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$311+ Cheap flights from Charleston, WV (CRW) to Caribbean

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 3/29. Fares are subject to change and may not be available on all flights or dates of travel.
CRW — SJU
Feb 25 — Mar 41
Tue 2/25
Tue 3/4
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 February 20, 2025.

Round-trip from

$311
(Delta)

Popular in

December

Cheapest in

October

Average price

$480
From Charleston Yeager to Caribbean
Search Deals
Highest demand for flights based on searches. 15% potential increase in price ($101 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 8% potential price decrease ($44 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2025
Search Deals

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 February 20, 2025.

This Delta deal was found by Cheapflights users on 2/19. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/295:18 pmCRW - SJU
1 stop5h 49mDelta
Fri 4/46:15 amSJU - CRW
1 stop8h 23mDelta
Deal found 2/19$311
This American Airlines deal was found by Cheapflights users on 2/20. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/35:33 amCRW - SJU
2 stops14h 17mAmerican Airlines
Tue 11/119:35 amSJU - CRW
1 stop13h 09mAmerican Airlines
Deal found 2/20$352
This eDestinos deal was found by Cheapflights users on 2/19. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/19:49 amCRW - SJU
1 stop24h 12mMultiple Airlines
Mon 6/99:30 pmSJU - CRW
1 stop16h 19mMultiple Airlines
Deal found 2/19$374
This United Airlines deal was found by Cheapflights users on 2/20. 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.
Mon 4/75:30 pmCRW - NAS
2 stops20h 01mUnited Airlines
Mon 4/144:01 pmNAS - CRW
1 stop24h 54mUnited Airlines
Deal found 2/20$409
This American Airlines deal was found by Cheapflights users on 2/20. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/76:09 pmCRW - NAS
1 stop19h 31mAmerican Airlines
Mon 4/1411:39 amNAS - CRW
1 stop10h 06mAmerican Airlines
Deal found 2/20$423
This American Airlines deal was found by Cheapflights users on 2/19. 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.
Mon 5/266:05 pmCRW - MBJ
2 stops16h 48mAmerican Airlines
Fri 5/302:59 pmMBJ - CRW
2 stops19h 12mAmerican Airlines
Deal found 2/19$445
This American Airlines deal was found by Cheapflights users on 2/20. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/76:09 pmCRW - PUJ
1 stop16h 21mAmerican Airlines
Mon 4/144:00 pmPUJ - CRW
2 stops25h 39mAmerican Airlines
Deal found 2/20$473
This American Airlines deal was found by Cheapflights users on 2/20. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/136:55 amCRW - PLS
1 stop7h 45mAmerican Airlines
Thu 3/201:05 pmPLS - CRW
2 stops9h 44mAmerican Airlines
Deal found 2/20$492
This United Airlines deal was found by Cheapflights users on 2/19. 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.
Sat 5/101:56 pmCRW - MBJ
2 stops24h 34mUnited Airlines
Sat 5/171:51 pmMBJ - CRW
1 stop22h 30mUnited Airlines
Deal found 2/19$542
This United Airlines deal was found by Cheapflights users on 2/19. 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.
Sat 3/297:05 amCRW - SJU
2 stops14h 17mUnited Airlines
Thu 4/31:05 amSJU - CRW
2 stops12h 13mUnited Airlines
Deal found 2/19$617
This United Airlines deal was found by Cheapflights users on 2/20. 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.
Sun 4/67:11 amCRW - PLS
2 stops8h 54mUnited Airlines
Sun 4/135:15 pmPLS - CRW
2 stops44h 03mUnited Airlines
Deal found 2/20$655
This United Airlines deal was found by Cheapflights users on 2/19. 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.
Wed 2/267:05 amCRW - STI
2 stops18h 39mUnited Airlines
Mon 3/36:00 amSTI - CRW
2 stops15h 53mUnited Airlines
Deal found 2/19$784

Find flights from Charleston to Caribbean within your budget

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 February 20, 2025.

Fly from

Charleston

Fly to

Caribbean

Route

Depart

Return

Price

CharlestonSan Juan

CRW - SJU

CRWSJU

Charleston Yeager

Sat 3/29

5:18 pm-11:07 pm

1 stop5h 49m

San Juan Luis Munoz Marin Intl

Fri 4/4

6:15 am-2:38 pm

1 stop8h 23m

$311

CharlestonNassau

CRW - NAS

CRWNAS

Charleston Yeager

Mon 4/7

5:30 pm-1:31 pm

2 stops20h 01m

Nassau Intl

Mon 4/14

4:01 pm-4:55 pm

1 stop24h 54m

$409

CharlestonNassau

CRW - NAS

CRWNAS

Charleston Yeager

Mon 4/7

6:09 pm-1:40 pm

1 stop19h 31m

Nassau Intl

Mon 4/14

11:39 am-9:45 pm

1 stop10h 06m

$423

CharlestonSan Juan

CRW - SJU

CRWSJU

Charleston Yeager

Sat 3/29

6:02 pm-10:45 am

1 stop16h 43m

San Juan Luis Munoz Marin Intl

Fri 4/4

5:30 am-9:45 pm

2 stops16h 15m

$427

CharlestonMontego Bay

CRW - MBJ

CRWMBJ

Charleston Yeager

Mon 5/26

6:05 pm-9:53 am

2 stops16h 48m

Montego Bay Sangster Intl

Fri 5/30

2:59 pm-11:11 am

2 stops19h 12m

$445

CharlestonPunta Cana

CRW - PUJ

CRWPUJ

Charleston Yeager

Mon 4/7

6:09 pm-10:30 am

1 stop16h 21m

Punta Cana

Mon 4/14

4:00 pm-5:39 pm

2 stops25h 39m

$473

CharlestonProvidenciales

CRW - PLS

CRWPLS

Charleston Yeager

Thu 3/13

6:55 am-2:40 pm

1 stop7h 45m

Providenciales

Thu 3/20

1:05 pm-10:49 pm

2 stops9h 44m

$492

CharlestonMontego Bay

CRW - MBJ

CRWMBJ

Charleston Yeager

Sat 5/10

1:56 pm-1:30 pm

2 stops24h 34m

Montego Bay Sangster Intl

Sat 5/17

1:51 pm-1:21 pm

1 stop22h 30m

$542

CharlestonSan Juan

CRW - SJU

CRWSJU

Charleston Yeager

Sat 3/29

7:05 am-9:22 pm

2 stops14h 17m

San Juan Luis Munoz Marin Intl

Thu 4/3

1:05 am-1:18 pm

2 stops12h 13m

$617

CharlestonProvidenciales

CRW - PLS

CRWPLS

Charleston Yeager

Sun 4/6

7:11 am-4:05 pm

2 stops8h 54m

Providenciales

Sun 4/13

5:15 pm-1:18 pm

2 stops44h 03m

$655

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/19

Showing 1-10 of 11 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.

Travel insights for flights from Charleston to Caribbean

Get recent, data-driven insights about flights from Charleston to Caribbean including ideal travel times, pricing trends, and more.

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 March is currently the most expensive (average of $363). 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 February 20, 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 February 20, 2025.
Delta
8.0
Very good
8,219 reviews

Food

7.3

Boarding

8.2

Overall

8.0

Entertainment

7.9

Comfort

8.0

Crew

8.5

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
8,219 reviews
Delta
8.0
Very good
8,219 reviews

Food

7.3

Boarding

8.2

Overall

8.0

Entertainment

7.9

Comfort

8.0

Crew

8.5

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
8,765 reviews
Delta
8.0
Very good
8,219 reviews

Food

7.3

Boarding

8.2

Overall

8.0

Entertainment

7.9

Comfort

8.0

Crew

8.5

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
8,219 reviews

Food

7.3

Boarding

8.2

Overall

8.0

Entertainment

7.9

Comfort

8.0

Crew

8.5

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 March is currently the most expensive (average of $363). 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 February 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$287Average$728FlexibilityNo cancel feeOn-time71%
DeltaCheapest$297Average$501FlexibilityNo cancel feeOn-timeN/A
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