HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Caribbean Islands

$126+ 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 9/24. Fares are subject to change and may not be available on all flights or dates of travel.
CRW — SJU
May 5 — May 121
Mon 5/5
Mon 5/12
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Charleston to Caribbean Islands with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 April 30, 2025.

Round-trip from

$348
(American Airlines)

One-way from

$126
(American Airlines)

Popular in

December

Cheapest in

October

Average price

$582
From Charleston Yeager to Caribbean Islands
Search Deals
One-way flight from Charleston Yeager to Caribbean Islands
Search Deals
Highest demand for flights based on searches. 12% potential increase in price ($86 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 8% potential price decrease ($43 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 2025
Search Deals

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 April 30, 2025.

This American Airlines deal was found by Cheapflights users on 4/30. 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 5/2212:18 pmCRW - SJU
1 stop8h 15mAmerican Airlines
Thu 5/296:10 amSJU - CRW
2 stops15h 42mAmerican Airlines
Deal found 4/30$348
This American Airlines deal was found by Cheapflights users on 4/30. 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 6/306:41 amCRW - MBJ
1 stop6h 39mAmerican Airlines
Fri 7/41:30 pmMBJ - CRW
1 stop20h 07mAmerican Airlines
Deal found 4/30$442
This Delta deal was found by Cheapflights users on 4/30. 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.
Wed 5/2811:26 amCRW - SJU
1 stop8h 22mDelta
Thu 6/56:15 amSJU - CRW
1 stop8h 31mDelta
Deal found 4/30$445
This United Airlines deal was found by Cheapflights users on 4/30. 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.
Wed 5/217:00 amCRW - SJU
1 stop7h 44mUnited Airlines
Tue 5/271:05 amSJU - CRW
2 stops12h 14mUnited Airlines
Deal found 4/30$468
This American Airlines deal was found by Cheapflights users on 4/30. 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 7/123:56 pmCRW - PUJ
2 stops19h 08mAmerican Airlines
Thu 7/1712:05 pmPUJ - CRW
2 stops22h 25mAmerican Airlines
Deal found 4/30$473
This United Airlines deal was found by Cheapflights users on 4/30. 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 5/135:33 pmCRW - MBJ
2 stops20h 57mUnited Airlines
Tue 5/2012:52 pmMBJ - CRW
2 stops23h 29mUnited Airlines
Deal found 4/30$545
This Mytrip deal was found by Cheapflights users on 4/30. 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.
Tue 5/202:31 pmCRW - SJU
1 stop20h 14mMultiple Airlines
Mon 5/261:59 amSJU - CRW
1 stop7h 10mMultiple Airlines
Deal found 4/30$583
This Delta deal was found by Cheapflights users on 4/30. 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 7/126:00 amCRW - PUJ
1 stop7h 27mDelta
Thu 7/174:16 pmPUJ - CRW
1 stop7h 11mDelta
Deal found 4/30$675
This American Airlines deal was found by Cheapflights users on 4/30. 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 5/305:39 amCRW - NAS
2 stops13h 36mAmerican Airlines
Sun 6/17:45 amNAS - CRW
2 stops14h 07mAmerican Airlines
Deal found 4/30$707
This American Airlines deal was found by Cheapflights users on 4/30. 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 5/46:50 amCRW - PLS
1 stop7h 50mAmerican Airlines
Tue 5/611:30 amPLS - CRW
1 stop11h 12mAmerican Airlines
Deal found 4/30$730
This United Airlines deal was found by Cheapflights users on 4/30. 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.
Fri 5/305:20 pmCRW - NAS
1 stop21h 39mUnited Airlines
Sun 6/14:01 pmNAS - CRW
1 stop21h 18mUnited Airlines
Deal found 4/30$801

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 April 30, 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

Thu 5/22

12:18 pm-8:33 pm

1 stop8h 15m

San Juan Luis Munoz Marin Intl

Thu 5/29

6:10 am-9:52 pm

2 stops15h 42m

$348

CharlestonMontego Bay

CRW - MBJ

CRWMBJ

Charleston Yeager

Mon 6/30

6:41 am-12:20 pm

1 stop6h 39m

Montego Bay Sangster Intl

Fri 7/4

1:30 pm-10:37 am

1 stop20h 07m

$442

CharlestonSan Juan

CRW - SJU

CRWSJU

Charleston Yeager

Wed 5/28

11:26 am-7:48 pm

1 stop8h 22m

San Juan Luis Munoz Marin Intl

Thu 6/5

6:15 am-2:46 pm

1 stop8h 31m

$445

CharlestonSan Juan

CRW - SJU

CRWSJU

Charleston Yeager

Wed 5/21

7:00 am-2:44 pm

1 stop7h 44m

San Juan Luis Munoz Marin Intl

Tue 5/27

1:05 am-1:19 pm

2 stops12h 14m

$468

CharlestonPunta Cana

CRW - PUJ

CRWPUJ

Charleston Yeager

Sat 7/12

3:56 pm-11:04 am

2 stops19h 08m

Punta Cana

Thu 7/17

12:05 pm-10:30 am

2 stops22h 25m

$473

CharlestonMontego Bay

CRW - MBJ

CRWMBJ

Charleston Yeager

Tue 5/13

5:33 pm-1:30 pm

2 stops20h 57m

Montego Bay Sangster Intl

Tue 5/20

12:52 pm-1:21 pm

2 stops23h 29m

$545

CharlestonSan Juan

CRW - SJU

CRWSJU

Charleston Yeager

Tue 5/20

2:31 pm-10:45 am

1 stop20h 14m

San Juan Luis Munoz Marin Intl

Mon 5/26

1:59 am-9:09 am

1 stop7h 10m

$583

CharlestonPunta Cana

CRW - PUJ

CRWPUJ

Charleston Yeager

Sat 7/12

6:00 am-1:27 pm

1 stop7h 27m

Punta Cana

Thu 7/17

4:16 pm-11:27 pm

1 stop7h 11m

$675

CharlestonNassau

CRW - NAS

CRWNAS

Charleston Yeager

Fri 5/30

5:39 am-7:15 pm

2 stops13h 36m

Nassau Intl

Sun 6/1

7:45 am-9:52 pm

2 stops14h 07m

$707

CharlestonNassau

CRW - NAS

CRWNAS

Charleston Yeager

Fri 5/30

5:20 pm-2:59 pm

1 stop21h 39m

Nassau Intl

Sun 6/1

4:01 pm-1:19 pm

1 stop21h 18m

$801

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/30

Showing 1-10 of 14 results
1
2

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 December is currently the most expensive (average of $336). 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.

What is the cheapest time of day to fly from CRW to EPX?

Find hourly flight availability from Charleston to Caribbean Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated April 30, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Charleston, West Virginia to Caribbean Islands as you normally would.

Rainfall in Caribbean Islands by month

Plan your trip to Caribbean Islands by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Caribbean Islands ranges from 2.2 - 6.1 inches per month. November is typically the wettest month, when rainfall can reach 6.1 in. February is typically the driest time to visit Caribbean Islands when rainfall is around 2.2 in.

Temperature in Caribbean Islands by month

Plan your trip to Caribbean Islands by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Caribbean Islands, use this chart to help with planning. For those seeking warmer temperatures, June is the ideal time of year to visit, when temperatures reach an average of 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 77.0 F).

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 April 30, 2025.
See what other customers who have flown with Delta, United Airlines and American Airlines from Charleston to Caribbean Islands have to say. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,934 reviews

Entertainment

7.9

Food

7.3

Comfort

7.9

Crew

8.5

Overall

8.0

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
Delta
8.0
Very good
7,934 reviews
Delta
8.0
Very good
7,934 reviews

Entertainment

7.9

Food

7.3

Comfort

7.9

Crew

8.5

Overall

8.0

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
United Airlines
7.4
Good
8,696 reviews
Delta
8.0
Very good
7,934 reviews

Entertainment

7.9

Food

7.3

Comfort

7.9

Crew

8.5

Overall

8.0

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,934 reviews

Entertainment

7.9

Food

7.3

Comfort

7.9

Crew

8.5

Overall

8.0

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

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 American Airlines ($126), Delta ($197), and United Airlines ($393).

  • 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 - Nassau Intl 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 December is currently the most expensive (average of $336). 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

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Charleston to Caribbean Islands

See prices for flight routes from nearby airports that may be better suited for you.
Dulles Intl to Cancún flights
Dulles Intl to Dallas/Fort Worth flights
Dulles Intl to Seattle flights
Dulles Intl to Los Angeles flights
Dulles Intl to Las Vegas flights
Dulles Intl to San Francisco flights
Dulles Intl to O'Hare Intl flights
Dulles Intl to Miami flights
Dulles Intl to Boston flights
Dulles Intl to Atlanta flights
Dulles Intl to Denver flights
Dulles Intl to Orlando flights
Dulles Intl to Hobby flights
Dulles Intl to Mexico City flights
Dulles Intl to Tampa flights
Dulles Intl to George Bush Intcntl flights
Dulles Intl to Midway flights
Dulles Intl to San Diego flights
Dulles Intl to Fort Lauderdale flights
Dulles Intl to Ontario flights
Dulles Intl to Salt Lake City flights
Dulles Intl to Sky Harbor Intl flights
Dulles Intl to Nashville flights
Dulles Intl to New Orleans flights
Dulles Intl to Austin flights
Dulles Intl to John F Kennedy Intl flights
Dulles Intl to Detroit flights
Dulles Intl to Vancouver Intl flights
Dulles Intl to Portland flights
Pittsburgh to Seattle flights
Dulles Intl to Honolulu flights
Dulles Intl to Charleston flights
Dulles Intl to Pearson Intl flights
Pittsburgh to Boston flights
Dulles Intl to Newark flights
Dulles Intl to Minneapolis flights
Pittsburgh to Denver flights
Pittsburgh to Las Vegas flights
Pittsburgh to O'Hare Intl flights
Dulles Intl to Anchorage flights
Pittsburgh to Orlando flights
Dulles Intl to Pierre Elliott Trudeau Intl flights
Dulles Intl to Fort Myers flights
Dulles Intl to LaGuardia flights
Dulles Intl to Love Field flights
Dulles Intl to Cozumel flights
Dulles Intl to San Antonio flights
Dulles Intl to Charlotte flights
Dulles Intl to St. Louis flights
Dulles Intl to Savannah flights

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 April 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$266Average$490FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$304Average$663FlexibilityNo cancel feeOn-time71%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.
Site
Privacy Preferences©2025 Cheapflights