Caribbean

$158+ 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 8/27. Fares are subject to change and may not be available on all flights or dates of travel.
CRW — SJU
Jul 4 — Jul 111
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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 Juni 4, 2026.

This United Airlines deal was found by Cheapflights users on 6/3. 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.
Mi 7/17:00 am
CRW
-
NAS
1 stop7h 57m
United Airlines
Di 7/73:59 pm
NAS
-
CRW
1 stop18h 26m
United Airlines
Deal found 6/3$287
This American Airlines deal was found by Cheapflights users on 6/3. 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.
Sa 11/77:51 pm
CRW
-
SJU
1 stop16h 13m
American Airlines
Mi 11/1110:29 am
SJU
-
CRW
2 stops12h 23m
American Airlines
Deal found 6/3$302
This United Airlines deal was found by Cheapflights users on 6/1. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mo 8/105:57 pm
CRW
-
MBJ
2 stops22h 13m
United Airlines
Mo 8/174:12 pm
MBJ
-
CRW
2 stops16h 42m
United Airlines
Deal found 6/1$329
This American Airlines deal was found by Cheapflights users on 6/3. 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.
Sa 8/18:06 pm
CRW
-
NAS
2 stops17h 55m
American Airlines
Fr 8/76:45 pm
NAS
-
CRW
2 stops15h 10m
American Airlines
Deal found 6/3$344
This American Airlines deal was found by Cheapflights users on 6/2. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
So 12/611:17 am
CRW
-
PUJ
2 stops23h 36m
American Airlines
Fr 12/113:34 pm
PUJ
-
CRW
2 stops20h 13m
American Airlines
Deal found 6/2$345
This American Airlines deal was found by Cheapflights users on 6/3. 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.
Mi 7/18:05 pm
CRW
-
NAS
2 stops15h 24m
American Airlines
Di 7/712:29 pm
NAS
-
CRW
2 stops22h 01m
American Airlines
Deal found 6/3$349
This Delta deal was found by Cheapflights users on 6/1. 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.
Mo 8/1011:07 am
CRW
-
MBJ
1 stop5h 27m
Delta
Do 8/204:59 pm
MBJ
-
CRW
1 stop16h 28m
Delta
Deal found 6/1$352
This American Airlines deal was found by Cheapflights users on 6/2. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
So 7/128:06 pm
CRW
-
MBJ
2 stops18h 56m
American Airlines
Fr 7/175:14 pm
MBJ
-
CRW
2 stops16h 16m
American Airlines
Deal found 6/2$357
This United Airlines deal was found by Cheapflights users on 6/2. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fr 9/116:05 pm
CRW
-
PUJ
2 stops20h 22m
United Airlines
Sa 9/194:40 pm
PUJ
-
CRW
2 stops17h 05m
United Airlines
Deal found 6/2$365
This American Airlines deal was found by Cheapflights users on 6/1. 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.
Fr 6/268:05 pm
CRW
-
NAS
1 stop13h 57m
American Airlines
Mo 6/2911:02 am
NAS
-
CRW
1 stop12h 54m
American Airlines
Deal found 6/1$395
This American Airlines deal was found by Cheapflights users on 6/3. 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.
Mo 11/307:51 pm
CRW
-
PUJ
2 stops19h 36m
American Airlines
Do 12/312:51 pm
PUJ
-
CRW
1 stop11h 03m
American Airlines
Deal found 6/3$405
This American Airlines deal was found by Cheapflights users on 6/3. 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.
Mo 10/198:16 pm
CRW
-
MBJ
1 stop13h 49m
American Airlines
Fr 10/2310:50 am
MBJ
-
CRW
1 stop27h 58m
American Airlines
Deal found 6/3$408

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 Juni 4, 2026.

Round-trip from

$287
(United Airlines)

One-way from

$158
(American Airlines)

Popular in

July

Cheapest in

October

Average price

$387
From Charleston Yeager to Caribbean
One-way flight from Charleston Yeager to Caribbean
High demand for flights, 1% potential price rise
Cheapest flight prices on average. 6% potential price decrease ($38 potential savings vs. average RT price).
Average for round-trip flights in June 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 Juni 4, 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

CharlestonNassau

CRW - NAS

CRWNAS

Charleston Yeager

Mi 7/1

7:00 am-2:57 pm

1 stop7h 57m

Nassau Intl

Di 7/7

3:59 pm-10:25 am

1 stop18h 26m

$287

CharlestonSan Juan

CRW - SJU

CRWSJU

Charleston Yeager

Sa 11/7

7:51 pm-1:04 pm

1 stop16h 13m

San Juan Luis Munoz Marin Intl

Mi 11/11

10:29 am-9:52 pm

2 stops12h 23m

$302

CharlestonPunta Cana

CRW - PUJ

CRWPUJ

Charleston Yeager

Mo 11/30

7:51 pm-3:46 pm

2 stops18h 55m

Punta Cana

Do 12/3

4:48 pm-10:47 am

2 stops18h 59m

$345

CharlestonMontego Bay

CRW - MBJ

CRWMBJ

Charleston Yeager

So 7/12

7:26 pm-11:25 am

2 stops16h 59m

Montego Bay Sangster Intl

Fr 7/17

2:09 pm-10:30 am

2 stops19h 21m

$357

CharlestonMontego Bay

CRW - MBJ

CRWMBJ

Charleston Yeager

Mo 10/19

3:55 pm-12:40 pm

2 stops21h 45m

Montego Bay Sangster Intl

Fr 10/23

5:00 pm-7:26 pm

2 stops25h 26m

$357

CharlestonPunta Cana

CRW - PUJ

CRWPUJ

Charleston Yeager

Fr 9/11

6:05 pm-2:27 pm

2 stops20h 22m

Punta Cana

Sa 9/19

4:40 pm-9:45 am

2 stops17h 05m

$365

CharlestonNassau

CRW - NAS

CRWNAS

Charleston Yeager

Fr 6/26

8:05 pm-10:02 am

1 stop13h 57m

Nassau Intl

Mo 6/29

12:36 pm-11:56 pm

2 stops11h 20m

$399

CharlestonMontego Bay

CRW - MBJ

CRWMBJ

Charleston Yeager

Sa 7/18

8:06 pm-1:09 pm

2 stops18h 03m

Montego Bay Sangster Intl

Sa 7/25

5:14 pm-6:46 pm

2 stops24h 32m

$411

CharlestonNassau

CRW - NAS

CRWNAS

Charleston Yeager

Mo 7/20

5:57 pm-2:57 pm

1 stop21h 00m

Nassau Intl

Fr 7/24

3:59 pm-10:25 am

1 stop18h 26m

$437

CharlestonMontego Bay

CRW - MBJ

CRWMBJ

Charleston Yeager

Di 8/11

11:07 am-3:34 pm

1 stop5h 27m

Montego Bay Sangster Intl

Do 8/20

4:59 pm-10:27 am

1 stop16h 28m

$466

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/30

Showing 1-10 of 34 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 $138). Flying from Charleston, West Virginia to Caribbean in September is currently the most expensive (average of $615). 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 Juni 4, 2026.
Peruse reviews from past customers who have flown with 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.

Boarding

7.5

Comfort

7.2

Crew

7.9

Overall

7.1

Food

6.4

Entertainment

6.9

Reviews

1 / 20
2.0
Mediocre

Anonymous,Apr 2026

DFW - BDL

They keep changing the gate, delaying the hours and then finally canceled it. No accomodation, no food, nothing!

Boarding

7.5

Comfort

7.2

Crew

7.9

Overall

7.1

Food

6.4

Entertainment

6.9

Reviews

1 / 20
2.0
Mediocre

Anonymous,Apr 2026

DFW - BDL

They keep changing the gate, delaying the hours and then finally canceled it. No accomodation, no food, nothing!

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 7h 57m. The time it takes to get you to your destination can typically vary by up to 8h 16m. Charleston, West Virginia and Caribbean are separated by a distance of 951 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 $138). Flying from Charleston, West Virginia to Caribbean in September is currently the most expensive (average of $615). 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.

Top airline flying from Charleston to Caribbean

Discover the top airline 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 Juni 4, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$307Average$579FlexibilityNo cancel feeOn-time71%

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