What airlines fly to Caribbean Islands?

American Airlines, Delta and JetBlue are the top three most popular airlines that fly to Caribbean Islands from Charleston according to our data. American Airlines is the first choice among our users, with 74% of people opting to fly with this airline when traveling to Caribbean Islands. Keep in mind that there are 5 different airlines that fly to Caribbean Islands 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 Islands?

JetBlue, Delta, and United Airlines are the most popular carriers operating from Charleston to Caribbean Islands

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?

As of September 2026, there are 5 operators available to choose from 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.

$131 Cheap Flights from Charleston to Caribbean Islands in 2026

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Charleston to Caribbean Islands

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

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

2:30 pm - 12:36 amCHS Charleston-SJU San Juan Luis Munoz Marin Intl

9h 06m1 stop Newark

2:05 am - 9:05 amSJU San Juan Luis Munoz Marin Intl-CHS Charleston

8h 00m1 stop Newark

$262United Airlines

Sun, Jan 17 - Fri, Jan 22

3:03 pm - 11:50 pmCHS Charleston-SJU San Juan Luis Munoz Marin Intl

8h 47m1 stop Newark

7:00 am - 4:17 pmSJU San Juan Luis Munoz Marin Intl-CHS Charleston

9h 17m1 stop Houston George Bush Intcntl

$262United Airlines

Fri, Oct 2 - Tue, Oct 6

11:05 am - 7:53 pmCHS Charleston-SJU San Juan Luis Munoz Marin Intl

8h 48m1 stop New York John F Kennedy Intl

6:20 am - 2:12 pmSJU San Juan Luis Munoz Marin Intl-CHS Charleston

7h 52m1 stop Boston Logan Intl

$276JetBlue

Wed, Oct 21 - Sat, Oct 24

2:13 pm - 11:05 pmCHS Charleston-SJU San Juan Luis Munoz Marin Intl

8h 52m1 stop Orlando

7:26 pm - 8:38 amSJU San Juan Luis Munoz Marin Intl-CHS Charleston

14h 12m1 stop Orlando

$276Multiple Airlines

Thu, Oct 22 - Tue, Nov 3

2:13 pm - 11:05 pmCHS Charleston-SJU San Juan Luis Munoz Marin Intl

8h 52m1 stop Orlando

3:59 pm - 8:38 amSJU San Juan Luis Munoz Marin Intl-CHS Charleston

41h 39m2 stops Atlanta Hartsfield-Jackson Orlando

$276Multiple Airlines

Thu, Oct 22 - Tue, Nov 3

11:05 am - 7:53 pmCHS Charleston-SJU San Juan Luis Munoz Marin Intl

8h 48m1 stop New York John F Kennedy Intl

6:20 am - 2:12 pmSJU San Juan Luis Munoz Marin Intl-CHS Charleston

7h 52m1 stop Boston Logan Intl

$280JetBlue

Wed, Oct 14 - Tue, Oct 20

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

10h 35m1 stop Atlanta Hartsfield-Jackson

6:15 am - 1:47 pmSJU San Juan Luis Munoz Marin Intl-CHS Charleston

8h 32m1 stop Atlanta Hartsfield-Jackson

$282Delta

Mon, Jan 25 - Sat, Jan 30

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

15h 19m2 stops Charlotte Douglas Miami

12:21 pm - 6:58 pmSJU San Juan Luis Munoz Marin Intl-CHS Charleston

6h 37m1 stop Miami

$316American 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

12:21 pm - 6:58 pmSJU San Juan Luis Munoz Marin Intl-CHS Charleston

6h 37m1 stop Miami

$316American Airlines

Thu, Oct 1 - Mon, Oct 5

Cheap last minute flights

Enter your travel dates to find the best prices.

3:42 pm - 1:52 amCHS Charleston-SJU San Juan Luis Munoz Marin Intl

10h 10m1 stop Orlando

10:42 am - 8:38 amSJU San Juan Luis Munoz Marin Intl-CHS Charleston

21h 56m1 stop Orlando

$435Multiple Airlines

Sat, Sep 19 - Tue, Sep 22

6:45 am - 6:10 pmCHS Charleston-SJU San Juan Luis Munoz Marin Intl

11h 25m2 stops Lambert-St Louis Orlando

5:30 am - 3:25 pmSJU San Juan Luis Munoz Marin Intl-CHS Charleston

9h 55m1 stop Baltimore/Washington

$452Southwest

Sat, Sep 19 - Mon, Sep 21

6:45 am - 6:10 pmCHS Charleston-SJU San Juan Luis Munoz Marin Intl

11h 25m2 stops Lambert-St Louis Orlando

8:20 am - 6:20 pmSJU San Juan Luis Munoz Marin Intl-CHS Charleston

10h 00m2 stops Orlando Dallas Love Field

$452Southwest

Sat, Sep 19 - Tue, Sep 22

8:41 pm - 12:53 pmCHS Charleston-MBJ Montego Bay Sangster Intl

17h 12m2 stops Charlotte Douglas Miami

12:05 pm - 10:48 pmMBJ Montego Bay Sangster Intl-CHS Charleston

9h 43m1 stop Dallas/Fort Worth

$454American Airlines

Sun, Sep 20 - Fri, Oct 2

8:41 pm - 12:53 pmCHS Charleston-MBJ Montego Bay Sangster Intl

17h 12m2 stops Charlotte Douglas Miami

5:16 pm - 1:36 pmMBJ Montego Bay Sangster Intl-CHS Charleston

19h 20m2 stops Miami Charlotte Douglas

$454American Airlines

Sun, Sep 20 - Fri, Oct 2

8:46 pm - 1:34 pmCHS Charleston-SJU San Juan Luis Munoz Marin Intl

16h 48m1 stop Fort Lauderdale

7:00 am - 4:03 pmSJU San Juan Luis Munoz Marin Intl-CHS Charleston

9h 03m1 stop Fort Lauderdale

$464Multiple Airlines

Sun, Sep 20 - Thu, Sep 24

2:32 pm - 10:19 pmCHS Charleston-SJU San Juan Luis Munoz Marin Intl

7h 47m1 stop Atlanta Hartsfield-Jackson

2:59 pm - 10:11 pmSJU San Juan Luis Munoz Marin Intl-CHS Charleston

7h 12m1 stop Atlanta Hartsfield-Jackson

$476Delta

Sat, Sep 19 - Mon, Sep 21

5:45 am - 12:15 pmCHS Charleston-PUJ Punta Cana

6h 30m1 stop Washington, D.C. Dulles Intl

3:35 pm - 12:15 amPUJ Punta Cana-CHS Charleston

8h 40m1 stop Washington, D.C. Dulles Intl

$556United Airlines

Sat, Sep 19 - Thu, Sep 24

7:00 am - 3:30 pmCHS Charleston-PUJ Punta Cana

8h 30m1 stop Newark

4:15 pm - 12:11 amPUJ Punta Cana-CHS Charleston

7h 56m1 stop Washington, D.C. Dulles Intl

$658United Airlines

Thu, Sep 17 - Sat, Sep 19

4:50 pm - 12:42 pmCHS Charleston-PUJ Punta Cana

19h 52m2 stops Atlanta Hartsfield-Jackson New York John F Kennedy Intl

2:08 pm - 12:11 pmPUJ Punta Cana-CHS Charleston

22h 03m1 stop New York John F Kennedy Intl

$958Delta

Sat, Sep 19 - Fri, Sep 25

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Delta flights from Charleston to Caribbean Islands

Our best Delta deals on Charleston to Caribbean Islands flight tickets

Delta

Jan 19

CHS5:30 amCharleston

6h 35m

1 stop

SJU1:05 pmSan Juan Luis Munoz Marin Intl

Jan 30

SJU6:15 amSan Juan Luis Munoz Marin Intl

6h 11m

1 stop

CHS11:26 amCharleston

$282

Delta

Dec 21

CHS5:10 amCharleston

5h 50m

1 stop

SJU12:00 pmSan Juan Luis Munoz Marin Intl

Dec 24

SJU2:10 pmSan Juan Luis Munoz Marin Intl

6h 01m

1 stop

CHS7:11 pmCharleston

$330

Delta

Dec 16

CHS5:10 amCharleston

6h 26m

1 stop

SJU12:36 pmSan Juan Luis Munoz Marin Intl

Dec 20

SJU6:30 amSan Juan Luis Munoz Marin Intl

9h 56m

1 stop

CHS3:26 pmCharleston

$378

Southwest flights from Charleston to Caribbean Islands

Our best Southwest deals on Charleston to Caribbean Islands flight tickets

Southwest

Oct 21

CHS1:55 pmCharleston

9h 15m

1 stop

SJU11:10 pmSan Juan Luis Munoz Marin Intl

Oct 24

SJU6:25 amSan Juan Luis Munoz Marin Intl

10h 05m

2 stops

CHS4:30 pmCharleston

$317

Southwest

Nov 3

CHS1:30 pmCharleston

10h 15m

2 stops

SJU12:45 amSan Juan Luis Munoz Marin Intl

Nov 6

SJU12:40 pmSan Juan Luis Munoz Marin Intl

9h 20m

2 stops

CHS9:00 pmCharleston

$337

Southwest

Jan 25

CHS1:25 pmCharleston

10h 15m

2 stops

SJU12:40 amSan Juan Luis Munoz Marin Intl

Jan 29

SJU6:15 amSan Juan Luis Munoz Marin Intl

11h 05m

1 stop

CHS4:20 pmCharleston

$338

momondo Fare Finder

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

Cheapest round-trip

Quickest round-trip

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

CharlestonSan Juan

CHS Charleston - SJU San Juan Luis Munoz Marin Intl

CHSSJU

Charleston

Sun 1/17

2:30 pm-12:36 am

1 stop9h 06m

San Juan Luis Munoz Marin Intl

Fri 1/22

2:05 am-9:05 am

1 stop8h 00m

$262

CharlestonSan Juan

CHS Charleston - SJU San Juan Luis Munoz Marin Intl

CHSSJU

Charleston

Fri 10/2

3:03 pm-11:50 pm

1 stop8h 47m

San Juan Luis Munoz Marin Intl

Tue 10/6

7:00 am-4:17 pm

1 stop9h 17m

$262

CharlestonSan Juan

CHS Charleston - SJU San Juan Luis Munoz Marin Intl

CHSSJU

Charleston

Wed 10/21

11:05 am-7:53 pm

1 stop8h 48m

San Juan Luis Munoz Marin Intl

Sat 10/24

6:20 am-2:12 pm

1 stop7h 52m

$276

CharlestonSan Juan

CHS Charleston - SJU San Juan Luis Munoz Marin Intl

CHSSJU

Charleston

Thu 10/22

2:13 pm-11:05 pm

1 stop8h 52m

San Juan Luis Munoz Marin Intl

Tue 11/3

7:26 pm-8:38 am

1 stop14h 12m

$276

CharlestonSan Juan

CHS Charleston - SJU San Juan Luis Munoz Marin Intl

CHSSJU

Charleston

Thu 10/22

2:13 pm-11:05 pm

1 stop8h 52m

San Juan Luis Munoz Marin Intl

Tue 11/3

3:59 pm-8:38 am

2 stops41h 39m

$276

CharlestonSan Juan

CHS Charleston - SJU San Juan Luis Munoz Marin Intl

CHSSJU

Charleston

Wed 10/14

11:05 am-7:53 pm

1 stop8h 48m

San Juan Luis Munoz Marin Intl

Tue 10/20

6:20 am-2:12 pm

1 stop7h 52m

$280

CharlestonSan Juan

CHS Charleston - SJU San Juan Luis Munoz Marin Intl

CHSSJU

Charleston

Mon 1/25

12:15 pm-11:50 pm

1 stop10h 35m

San Juan Luis Munoz Marin Intl

Sat 1/30

6:15 am-1:47 pm

1 stop8h 32m

$282

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

12:21 pm-6:58 pm

1 stop6h 37m

$316

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

12:21 pm-6:58 pm

1 stop6h 37m

$316

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 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

Prices

Airlines

What is the cheapest month to fly to Caribbean Islands?

The month of February is, on average, the cheapest month to fly to Caribbean Islands from Charleston, with most prices found around $521. The month of August is another great option to travel to Caribbean Islands, with average flight prices from Charleston averaging around $564.

How far in advance should I book a flight from Charleston 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 $454 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

Best Price Found	$131
Fastest flight time	4h 34m
Direct flights	None

The best one-way flight to Caribbean Islands from Charleston in the past 72 hours is $131. The best round-trip flight deal from Charleston to Caribbean Islands found on momondo in the last 72 hours is $262.

The fastest flight from Charleston to Caribbean Islands takes 4h 34m

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

Search flight deals

Frequently asked questions about flying from Charleston to Caribbean Islands

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?
As of September 2026, there are 5 operators available to choose from 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?
momondo data reveals that the most frequently booked plane model on the route from Charleston to Caribbean Islands is Airbus A220-300, representing 26.76% of all bookings. The subsequent popular models are Canadair (Bombardier) Regional Jet 900 at 10.34%, Airbus A320-100/200 at 9.55%, and Embraer 175 at 7.57%.

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
United Airlines	PriceFrom $188	Free Cancellation	Rating 7.4 10,209 reviews	Search United Airlines flights
JetBlue	PriceFrom $218	Free Cancellation	Rating 7.1 3,037 reviews	Search JetBlue flights
Delta	PriceFrom $260	Free Cancellation	Rating 7.8 8,567 reviews	Search Delta flights
Southwest	PriceFrom $295	Free Cancellation	Rating 8.0 4,188 reviews	Search Southwest flights
American Airlines	PriceFrom $308	Free Cancellation	Rating 7.1 12,055 reviews	Search American Airlines 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.