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Cheap flights from Charleston, West Virginia to Caribbean Islands from $121

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Charleston, West Virginia to Caribbean Islands departing on 4/8. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Charleston, West Virginia to Caribbean Islands

Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
8:52 pm - 10:10 am
CRW
-
SJU
13h 18m
1 stop
Multiple Airlines Logo
8:47 pm - 8:12 pm
SJU
-
CRW
23h 25m
1 stop
$273Multiple Airlines
Sun, Mar 22 - Wed, Mar 25
American Airlines Logo
5:00 am - 1:26 pm
CRW
-
MBJ
9h 26m
1 stop
American Airlines Logo
12:28 pm - 11:15 am
MBJ
-
CRW
21h 47m
1 stop
$313American Airlines
Wed, Mar 11 - Mon, Mar 16
Multiple Airlines Logo
9:59 am - 11:58 pm
CRW
-
SJU
13h 59m
2 stops
Multiple Airlines Logo
8:47 pm - 8:12 pm
SJU
-
CRW
23h 25m
1 stop
$314Multiple Airlines
Sun, Mar 22 - Wed, Mar 25
American Airlines Logo
8:05 pm - 2:00 pm
CRW
-
MBJ
18h 55m
2 stops
American Airlines Logo
2:44 pm - 10:32 am
MBJ
-
CRW
18h 48m
2 stops
$317American Airlines
Mon, Jun 1 - Sat, Jun 6
American Airlines Logo
6:00 am - 10:05 pm
CRW
-
SJU
16h 05m
2 stops
American Airlines Logo
5:45 am - 9:30 pm
SJU
-
CRW
15h 45m
2 stops
$320American Airlines
Tue, Apr 7 - Tue, Apr 14
American Airlines Logo
6:08 pm - 2:18 pm
CRW
-
MBJ
20h 10m
1 stop
American Airlines Logo
1:22 pm - 10:55 am
MBJ
-
CRW
21h 33m
1 stop
$328American Airlines
Mon, Mar 2 - Fri, Mar 6
United Airlines Logo
5:35 pm - 1:46 pm
CRW
-
MBJ
20h 11m
1 stop
United Airlines Logo
1:48 pm - 5:18 pm
MBJ
-
CRW
26h 30m
1 stop
$344United Airlines
Wed, Mar 4 - Mon, Mar 9
Delta Logo
4:14 pm - 11:58 pm
CRW
-
SJU
6h 44m
1 stop
Delta Logo
7:30 am - 3:29 pm
SJU
-
CRW
8h 59m
1 stop
$391Delta
Tue, Mar 3 - Fri, Mar 6
Delta Logo
6:15 am - 3:30 pm
CRW
-
PUJ
8h 15m
1 stop
Delta Logo
6:06 pm - 10:21 am
PUJ
-
CRW
17h 15m
1 stop
$401Delta
Fri, Feb 27 - Thu, Mar 5
United Airlines Logo
5:35 pm - 3:22 pm
CRW
-
NAS
21h 47m
1 stop
United Airlines Logo
3:35 pm - 8:38 pm
NAS
-
CRW
29h 03m
1 stop
$475United Airlines
Mon, Feb 23 - Thu, Feb 26

United Airlines flights from Charleston, West Virginia to Caribbean Islands

Our best United Airlines deals on Charleston, West Virginia to Caribbean Islands flight tickets
United Airlines
Mar 4
CRW5:35 pmCharleston Yeager
20h 11m
1 stop
MBJ1:46 pmMontego Bay Sangster Intl
Mar 9
MBJ1:48 pmMontego Bay Sangster Intl
26h 30m
1 stop
CRW5:18 pmCharleston Yeager
$344
United Airlines
Feb 16
CRW6:45 amCharleston Yeager
13h 41m
2 stops
SJU9:26 pmSan Juan Luis Munoz Marin Intl
Feb 24
SJU2:05 amSan Juan Luis Munoz Marin Intl
15h 55m
2 stops
CRW5:00 pmCharleston Yeager
$370
United Airlines
Mar 11
CRW6:45 amCharleston Yeager
7h 01m
1 stop
MBJ12:46 pmMontego Bay Sangster Intl
Mar 16
MBJ1:48 pmMontego Bay Sangster Intl
29h 44m
1 stop
CRW8:32 pmCharleston Yeager
$399

American Airlines flights from Charleston, West Virginia to Caribbean Islands

Our best American Airlines deals on Charleston, West Virginia to Caribbean Islands flight tickets
American Airlines
Mar 11
CRW5:00 amCharleston Yeager
9h 26m
1 stop
MBJ1:26 pmMontego Bay Sangster Intl
Mar 16
MBJ12:28 pmMontego Bay Sangster Intl
21h 47m
1 stop
CRW11:15 amCharleston Yeager
$313
American Airlines
Jun 1
CRW8:05 pmCharleston Yeager
18h 55m
2 stops
MBJ2:00 pmMontego Bay Sangster Intl
Jun 6
MBJ2:25 pmMontego Bay Sangster Intl
19h 07m
2 stops
CRW10:32 amCharleston Yeager
$317
American Airlines
Mar 2
CRW6:08 pmCharleston Yeager
20h 10m
1 stop
MBJ2:18 pmMontego Bay Sangster Intl
Mar 6
MBJ1:22 pmMontego Bay Sangster Intl
21h 33m
1 stop
CRW10:55 amCharleston Yeager
$328

momondo Fare Finder

 
Customize your flight search to find flights from Charleston, West Virginia 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, momondo users made 832,500 searches. Data last updated February 12, 2026.
Use the filters below to find and compare flights from Charleston, West Virginia to Caribbean Islands that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

CharlestonSan Juan

CRW - SJU

CRWSJU

Charleston Yeager

Sun 3/22

8:52 pm-10:10 am

1 stop13h 18m

San Juan Luis Munoz Marin Intl

Wed 3/25

8:47 pm-8:12 pm

1 stop23h 25m

$273

CharlestonMontego Bay

CRW - MBJ

CRWMBJ

Charleston Yeager

Wed 3/11

5:00 am-1:26 pm

1 stop9h 26m

Montego Bay Sangster Intl

Mon 3/16

12:28 pm-11:15 am

1 stop21h 47m

$313

CharlestonSan Juan

CRW - SJU

CRWSJU

Charleston Yeager

Sun 3/22

9:59 am-11:58 pm

2 stops13h 59m

San Juan Luis Munoz Marin Intl

Wed 3/25

8:47 pm-8:12 pm

1 stop23h 25m

$314

CharlestonMontego Bay

CRW - MBJ

CRWMBJ

Charleston Yeager

Mon 6/1

8:05 pm-2:00 pm

2 stops18h 55m

Montego Bay Sangster Intl

Sat 6/6

2:44 pm-10:32 am

2 stops18h 48m

$317

CharlestonSan Juan

CRW - SJU

CRWSJU

Charleston Yeager

Tue 4/7

6:00 am-10:05 pm

2 stops16h 05m

San Juan Luis Munoz Marin Intl

Tue 4/14

5:45 am-9:30 pm

2 stops15h 45m

$320

CharlestonMontego Bay

CRW - MBJ

CRWMBJ

Charleston Yeager

Mon 3/2

6:08 pm-2:18 pm

1 stop20h 10m

Montego Bay Sangster Intl

Fri 3/6

1:22 pm-10:55 am

1 stop21h 33m

$328

CharlestonMontego Bay

CRW - MBJ

CRWMBJ

Charleston Yeager

Wed 3/4

5:35 pm-1:46 pm

1 stop20h 11m

Montego Bay Sangster Intl

Mon 3/9

1:48 pm-5:18 pm

1 stop26h 30m

$344

CharlestonSan Juan

CRW - SJU

CRWSJU

Charleston Yeager

Tue 3/3

4:14 pm-11:58 pm

1 stop6h 44m

San Juan Luis Munoz Marin Intl

Fri 3/6

7:30 am-3:29 pm

1 stop8h 59m

$391

CharlestonPunta Cana

CRW - PUJ

CRWPUJ

Charleston Yeager

Fri 2/27

6:15 am-3:30 pm

1 stop8h 15m

Punta Cana

Thu 3/5

6:06 pm-10:21 am

1 stop17h 15m

$401

CharlestonNassau

CRW - NAS

CRWNAS

Charleston Yeager

Mon 2/23

5:35 pm-3:22 pm

1 stop21h 47m

Nassau Intl

Thu 2/26

3:35 pm-8:38 pm

1 stop29h 03m

$475

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Caribbean Islands from

How to get the cheapest flight ticket from Charleston, West Virginia to Caribbean Islands

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Caribbean Islands?

The month of October is, on average, the cheapest month to fly to Caribbean Islands from Charleston, West Virginia, with most prices found around $291. The month of September is another great option to travel to Caribbean Islands, with average flight prices from Charleston, West Virginia averaging around $442.

Can stopping save me money on Charleston, West Virginia to Caribbean Islands flights?

No. A direct flight is the cheapest option for a flight between Charleston, West Virginia to Caribbean Islands.

Cheap Charleston, West Virginia to Caribbean Islands flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Charleston, West Virginia to Caribbean Islands

Fastest flight time

6h 44m

Direct flights

None
The fastest flight from Charleston, West Virginia to Caribbean Islands takes 6h 44m
There are no direct flights from Charleston, West Virginia to Caribbean Islands. There are no popular flight routes from Charleston, West Virginia to Caribbean Islands.
Search flight deals

  • When did momondo last update prices for flights from Charleston Yeager Airport to Caribbean Islands?

    Prices for flights from Charleston Yeager Airport to Caribbean Islands are updated daily.

  • How many operators does momondo search for flights from Charleston Yeager Airport to Caribbean Islands?

  • How old do you have to be to fly from Charleston Yeager Airport to Caribbean Islands?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Charleston Yeager Airport to Caribbean Islands.

  • What documentation or ID do you need to fly to Caribbean Islands?

    The required travel and health documents for your Caribbean Islands trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Caribbean Islands. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

  • What is the most popular plane model from Charleston, West Virginia to Caribbean Islands?

Best airlines flying from Charleston, West Virginia to Caribbean Islands

Compare and see reviews for airlines that fly from Charleston, West Virginia to Caribbean Islands with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $307Free CancellationRating
7.2
11,277 reviews
Search American Airlines flights
DeltaPriceFrom $325Free CancellationRating
7.9
8,191 reviews
Search Delta flights

Why use momondo?

Why should I use momondo to find a flight deal from Charleston to Caribbean Islands?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Charleston to Caribbean Islands. Millions of users trust and use momondo every year so you are in good hands.

Can I find flights from Charleston to Caribbean Islands with flexible booking policies on momondo?

momondo does allow users to show only those flights to Caribbean Islands from Charleston which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from Charleston to Caribbean Islands?

Once you have performed a search for Charleston to Caribbean Islands flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

I’m not ready to book a flight from Charleston to Caribbean Islands right now. Can momondo alert me if prices change?

Of course. momondo tracks the price of Charleston to Caribbean Islands flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

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