Caribbean

$127+ 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
מרץ 31 — אפר' 71
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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 מרץ 1, 2026.

This American Airlines deal was found by Cheapflights users on 2/26. 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.
ב' 4/276:11 pm
CRW
-
PUJ
1 stop16h 34m
American Airlines
ו' 5/14:24 pm
PUJ
-
CRW
1 stop18h 05m
American Airlines
Deal found 2/26$299
This American Airlines deal was found by Cheapflights users on 2/26. 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.
ש' 4/256:11 pm
CRW
-
PUJ
2 stops18h 51m
American Airlines
ד' 4/2912:06 pm
PUJ
-
CRW
2 stops22h 28m
American Airlines
Deal found 2/26$303
This American Airlines deal was found by Cheapflights users on 2/27. 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.
ג' 4/286:00 am
CRW
-
SJU
2 stops27h 13m
American Airlines
ג' 5/124:25 pm
SJU
-
CRW
2 stops29h 35m
American Airlines
Deal found 2/27$304
This United Airlines deal was found by Cheapflights users on 2/26. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ב' 4/207:24 pm
CRW
-
PUJ
1 stop19h 03m
United Airlines
ו' 4/243:35 pm
PUJ
-
CRW
2 stops18h 01m
United Airlines
Deal found 2/26$304
This United Airlines deal was found by Cheapflights users on 2/25. 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.
ש' 4/115:54 pm
CRW
-
NAS
1 stop21h 03m
United Airlines
ש' 4/183:59 pm
NAS
-
CRW
1 stop17h 32m
United Airlines
Deal found 2/25$317
This American Airlines deal was found by Cheapflights users on 2/25. 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.
א' 7/127:59 pm
CRW
-
MBJ
1 stop20h 21m
American Airlines
ו' 7/175:17 pm
MBJ
-
CRW
2 stops25h 07m
American Airlines
Deal found 2/25$317
This American Airlines deal was found by Cheapflights users on 2/26. 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.
ד' 6/38:05 pm
CRW
-
MBJ
1 stop16h 14m
American Airlines
א' 6/75:17 pm
MBJ
-
CRW
2 stops27h 39m
American Airlines
Deal found 2/26$322
This American Airlines deal was found by Cheapflights users on 2/25. 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.
ש' 4/116:11 pm
CRW
-
PUJ
1 stop16h 34m
American Airlines
ש' 4/182:30 pm
PUJ
-
CRW
2 stops20h 04m
American Airlines
Deal found 2/25$323
This American Airlines deal was found by Cheapflights users on 2/28. 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.
א' 4/265:00 am
CRW
-
PUJ
1 stop5h 45m
American Airlines
ו' 5/14:24 pm
PUJ
-
CRW
1 stop25h 13m
American Airlines
Deal found 2/28$339
This American Airlines deal was found by Cheapflights users on 2/25. 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.
ד' 12/26:00 am
CRW
-
NAS
1 stop5h 06m
American Airlines
ו' 12/1112:09 pm
NAS
-
CRW
1 stop9h 44m
American Airlines
Deal found 2/25$356
This Kiwi.com deal was found by Cheapflights users on 2/27. 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.
א' 4/262:43 pm
CRW
-
SJU
2 stops33h 46m
Multiple Airlines
א' 5/107:15 am
SJU
-
CRW
1 stop26h 11m
Multiple Airlines
Deal found 2/27$362
This American Airlines deal was found by Cheapflights users on 2/25. 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.
ש' 5/238:05 pm
CRW
-
MBJ
2 stops18h 23m
American Airlines
ש' 5/302:44 pm
MBJ
-
CRW
2 stops18h 48m
American Airlines
Deal found 2/25$367

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 מרץ 1, 2026.

Round-trip from

$299
(American Airlines)

One-way from

$127
(American Airlines)

Popular in

July

Cheapest in

October

Average price

$643
From Charleston Yeager to Caribbean
One-way flight from Charleston Yeager to Caribbean
Highest demand for flights based on searches. 10% potential increase in price ($72 potential increase over avg. RT price).
Cheapest flight prices on average. 7% potential price decrease ($40 potential savings vs. average RT price).
Average for round-trip flights in March 2026

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 מרץ 1, 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

CharlestonPunta Cana

CRW - PUJ

CRWPUJ

Charleston Yeager

ב' 4/20

7:24 pm-12:40 pm

2 stops17h 16m

Punta Cana

ו' 4/24

4:40 pm-9:36 am

2 stops16h 56m

$303

CharlestonMontego Bay

CRW - MBJ

CRWMBJ

Charleston Yeager

א' 7/12

7:59 pm-1:58 pm

2 stops18h 59m

Montego Bay Sangster Intl

ו' 7/17

5:17 pm-7:24 pm

2 stops25h 07m

$317

CharlestonMontego Bay

CRW - MBJ

CRWMBJ

Charleston Yeager

ד' 5/6

5:45 pm-3:10 pm

2 stops22h 25m

Montego Bay Sangster Intl

א' 5/10

4:12 pm-9:31 am

2 stops16h 19m

$317

CharlestonMontego Bay

CRW - MBJ

CRWMBJ

Charleston Yeager

ה' 6/18

8:05 pm-2:00 pm

2 stops18h 55m

Montego Bay Sangster Intl

ב' 6/22

5:17 pm-7:35 pm

2 stops25h 18m

$317

CharlestonMontego Bay

CRW - MBJ

CRWMBJ

Charleston Yeager

ג' 6/2

8:05 pm-2:00 pm

2 stops18h 55m

Montego Bay Sangster Intl

ש' 6/6

2:25 pm-10:32 am

2 stops19h 07m

$317

CharlestonMontego Bay

CRW - MBJ

CRWMBJ

Charleston Yeager

ש' 7/18

7:59 pm-1:41 pm

2 stops18h 42m

Montego Bay Sangster Intl

ש' 7/25

2:41 pm-10:29 am

2 stops18h 48m

$317

CharlestonNassau

CRW - NAS

CRWNAS

Charleston Yeager

ש' 4/11

5:54 pm-1:47 pm

2 stops19h 53m

Nassau Intl

ש' 4/18

3:59 pm-9:31 am

1 stop17h 32m

$320

CharlestonMontego Bay

CRW - MBJ

CRWMBJ

Charleston Yeager

ה' 6/11

11:02 am-11:45 am

2 stops25h 43m

Montego Bay Sangster Intl

א' 6/14

2:28 pm-10:32 am

2 stops19h 04m

$322

CharlestonPunta Cana

CRW - PUJ

CRWPUJ

Charleston Yeager

ש' 4/11

6:11 pm-10:45 am

1 stop16h 34m

Punta Cana

ש' 4/18

2:30 pm-10:34 am

2 stops20h 04m

$323

CharlestonPunta Cana

CRW - PUJ

CRWPUJ

Charleston Yeager

ב' 4/27

6:11 pm-10:45 am

1 stop16h 34m

Punta Cana

ש' 5/2

5:25 pm-10:34 am

2 stops17h 09m

$323

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/26

Showing 1-10 of 35 resultsSorted by cheapest first
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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 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 מרץ 1, 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.

Comfort

7.9

Entertainment

7.8

Boarding

8.1

Food

7.2

Crew

8.5

Overall

7.9

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.

Comfort

7.9

Entertainment

7.8

Boarding

8.1

Food

7.2

Crew

8.5

Overall

7.9

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.

Comfort

7.9

Entertainment

7.8

Boarding

8.1

Food

7.2

Crew

8.5

Overall

7.9

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 United Airlines, American Airlines, and Delta 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 12h 12m. 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?

  • 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

Browse thousands of different options on Cheapflights for your next trip

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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.

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 מרץ 1, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$307Average$602FlexibilityNo cancel feeOn-time71%
DeltaCheapest$325Average$486FlexibilityNo cancel feeOn-timeN/A

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