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Caribbean

$122+ 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 6/2. Fares are subject to change and may not be available on all flights or dates of travel.
CRW — SJU
Mar 5 — Mar 121
Thu 3/5
Thu 3/12
1 adult, Economy
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Cheap 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 3, 2026.

This Delta deal was found by Cheapflights users on 2/2. 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.
Mon 2/236:15 am
CRW
-
PLS
1 stop8h 10m
Delta
Fri 2/273:50 pm
PLS
-
CRW
1 stop6h 49m
Delta
Deal found 2/2$321
This Kiwi.com deal was found by Cheapflights users on 2/2. 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.
Sun 5/38:52 pm
CRW
-
SJU
1 stop17h 50m
Multiple Airlines
Thu 5/77:15 am
SJU
-
CRW
1 stop26h 11m
Multiple Airlines
Deal found 2/2$330
This American Airlines deal was found by Cheapflights users on 2/3. 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 4/265:00 am
CRW
-
NAS
2 stops15h 27m
American Airlines
Sat 5/28:18 am
NAS
-
CRW
2 stops15h 37m
American Airlines
Deal found 2/3$330
This Kiwi.com deal was found by Cheapflights users on 2/1. 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.
Fri 5/810:06 am
CRW
-
SJU
1 stop12h 56m
Multiple Airlines
Wed 5/136:30 am
SJU
-
CRW
1 stop26h 46m
Multiple Airlines
Deal found 2/1$337
This American Airlines deal was found by Cheapflights users on 2/3. 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 7/127:59 pm
CRW
-
MBJ
1 stop20h 21m
American Airlines
Fri 7/175:17 pm
MBJ
-
CRW
2 stops16h 12m
American Airlines
Deal found 2/3$337
This American Airlines deal was found by Cheapflights users on 2/1. 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 5/46:00 am
CRW
-
SJU
2 stops22h 32m
American Airlines
Thu 5/74:30 pm
SJU
-
CRW
1 stop7h 25m
American Airlines
Deal found 2/1$346
This Kiwi.com deal was found by Cheapflights users on 2/1. 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.
Thu 5/79:56 am
CRW
-
SJU
2 stops12h 52m
Multiple Airlines
Sun 5/107:15 am
SJU
-
CRW
1 stop26h 11m
Multiple Airlines
Deal found 2/1$347
This Kiwi.com deal was found by Cheapflights users on 2/1. 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.
Sun 5/38:52 pm
CRW
-
SJU
1 stop17h 50m
Multiple Airlines
Wed 5/136:30 am
SJU
-
CRW
1 stop26h 46m
Multiple Airlines
Deal found 2/1$348
This Delta deal was found by Cheapflights users on 2/1. 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 2/144:23 pm
CRW
-
SJU
1 stop6h 35m
Delta
Tue 2/176:15 am
SJU
-
CRW
1 stop10h 14m
Delta
Deal found 2/1$350
This American Airlines deal was found by Cheapflights users on 2/1. 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 2/57:12 pm
CRW
-
PUJ
2 stops19h 33m
American Airlines
Mon 2/95:26 pm
PUJ
-
CRW
2 stops19h 28m
American Airlines
Deal found 2/1$353
This United Airlines deal was found by Cheapflights users on 2/3. 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 2/175:35 pm
CRW
-
NAS
1 stop21h 47m
United Airlines
Fri 2/203:35 pm
NAS
-
CRW
1 stop25h 22m
United Airlines
Deal found 2/3$359
This United Airlines deal was found by Cheapflights users on 1/31. 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 2/236:45 am
CRW
-
SJU
1 stop7h 55m
United Airlines
Wed 2/252:05 am
SJU
-
CRW
2 stops15h 55m
United Airlines
Deal found 1/31$362

Find 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 3, 2026.

Round-trip from

$314
(Delta)

One-way from

$122
(American Airlines)

Popular in

July

Cheapest in

October

Average price

$611
From Charleston Yeager to Caribbean
Search Deals
One-way flight from Charleston Yeager to Caribbean
Search Deals
Highest demand for flights based on searches. 14% potential increase in price ($100 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 7% potential price decrease ($42 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
Search Deals

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 February 3, 2026.
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

CharlestonNassau

CRW - NAS

CRWNAS

Charleston Yeager

Sun 4/26

6:11 pm-9:29 am

2 stops15h 18m

Nassau Intl

Thu 4/30

8:18 am-11:55 pm

2 stops15h 37m

$330

CharlestonNassau

CRW - NAS

CRWNAS

Charleston Yeager

Sun 4/26

6:11 pm-9:29 am

2 stops15h 18m

Nassau Intl

Sat 5/2

2:06 pm-10:20 pm

1 stop8h 14m

$330

CharlestonSan Juan

CRW - SJU

CRWSJU

Charleston Yeager

Fri 5/8

10:06 am-11:02 pm

1 stop12h 56m

San Juan Luis Munoz Marin Intl

Wed 5/13

6:30 am-9:16 am

1 stop26h 46m

$337

CharlestonMontego Bay

CRW - MBJ

CRWMBJ

Charleston Yeager

Fri 3/20

11:25 am-9:07 am

2 stops22h 42m

Montego Bay Sangster Intl

Fri 3/27

10:07 am-10:55 am

2 stops23h 48m

$337

CharlestonMontego Bay

CRW - MBJ

CRWMBJ

Charleston Yeager

Sun 7/12

7:59 pm-3:20 pm

1 stop20h 21m

Montego Bay Sangster Intl

Fri 7/17

5:17 pm-10:29 am

2 stops16h 12m

$337

CharlestonMontego Bay

CRW - MBJ

CRWMBJ

Charleston Yeager

Sat 7/18

7:59 pm-1:41 pm

2 stops18h 42m

Montego Bay Sangster Intl

Sat 7/25

2:15 pm-10:29 am

2 stops19h 14m

$337

CharlestonSan Juan

CRW - SJU

CRWSJU

Charleston Yeager

Sat 2/14

4:23 pm-11:58 pm

1 stop6h 35m

San Juan Luis Munoz Marin Intl

Tue 2/17

6:15 am-3:29 pm

1 stop10h 14m

$350

CharlestonNassau

CRW - NAS

CRWNAS

Charleston Yeager

Tue 2/17

5:35 pm-3:22 pm

1 stop21h 47m

Nassau Intl

Fri 2/20

3:35 pm-4:57 pm

1 stop25h 22m

$359

CharlestonSan Juan

CRW - SJU

CRWSJU

Charleston Yeager

Sun 5/3

8:52 pm-2:08 pm

2 stops17h 16m

San Juan Luis Munoz Marin Intl

Wed 5/13

6:30 am-9:16 am

1 stop26h 46m

$359

CharlestonSan Juan

CRW - SJU

CRWSJU

Charleston Yeager

Fri 5/8

10:06 am-11:02 pm

1 stop12h 56m

San Juan Luis Munoz Marin Intl

Sat 5/9

3:19 pm-9:16 am

1 stop17h 57m

$359

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/3

Showing 1-10 of 39 results
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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, December is the cheapest month in which you can book a flight from Charleston, West Virginia to Caribbean (average of $170). Flying from Charleston, West Virginia to Caribbean in January is currently the most expensive (average of $460). 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

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 3, 2026.
Peruse reviews from past customers who have flown with Delta and American Airlines from Charleston to Caribbean to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,138 reviews

Entertainment

7.8

Overall

7.9

Food

7.2

Comfort

7.9

Crew

8.5

Boarding

8.1

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Delta
7.9
Good
8,138 reviews
Delta
7.9
Good
8,138 reviews

Entertainment

7.8

Overall

7.9

Food

7.2

Comfort

7.9

Crew

8.5

Boarding

8.1

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
American Airlines
7.2
Good
11,216 reviews
Delta
7.9
Good
8,138 reviews

Entertainment

7.8

Overall

7.9

Food

7.2

Comfort

7.9

Crew

8.5

Boarding

8.1

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

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.

  • How long is the flight from Charleston, West Virginia to Caribbean?

    Airlines like Delta, American Airlines, and United Airlines fly from Charleston, West Virginia to Caribbean in about 7h 55m. The time it takes to get you to your destination can typically vary by up to 12h 34m. Charleston, West Virginia and Caribbean are separated by a distance of 1665 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • 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 - 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, December is the cheapest month in which you can book a flight from Charleston, West Virginia to Caribbean (average of $170). Flying from Charleston, West Virginia to Caribbean in January is currently the most expensive (average of $460). 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 February 3, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$307Average$640FlexibilityNo cancel feeOn-time71%
DeltaCheapest$325Average$555FlexibilityNo cancel feeOn-timeN/A

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