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Caribbean

$147+ 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
Apr 20 — Apr 271
Mon 4/20
Mon 4/27
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 March 21, 2026.

This American Airlines deal was found by Cheapflights users on 3/17. 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 8/216:00 am
CRW
-
SJU
2 stops16h 56m
American Airlines
Sat 8/2910:32 am
SJU
-
CRW
2 stops11h 08m
American Airlines
Deal found 3/17$347
This American Airlines deal was found by Cheapflights users on 3/16. 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 6/188:05 pm
CRW
-
MBJ
2 stops18h 50m
American Airlines
Mon 6/222:30 pm
MBJ
-
CRW
2 stops19h 02m
American Airlines
Deal found 3/16$357
This American Airlines deal was found by Cheapflights users on 3/20. 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 4/136:11 pm
CRW
-
PUJ
2 stops20h 23m
American Airlines
Fri 4/172:54 pm
PUJ
-
CRW
2 stops19h 35m
American Airlines
Deal found 3/20$373
This American Airlines deal was found by Cheapflights users on 3/18. 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 9/195:42 am
CRW
-
SJU
2 stops18h 17m
American Airlines
Sat 9/263:55 pm
SJU
-
CRW
1 stop8h 08m
American Airlines
Deal found 3/18$387
This American Airlines deal was found by Cheapflights users on 3/20. 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.
Sun 7/128:05 pm
CRW
-
MBJ
2 stops16h 42m
American Airlines
Fri 7/175:17 pm
MBJ
-
CRW
2 stops27h 47m
American Airlines
Deal found 3/20$391
This American Airlines deal was found by Cheapflights users on 3/17. 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 4/165:00 am
CRW
-
SJU
1 stop15h 51m
American Airlines
Thu 4/236:00 am
SJU
-
CRW
2 stops16h 00m
American Airlines
Deal found 3/17$392
This American Airlines deal was found by Cheapflights users on 3/16. 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 5/238:05 pm
CRW
-
MBJ
2 stops18h 50m
American Airlines
Sat 5/305:17 pm
MBJ
-
CRW
2 stops25h 18m
American Airlines
Deal found 3/16$407
This Delta deal was found by Cheapflights users on 3/18. 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 9/196:00 am
CRW
-
SJU
1 stop10h 31m
Delta
Sat 9/267:30 am
SJU
-
CRW
1 stop7h 13m
Delta
Deal found 3/18$408
This American Airlines deal was found by Cheapflights users on 3/20. 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.
Sun 7/58:05 pm
CRW
-
PUJ
2 stops19h 13m
American Airlines
Sun 7/125:56 pm
PUJ
-
CRW
2 stops16h 34m
American Airlines
Deal found 3/20$425
This Faresmojo deal was found by Cheapflights users on 3/17. 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 Faresmojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/13:30 pm
CRW
-
SJU
1 stop6h 47m
JetBlue
Sun 6/142:40 pm
SJU
-
CRW
1 stop8h 01m
JetBlue
Deal found 3/17$426
This United Airlines deal was found by Cheapflights users on 3/17. 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 5/26:45 am
CRW
-
MBJ
1 stop7h 05m
United Airlines
Sat 5/92:40 pm
MBJ
-
CRW
2 stops17h 51m
United Airlines
Deal found 3/17$449
This American Airlines deal was found by Cheapflights users on 3/16. 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 11/217:51 pm
CRW
-
MBJ
1 stop14h 17m
American Airlines
Wed 12/211:12 am
MBJ
-
CRW
1 stop11h 42m
American Airlines
Deal found 3/16$452

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 March 21, 2026.

Round-trip from

$347
(American Airlines)

One-way from

$147
(American Airlines)

Popular in

July

Cheapest in

October

Average price

$845
From Charleston Yeager to Caribbean
Search Deals
One-way flight from Charleston Yeager to Caribbean
Search Deals
Highest demand for flights based on searches. 4% potential increase in price ($31 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 6% potential price decrease ($38 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 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 March 21, 2026.
Use the filters below to find and compare flights from Charleston to Caribbean that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

CharlestonMontego Bay

CRW - MBJ

CRWMBJ

Charleston Yeager

Thu 6/18

8:05 pm-11:45 am

2 stops16h 40m

Montego Bay Sangster Intl

Mon 6/22

5:17 pm-10:32 am

2 stops16h 15m

$357

CharlestonMontego Bay

CRW - MBJ

CRWMBJ

Charleston Yeager

Sat 7/18

8:05 pm-2:02 pm

2 stops18h 57m

Montego Bay Sangster Intl

Sat 7/25

5:17 pm-10:30 am

2 stops16h 13m

$357

CharlestonPunta Cana

CRW - PUJ

CRWPUJ

Charleston Yeager

Mon 4/13

6:11 pm-10:45 am

1 stop16h 34m

Punta Cana

Fri 4/17

2:30 pm-10:29 am

2 stops19h 59m

$373

CharlestonPunta Cana

CRW - PUJ

CRWPUJ

Charleston Yeager

Sun 7/5

8:05 pm-3:18 pm

2 stops19h 13m

Punta Cana

Sun 7/12

5:56 pm-10:30 am

2 stops16h 34m

$425
Quickest round-trip

CharlestonSan Juan

CRW - SJU

CRWSJU

Charleston Yeager

Mon 6/1

3:30 pm-10:17 pm

1 stop6h 47m

San Juan Luis Munoz Marin Intl

Sun 6/14

2:40 pm-10:41 pm

1 stop8h 01m

$426

CharlestonMontego Bay

CRW - MBJ

CRWMBJ

Charleston Yeager

Sat 5/2

6:45 am-12:50 pm

1 stop7h 05m

Montego Bay Sangster Intl

Sat 5/9

2:40 pm-9:31 am

2 stops17h 51m

$449

CharlestonProvidenciales

CRW - PLS

CRWPLS

Charleston Yeager

Mon 4/27

7:39 pm-4:05 pm

2 stops20h 26m

Providenciales

Thu 4/30

5:15 pm-9:31 am

2 stops16h 16m

$466

CharlestonSan Juan

CRW - SJU

CRWSJU

Charleston Yeager

Sun 4/26

6:45 am-2:44 pm

1 stop7h 59m

San Juan Luis Munoz Marin Intl

Wed 4/29

1:00 am-2:46 pm

2 stops13h 46m

$466

CharlestonMontego Bay

CRW - MBJ

CRWMBJ

Charleston Yeager

Tue 5/5

3:21 pm-1:30 pm

2 stops23h 09m

Montego Bay Sangster Intl

Thu 5/7

2:40 pm-9:31 am

2 stops17h 51m

$467

CharlestonNassau

CRW - NAS

CRWNAS

Charleston Yeager

Sun 4/26

7:39 pm-2:57 pm

1 stop19h 18m

Nassau Intl

Tue 4/28

3:59 pm-9:31 am

1 stop17h 32m

$468

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/16

Showing 1-10 of 42 resultsSorted by cheapest first
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5

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 November is currently the most expensive (average of $434). 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 March 21, 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
8,313 reviews

Boarding

8.1

Overall

7.9

Crew

8.5

Comfort

7.9

Entertainment

7.8

Food

7.2

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
8,313 reviews
Delta
7.9
Good
8,313 reviews

Boarding

8.1

Overall

7.9

Crew

8.5

Comfort

7.9

Entertainment

7.8

Food

7.2

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
7.1
Good
11,488 reviews
Delta
7.9
Good
8,313 reviews

Boarding

8.1

Overall

7.9

Crew

8.5

Comfort

7.9

Entertainment

7.8

Food

7.2

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 American Airlines, JetBlue, and United Airlines fly from Charleston, West Virginia to Caribbean in about 6h 47m. The time it takes to get you to your destination can typically vary by up to 13h 39m. 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 - 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, 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 November is currently the most expensive (average of $434). 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

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 March 21, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$307Average$602FlexibilityNo cancel feeOn-time71%
DeltaCheapest$325Average$486FlexibilityNo cancel feeOn-timeN/A

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