What airlines fly to Caribbean?

American Airlines, Delta and JetBlue are the top three most popular airlines that fly to Caribbean from Charleston according to our data. American Airlines is the first choice among our users, with 73% of people opting to fly with this airline when traveling to Caribbean. Keep in mind that there are 5 different airlines that fly to Caribbean on a routine basis, so you have a few additional options to choose from.

What is the cheapest airline that flies from Charleston to Caribbean?

Breeze Airways, Southwest, and Delta are the most popular carriers operating from Charleston to Caribbean

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

Prices for flights from Charleston Airport to Caribbean refresh daily.

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

As of October 2026, there are 5 operators available to choose from for flights from Charleston Airport to Caribbean.

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

The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Charleston Airport to Caribbean.

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

The required travel and health documents for your Caribbean 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. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

$121 Cheap Flights from Charleston to Caribbean in 2026/27

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Charleston to Caribbean

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

9:38 pm - 12:35 amCHS Charleston-SJU San Juan Luis Munoz Marin Intl

25h 57m1 stop Hartford Bradley Intl

11:00 am - 8:58 pmSJU San Juan Luis Munoz Marin Intl-CHS Charleston

10h 58m1 stop Hartford Bradley Intl

$250Multiple Airlines

Fri, Dec 4 - Mon, Dec 7

6:40 am - 4:33 pmCHS Charleston-SJU San Juan Luis Munoz Marin Intl

8h 53m1 stop Tampa

6:25 am - 7:29 pmSJU San Juan Luis Munoz Marin Intl-CHS Charleston

14h 04m1 stop Fort Lauderdale

$264Multiple Airlines

Wed, Dec 2 - Wed, Dec 9

7:45 pm - 1:59 amCHS Charleston-SJU San Juan Luis Munoz Marin Intl

5h 14m1 stop Fort Lauderdale

12:30 pm - 6:48 pmSJU San Juan Luis Munoz Marin Intl-CHS Charleston

7h 18m1 stop Fort Lauderdale

$308JetBlue

Sat, Dec 12 - Thu, Dec 17

7:45 pm - 1:59 amCHS Charleston-SJU San Juan Luis Munoz Marin Intl

5h 14m1 stop Fort Lauderdale

11:40 am - 6:45 pmSJU San Juan Luis Munoz Marin Intl-CHS Charleston

8h 05m1 stop Fort Lauderdale

$308JetBlue

Fri, Dec 4 - Mon, Dec 7

8:12 pm - 12:23 pmCHS Charleston-SJU San Juan Luis Munoz Marin Intl

15h 11m1 stop Miami

3:53 pm - 10:51 pmSJU San Juan Luis Munoz Marin Intl-CHS Charleston

7h 58m1 stop Charlotte Douglas

$322American Airlines

Sat, Dec 5 - Tue, Dec 8

8:10 pm - 9:38 amCHS Charleston-SJU San Juan Luis Munoz Marin Intl

12h 28m1 stop Miami

2:28 pm - 7:43 pmSJU San Juan Luis Munoz Marin Intl-CHS Charleston

6h 15m1 stop Charlotte Douglas

$322American Airlines

Fri, Nov 27 - Thu, Dec 10

2:25 pm - 11:50 pmCHS Charleston-SJU San Juan Luis Munoz Marin Intl

8h 25m1 stop Atlanta Hartsfield-Jackson

6:15 am - 11:26 amSJU San Juan Luis Munoz Marin Intl-CHS Charleston

6h 11m1 stop Atlanta Hartsfield-Jackson

$322Delta

Tue, Feb 2 - Sat, Feb 6

12:15 pm - 11:50 pmCHS Charleston-SJU San Juan Luis Munoz Marin Intl

10h 35m1 stop Atlanta Hartsfield-Jackson

7:30 am - 1:47 pmSJU San Juan Luis Munoz Marin Intl-CHS Charleston

7h 17m1 stop Atlanta Hartsfield-Jackson

$322Delta

Tue, Jan 19 - Sun, Jan 24

11:00 am - 11:05 pmCHS Charleston-SJU San Juan Luis Munoz Marin Intl

11h 05m2 stops Nashville Intl Baltimore/Washington

6:55 am - 5:45 pmSJU San Juan Luis Munoz Marin Intl-CHS Charleston

11h 50m2 stops Tampa Nashville Intl

$322Southwest

Tue, Feb 2 - Sat, Feb 6

11:00 am - 10:25 pmCHS Charleston-SJU San Juan Luis Munoz Marin Intl

10h 25m2 stops Nashville Intl Tampa

12:10 pm - 8:05 pmSJU San Juan Luis Munoz Marin Intl-CHS Charleston

8h 55m1 stop Baltimore/Washington

$322Southwest

Wed, Dec 2 - Sat, Dec 5

Cheap last minute flights

Enter your travel dates to find the best prices.

4:57 pm - 9:55 pmCHS Charleston-SJU San Juan Luis Munoz Marin Intl

28h 58m1 stop Fort Lauderdale

6:26 pm - 9:38 amSJU San Juan Luis Munoz Marin Intl-CHS Charleston

15h 12m1 stop Orlando

$400Multiple Airlines

Fri, Oct 23 - Sat, Oct 31

8:58 pm - 9:55 pmCHS Charleston-SJU San Juan Luis Munoz Marin Intl

24h 57m2 stops Tampa Fort Lauderdale

6:26 pm - 9:38 amSJU San Juan Luis Munoz Marin Intl-CHS Charleston

15h 12m1 stop Orlando

$416Multiple Airlines

Fri, Oct 23 - Sat, Oct 31

4:57 pm - 3:17 pmCHS Charleston-SJU San Juan Luis Munoz Marin Intl

22h 20m1 stop Fort Lauderdale

2:51 pm - 7:12 pmSJU San Juan Luis Munoz Marin Intl-CHS Charleston

28h 21m2 stops Philadelphia Fort Lauderdale

$420Multiple Airlines

Mon, Oct 26 - Fri, Oct 30

7:18 pm - 9:46 amCHS Charleston-SJU San Juan Luis Munoz Marin Intl

14h 28m2 stops Charlotte Douglas Miami

6:05 am - 11:01 amSJU San Juan Luis Munoz Marin Intl-CHS Charleston

5h 56m1 stop Miami

$479American Airlines

Tue, Oct 27 - Sun, Nov 8

8:10 am - 10:09 pmCHS Charleston-SJU San Juan Luis Munoz Marin Intl

13h 59m2 stops Charlotte Douglas Miami

10:32 am - 11:59 pmSJU San Juan Luis Munoz Marin Intl-CHS Charleston

14h 27m1 stop Miami

$479American Airlines

Tue, Oct 27 - Sun, Nov 8

6:00 am - 1:28 pmCHS Charleston-SJU San Juan Luis Munoz Marin Intl

7h 28m1 stop Miami

6:05 am - 11:01 amSJU San Juan Luis Munoz Marin Intl-CHS Charleston

5h 56m1 stop Miami

$479American Airlines

Tue, Oct 27 - Sun, Nov 8

7:00 am - 1:14 pmCHS Charleston-MBJ Montego Bay Sangster Intl

7h 14m1 stop Newark

2:20 pm - 9:12 amMBJ Montego Bay Sangster Intl-CHS Charleston

17h 52m1 stop Newark

$495United Airlines

Tue, Oct 27 - Thu, Oct 29

7:00 am - 10:46 pmCHS Charleston-SDQ Santo Domingo Las Americas

15h 46m1 stop Newark

3:18 pm - 11:59 pmSDQ Santo Domingo Las Americas-CHS Charleston

8h 41m1 stop Newark

$529United Airlines

Thu, Oct 22 - Sun, Oct 25

2:35 pm - 12:25 amCHS Charleston-SJU San Juan Luis Munoz Marin Intl

9h 50m2 stops Nashville Intl Orlando

5:45 am - 5:10 pmSJU San Juan Luis Munoz Marin Intl-CHS Charleston

11h 25m2 stops Baltimore/Washington Nashville Intl

$577Southwest

Fri, Oct 23 - Sat, Oct 31

2:35 pm - 12:25 amCHS Charleston-SJU San Juan Luis Munoz Marin Intl

9h 50m2 stops Nashville Intl Orlando

10:00 am - 8:25 pmSJU San Juan Luis Munoz Marin Intl-CHS Charleston

10h 25m2 stops Orlando Baltimore/Washington

$577Southwest

Fri, Oct 23 - Tue, Oct 27

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Delta flights from Charleston to Caribbean

Our best Delta deals on Charleston to Caribbean flight tickets

Delta

Jan 24

CHS12:15 pmCharleston

7h 45m

1 stop

SJU9:00 pmSan Juan Luis Munoz Marin Intl

Jan 31

SJU6:15 amSan Juan Luis Munoz Marin Intl

8h 32m

1 stop

CHS1:47 pmCharleston

$360

Delta

Nov 26

CHS8:05 amCharleston

16h 29m

1 stop

SDQ1:34 amSanto Domingo Las Americas

Dec 1

SDQ8:53 pmSanto Domingo Las Americas

15h 51m

1 stop

CHS11:44 amCharleston

$411

Delta

Nov 26

CHS8:30 amCharleston

16h 04m

2 stops

SDQ1:34 amSanto Domingo Las Americas

Dec 1

SDQ8:53 pmSanto Domingo Las Americas

15h 57m

2 stops

CHS11:50 amCharleston

$416

United Airlines flights from Charleston to Caribbean

Our best United Airlines deals on Charleston to Caribbean flight tickets

United Airlines

Jan 29

CHS2:42 pmCharleston

6h 40m

1 stop

SJU10:22 pmSan Juan Luis Munoz Marin Intl

Jan 30

SJU2:05 amSan Juan Luis Munoz Marin Intl

8h 13m

1 stop

CHS9:18 amCharleston

$385

United Airlines

Nov 19

CHS3:35 pmCharleston

8h 01m

1 stop

SJU12:36 amSan Juan Luis Munoz Marin Intl

Nov 26

SJU8:05 amSan Juan Luis Munoz Marin Intl

7h 23m

1 stop

CHS2:28 pmCharleston

$405

United Airlines

Nov 10

CHS11:12 amCharleston

11h 34m

1 stop

SDQ11:46 pmSanto Domingo Las Americas

Nov 17

SDQ6:00 amSanto Domingo Las Americas

9h 27m

1 stop

CHS2:27 pmCharleston

$443

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

CharlestonSan Juan

CHS Charleston - SJU San Juan Luis Munoz Marin Intl

CHSSJU

Charleston

Fri 12/4

9:38 pm-12:35 am

1 stop25h 57m

San Juan Luis Munoz Marin Intl

Mon 12/7

11:00 am-8:58 pm

1 stop10h 58m

$250

CharlestonSan Juan

CHS Charleston - SJU San Juan Luis Munoz Marin Intl

CHSSJU

Charleston

Wed 12/2

6:40 am-4:33 pm

1 stop8h 53m

San Juan Luis Munoz Marin Intl

Wed 12/9

6:25 am-7:29 pm

1 stop14h 04m

$264

Quickest round-trip

CharlestonSan Juan

CHS Charleston - SJU San Juan Luis Munoz Marin Intl

CHSSJU

Charleston

Sat 12/12

7:45 pm-1:59 am

1 stop5h 14m

San Juan Luis Munoz Marin Intl

Thu 12/17

12:30 pm-6:48 pm

1 stop7h 18m

$308

CharlestonSan Juan

CHS Charleston - SJU San Juan Luis Munoz Marin Intl

CHSSJU

Charleston

Fri 12/4

7:45 pm-1:59 am

1 stop5h 14m

San Juan Luis Munoz Marin Intl

Mon 12/7

11:40 am-6:45 pm

1 stop8h 05m

$308

CharlestonSan Juan

CHS Charleston - SJU San Juan Luis Munoz Marin Intl

CHSSJU

Charleston

Sat 12/5

8:12 pm-12:23 pm

1 stop15h 11m

San Juan Luis Munoz Marin Intl

Tue 12/8

3:53 pm-10:51 pm

1 stop7h 58m

$322

CharlestonSan Juan

CHS Charleston - SJU San Juan Luis Munoz Marin Intl

CHSSJU

Charleston

Fri 11/27

8:10 pm-9:38 am

1 stop12h 28m

San Juan Luis Munoz Marin Intl

Thu 12/10

2:28 pm-7:43 pm

1 stop6h 15m

$322

CharlestonSan Juan

CHS Charleston - SJU San Juan Luis Munoz Marin Intl

CHSSJU

Charleston

Tue 2/2

2:25 pm-11:50 pm

1 stop8h 25m

San Juan Luis Munoz Marin Intl

Sat 2/6

6:15 am-11:26 am

1 stop6h 11m

$322

CharlestonSan Juan

CHS Charleston - SJU San Juan Luis Munoz Marin Intl

CHSSJU

Charleston

Tue 1/19

12:15 pm-11:50 pm

1 stop10h 35m

San Juan Luis Munoz Marin Intl

Sun 1/24

7:30 am-1:47 pm

1 stop7h 17m

$322

CharlestonSan Juan

CHS Charleston - SJU San Juan Luis Munoz Marin Intl

CHSSJU

Charleston

Tue 2/2

11:00 am-11:05 pm

2 stops11h 05m

San Juan Luis Munoz Marin Intl

Sat 2/6

6:55 am-5:45 pm

2 stops11h 50m

$322

CharlestonSan Juan

CHS Charleston - SJU San Juan Luis Munoz Marin Intl

CHSSJU

Charleston

Wed 12/2

11:00 am-10:25 pm

2 stops10h 25m

San Juan Luis Munoz Marin Intl

Sat 12/5

12:10 pm-8:05 pm

1 stop8h 55m

$322

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Charleston to Caribbean

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

Prices

Airlines

What is the cheapest month to fly to Caribbean?

In general, February is the cheapest month to fly from Charleston to Caribbean. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $498. If you don’t want to visit Caribbean in February, then you should wait until January to fly from Charleston, when ticket prices are also cheap, with an average price of $536.

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

You are more likely to see cheaper flights to Caribbean from Charleston when booking weeks ahead of your departure date. In general, you can expect to find flights to Caribbean 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 from Charleston for as low as $235 on momondo.

Can stopping save me money on Charleston to Caribbean flights?

You could potentially save up to 13% on your flight if you consider stops on a Charleston to Caribbean flight.

Cheap Charleston to Caribbean flight deals and tips

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

Best Price Found	$121
Fastest flight time	3h 52m
Direct flights	None

The best one-way flight to Caribbean from Charleston in the past 72 hours is $121. The best round-trip flight deal from Charleston to Caribbean found on momondo in the last 72 hours is $250.

The fastest flight from Charleston to Caribbean takes 3h 52m

There are no direct flights from Charleston to Caribbean. There are no popular flight routes from Charleston to Caribbean.

Search flight deals

Frequently asked questions about flying from Charleston to Caribbean

When did momondo last update prices for flights from Charleston Airport to Caribbean?
Prices for flights from Charleston Airport to Caribbean refresh daily.
How many operators does momondo search for flights from Charleston Airport to Caribbean?
As of October 2026, there are 5 operators available to choose from for flights from Charleston Airport to Caribbean.
How old do you have to be to fly from Charleston Airport to Caribbean?
The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Charleston Airport to Caribbean.
What documentation or ID do you need to fly to Caribbean?
The required travel and health documents for your Caribbean 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. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

Best airlines flying from Charleston to Caribbean

Compare and see reviews for airlines that fly from Charleston to Caribbean with momondo

Airline	Rating	Free Cancellation	Price
United Airlines	PriceFrom $188	Free Cancellation	Rating 7.3 10,399 reviews	Search United Airlines flights
JetBlue	PriceFrom $208	Free Cancellation	Rating 7.1 3,059 reviews	Search JetBlue flights
Delta	PriceFrom $232	Free Cancellation	Rating 7.8 8,661 reviews	Search Delta flights
Southwest	PriceFrom $282	Free Cancellation	Rating 7.9 4,208 reviews	Search Southwest flights
American Airlines	PriceFrom $308	Free Cancellation	Rating 7.0 12,184 reviews	Search American Airlines flights

Why use momondo?

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

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Charleston to Caribbean. momondo saves you time and could save you money on your trip.

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

Flights from Charleston to Caribbean with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

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

Once all potential Charleston to Caribbean flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

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

Yes momondo offers price alerts on flights to Caribbean from Charleston. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.