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Caribbean

$216+ 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 7/16. Fares are subject to change and may not be available on all flights or dates of travel.
CRW — SJU
Jul 8 — Jul 151
Tue 7/8
Tue 7/15
1 adult, Economy
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Cheap flight deals from Charleston to Caribbean

Keep the following information in mind while searching for Charleston to Caribbean flight deals. Data was last updated July 3, 2025.

Round-trip from

$291
(American Airlines)

One-way from

$216
(American Airlines)

Popular in

December

Cheapest in

October

Average price

$938
From Charleston Yeager to Caribbean
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One-way flight from Charleston Yeager to Caribbean
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Highest demand for flights based on searches. 13% potential increase in price ($89 potential increase over avg. RT price).
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Cheapest flight prices on average. 8% potential price decrease ($44 potential savings vs. average RT price).
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Average for round-trip flights in July 2025
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Find 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 July 3, 2025.

This American Airlines deal was found by Cheapflights users on 6/30. 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 9/185:35 amCRW - SJU
2 stops18h 02mAmerican Airlines
Mon 9/224:43 pmSJU - CRW
1 stop6h 20mAmerican Airlines
Deal found 6/30$291
This American Airlines deal was found by Cheapflights users on 7/2. 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.
Sun 11/95:00 amCRW - NAS
1 stop8h 25mAmerican Airlines
Sat 11/152:45 pmNAS - CRW
1 stop6h 59mAmerican Airlines
Deal found 7/2$384
This American Airlines deal was found by Cheapflights users on 7/3. 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.
Mon 10/278:05 pmCRW - MBJ
2 stops16h 55mAmerican Airlines
Sun 11/212:05 pmMBJ - CRW
2 stops22h 14mAmerican Airlines
Deal found 7/3$414
This American Airlines deal was found by Cheapflights users on 7/2. 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.
Sat 11/18:06 pmCRW - PUJ
1 stop15h 34mAmerican Airlines
Sat 11/82:30 pmPUJ - CRW
2 stops20h 49mAmerican Airlines
Deal found 7/2$430
This American Airlines deal was found by Cheapflights users on 7/2. 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.
Sun 10/198:05 pmCRW - PLS
1 stop16h 20mAmerican Airlines
Thu 10/231:25 pmPLS - CRW
1 stop10h 37mAmerican Airlines
Deal found 7/2$434
This Delta deal was found by Cheapflights users on 6/30. 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.
Thu 9/186:30 amCRW - SJU
1 stop6h 46mDelta
Mon 9/227:30 amSJU - CRW
1 stop7h 14mDelta
Deal found 6/30$450
This United Airlines deal was found by Cheapflights users on 7/1. 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.
Sat 8/165:26 pmCRW - SJU
2 stops12h 04mUnited Airlines
Mon 8/181:05 amSJU - CRW
2 stops12h 20mUnited Airlines
Deal found 7/1$564
This Delta deal was found by Cheapflights users on 7/2. 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 10/276:24 amCRW - MBJ
1 stop6h 24mDelta
Sun 11/22:13 pmMBJ - CRW
1 stop8h 21mDelta
Deal found 7/2$614
This United Airlines deal was found by Cheapflights users on 7/2. 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.
Sat 8/165:26 pmCRW - MBJ
2 stops23h 00mUnited Airlines
Sat 8/232:40 pmMBJ - CRW
2 stops45h 45mUnited Airlines
Deal found 7/2$626
This United Airlines deal was found by Cheapflights users on 7/3. 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.
Thu 8/75:26 pmCRW - NAS
2 stops20h 05mUnited Airlines
Sun 8/105:00 pmNAS - CRW
2 stops28h 04mUnited Airlines
Deal found 7/3$631
This Mytrip deal was found by Cheapflights users on 7/2. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/3111:40 amCRW - MBJ
3 stops24h 25mMultiple Airlines
Mon 8/412:10 pmMBJ - CRW
2 stops19h 59mMultiple Airlines
Deal found 7/2$812
This Delta deal was found by Cheapflights users on 7/1. 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.
Thu 9/116:30 amCRW - PLS
1 stop6h 15mDelta
Tue 9/162:10 pmPLS - CRW
1 stop8h 30mDelta
Deal found 7/1$1,039

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 July 3, 2025.
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

CharlestonSan Juan

CRW - SJU

CRWSJU

Charleston Yeager

Thu 9/18

5:35 am-11:37 pm

2 stops18h 02m

San Juan Luis Munoz Marin Intl

Mon 9/22

4:43 pm-11:03 pm

1 stop6h 20m

$291

CharlestonNassau

CRW - NAS

CRWNAS

Charleston Yeager

Sun 11/9

5:00 am-1:25 pm

1 stop8h 25m

Nassau Intl

Sat 11/15

2:45 pm-9:44 pm

1 stop6h 59m

$384

CharlestonMontego Bay

CRW - MBJ

CRWMBJ

Charleston Yeager

Mon 10/27

8:05 pm-12:00 pm

2 stops16h 55m

Montego Bay Sangster Intl

Sun 11/2

12:05 pm-10:19 am

2 stops22h 14m

$414

CharlestonPunta Cana

CRW - PUJ

CRWPUJ

Charleston Yeager

Sat 11/1

8:06 pm-11:40 am

1 stop15h 34m

Punta Cana

Sat 11/8

2:30 pm-10:19 am

2 stops20h 49m

$430

CharlestonProvidenciales

CRW - PLS

CRWPLS

Charleston Yeager

Sun 10/19

8:05 pm-12:25 pm

1 stop16h 20m

Providenciales

Thu 10/23

1:25 pm-12:02 am

1 stop10h 37m

$434

CharlestonSan Juan

CRW - SJU

CRWSJU

Charleston Yeager

Thu 9/18

6:30 am-1:16 pm

1 stop6h 46m

San Juan Luis Munoz Marin Intl

Mon 9/22

7:30 am-2:44 pm

1 stop7h 14m

$450

CharlestonSan Juan

CRW - SJU

CRWSJU

Charleston Yeager

Sat 8/16

5:26 pm-5:30 am

2 stops12h 04m

San Juan Luis Munoz Marin Intl

Mon 8/18

1:05 am-1:25 pm

2 stops12h 20m

$564

CharlestonMontego Bay

CRW - MBJ

CRWMBJ

Charleston Yeager

Mon 10/27

6:24 am-11:48 am

1 stop6h 24m

Montego Bay Sangster Intl

Sun 11/2

2:13 pm-10:34 pm

1 stop8h 21m

$614

CharlestonMontego Bay

CRW - MBJ

CRWMBJ

Charleston Yeager

Sat 8/16

5:26 pm-3:26 pm

2 stops23h 00m

Montego Bay Sangster Intl

Sat 8/23

2:40 pm-1:25 pm

2 stops45h 45m

$626

CharlestonNassau

CRW - NAS

CRWNAS

Charleston Yeager

Thu 8/7

5:26 pm-1:31 pm

2 stops20h 05m

Nassau Intl

Sun 8/10

5:00 pm-9:04 pm

2 stops28h 04m

$631

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/1

Showing 1-10 of 17 results
1
2

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, September is the cheapest month in which you can book a flight from Charleston, West Virginia to Caribbean (average of $254). Flying from Charleston, West Virginia to Caribbean in June is currently the most expensive (average of $339). 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 July 3, 2025.
Peruse reviews from past customers who have flown with Delta, United Airlines, 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
8.0
Very good
7,982 reviews

Comfort

7.9

Food

7.3

Overall

8.0

Crew

8.5

Entertainment

7.9

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,982 reviews
Delta
8.0
Very good
7,982 reviews

Comfort

7.9

Food

7.3

Overall

8.0

Crew

8.5

Entertainment

7.9

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
United Airlines
7.4
Good
8,861 reviews
Delta
8.0
Very good
7,982 reviews

Comfort

7.9

Food

7.3

Overall

8.0

Crew

8.5

Entertainment

7.9

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,982 reviews

Comfort

7.9

Food

7.3

Overall

8.0

Crew

8.5

Entertainment

7.9

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
WestJet
7.2
Good
2,917 reviews
Delta
8.0
Very good
7,982 reviews

Comfort

7.9

Food

7.3

Overall

8.0

Crew

8.5

Entertainment

7.9

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

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.

  • 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 - Providenciales.

  • 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, September is the cheapest month in which you can book a flight from Charleston, West Virginia to Caribbean (average of $254). Flying from Charleston, West Virginia to Caribbean in June is currently the most expensive (average of $339). 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 July 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$301Average$480FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$304Average$632FlexibilityNo cancel feeOn-time71%

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