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 75% 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?

American Airlines, Breeze Airways, and JetBlue 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 September 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.

$107 Cheap Flights from Charleston to Caribbean in 2026

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.

3:42 pm - 1:53 amCHS Charleston-SJU San Juan Luis Munoz Marin Intl

10h 11m1 stop Orlando

7:00 am - 8:56 pmSJU San Juan Luis Munoz Marin Intl-CHS Charleston

13h 56m1 stop Fort Lauderdale

$243Multiple Airlines

Wed, Oct 21 - Mon, Oct 26

3:18 pm - 1:53 amCHS Charleston-SJU San Juan Luis Munoz Marin Intl

10h 35m1 stop Orlando

7:00 am - 8:56 pmSJU San Juan Luis Munoz Marin Intl-CHS Charleston

13h 56m1 stop Fort Lauderdale

$243Multiple Airlines

Tue, Oct 20 - Mon, Oct 26

7:00 am - 1:45 pmCHS Charleston-SJU San Juan Luis Munoz Marin Intl

6h 45m1 stop Newark

1:00 am - 9:14 amSJU San Juan Luis Munoz Marin Intl-CHS Charleston

8h 14m1 stop Newark

$260United Airlines

Sat, Sep 26 - Mon, Sep 28

1:25 pm - 10:05 pmCHS Charleston-SJU San Juan Luis Munoz Marin Intl

8h 40m1 stop Baltimore/Washington

10:25 am - 6:55 pmSJU San Juan Luis Munoz Marin Intl-CHS Charleston

8h 30m2 stops Tampa Nashville Intl

$260Southwest

Wed, Sep 23 - Sat, Sep 26

1:25 pm - 10:05 pmCHS Charleston-SJU San Juan Luis Munoz Marin Intl

8h 40m1 stop Baltimore/Washington

5:55 am - 7:25 pmSJU San Juan Luis Munoz Marin Intl-CHS Charleston

13h 30m1 stop Baltimore/Washington

$260Southwest

Wed, Sep 23 - Sat, Sep 26

7:00 am - 1:45 pmCHS Charleston-SJU San Juan Luis Munoz Marin Intl

6h 45m1 stop Newark

1:00 am - 9:09 amSJU San Juan Luis Munoz Marin Intl-CHS Charleston

8h 09m1 stop Newark

$261United Airlines

Sat, Sep 26 - Fri, Oct 2

5:30 am - 1:05 pmCHS Charleston-SJU San Juan Luis Munoz Marin Intl

6h 35m1 stop Atlanta Hartsfield-Jackson

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

6h 11m1 stop Atlanta Hartsfield-Jackson

$262Delta

Tue, Jan 19 - Sat, Jan 30

4:20 pm - 10:18 pmCHS Charleston-SJU San Juan Luis Munoz Marin Intl

5h 58m1 stop Atlanta Hartsfield-Jackson

5:59 pm - 11:59 pmSJU San Juan Luis Munoz Marin Intl-CHS Charleston

6h 00m1 stop Atlanta Hartsfield-Jackson

$262Delta

Wed, Oct 28 - Sat, Oct 31

7:41 pm - 11:00 amCHS Charleston-SJU San Juan Luis Munoz Marin Intl

15h 19m2 stops Charlotte Douglas Miami

4:29 pm - 11:59 pmSJU San Juan Luis Munoz Marin Intl-CHS Charleston

7h 30m1 stop Miami

$323American Airlines

Thu, Oct 1 - Mon, Oct 5

7:41 pm - 11:00 amCHS Charleston-SJU San Juan Luis Munoz Marin Intl

15h 19m2 stops Charlotte Douglas Miami

4:29 pm - 11:59 pmSJU San Juan Luis Munoz Marin Intl-CHS Charleston

7h 30m1 stop Miami

$323American Airlines

Thu, Oct 1 - Mon, Oct 5

Cheap last minute flights

Enter your travel dates to find the best prices.

4:43 pm - 1:34 pmCHS Charleston-SJU San Juan Luis Munoz Marin Intl

20h 51m1 stop Fort Lauderdale

6:05 pm - 1:24 pmSJU San Juan Luis Munoz Marin Intl-CHS Charleston

19h 19m1 stop Tampa

$356Multiple Airlines

Thu, Sep 10 - Tue, Sep 15

6:45 am - 9:35 amCHS Charleston-SJU San Juan Luis Munoz Marin Intl

26h 50m2 stops Columbus Orlando

6:05 pm - 1:24 pmSJU San Juan Luis Munoz Marin Intl-CHS Charleston

19h 19m1 stop Tampa

$360Multiple Airlines

Thu, Sep 10 - Tue, Sep 15

6:15 am - 6:33 pmCHS Charleston-SJU San Juan Luis Munoz Marin Intl

12h 18m2 stops Charlotte Douglas Miami

2:58 pm - 11:43 pmSJU San Juan Luis Munoz Marin Intl-CHS Charleston

8h 45m1 stop Miami

$456American Airlines

Tue, Sep 8 - Fri, Sep 11

7:41 pm - 9:24 amCHS Charleston-SJU San Juan Luis Munoz Marin Intl

13h 43m2 stops Charlotte Douglas Miami

11:51 am - 11:05 pmSJU San Juan Luis Munoz Marin Intl-CHS Charleston

11h 14m2 stops Miami Charlotte Douglas

$456American Airlines

Thu, Sep 10 - Tue, Sep 15

7:35 am - 6:10 pmCHS Charleston-SJU San Juan Luis Munoz Marin Intl

10h 35m2 stops Chicago Midway Orlando

10:00 am - 7:15 pmSJU San Juan Luis Munoz Marin Intl-CHS Charleston

9h 15m2 stops Orlando Nashville Intl

$541Southwest

Tue, Sep 8 - Fri, Sep 11

8:05 am - 7:25 pmCHS Charleston-SJU San Juan Luis Munoz Marin Intl

11h 20m2 stops Baltimore/Washington Orlando

10:30 am - 7:50 pmSJU San Juan Luis Munoz Marin Intl-CHS Charleston

9h 20m2 stops Orlando Nashville Intl

$550Southwest

Sat, Sep 5 - Tue, Sep 8

7:00 am - 3:43 pmCHS Charleston-STT Saint Thomas Island Cyril E King

8h 43m1 stop Newark

4:45 pm - 12:11 amSTT Saint Thomas Island Cyril E King-CHS Charleston

7h 26m1 stop Washington, D.C. Dulles Intl

$764United Airlines

Sat, Sep 5 - Sat, Sep 12

7:00 am - 3:43 pmCHS Charleston-STT Saint Thomas Island Cyril E King

8h 43m1 stop Newark

2:10 pm - 11:59 pmSTT Saint Thomas Island Cyril E King-CHS Charleston

9h 49m1 stop Newark

$784United Airlines

Sat, Sep 5 - Sat, Sep 12

7:05 am - 1:42 pmCHS Charleston-STT Saint Thomas Island Cyril E King

6h 37m1 stop Atlanta Hartsfield-Jackson

2:52 pm - 11:59 pmSTT Saint Thomas Island Cyril E King-CHS Charleston

9h 07m1 stop Atlanta Hartsfield-Jackson

$1,212Delta

Thu, Sep 10 - Sat, Sep 19

7:05 am - 1:42 pmCHS Charleston-STT Saint Thomas Island Cyril E King

6h 37m1 stop Atlanta Hartsfield-Jackson

2:52 pm - 11:59 pmSTT Saint Thomas Island Cyril E King-CHS Charleston

9h 07m1 stop Atlanta Hartsfield-Jackson

$1,212Delta

Thu, Sep 10 - Thu, Sep 17

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Southwest flights from Charleston to Caribbean

Our best Southwest deals on Charleston to Caribbean flight tickets

Southwest

Sep 23

CHS1:25 pmCharleston

8h 40m

1 stop

SJU10:05 pmSan Juan Luis Munoz Marin Intl

Sep 26

SJU5:55 amSan Juan Luis Munoz Marin Intl

13h 30m

1 stop

CHS7:25 pmCharleston

$260

Southwest

Oct 14

CHS1:55 pmCharleston

9h 15m

1 stop

SJU11:10 pmSan Juan Luis Munoz Marin Intl

Oct 21

SJU5:50 amSan Juan Luis Munoz Marin Intl

7h 45m

1 stop

CHS1:35 pmCharleston

$262

Southwest

Oct 21

CHS1:55 pmCharleston

9h 15m

1 stop

SJU11:10 pmSan Juan Luis Munoz Marin Intl

Nov 11

SJU7:40 amSan Juan Luis Munoz Marin Intl

10h 45m

2 stops

CHS5:25 pmCharleston

$297

United Airlines flights from Charleston to Caribbean

Our best United Airlines deals on Charleston to Caribbean flight tickets

United Airlines

Sep 26

CHS7:00 amCharleston

6h 45m

1 stop

SJU1:45 pmSan Juan Luis Munoz Marin Intl

Oct 2

SJU1:00 amSan Juan Luis Munoz Marin Intl

8h 09m

1 stop

CHS9:09 amCharleston

$261

United Airlines

Nov 3

CHS2:52 pmCharleston

6h 30m

1 stop

SJU10:22 pmSan Juan Luis Munoz Marin Intl

Nov 6

SJU8:25 amSan Juan Luis Munoz Marin Intl

10h 39m

1 stop

CHS6:04 pmCharleston

$280

United Airlines

Nov 13

CHS3:35 pmCharleston

8h 01m

1 stop

SJU12:36 amSan Juan Luis Munoz Marin Intl

Nov 16

SJU2:05 amSan Juan Luis Munoz Marin Intl

8h 07m

1 stop

CHS9:12 amCharleston

$317

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

CharlestonSan Juan

CHS Charleston - SJU San Juan Luis Munoz Marin Intl

CHSSJU

Charleston

Wed 10/21

3:42 pm-1:53 am

1 stop10h 11m

San Juan Luis Munoz Marin Intl

Mon 10/26

7:00 am-8:56 pm

1 stop13h 56m

$243

CharlestonSan Juan

CHS Charleston - SJU San Juan Luis Munoz Marin Intl

CHSSJU

Charleston

Tue 10/20

3:18 pm-1:53 am

1 stop10h 35m

San Juan Luis Munoz Marin Intl

Mon 10/26

7:00 am-8:56 pm

1 stop13h 56m

$243

CharlestonSan Juan

CHS Charleston - SJU San Juan Luis Munoz Marin Intl

CHSSJU

Charleston

Sat 9/26

7:00 am-1:45 pm

1 stop6h 45m

San Juan Luis Munoz Marin Intl

Mon 9/28

1:00 am-9:14 am

1 stop8h 14m

$260

CharlestonSan Juan

CHS Charleston - SJU San Juan Luis Munoz Marin Intl

CHSSJU

Charleston

Wed 9/23

1:25 pm-10:05 pm

1 stop8h 40m

San Juan Luis Munoz Marin Intl

Sat 9/26

10:25 am-6:55 pm

2 stops8h 30m

$260

CharlestonSan Juan

CHS Charleston - SJU San Juan Luis Munoz Marin Intl

CHSSJU

Charleston

Wed 9/23

1:25 pm-10:05 pm

1 stop8h 40m

San Juan Luis Munoz Marin Intl

Sat 9/26

5:55 am-7:25 pm

1 stop13h 30m

$260

CharlestonSan Juan

CHS Charleston - SJU San Juan Luis Munoz Marin Intl

CHSSJU

Charleston

Sat 9/26

7:00 am-1:45 pm

1 stop6h 45m

San Juan Luis Munoz Marin Intl

Fri 10/2

1:00 am-9:09 am

1 stop8h 09m

$261

CharlestonSan Juan

CHS Charleston - SJU San Juan Luis Munoz Marin Intl

CHSSJU

Charleston

Tue 1/19

5:30 am-1:05 pm

1 stop6h 35m

San Juan Luis Munoz Marin Intl

Sat 1/30

6:15 am-11:26 am

1 stop6h 11m

$262

Quickest round-trip

CharlestonSan Juan

CHS Charleston - SJU San Juan Luis Munoz Marin Intl

CHSSJU

Charleston

Wed 10/28

4:20 pm-10:18 pm

1 stop5h 58m

San Juan Luis Munoz Marin Intl

Sat 10/31

5:59 pm-11:59 pm

1 stop6h 00m

$262

CharlestonSan Juan

CHS Charleston - SJU San Juan Luis Munoz Marin Intl

CHSSJU

Charleston

Thu 10/1

7:41 pm-11:00 am

2 stops15h 19m

San Juan Luis Munoz Marin Intl

Mon 10/5

4:29 pm-11:59 pm

1 stop7h 30m

$323

CharlestonSan Juan

CHS Charleston - SJU San Juan Luis Munoz Marin Intl

CHSSJU

Charleston

Thu 10/1

7:41 pm-11:00 am

2 stops15h 19m

San Juan Luis Munoz Marin Intl

Mon 10/5

4:29 pm-11:59 pm

1 stop7h 30m

$323

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 $488. If you don’t want to visit Caribbean in February, then you should wait until October to fly from Charleston, when ticket prices are also cheap, with an average price of $509.

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 $453 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 24% 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	$107
Fastest flight time	4h 37m
Direct flights	None

The best one-way flight to Caribbean from Charleston in the past 72 hours is $107. The best round-trip flight deal from Charleston to Caribbean found on momondo in the last 72 hours is $243.

The fastest flight from Charleston to Caribbean takes 4h 37m

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 September 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 7.4 10,160 reviews	Search United Airlines flights
JetBlue	PriceFrom $218	Free Cancellation	Rating 7.1 3,039 reviews	Search JetBlue flights
Delta	PriceFrom $232	Free Cancellation	Rating 7.8 8,554 reviews	Search Delta flights
American Airlines	PriceFrom $271	Free Cancellation	Rating 7.1 12,036 reviews	Search American Airlines flights
Southwest	PriceFrom $298	Free Cancellation	Rating 8.0 4,201 reviews	Search Southwest 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.