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$161+ 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 9/24. Fares are subject to change and may not be available on all flights or dates of travel.
CRW — SJU
May 4 — May 111
Sun 5/4
Sun 5/11
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 29, 2025.

Round-trip from

$281
(American Airlines)

One-way from

$161
(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 ($86 potential increase over avg. RT price).
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Cheapest flight prices on average. 8% potential price decrease ($43 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 29, 2025.

This American Airlines deal was found by Cheapflights users on 4/27. 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 5/1812:18 pmCRW - SJU
1 stop8h 15mAmerican Airlines
Wed 6/47:15 amSJU - CRW
2 stops14h 37mAmerican Airlines
Deal found 4/27$281
This United Airlines deal was found by Cheapflights users on 4/28. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/271:55 pmCRW - SJU
1 stop9h 59mUnited Airlines
Tue 6/37:45 amSJU - CRW
1 stop8h 55mUnited Airlines
Deal found 4/28$411
This American Airlines deal was found by Cheapflights users on 4/29. 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.
Mon 6/306:41 amCRW - MBJ
1 stop6h 39mAmerican Airlines
Fri 7/41:30 pmMBJ - CRW
1 stop20h 07mAmerican Airlines
Deal found 4/29$442
This American Airlines deal was found by Cheapflights users on 4/29. 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.
Sat 7/126:16 pmCRW - PUJ
2 stops18h 08mAmerican Airlines
Thu 7/1712:05 pmPUJ - CRW
2 stops22h 25mAmerican Airlines
Deal found 4/29$473
This United Airlines deal was found by Cheapflights users on 4/29. 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 5/135:33 pmCRW - MBJ
2 stops20h 57mUnited Airlines
Tue 5/2012:52 pmMBJ - CRW
2 stops23h 29mUnited Airlines
Deal found 4/29$521
This Delta deal was found by Cheapflights users on 4/27. 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.
Wed 5/2811:26 amCRW - SJU
1 stop8h 22mDelta
Thu 6/56:15 amSJU - CRW
1 stop8h 31mDelta
Deal found 4/27$575
This American Airlines deal was found by Cheapflights users on 4/29. 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.
Sat 7/511:07 amCRW - ANU
2 stops26h 28mAmerican Airlines
Sat 7/121:45 pmANU - CRW
2 stops20h 52mAmerican Airlines
Deal found 4/29$577
This Delta deal was found by Cheapflights users on 4/29. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/56:00 amCRW - ANU
1 stop8h 45mDelta
Sat 7/124:00 pmANU - CRW
1 stop7h 27mDelta
Deal found 4/29$597
This American Airlines deal was found by Cheapflights users on 4/29. 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.
Fri 5/305:39 amCRW - NAS
2 stops12h 11mAmerican Airlines
Sun 6/17:45 amNAS - CRW
2 stops14h 07mAmerican Airlines
Deal found 4/29$633
This United Airlines deal was found by Cheapflights users on 4/29. 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.
Fri 5/301:55 pmCRW - NAS
1 stop25h 04mUnited Airlines
Sun 6/14:01 pmNAS - CRW
1 stop28h 48mUnited Airlines
Deal found 4/29$775
This United Airlines deal was found by Cheapflights users on 4/29. 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.
Fri 6/135:16 pmCRW - PUJ
2 stops22h 09mUnited Airlines
Fri 6/204:35 pmPUJ - CRW
2 stops20h 41mUnited Airlines
Deal found 4/29$783

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 29, 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

Sun 5/18

12:18 pm-8:33 pm

1 stop8h 15m

San Juan Luis Munoz Marin Intl

Wed 6/4

7:15 am-9:52 pm

2 stops14h 37m

$281

CharlestonSan Juan

CRW - SJU

CRWSJU

Charleston Yeager

Tue 5/27

1:55 pm-11:54 pm

1 stop9h 59m

San Juan Luis Munoz Marin Intl

Tue 6/3

2:05 am-1:16 pm

2 stops11h 11m

$411

CharlestonMontego Bay

CRW - MBJ

CRWMBJ

Charleston Yeager

Mon 6/30

6:41 am-12:20 pm

1 stop6h 39m

Montego Bay Sangster Intl

Fri 7/4

1:30 pm-10:37 am

1 stop20h 07m

$442

CharlestonPunta Cana

CRW - PUJ

CRWPUJ

Charleston Yeager

Sat 7/12

6:16 pm-12:24 pm

2 stops18h 08m

Punta Cana

Thu 7/17

12:05 pm-10:30 am

2 stops22h 25m

$473

CharlestonMontego Bay

CRW - MBJ

CRWMBJ

Charleston Yeager

Tue 5/13

5:33 pm-1:30 pm

2 stops20h 57m

Montego Bay Sangster Intl

Tue 5/20

12:52 pm-1:21 pm

2 stops23h 29m

$521

CharlestonSan Juan

CRW - SJU

CRWSJU

Charleston Yeager

Wed 5/28

11:26 am-7:48 pm

1 stop8h 22m

San Juan Luis Munoz Marin Intl

Thu 6/5

6:15 am-2:46 pm

1 stop8h 31m

$575

CharlestonSt. John's

CRW - ANU

CRWANU

Charleston Yeager

Sat 7/5

6:16 pm-4:21 pm

2 stops22h 05m

St. John's V.C. Bird Intl

Sat 7/12

4:15 pm-11:58 pm

1 stop7h 43m

$577

CharlestonSt. John's

CRW - ANU

CRWANU

Charleston Yeager

Sat 7/5

6:00 am-2:45 pm

1 stop8h 45m

St. John's V.C. Bird Intl

Sat 7/12

4:00 pm-11:27 pm

1 stop7h 27m

$597

CharlestonNassau

CRW - NAS

CRWNAS

Charleston Yeager

Fri 5/30

5:39 am-5:50 pm

2 stops12h 11m

Nassau Intl

Sun 6/1

7:45 am-9:52 pm

2 stops14h 07m

$633

CharlestonNassau

CRW - NAS

CRWNAS

Charleston Yeager

Fri 5/30

1:55 pm-2:59 pm

1 stop25h 04m

Nassau Intl

Sun 6/1

4:01 pm-8:49 pm

1 stop28h 48m

$775

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/28

Showing 1-10 of 14 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 29, 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 29, 2025.
Delta
8.0
Very good
7,929 reviews

Food

7.3

Boarding

8.2

Comfort

7.9

Overall

8.0

Crew

8.5

Entertainment

7.9

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
7,929 reviews
Delta
8.0
Very good
7,929 reviews

Food

7.3

Boarding

8.2

Comfort

7.9

Overall

8.0

Crew

8.5

Entertainment

7.9

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
8,696 reviews
Delta
8.0
Very good
7,929 reviews

Food

7.3

Boarding

8.2

Comfort

7.9

Overall

8.0

Crew

8.5

Entertainment

7.9

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
7,929 reviews

Food

7.3

Boarding

8.2

Comfort

7.9

Overall

8.0

Crew

8.5

Entertainment

7.9

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 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 $161. Users have also found prices from $206 and $243 on United Airlines and Delta, 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 - Montego Bay Sangster Intl. You may also consider Charleston Yeager - San Juan Luis Munoz Marin Intl or Charleston Yeager - Nassau Intl.

  • 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

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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 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$266Average$490FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$304Average$663FlexibilityNo cancel feeOn-time71%

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