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$260+ 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 10/7. Fares are subject to change and may not be available on all flights or dates of travel.
CRW — SJU
Jun 17 — Jun 241
Tue 6/17
Tue 6/24
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 June 12, 2025.

Round-trip from

$275
(Delta)

One-way from

$260
(United Airlines)

Popular in

December

Cheapest in

October

Average price

$515
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. 14% potential increase in price ($97 potential increase over avg. RT price).
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Cheapest flight prices on average. 8% potential price decrease ($45 potential savings vs. average RT price).
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Average for round-trip flights in June 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 June 12, 2025.

This Delta deal was found by Cheapflights users on 6/10. 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 9/216:24 amCRW - SJU
1 stop6h 59mDelta
Sat 9/2712:55 pmSJU - CRW
1 stop9h 39mDelta
Deal found 6/10$275
This American Airlines deal was found by Cheapflights users on 6/10. 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 9/215:31 amCRW - SJU
2 stops18h 06mAmerican Airlines
Sat 9/274:45 pmSJU - CRW
1 stop6h 29mAmerican Airlines
Deal found 6/10$331
This American Airlines deal was found by Cheapflights users on 6/11. 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 10/75:57 amCRW - NAS
2 stops7h 23mAmerican Airlines
Fri 10/177:50 amNAS - CRW
2 stops13h 58mAmerican Airlines
Deal found 6/11$353
This American Airlines deal was found by Cheapflights users on 6/12. 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 10/276:06 pmCRW - MBJ
2 stops19h 49mAmerican Airlines
Sun 11/212:05 pmMBJ - CRW
2 stops22h 14mAmerican Airlines
Deal found 6/12$398
This American Airlines deal was found by Cheapflights users on 6/12. 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 11/16:06 pmCRW - PUJ
2 stops17h 59mAmerican Airlines
Sat 11/84:50 pmPUJ - CRW
2 stops18h 29mAmerican Airlines
Deal found 6/12$417
This Delta deal was found by Cheapflights users on 6/11. 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 10/76:24 amCRW - NAS
1 stop5h 34mDelta
Sat 10/184:50 pmNAS - CRW
1 stop5h 44mDelta
Deal found 6/11$427
This Delta deal was found by Cheapflights users on 6/10. 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.
Thu 8/76:00 amCRW - PLS
1 stop6h 45mDelta
Sun 8/102:10 pmPLS - CRW
1 stop8h 55mDelta
Deal found 6/10$488
This American Airlines deal was found by Cheapflights users on 6/12. 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 8/77:51 pmCRW - PLS
2 stops15h 54mAmerican Airlines
Sun 8/103:35 pmPLS - CRW
1 stop8h 24mAmerican Airlines
Deal found 6/12$497
This United Airlines deal was found by Cheapflights users on 6/12. 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 - NAS
2 stops44h 24mUnited Airlines
Sun 8/105:00 pmNAS - CRW
2 stops52h 04mUnited Airlines
Deal found 6/12$510
This United Airlines deal was found by Cheapflights users on 6/10. 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 9/212:00 pmCRW - SJU
2 stops33h 57mUnited Airlines
Fri 9/261:05 amSJU - CRW
2 stops12h 20mUnited Airlines
Deal found 6/10$547
This Mytrip deal was found by Cheapflights users on 6/10. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/179:49 amCRW - SJU
2 stops15h 46mMultiple Airlines
Wed 7/231:37 amSJU - CRW
2 stops12h 12mMultiple Airlines
Deal found 6/10$590
This United Airlines deal was found by Cheapflights users on 6/11. 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 7/105:26 pmCRW - PUJ
2 stops22h 09mUnited Airlines
Mon 7/141:50 pmPUJ - CRW
1 stop23h 29mUnited Airlines
Deal found 6/11$620

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 June 12, 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 9/21

6:24 am-1:23 pm

1 stop6h 59m

San Juan Luis Munoz Marin Intl

Sat 9/27

12:55 pm-10:34 pm

1 stop9h 39m

$275

CharlestonSan Juan

CRW - SJU

CRWSJU

Charleston Yeager

Sun 9/21

5:31 am-11:37 pm

2 stops18h 06m

San Juan Luis Munoz Marin Intl

Sat 9/27

4:45 pm-11:14 pm

1 stop6h 29m

$331

CharlestonNassau

CRW - NAS

CRWNAS

Charleston Yeager

Tue 10/7

5:57 am-1:20 pm

2 stops7h 23m

Nassau Intl

Fri 10/17

7:50 am-9:48 pm

2 stops13h 58m

$353

CharlestonMontego Bay

CRW - MBJ

CRWMBJ

Charleston Yeager

Mon 10/27

6:06 pm-12:55 pm

2 stops19h 49m

Montego Bay Sangster Intl

Sun 11/2

12:05 pm-10:19 am

2 stops22h 14m

$398

CharlestonPunta Cana

CRW - PUJ

CRWPUJ

Charleston Yeager

Sat 11/1

6:06 pm-12:05 pm

2 stops17h 59m

Punta Cana

Sat 11/8

4:50 pm-10:19 am

2 stops18h 29m

$417

CharlestonNassau

CRW - NAS

CRWNAS

Charleston Yeager

Tue 10/7

6:24 am-11:58 am

1 stop5h 34m

Nassau Intl

Sat 10/18

4:50 pm-10:34 pm

1 stop5h 44m

$427

CharlestonProvidenciales

CRW - PLS

CRWPLS

Charleston Yeager

Thu 8/7

6:00 am-12:45 pm

1 stop6h 45m

Providenciales

Sun 8/10

2:10 pm-11:05 pm

1 stop8h 55m

$488

CharlestonProvidenciales

CRW - PLS

CRWPLS

Charleston Yeager

Thu 8/7

7:51 pm-11:45 am

2 stops15h 54m

Providenciales

Sun 8/10

3:35 pm-11:59 pm

1 stop8h 24m

$497

CharlestonNassau

CRW - NAS

CRWNAS

Charleston Yeager

Thu 8/7

5:26 pm-1:50 pm

2 stops44h 24m

Nassau Intl

Sun 8/10

5:00 pm-9:04 pm

2 stops52h 04m

$510

CharlestonSan Juan

CRW - SJU

CRWSJU

Charleston Yeager

Sun 9/21

2:00 pm-11:57 pm

2 stops33h 57m

San Juan Luis Munoz Marin Intl

Fri 9/26

1:05 am-1:25 pm

2 stops12h 20m

$547

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/11

Showing 1-10 of 17 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.

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 June 12, 2025.
Delta
8.0
Very good
7,950 reviews

Boarding

8.2

Food

7.3

Crew

8.5

Comfort

7.9

Overall

8.0

Entertainment

7.9

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
7,950 reviews
Delta
8.0
Very good
7,950 reviews

Boarding

8.2

Food

7.3

Crew

8.5

Comfort

7.9

Overall

8.0

Entertainment

7.9

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!
United Airlines
7.4
Good
8,790 reviews
Delta
8.0
Very good
7,950 reviews

Boarding

8.2

Food

7.3

Crew

8.5

Comfort

7.9

Overall

8.0

Entertainment

7.9

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
7,950 reviews

Boarding

8.2

Food

7.3

Crew

8.5

Comfort

7.9

Overall

8.0

Entertainment

7.9

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.

  • 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 - 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 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

Browse thousands of different options on Cheapflights for your next trip

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See prices for flight routes from nearby airports that may be better suited for you.
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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 June 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$301Average$480FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$304Average$637FlexibilityNo cancel feeOn-time71%

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