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Caribbean Islands

$225+ Cheap flights from Charleston, WV (CRW) to Caribbean Islands

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 11/10. Fares are subject to change and may not be available on all flights or dates of travel.
CRW — SJU
jul. 1 — jul. 81
mar. 7/1
mar. 7/8
1 adult, Economy
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Cheap flight deals from Charleston to Caribbean Islands

Keep the following information in mind while searching for Charleston to Caribbean Islands flight deals. Data was last updated junio 26, 2025.

Round-trip from

$275
(Delta)

One-way from

$225
(Delta)

Popular in

December

Cheapest in

October

Average price

$515
From Charleston Yeager to Caribbean Islands
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One-way flight from Charleston Yeager to Caribbean Islands
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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 Islands

Cheapest flights from Charleston to Caribbean Islands
Explore the most affordable flight options available from Charleston to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on junio 26, 2025.

This Delta deal was found by Cheapflights users on 6/25. 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.
lun. 9/296:24 amCRW - SJU
1 stop9h 44mDelta
jue. 10/212:55 pmSJU - CRW
1 stop9h 39mDelta
Deal found 6/25$275
This American Airlines deal was found by Cheapflights users on 6/25. 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.
dom. 9/218:07 pmCRW - NAS
1 stop16h 56mAmerican Airlines
jue. 9/252:09 pmNAS - CRW
1 stop22h 00mAmerican Airlines
Deal found 6/25$351
This American Airlines deal was found by Cheapflights users on 6/25. 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.
lun. 9/295:35 amCRW - SJU
2 stops18h 02mAmerican Airlines
jue. 10/26:10 amSJU - CRW
2 stops16h 02mAmerican Airlines
Deal found 6/25$357
This American Airlines deal was found by Cheapflights users on 6/26. 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.
lun. 10/276:06 pmCRW - MBJ
2 stops19h 49mAmerican Airlines
dom. 11/23:45 pmMBJ - CRW
2 stops18h 34mAmerican Airlines
Deal found 6/26$414
This American Airlines deal was found by Cheapflights users on 6/26. 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.
sáb. 11/16:06 pmCRW - PUJ
2 stops21h 44mAmerican Airlines
sáb. 11/82:30 pmPUJ - CRW
2 stops20h 49mAmerican Airlines
Deal found 6/26$430
This United Airlines deal was found by Cheapflights users on 6/25. 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.
lun. 9/297:00 amCRW - SJU
1 stop7h 44mUnited Airlines
mié. 10/11:05 amSJU - CRW
2 stops12h 20mUnited Airlines
Deal found 6/25$436
This Delta deal was found by Cheapflights users on 6/26. 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.
sáb. 8/236:40 amCRW - MBJ
1 stop9h 58mDelta
jue. 8/282:30 pmMBJ - CRW
1 stop7h 13mDelta
Deal found 6/26$439
This Mytrip deal was found by Cheapflights users on 6/26. 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.
jue. 7/1011:40 amCRW - SJU
2 stops23h 52mMultiple Airlines
mié. 8/64:43 pmSJU - CRW
2 stops21h 06mMultiple Airlines
Deal found 6/26$530
This Delta deal was found by Cheapflights users on 6/25. 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.
jue. 8/76:00 amCRW - PLS
1 stop6h 45mDelta
dom. 8/102:10 pmPLS - CRW
1 stop8h 55mDelta
Deal found 6/25$542
This United Airlines deal was found by Cheapflights users on 6/24. 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.
jue. 8/75:26 pmCRW - NAS
2 stops22h 32mUnited Airlines
dom. 8/105:00 pmNAS - CRW
2 stops28h 04mUnited Airlines
Deal found 6/24$548
This American Airlines deal was found by Cheapflights users on 6/25. 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.
jue. 8/77:00 amCRW - PLS
1 stop7h 35mAmerican Airlines
dom. 8/101:35 pmPLS - CRW
2 stops20h 34mAmerican Airlines
Deal found 6/25$551
This United Airlines deal was found by Cheapflights users on 6/25. 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.
lun. 10/275:59 pmCRW - MBJ
1 stop19h 47mUnited Airlines
dom. 11/22:48 pmMBJ - CRW
1 stop22h 29mUnited Airlines
Deal found 6/25$600

Cheapflights Fare Finder

Customize your flight search to find flights from Charleston to Caribbean Islands 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 junio 26, 2025.
Use the filters below to find and compare flights from Charleston to Caribbean Islands that are best for you.

Fly from

Charleston

Fly to

Caribbean Islands

Route

Depart

Return

Price

CharlestonSan Juan

CRW - SJU

CRWSJU

Charleston Yeager

lun. 9/29

6:24 am-4:08 pm

1 stop9h 44m

San Juan Luis Munoz Marin Intl

jue. 10/2

12:55 pm-10:34 pm

1 stop9h 39m

$275

CharlestonNassau

CRW - NAS

CRWNAS

Charleston Yeager

dom. 9/21

8:07 pm-1:03 pm

1 stop16h 56m

Nassau Intl

jue. 9/25

2:09 pm-12:09 pm

1 stop22h 00m

$351

CharlestonSan Juan

CRW - SJU

CRWSJU

Charleston Yeager

lun. 9/29

5:35 am-11:37 pm

2 stops18h 02m

San Juan Luis Munoz Marin Intl

jue. 10/2

6:10 am-10:12 pm

2 stops16h 02m

$357

CharlestonMontego Bay

CRW - MBJ

CRWMBJ

Charleston Yeager

lun. 10/27

6:06 pm-12:55 pm

2 stops19h 49m

Montego Bay Sangster Intl

dom. 11/2

3:45 pm-10:19 am

2 stops18h 34m

$414

CharlestonPunta Cana

CRW - PUJ

CRWPUJ

Charleston Yeager

sáb. 11/1

6:06 pm-3:50 pm

2 stops21h 44m

Punta Cana

sáb. 11/8

2:30 pm-10:19 am

2 stops20h 49m

$430

CharlestonSan Juan

CRW - SJU

CRWSJU

Charleston Yeager

lun. 9/29

7:00 am-2:44 pm

1 stop7h 44m

San Juan Luis Munoz Marin Intl

mié. 10/1

1:05 am-1:25 pm

2 stops12h 20m

$436

CharlestonMontego Bay

CRW - MBJ

CRWMBJ

Charleston Yeager

sáb. 8/23

6:40 am-3:38 pm

1 stop9h 58m

Montego Bay Sangster Intl

jue. 8/28

2:30 pm-10:43 pm

1 stop7h 13m

$439

CharlestonSan Juan

CRW - SJU

CRWSJU

Charleston Yeager

jue. 7/10

11:40 am-11:32 am

2 stops23h 52m

San Juan Luis Munoz Marin Intl

mié. 8/6

4:43 pm-1:49 pm

2 stops21h 06m

$530

CharlestonProvidenciales

CRW - PLS

CRWPLS

Charleston Yeager

jue. 8/7

6:00 am-12:45 pm

1 stop6h 45m

Providenciales

dom. 8/10

2:10 pm-11:05 pm

1 stop8h 55m

$542

CharlestonNassau

CRW - NAS

CRWNAS

Charleston Yeager

jue. 8/7

5:26 pm-3:58 pm

2 stops22h 32m

Nassau Intl

dom. 8/10

5:00 pm-9:04 pm

2 stops28h 04m

$548

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/26

Showing 1-10 of 22 results
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Best time to book a flight from Charleston to Caribbean Islands

Have a flexible travel schedule? Discover the best time to fly to Caribbean Islands 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 Islands

What is the cheapest month to book a flight from Charleston, West Virginia to Caribbean Islands?

Currently, September is the cheapest month in which you can book a flight from Charleston, West Virginia to Caribbean Islands (average of $254). Flying from Charleston, West Virginia to Caribbean Islands 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 Islands

Get insights into the airlines that provide service to Caribbean Islands. 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 Islands. Reviews last updated junio 26, 2025.
Read through reviews of airlines operating flights from Charleston to Caribbean Islands, such as Delta, United Airlines, and American Airlines. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,963 reviews

Entertainment

7.9

Boarding

8.2

Overall

8.0

Crew

8.5

Food

7.3

Comfort

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
7,963 reviews
Delta
8.0
Very good
7,963 reviews

Entertainment

7.9

Boarding

8.2

Overall

8.0

Crew

8.5

Food

7.3

Comfort

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
8,838 reviews
Delta
8.0
Very good
7,963 reviews

Entertainment

7.9

Boarding

8.2

Overall

8.0

Crew

8.5

Food

7.3

Comfort

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
7,963 reviews

Entertainment

7.9

Boarding

8.2

Overall

8.0

Crew

8.5

Food

7.3

Comfort

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 Islands. 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 Islands?

    Charleston Yeager (CRW), located 2.7 mi from the city center, is the airport you fly out of when you book flights from Charleston to Caribbean Islands.

  • What are the cheapest airlines to fly from Charleston, West Virginia to Caribbean Islands one-way?

    The cheapest airlines for a one-way flight from Charleston, West Virginia to Caribbean Islands are Delta ($225), American Airlines ($232), and United Airlines ($238).

  • What are the most popular routes from Charleston, West Virginia to Caribbean Islands?

    When deciding which route to take from Charleston, West Virginia to Caribbean Islands consider Charleston Yeager - Montego Bay Sangster Intl, Charleston Yeager - San Juan Luis Munoz Marin Intl or Charleston Yeager - Punta Cana as they are the most popular.

  • Can I find deals for flights from Charleston to Caribbean Islands that include hotel bookings?

    Yes. In addition to deals on Charleston to Caribbean Islands flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Charleston to Caribbean Islands?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Charleston to Caribbean Islands.

  • Can I find deals for business class flights from Charleston to Caribbean Islands?

    Yes. Cheapflights offers flight deals from Charleston to Caribbean Islands 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 Islands?

    Currently, September is the cheapest month in which you can book a flight from Charleston, West Virginia to Caribbean Islands (average of $254). Flying from Charleston, West Virginia to Caribbean Islands 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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Alternative routes for Charleston to Caribbean Islands

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Top 2 airlines flying from Charleston to Caribbean Islands

Discover the top 2 airlines that operate flights from Charleston to Caribbean Islands. 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 junio 26, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$301Average$480FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$304Average$635FlexibilityNo cancel feeOn-time71%

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