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$231+ 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 6/17. Fares are subject to change and may not be available on all flights or dates of travel.
CRW — SJU
Apr 22 — Apr 291
Tue 4/22
Tue 4/29
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 April 17, 2025.

Round-trip from

$317
(American Airlines)

One-way from

$231
(American Airlines)

Popular in

December

Cheapest in

October

Average price

$582
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. 12% potential increase in price ($82 potential increase over avg. RT price).
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Cheapest flight prices on average. 8% potential price decrease ($44 potential savings vs. average RT price).
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Average for round-trip flights in April 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 April 17, 2025.

This American Airlines deal was found by Cheapflights users on 4/16. 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 9/205:40 amCRW - SJU
2 stops14h 30mAmerican Airlines
Sat 9/278:30 amSJU - CRW
2 stops12h 54mAmerican Airlines
Deal found 4/16$317
This United Airlines deal was found by Cheapflights users on 4/16. 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.
Sat 9/207:00 amCRW - SJU
2 stops13h 38mUnited Airlines
Fri 9/261:05 amSJU - CRW
2 stops12h 20mUnited Airlines
Deal found 4/16$331
This American Airlines deal was found by Cheapflights users on 4/16. 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 4/266:09 pmCRW - PUJ
1 stop16h 31mAmerican Airlines
Thu 5/11:50 pmPUJ - CRW
1 stop8h 45mAmerican Airlines
Deal found 4/16$441
This American Airlines deal was found by Cheapflights users on 4/17. 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.
Mon 6/3010:59 amCRW - MBJ
1 stop23h 21mAmerican Airlines
Fri 7/41:30 pmMBJ - CRW
1 stop20h 07mAmerican Airlines
Deal found 4/17$443
This Delta deal was found by Cheapflights users on 4/17. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/186:24 amCRW - SJU
1 stop9h 51mDelta
Sat 11/227:30 amSJU - CRW
1 stop8h 12mDelta
Deal found 4/17$450
This American Airlines deal was found by Cheapflights users on 4/17. 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.
Thu 8/75:42 amCRW - NAS
1 stop5h 28mAmerican Airlines
Sun 8/106:48 pmNAS - CRW
2 stops15h 32mAmerican Airlines
Deal found 4/17$480
This United Airlines deal was found by Cheapflights users on 4/17. 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.
Thu 8/75:26 pmCRW - PLS
2 stops20h 59mUnited Airlines
Mon 8/115:15 pmPLS - CRW
2 stops20h 01mUnited Airlines
Deal found 4/17$512
This United Airlines deal was found by Cheapflights users on 4/17. 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.
Fri 9/265:45 pmCRW - MBJ
2 stops20h 45mUnited Airlines
Fri 10/312:52 pmMBJ - CRW
2 stops23h 33mUnited Airlines
Deal found 4/17$531
This American Airlines deal was found by Cheapflights users on 4/17. 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.
Thu 8/77:00 amCRW - PLS
1 stop7h 05mAmerican Airlines
Mon 8/1111:20 amPLS - CRW
1 stop10h 22mAmerican Airlines
Deal found 4/17$542
This Delta deal was found by Cheapflights users on 4/17. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/126:24 amCRW - PUJ
1 stop6h 53mDelta
Thu 7/171:10 pmPUJ - CRW
1 stop9h 27mDelta
Deal found 4/17$584
This United Airlines deal was found by Cheapflights users on 4/17. 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.
Fri 5/305:20 pmCRW - NAS
2 stops20h 30mUnited Airlines
Sun 6/14:01 pmNAS - CRW
1 stop21h 16mUnited Airlines
Deal found 4/17$622
This Kiwi.com deal was found by Cheapflights users on 4/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/132:31 pmCRW - PUJ
1 stop21h 16mMultiple Airlines
Sun 5/1812:36 pmPUJ - CRW
2 stops44h 33mMultiple Airlines
Deal found 4/16$718

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 April 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

Sat 9/20

5:40 am-8:10 pm

2 stops14h 30m

San Juan Luis Munoz Marin Intl

Sat 9/27

8:30 am-9:24 pm

2 stops12h 54m

$317

CharlestonSan Juan

CRW - SJU

CRWSJU

Charleston Yeager

Sat 9/20

7:00 am-8:38 pm

2 stops13h 38m

San Juan Luis Munoz Marin Intl

Fri 9/26

1:05 am-1:25 pm

2 stops12h 20m

$331

CharlestonPunta Cana

CRW - PUJ

CRWPUJ

Charleston Yeager

Tue 5/13

6:52 am-2:40 pm

1 stop7h 48m

Punta Cana

Tue 5/20

3:40 pm-10:42 pm

1 stop7h 02m

$441

CharlestonMontego Bay

CRW - MBJ

CRWMBJ

Charleston Yeager

Mon 6/30

10:59 am-9:20 am

1 stop23h 21m

Montego Bay Sangster Intl

Fri 7/4

1:30 pm-10:37 am

1 stop20h 07m

$443

CharlestonSan Juan

CRW - SJU

CRWSJU

Charleston Yeager

Sat 9/20

3:25 pm-10:08 pm

1 stop6h 43m

San Juan Luis Munoz Marin Intl

Sat 9/27

7:30 am-2:42 pm

1 stop7h 12m

$454

CharlestonNassau

CRW - NAS

CRWNAS

Charleston Yeager

Thu 8/7

5:42 am-11:10 am

1 stop5h 28m

Nassau Intl

Sun 8/10

6:48 pm-10:20 am

2 stops15h 32m

$480

CharlestonProvidenciales

CRW - PLS

CRWPLS

Charleston Yeager

Thu 8/7

5:26 pm-2:25 pm

2 stops20h 59m

Providenciales

Mon 8/11

5:15 pm-1:16 pm

2 stops20h 01m

$512

CharlestonMontego Bay

CRW - MBJ

CRWMBJ

Charleston Yeager

Fri 9/26

5:45 pm-1:30 pm

2 stops20h 45m

Montego Bay Sangster Intl

Fri 10/3

12:52 pm-1:25 pm

2 stops23h 33m

$531

CharlestonProvidenciales

CRW - PLS

CRWPLS

Charleston Yeager

Thu 8/7

7:00 am-2:05 pm

1 stop7h 05m

Providenciales

Mon 8/11

11:20 am-9:42 pm

1 stop10h 22m

$542

CharlestonPunta Cana

CRW - PUJ

CRWPUJ

Charleston Yeager

Sat 7/12

6:24 am-1:17 pm

1 stop6h 53m

Punta Cana

Thu 7/17

1:10 pm-10:37 pm

1 stop9h 27m

$584

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/17

Showing 1-10 of 16 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 December is currently the most expensive (average of $336). 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.

What is the cheapest time of day to fly from CRW to CB?

Find hourly flight availability from Charleston to Caribbean. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated April 17, 2025.

When flying from Charleston, West Virginia to Caribbean, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Rainfall in Caribbean by month

Plan your trip to Caribbean by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Caribbean ranges from 2.2 - 6.1 inches per month. November is typically the wettest month, when rainfall can reach 6.1 in. February is typically the driest time to visit Caribbean when rainfall is around 2.2 in.

Temperature in Caribbean by month

Plan your trip to Caribbean by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Caribbean, use this chart to help with planning. For those seeking warmer temperatures, June is the ideal time of year to visit, when temperatures reach an average of 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 77.0 F).

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 April 17, 2025.
Delta
8.0
Very good
7,917 reviews

Crew

8.5

Entertainment

7.9

Overall

8.0

Comfort

7.9

Food

7.3

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
Delta
8.0
Very good
7,917 reviews
Delta
8.0
Very good
7,917 reviews

Crew

8.5

Entertainment

7.9

Overall

8.0

Comfort

7.9

Food

7.3

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
United Airlines
7.4
Good
8,667 reviews
Delta
8.0
Very good
7,917 reviews

Crew

8.5

Entertainment

7.9

Overall

8.0

Comfort

7.9

Food

7.3

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,917 reviews

Crew

8.5

Entertainment

7.9

Overall

8.0

Comfort

7.9

Food

7.3

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
WestJet
7.2
Good
2,809 reviews
Delta
8.0
Very good
7,917 reviews

Crew

8.5

Entertainment

7.9

Overall

8.0

Comfort

7.9

Food

7.3

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

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.

  • 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 - Montego Bay Sangster 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 December is currently the most expensive (average of $336). 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

Browse thousands of different options on Cheapflights for your next trip

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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 April 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$266Average$494FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$304Average$669FlexibilityNo cancel feeOn-time71%

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