerican Airlines
Thu 11/132:37 pmPUJ - CRW
1 stop9h 14mAmerican Airlines
Deal found 8/19$361
This American Airlines deal was found by Cheapflights users on 8/21. 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 10/278:05 pmCRW - MBJ
1 stop15h 45mAmerican Airlines
Sun 11/21:55 pmMBJ - CRW
1 stop21h 55mAmerican Airlines
Deal found 8/21$378
This American Airlines deal was found by Cheapflights users on 8/18. 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 11/285:00 amCRW - SJU
1 stop5h 45mAmerican Airlines
Sat 12/66:40 amSJU - CRW
2 stops16h 22mAmerican Airlines
Deal found 8/18$425
This American Airlines deal was found by Cheapflights users on 8/21. 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 9/118:07 pmCRW - PLS
2 stops16h 23mAmerican Airlines
Tue 9/161:30 pmPLS - CRW
2 stops9h 45mAmerican Airlines
Deal found 8/21$427
This American Airlines deal was found by Cheapflights users on 8/19. 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 9/118:07 pmCRW - NAS
2 stops15h 03mAmerican Airlines
Sun 9/146:48 pmNAS - CRW
2 stops17h 21mAmerican Airlines
Deal found 8/19$454
This United Airlines deal was found by Cheapflights users on 8/19. 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 11/115:45 pmCRW - PUJ
2 stops22h 40mUnited Airlines
Sat 11/154:25 pmPUJ - CRW
1 stop21h 59mUnited Airlines
Deal found 8/19$542
This United Airlines deal was found by Cheapflights users on 8/19. 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.
Sun 11/95:45 pmCRW - PUJ
1 stop21h 17mUnited Airlines
Thu 11/135:20 pmPUJ - CRW
2 stops45h 04mUnited Airlines
Deal found 8/19$570
This American Airlines deal was found by Cheapflights users on 8/19. 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 11/147:06 pmCRW - SJU
1 stop16h 58mAmerican Airlines
Sat 11/228:00 amSJU - CRW
1 stop15h 51mAmerican Airlines
Deal found 8/19$586
This United Airlines deal was found by Cheapflights users on 8/21. 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 12/85:30 pmCRW - SJU
2 stops22h 06mUnited Airlines
Mon 12/158:30 amSJU - CRW
2 stops13h 55mUnited Airlines
Deal found 8/21$605
This American Airlines deal was found by Cheapflights users on 8/19. 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 8/237:00 amCRW - SJU
1 stop7h 55mAmerican Airlines
Mon 8/257:55 amSJU - CRW
1 stop15h 06mAmerican Airlines
Deal found 8/19$715
This United Airlines deal was found by Cheapflights users on 8/20. 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 10/45:38 pmCRW - PUJ
2 stops22h 03mUnited Airlines
Sat 10/112:20 pmPUJ - CRW
2 stops31h 06mUnited Airlines
Deal found 8/20$749
This United Airlines deal was found by Cheapflights users on 8/19. 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.
Thu 9/187:00 amCRW - PUJ
2 stops29h 40mUnited Airlines
Mon 9/224:35 pmPUJ - CRW
2 stops20h 50mUnited Airlines
Deal found 8/19$751

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 August 21, 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 11/9

8:06 am-4:46 pm

1 stop7h 40m

Punta Cana

Thu 11/13

2:37 pm-10:51 pm

1 stop9h 14m

$361

CharlestonMontego Bay

CRW - MBJ

CRWMBJ

Charleston Yeager

Mon 10/27

8:05 pm-10:50 am

1 stop15h 45m

Montego Bay Sangster Intl

Sun 11/2

11:09 am-11:50 am

1 stop24h 41m

$378

CharlestonProvidenciales

CRW - PLS

CRWPLS

Charleston Yeager

Thu 9/11

8:07 pm-12:30 pm

2 stops16h 23m

Providenciales

Tue 9/16

1:30 pm-12:09 pm

2 stops22h 39m

$427

CharlestonNassau

CRW - NAS

CRWNAS

Charleston Yeager

Thu 9/11

8:07 pm-11:10 am

2 stops15h 03m

Nassau Intl

Sun 9/14

6:48 pm-12:09 pm

2 stops17h 21m

$454

CharlestonPunta Cana

CRW - PUJ

CRWPUJ

Charleston Yeager

Tue 11/11

5:45 pm-5:25 pm

2 stops22h 40m

Punta Cana

Sat 11/15

4:25 pm-1:24 pm

1 stop21h 59m

$542

CharlestonPunta Cana

CRW - PUJ

CRWPUJ

Charleston Yeager

Sun 11/9

5:45 pm-4:02 pm

1 stop21h 17m

Punta Cana

Thu 11/13

5:20 pm-1:24 pm

2 stops45h 04m

$570

CharlestonSan Juan

CRW - SJU

CRWSJU

Charleston Yeager

Fri 11/14

7:06 pm-1:04 pm

1 stop16h 58m

San Juan Luis Munoz Marin Intl

Sat 11/22

6:25 am-9:52 pm

2 stops16h 27m

$586

CharlestonPunta Cana

CRW - PUJ

CRWPUJ

Charleston Yeager

Sat 10/4

5:38 pm-3:41 pm

2 stops22h 03m

Punta Cana

Sat 10/11

2:20 pm-9:26 pm

2 stops31h 06m

$749

CharlestonPunta Cana

CRW - PUJ

CRWPUJ

Charleston Yeager

Thu 9/18

7:00 am-12:40 pm

2 stops29h 40m

Punta Cana

Mon 9/22

4:35 pm-5:00 pm

2 stops24h 25m

$751

CharlestonSan Juan

CRW - SJU

CRWSJU

Charleston Yeager

Fri 11/14

5:45 pm-1:17 pm

2 stops18h 32m

San Juan Luis Munoz Marin Intl

Fri 11/21

2:05 am-1:24 pm

2 stops12h 19m

$760

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/20

Showing 1-10 of 18 results
1
2

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 $254). Flying from Charleston, West Virginia 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.

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 August 21, 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
8.0
Very good
7,981 reviews

Food

7.3

Entertainment

7.9

Overall

8.0

Boarding

8.2

Comfort

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,981 reviews
Delta
8.0
Very good
7,981 reviews

Food

7.3

Entertainment

7.9

Overall

8.0

Boarding

8.2

Comfort

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,981 reviews

Food

7.3

Entertainment

7.9

Overall

8.0

Boarding

8.2

Comfort

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

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 40m. The time it takes to get you to your destination can typically vary by up to 15h. Charleston, West Virginia and Caribbean are separated by a distance of 1582 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, West Virginia to Caribbean one-way?

    For one-way options, check prices for American Airlines. According to our data, you can fly for as low as $203. Users have also found prices from $224 and $569 on Delta and United Airlines, respectively.

  • 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 - Nassau Intl. You may also consider Charleston Yeager - San Juan Luis Munoz Marin 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, September is the cheapest month in which you can book a flight from Charleston, West Virginia to Caribbean (average of $254). Flying from Charleston, West Virginia 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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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 August 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$301Average$485FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$377Average$625FlexibilityNo cancel feeOn-time71%

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