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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
Oct 17 — Oct 241
Fri 10/17
Fri 10/24
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 September 17, 2025.

Round-trip from

$275
(American Airlines)

One-way from

$158
(American Airlines)

Popular in

December

Cheapest in

October

Average price

$442
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. 17% potential increase in price ($128 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 September 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 September 17, 2025.

This American Airlines deal was found by Cheapflights users on 9/15. 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.
Fri 10/246:00 amCRW - SJU
2 stops17h 59mAmerican Airlines
Mon 10/275:30 amSJU - CRW
2 stops16h 04mAmerican Airlines
Deal found 9/15$275
This American Airlines deal was found by Cheapflights users on 9/15. 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.
Thu 12/46:00 amCRW - SJU
2 stops16h 53mAmerican Airlines
Thu 12/112:05 pmSJU - CRW
1 stop9h 49mAmerican Airlines
Deal found 9/15$358
This American Airlines deal was found by Cheapflights users on 9/16. 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.
Tue 11/46:00 amCRW - NAS
1 stop5h 08mAmerican Airlines
Mon 11/106:27 pmNAS - CRW
2 stops17h 23mAmerican Airlines
Deal found 9/16$361
This American Airlines deal was found by Cheapflights users on 9/16. 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 10/278:05 pmCRW - MBJ
1 stop15h 45mAmerican Airlines
Sun 11/21:55 pmMBJ - CRW
1 stop8h 56mAmerican Airlines
Deal found 9/16$366
This American Airlines deal was found by Cheapflights users on 9/15. 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.
Thu 10/306:00 amCRW - SJU
2 stops15h 14mAmerican Airlines
Wed 11/58:20 amSJU - CRW
1 stop8h 01mAmerican Airlines
Deal found 9/15$445
This Delta deal was found by Cheapflights users on 9/16. 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.
Tue 9/236:30 amCRW - SJU
1 stop10h 01mDelta
Tue 9/307:30 amSJU - CRW
1 stop10h 38mDelta
Deal found 9/16$451
This American Airlines deal was found by Cheapflights users on 9/15. 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.
Sat 12/205:59 pmCRW - PUJ
2 stops19h 52mAmerican Airlines
Wed 12/2412:29 pmPUJ - CRW
2 stops23h 12mAmerican Airlines
Deal found 9/15$479
This United Airlines deal was found by Cheapflights users on 9/16. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/237:00 amCRW - SJU
2 stops13h 38mUnited Airlines
Mon 9/291:05 amSJU - CRW
2 stops12h 20mUnited Airlines
Deal found 9/16$480
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 12/42:43 pmCRW - SJU
1 stop7h 36mMultiple Airlines
Wed 12/102:59 amSJU - CRW
1 stop7h 19mMultiple Airlines
Deal found 9/15$500
This American Airlines deal was found by Cheapflights users on 9/16. 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.
Fri 10/108:05 pmCRW - MBJ
2 stops18h 55mAmerican Airlines
Mon 10/133:20 pmMBJ - CRW
2 stops26h 21mAmerican Airlines
Deal found 9/16$522
This American Airlines deal was found by Cheapflights users on 9/16. 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.
Tue 9/237:48 amCRW - SJU
1 stop8h 04mAmerican Airlines
Tue 9/306:10 amSJU - CRW
2 stops16h 21mAmerican Airlines
Deal found 9/16$533
This United Airlines deal was found by Cheapflights users on 9/16. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/305:38 pmCRW - PUJ
2 stops43h 02mUnited Airlines
Fri 10/31:50 pmPUJ - CRW
2 stops23h 35mUnited Airlines
Deal found 9/16$545

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 September 17, 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

CRW - SJU

CRWSJU

Charleston Yeager

Tue 3/10

5:49 am-10:25 pm

2 stops16h 36m

San Juan Luis Munoz Marin Intl

Wed 3/11

5:35 am-9:46 pm

2 stops16h 11m

$295

CharlestonNassau

CRW - NAS

CRWNAS

Charleston Yeager

Wed 1/7

6:50 am-3:22 pm

1 stop8h 32m

Nassau Intl

Sun 1/11

3:35 pm-9:27 pm

1 stop29h 52m

$327

CharlestonMontego Bay

CRW - MBJ

CRWMBJ

Charleston Yeager

Sun 3/1

6:40 pm-11:10 am

1 stop16h 30m

Montego Bay Sangster Intl

Fri 3/6

2:15 pm-11:29 am

2 stops21h 14m

$345

CharlestonNassau

CRW - NAS

CRWNAS

Charleston Yeager

Wed 12/3

6:00 am-8:12 pm

2 stops14h 12m

Nassau Intl

Mon 12/8

6:45 pm-11:56 am

2 stops17h 11m

$361

CharlestonNassau

CRW - NAS

CRWNAS

Charleston Yeager

Tue 11/4

6:00 am-11:08 am

1 stop5h 08m

Nassau Intl

Mon 11/10

6:27 pm-11:50 am

2 stops17h 23m

$361

CharlestonNassau

CRW - NAS

CRWNAS

Charleston Yeager

Wed 1/7

6:10 pm-1:25 pm

2 stops19h 15m

Nassau Intl

Sun 1/11

7:15 pm-12:41 pm

2 stops17h 26m

$366

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

1:55 pm-10:51 pm

1 stop8h 56m

$366

CharlestonMontego Bay

CRW - MBJ

CRWMBJ

Charleston Yeager

Sat 2/28

6:11 pm-12:00 pm

2 stops17h 49m

Montego Bay Sangster Intl

Sat 3/7

2:00 pm-9:22 am

2 stops19h 22m

$393

CharlestonMontego Bay

CRW - MBJ

CRWMBJ

Charleston Yeager

Sun 2/22

6:11 pm-10:10 am

2 stops15h 59m

Montego Bay Sangster Intl

Sun 3/1

2:00 pm-12:34 pm

2 stops22h 34m

$398

CharlestonSan Juan

CRW - SJU

CRWSJU

Charleston Yeager

Fri 10/24

11:40 am-10:10 pm

1 stop10h 30m

San Juan Luis Munoz Marin Intl

Mon 10/27

7:10 am-12:05 am

1 stop16h 55m

$401

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/15

Showing 1-10 of 33 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 $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 September 17, 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
7,961 reviews

Comfort

7.9

Crew

8.5

Food

7.3

Overall

8.0

Entertainment

7.9

Boarding

8.2

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
7,961 reviews
Delta
8.0
Very good
7,961 reviews

Comfort

7.9

Crew

8.5

Food

7.3

Overall

8.0

Entertainment

7.9

Boarding

8.2

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
7,961 reviews

Comfort

7.9

Crew

8.5

Food

7.3

Overall

8.0

Entertainment

7.9

Boarding

8.2

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, United Airlines, and Delta fly from Charleston, West Virginia to Caribbean in about 8h 32m. The time it takes to get you to your destination can typically vary by up to 8h 04m. Charleston, West Virginia and Caribbean are separated by a distance of 951 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, 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 September 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$301Average$480FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$377Average$618FlexibilityNo cancel feeOn-time71%

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