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Cheap flights from Charleston to Caribbean Islands from $114

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 10/24. 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

Multiple Airlines Logo
9:10 pm - 2:02 amCHS-SJU
28h 52m1 stop
Multiple Airlines Logo
5:51 pm - 6:41 pmSJU-CHS
24h 50m1 stop
$212Multiple Airlines
Find Deal
Fri, Oct 24 - Fri, Oct 31
Multiple Airlines Logo
10:11 am - 3:16 pmCHS-SJU
29h 05m1 stop
Multiple Airlines Logo
4:51 pm - 6:41 pmSJU-CHS
25h 50m1 stop
$220Multiple Airlines
Find Deal
Thu, Oct 16 - Fri, Oct 24
American Airlines Logo
7:54 pm - 11:59 amCHS-SJU
15h 05m1 stop
American Airlines Logo
3:10 pm - 9:06 pmSJU-CHS
6h 56m1 stop
$271American Airlines
Find Deal
Mon, Dec 8 - Wed, Dec 17
Delta Logo
5:30 am - 12:55 pmCHS-AUA
6h 25m1 stop
Delta Logo
4:25 pm - 10:03 pmAUA-CHS
6h 38m1 stop
$275Delta
Find Deal
Fri, Jan 30 - Mon, Feb 2
American Airlines Logo
8:39 pm - 4:00 pmCHS-AUA
18h 21m2 stops
American Airlines Logo
4:10 pm - 10:21 amAUA-CHS
19h 11m2 stops
$280American Airlines
Find Deal
Fri, Jan 30 - Mon, Feb 2
JetBlue Logo
5:20 pm - 11:35 amCHS-SJU
18h 15m1 stop
JetBlue Logo
5:05 am - 4:22 pmSJU-CHS
12h 17m1 stop
$283JetBlue
Find Deal
Sat, Nov 1 - Thu, Nov 6
Delta Logo
5:35 am - 1:49 pmCHS-NAS
8h 14m1 stop
Delta Logo
3:15 pm - 7:35 pmNAS-CHS
4h 20m1 stop
$295Delta
Find Deal
Fri, Oct 31 - Sat, Nov 8
JetBlue Logo
9:40 am - 10:08 amCHS-SJU
24h 28m1 stop
JetBlue Logo
6:05 pm - 10:25 amSJU-CHS
16h 20m1 stop
$298JetBlue
Find Deal
Sat, Oct 4 - Tue, Oct 7
Spirit Airlines Logo
10:11 am - 3:00 pmCHS-PUJ
28h 49m1 stop
Spirit Airlines Logo
1:21 pm - 10:45 amPUJ-CHS
22h 24m1 stop
$311Spirit Airlines
Find Deal
Thu, Oct 30 - Thu, Nov 6
Spirit Airlines Logo
12:08 pm - 2:14 pmCHS-PUJ
26h 06m1 stop
Spirit Airlines Logo
3:19 pm - 10:45 amPUJ-CHS
19h 26m1 stop
$326Spirit Airlines
Find Deal
Sun, Sep 28 - Wed, Oct 1

United Airlines flights from Charleston to Caribbean Islands

Our best United Airlines deals on Charleston to Caribbean Islands flight tickets
United Airlines
Oct 22
CHS6:00 amCharleston
7h 45m
1 stop
SJU1:45 pmSan Juan Luis Munoz Marin Intl
Oct 28
SJU1:05 amSan Juan Luis Munoz Marin Intl
7h 51m
1 stop
CHS8:56 amCharleston
$289
Find similar
United Airlines
Oct 22
CHS6:00 amCharleston
9h 25m
1 stop
PUJ3:25 pmPunta Cana
Oct 27
PUJ11:56 amPunta Cana
7h 04m
1 stop
CHS7:00 pmCharleston
$430
Find similar
United Airlines
Oct 22
CHS6:00 amCharleston
9h 25m
1 stop
PUJ3:25 pmPunta Cana
Oct 27
PUJ4:20 pmPunta Cana
17h 48m
1 stop
CHS10:08 amCharleston
$436
Find similar

Frontier flights from Charleston to Caribbean Islands

Our best Frontier deals on Charleston to Caribbean Islands flight tickets
Frontier
Oct 2
CHS3:26 pmCharleston
19h 35m
1 stop
SJU11:01 amSan Juan Luis Munoz Marin Intl
Oct 4
SJU12:28 amSan Juan Luis Munoz Marin Intl
14h 03m
1 stop
CHS2:31 pmCharleston
$238
Find similar
Frontier
Oct 24
CHS8:53 amCharleston
15h 36m
1 stop
SJU12:29 amSan Juan Luis Munoz Marin Intl
Oct 25
SJU1:59 amSan Juan Luis Munoz Marin Intl
12h 31m
1 stop
CHS2:30 pmCharleston
$251
Find similar
Frontier
Oct 20
CHS3:25 pmCharleston
9h 04m
1 stop
SJU12:29 amSan Juan Luis Munoz Marin Intl
Oct 25
SJU1:59 amSan Juan Luis Munoz Marin Intl
12h 31m
1 stop
CHS2:30 pmCharleston
$264
Find similar

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 September 16, 2025.
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

Fri 10/24

9:10 pm-2:02 am

1 stop28h 52m

San Juan Luis Munoz Marin Intl

Fri 10/31

5:51 pm-6:41 pm

1 stop24h 50m

$212

CharlestonSan Juan

CHS - SJU

CHSSJU

Charleston

Thu 10/16

10:11 am-3:16 pm

1 stop29h 05m

San Juan Luis Munoz Marin Intl

Fri 10/24

4:51 pm-6:41 pm

1 stop25h 50m

$220

CharlestonSan Juan

CHS - SJU

CHSSJU

Charleston

Mon 12/8

7:54 pm-11:59 am

1 stop15h 05m

San Juan Luis Munoz Marin Intl

Wed 12/17

3:10 pm-9:06 pm

1 stop6h 56m

$271

CharlestonOranjestad

CHS - AUA

CHSAUA

Charleston

Fri 1/30

5:30 am-12:55 pm

1 stop6h 25m

Oranjestad Reina Beatrix

Mon 2/2

4:25 pm-10:03 pm

1 stop6h 38m

$275

CharlestonOranjestad

CHS - AUA

CHSAUA

Charleston

Fri 1/30

8:39 pm-4:00 pm

2 stops18h 21m

Oranjestad Reina Beatrix

Mon 2/2

4:10 pm-10:21 am

2 stops19h 11m

$280

CharlestonSan Juan

CHS - SJU

CHSSJU

Charleston

Sat 11/1

5:20 pm-11:35 am

1 stop18h 15m

San Juan Luis Munoz Marin Intl

Thu 11/6

5:05 am-4:22 pm

1 stop12h 17m

$283

CharlestonNassau

CHS - NAS

CHSNAS

Charleston

Fri 10/31

5:35 am-1:49 pm

1 stop8h 14m

Nassau Intl

Sat 11/8

3:15 pm-7:35 pm

1 stop4h 20m

$295

CharlestonSan Juan

CHS - SJU

CHSSJU

Charleston

Sat 10/4

9:40 am-10:08 am

1 stop24h 28m

San Juan Luis Munoz Marin Intl

Tue 10/7

6:05 pm-10:25 am

1 stop16h 20m

$298

CharlestonPunta Cana

CHS - PUJ

CHSPUJ

Charleston

Thu 10/30

10:11 am-3:00 pm

1 stop28h 49m

Punta Cana

Thu 11/6

1:21 pm-10:45 am

1 stop22h 24m

$311

CharlestonPunta Cana

CHS - PUJ

CHSPUJ

Charleston

Sun 9/28

12:08 pm-2:14 pm

1 stop26h 06m

Punta Cana

Wed 10/1

3:19 pm-10:45 am

1 stop19h 26m

$326

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 October is, on average, the cheapest month to fly to Caribbean Islands from Charleston, with most prices found around $334. The month of January is another great option to travel to Caribbean Islands, with average flight prices from Charleston averaging around $372.

What is the cheapest day to depart on your flight to Caribbean Islands?

The cheapest day to depart from Charleston to Caribbean Islands is on a Tuesday. Travelers who choose to depart for Caribbean Islands on a Tuesday will often find tickets for as low as $352. If your travel schedule is flexible, try to avoid departing on a Thursday because tickets tend to average around $484. These prices are subject to change though, so be sure to set up a Price Alert for flights to Caribbean Islands.

What is the cheapest time of day to depart on your flight to Caribbean Islands?

According to our data, the cheapest time of day to fly to Caribbean Islands is in the evening. momondo users have found flights departing from Charleston to Caribbean Islands in the evening for as low as $321. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. Try not to purchase tickets in the afternoon because they tend to be around $455. Of course, these prices can vary depending on the time of year and what airport you fly to.

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 $452 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 $270 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

Direct flights

None
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
Spirit AirlinesPriceFrom $129Free CancellationRating
6.3
8,019 reviews
Search Spirit Airlines flights
JetBluePriceFrom $195Free CancellationRating
7.2
2,914 reviews
Search JetBlue flights
DeltaPriceFrom $241Free CancellationRating
7.9
7,957 reviews
Search Delta flights
United AirlinesPriceFrom $280Free CancellationRating
7.4
8,924 reviews
Search United Airlines flights
American AirlinesPriceFrom $282Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
SouthwestPriceFrom $371Free CancellationRating
8.0
4,242 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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