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Cheap flights from Charleston to Caribbean Islands from $100

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 to Caribbean Islands departing on 1/26. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from Charleston to Caribbean Islands

Cheap round-trip flights

Enter your travel dates to find the best prices.
JetBlue Logo
11:00 am - 9:01 pm
CHS
-
SJU
10h 01m
1 stop
JetBlue Logo
5:01 am - 3:37 pm
SJU
-
CHS
10h 36m
1 stop
$223JetBlue
Wed, Apr 29 - Sun, May 3
Spirit Airlines Logo
5:05 pm - 4:22 pm
CHS
-
SJU
22h 17m
1 stop
Spirit Airlines Logo
5:50 pm - 4:10 pm
SJU
-
CHS
23h 20m
1 stop
$230Spirit Airlines
Mon, Feb 2 - Sat, Feb 7
Multiple Airlines Logo
5:05 pm - 4:22 pm
CHS
-
SJU
22h 17m
1 stop
Multiple Airlines Logo
6:11 pm - 4:10 pm
SJU
-
CHS
22h 59m
2 stops
$236Multiple Airlines
Mon, Feb 2 - Sat, Feb 7
American Airlines Logo
7:03 pm - 11:40 am
CHS
-
SJU
15h 37m
1 stop
American Airlines Logo
8:00 am - 7:22 pm
SJU
-
CHS
12h 22m
1 stop
$242American Airlines
Sat, Feb 21 - Tue, Feb 24
Multiple Airlines Logo
5:00 pm - 9:54 am
CHS
-
SJU
15h 54m
2 stops
Multiple Airlines Logo
5:45 pm - 4:05 pm
SJU
-
CHS
23h 20m
1 stop
$260Multiple Airlines
Mon, Feb 23 - Fri, Feb 27
United Airlines Logo
6:30 am - 1:45 pm
CHS
-
SJU
7h 15m
1 stop
United Airlines Logo
1:00 am - 9:16 am
SJU
-
CHS
8h 16m
1 stop
$274United Airlines
Fri, Apr 24 - Fri, May 1
American Airlines Logo
5:10 am - 12:08 pm
CHS
-
GCM
6h 58m
1 stop
American Airlines Logo
7:45 am - 7:22 pm
GCM
-
CHS
10h 37m
1 stop
$307American Airlines
Thu, Mar 5 - Mon, Mar 9
United Airlines Logo
6:00 am - 1:15 pm
CHS
-
GCM
7h 15m
1 stop
United Airlines Logo
2:25 pm - 11:30 pm
GCM
-
CHS
9h 05m
1 stop
$330United Airlines
Fri, Feb 27 - Fri, Mar 6
Delta Logo
6:30 am - 4:41 pm
CHS
-
PUJ
9h 11m
1 stop
Delta Logo
5:05 pm - 12:16 am
PUJ
-
CHS
7h 11m
1 stop
$339Delta
Mon, Mar 2 - Mon, Mar 9
Delta Logo
5:25 am - 11:13 am
CHS
-
MBJ
5h 48m
1 stop
Delta Logo
4:45 pm - 11:55 pm
MBJ
-
CHS
7h 10m
1 stop
$342Delta
Fri, Jan 30 - Wed, Feb 4

JetBlue flights from Charleston to Caribbean Islands

Our best JetBlue deals on Charleston to Caribbean Islands flight tickets
JetBlue
Apr 29
CHS11:00 amCharleston
10h 01m
1 stop
SJU9:01 pmSan Juan Luis Munoz Marin Intl
May 3
SJU5:01 amSan Juan Luis Munoz Marin Intl
10h 36m
1 stop
CHS3:37 pmCharleston
$223
JetBlue
Apr 23
CHS5:55 pmCharleston
8h 12m
1 stop
SJU2:07 amSan Juan Luis Munoz Marin Intl
Apr 27
SJU7:40 amSan Juan Luis Munoz Marin Intl
11h 33m
1 stop
CHS7:13 pmCharleston
$267
JetBlue
May 19
CHS3:30 pmCharleston
10h 37m
1 stop
SJU2:07 amSan Juan Luis Munoz Marin Intl
May 26
SJU6:30 pmSan Juan Luis Munoz Marin Intl
22h 05m
1 stop
CHS4:35 pmCharleston
$276

Spirit Airlines flights from Charleston to Caribbean Islands

Our best Spirit Airlines deals on Charleston to Caribbean Islands flight tickets
Spirit Airlines
Feb 2
CHS5:05 pmCharleston
22h 17m
1 stop
SJU4:22 pmSan Juan Luis Munoz Marin Intl
Feb 7
SJU5:50 pmSan Juan Luis Munoz Marin Intl
23h 20m
1 stop
CHS4:10 pmCharleston
$230
Spirit Airlines
Jan 29
CHS6:35 pmCharleston
20h 00m
1 stop
SJU3:35 pmSan Juan Luis Munoz Marin Intl
Jan 31
SJU5:50 pmSan Juan Luis Munoz Marin Intl
23h 20m
1 stop
CHS4:10 pmCharleston
$275
Spirit Airlines
Jan 29
CHS6:35 pmCharleston
14h 12m
2 stops
SJU9:47 amSan Juan Luis Munoz Marin Intl
Jan 31
SJU5:50 pmSan Juan Luis Munoz Marin Intl
23h 20m
1 stop
CHS4:10 pmCharleston
$285

momondo 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, momondo users made 832,500 searches. Data last updated January 15, 2026.
Use the filters below to find and compare flights from Charleston to Caribbean Islands that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

CharlestonSan Juan

CHS - SJU

CHSSJU

Charleston

Wed 4/29

11:00 am-9:01 pm

1 stop10h 01m

San Juan Luis Munoz Marin Intl

Sun 5/3

5:01 am-3:37 pm

1 stop10h 36m

$223

CharlestonSan Juan

CHS - SJU

CHSSJU

Charleston

Mon 2/2

5:05 pm-4:22 pm

1 stop22h 17m

San Juan Luis Munoz Marin Intl

Sat 2/7

5:50 pm-4:10 pm

1 stop23h 20m

$230

CharlestonSan Juan

CHS - SJU

CHSSJU

Charleston

Mon 2/2

5:05 pm-4:22 pm

1 stop22h 17m

San Juan Luis Munoz Marin Intl

Sat 2/7

6:11 pm-4:10 pm

2 stops22h 59m

$236

CharlestonSan Juan

CHS - SJU

CHSSJU

Charleston

Sat 2/21

7:03 pm-11:40 am

1 stop15h 37m

San Juan Luis Munoz Marin Intl

Tue 2/24

8:00 am-7:22 pm

1 stop12h 22m

$242

CharlestonSan Juan

CHS - SJU

CHSSJU

Charleston

Mon 2/23

5:00 pm-9:54 am

2 stops15h 54m

San Juan Luis Munoz Marin Intl

Fri 2/27

5:45 pm-4:05 pm

1 stop23h 20m

$260

CharlestonSan Juan

CHS - SJU

CHSSJU

Charleston

Fri 4/24

6:30 am-1:45 pm

1 stop7h 15m

San Juan Luis Munoz Marin Intl

Fri 5/1

1:00 am-9:16 am

1 stop8h 16m

$274

CharlestonGeorge Town

CHS - GCM

CHSGCM

Charleston

Thu 3/5

5:10 am-12:08 pm

1 stop6h 58m

George Town Owen Roberts Intl

Mon 3/9

7:45 am-7:22 pm

1 stop10h 37m

$307

CharlestonGeorge Town

CHS - GCM

CHSGCM

Charleston

Fri 2/27

6:00 am-1:15 pm

1 stop7h 15m

George Town Owen Roberts Intl

Fri 3/6

2:25 pm-11:30 pm

1 stop9h 05m

$330

CharlestonPunta Cana

CHS - PUJ

CHSPUJ

Charleston

Mon 3/2

6:30 am-4:41 pm

1 stop9h 11m

Punta Cana

Mon 3/9

5:05 pm-12:16 am

1 stop7h 11m

$339

CharlestonMontego Bay

CHS - MBJ

CHSMBJ

Charleston

Fri 1/30

5:25 am-11:13 am

1 stop5h 48m

Montego Bay Sangster Intl

Wed 2/4

4:45 pm-11:55 pm

1 stop7h 10m

$342

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 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 January is, on average, the cheapest month to fly to Caribbean Islands from Charleston, with most prices found around $363. The month of October is another great option to travel to Caribbean Islands, with average flight prices from Charleston averaging around $371.

How far in advance should I book a flight to Caribbean Islands?

You are more likely to see cheaper flights to Caribbean Islands from Charleston when booking weeks ahead of your departure date. In general, you can expect to find flights to Caribbean Islands for around $441 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Caribbean Islands from Charleston for as low as $235 on momondo.

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

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

Cheap Charleston to Caribbean Islands flight deals and tips

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

Fastest flight time

3h 51m

Direct flights

None
The fastest flight from Charleston to Caribbean Islands takes 3h 51m
There are no direct flights from Charleston to Caribbean Islands. There are no popular flight routes from Charleston to Caribbean Islands.
Search flight deals

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

    Prices for flights from Charleston Airport to Caribbean Islands were last updated today.

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

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

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Charleston Airport to Caribbean Islands.

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

    The necessary travel and health documents for your Caribbean Islands trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

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

Best airlines flying from Charleston to Caribbean Islands

Compare and see reviews for airlines that fly from Charleston to Caribbean Islands with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $84Free CancellationRating
5.7
3,057 reviews
Search Frontier flights
Spirit AirlinesPriceFrom $113Free CancellationRating
6.3
8,319 reviews
Search Spirit Airlines flights
JetBluePriceFrom $172Free CancellationRating
7.2
2,887 reviews
Search JetBlue flights
United AirlinesPriceFrom $188Free CancellationRating
7.4
9,164 reviews
Search United Airlines flights
DeltaPriceFrom $209Free CancellationRating
7.9
8,049 reviews
Search Delta flights
American AirlinesPriceFrom $278Free CancellationRating
7.2
11,132 reviews
Search American Airlines flights
SouthwestPriceFrom $371Free CancellationRating
8.0
4,258 reviews
Search Southwest flights

Why use momondo?

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

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Charleston to Caribbean Islands for you.

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

All flight searches from Charleston to Caribbean Islands on momondo can be filtered to show those which offer flexible booking policies.

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

momondo provides multiple filters to help you find the best flight to Caribbean Islands from Charleston. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

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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