Caribbean

$148+ Cheap flights from Charleston (CHS) to Caribbean

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/30. Fares are subject to change and may not be available on all flights or dates of travel.
CHS — SJU
Jun 17 — Jun 241
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Cheap flight deals from Charleston to Caribbean

Cheapest flights from Charleston to Caribbean
Explore the most affordable flight options available from Charleston to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 18, 2026.

This Delta deal was found by Cheapflights users on 5/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/227:13 am
CHS
-
SJU
1 stop6h 29m
Delta
Sat 8/295:49 pm
SJU
-
CHS
1 stop6h 10m
Delta
Deal found 5/18$312
This Southwest deal was found by Cheapflights users on 5/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/141:15 pm
CHS
-
SJU
1 stop9h 35m
Southwest
Mon 8/176:30 am
SJU
-
CHS
2 stops10h 10m
Southwest
Deal found 5/14$317
This American Airlines deal was found by Cheapflights users on 5/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/225:05 am
CHS
-
SJU
2 stops9h 33m
American Airlines
Sat 8/295:46 pm
SJU
-
CHS
1 stop6h 13m
American Airlines
Deal found 5/18$322
This American Airlines deal was found by Cheapflights users on 5/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/268:12 am
CHS
-
SJU
1 stop6h 39m
American Airlines
Fri 8/283:28 pm
SJU
-
CHS
1 stop8h 38m
American Airlines
Deal found 5/16$327
This American Airlines deal was found by Cheapflights users on 5/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/131:07 pm
CHS
-
SJU
1 stop11h 08m
American Airlines
Tue 8/181:38 pm
SJU
-
CHS
2 stops9h 16m
American Airlines
Deal found 5/16$328
This Southwest deal was found by Cheapflights users on 5/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/136:35 am
CHS
-
SJU
2 stops10h 20m
Southwest
Mon 8/175:30 am
SJU
-
CHS
1 stop9h 55m
Southwest
Deal found 5/17$338
This Southwest deal was found by Cheapflights users on 5/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/234:10 pm
CHS
-
SJU
1 stop8h 05m
Southwest
Wed 7/296:00 am
SJU
-
CHS
2 stops10h 10m
Southwest
Deal found 5/18$343
This American Airlines deal was found by Cheapflights users on 5/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/146:00 am
CHS
-
MBJ
1 stop6h 42m
American Airlines
Tue 8/1812:47 pm
MBJ
-
CHS
1 stop8h 52m
American Airlines
Deal found 5/17$352
This American Airlines deal was found by Cheapflights users on 5/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/1310:52 am
CHS
-
SJU
1 stop12h 07m
American Airlines
Mon 7/277:14 pm
SJU
-
CHS
1 stop15h 08m
American Airlines
Deal found 5/14$353
This American Airlines deal was found by Cheapflights users on 5/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/17:50 pm
CHS
-
MBJ
2 stops18h 18m
American Airlines
Thu 7/3012:47 pm
MBJ
-
CHS
1 stop9h 09m
American Airlines
Deal found 5/13$357
This American Airlines deal was found by Cheapflights users on 5/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/278:43 pm
CHS
-
MBJ
2 stops15h 59m
American Airlines
Sun 8/302:52 pm
MBJ
-
CHS
2 stops17h 48m
American Airlines
Deal found 5/17$362
This American Airlines deal was found by Cheapflights users on 5/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/226:36 pm
CHS
-
MBJ
1 stop15h 29m
American Airlines
Sun 10/255:00 pm
MBJ
-
CHS
1 stop16h 14m
American Airlines
Deal found 5/15$365

Find flight deals from Charleston to Caribbean

Keep the following information in mind while searching for Charleston to Caribbean flight deals. Data was last updated May 18, 2026.

Round-trip from

$312
(Delta)

One-way from

$148
(United Airlines)

Popular in

August

Cheapest in

January

Average price

$444
From Charleston to Caribbean
One-way flight from Charleston to Caribbean
Highest demand for flights based on searches. 1% potential increase in price ($7 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease ($10 potential savings vs. average RT price).
Average for round-trip flights in May 2026

Cheapflights Fare Finder

 
Customize your flight search to find flights from Charleston to Caribbean 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, Cheapflights users made 2,558,603 searches. Data last updated May 18, 2026.
Use the filters below to find and compare flights from Charleston to Caribbean that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

CharlestonSan Juan

CHS - SJU

CHSSJU

Charleston

Sat 8/22

1:13 pm-10:29 pm

1 stop9h 16m

San Juan Luis Munoz Marin Intl

Sat 8/29

5:49 pm-11:59 pm

1 stop6h 10m

$312

CharlestonSan Juan

CHS - SJU

CHSSJU

Charleston

Mon 7/20

6:15 am-4:45 pm

1 stop10h 30m

San Juan Luis Munoz Marin Intl

Sun 8/2

12:56 pm-10:07 pm

1 stop9h 11m

$312

CharlestonSan Juan

CHS - SJU

CHSSJU

Charleston

Fri 8/28

1:15 pm-10:50 pm

1 stop9h 35m

San Juan Luis Munoz Marin Intl

Mon 8/31

5:30 am-3:25 pm

1 stop9h 55m

$317

CharlestonSan Juan

CHS - SJU

CHSSJU

Charleston

Fri 8/14

1:15 pm-10:50 pm

1 stop9h 35m

San Juan Luis Munoz Marin Intl

Mon 8/17

6:30 am-4:40 pm

2 stops10h 10m

$317

CharlestonMontego Bay

CHS - MBJ

CHSMBJ

Charleston

Fri 10/16

8:48 pm-12:40 pm

2 stops16h 52m

Montego Bay Sangster Intl

Fri 10/23

5:00 pm-10:19 am

2 stops16h 19m

$357

CharlestonMontego Bay

CHS - MBJ

CHSMBJ

Charleston

Sun 10/11

8:48 pm-12:40 pm

2 stops16h 52m

Montego Bay Sangster Intl

Sat 10/17

5:00 pm-10:19 am

2 stops16h 19m

$357

CharlestonMontego Bay

CHS - MBJ

CHSMBJ

Charleston

Fri 10/9

8:48 pm-12:40 pm

2 stops16h 52m

Montego Bay Sangster Intl

Mon 10/12

5:00 pm-10:19 am

2 stops16h 19m

$357

CharlestonMontego Bay

CHS - MBJ

CHSMBJ

Charleston

Fri 8/14

7:41 pm-11:42 am

2 stops17h 01m

Montego Bay Sangster Intl

Tue 8/18

12:47 pm-10:39 pm

1 stop8h 52m

$357

CharlestonMontego Bay

CHS - MBJ

CHSMBJ

Charleston

Thu 8/27

8:43 pm-11:42 am

2 stops15h 59m

Montego Bay Sangster Intl

Sun 8/30

5:13 pm-9:40 am

2 stops15h 27m

$362

CharlestonSan Juan

CHS - SJU

CHSSJU

Charleston

Thu 8/13

6:35 am-4:55 pm

2 stops10h 20m

San Juan Luis Munoz Marin Intl

Tue 8/18

10:30 am-7:45 pm

2 stops9h 15m

$364

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/17

Showing 1-10 of 60 resultsSorted by cheapest first
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Best time to book a flight from Charleston to Caribbean

Have a flexible travel schedule? Discover the best time to fly to Caribbean from Charleston with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Charleston to Caribbean

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

Booking 90 days in advance of your planned departure date is, on average, the best time to get cheap flights from Charleston to Caribbean. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

What is the cheapest month to book a flight from Charleston to Caribbean?

Currently, July is the cheapest month in which you can book a flight from Charleston to Caribbean (average of $84). Flying from Charleston to Caribbean in August is currently the most expensive (average of $279). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Reviews of airlines servicing Caribbean

Get insights into the airlines that provide service to Caribbean. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Caribbean. Reviews last updated May 18, 2026.
See what other customers who have flown with Delta,United Airlines, andJetBlue from Charleston to Caribbean have to say. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.

Entertainment

7.8

Crew

8.5

Comfort

7.8

Boarding

8.1

Food

7.2

Overall

7.9

Reviews

1 / 20
10.0
Excellent

Anonymous,May 2026

SEA - KOA

The snacks were not very good, not everyone was very friendly and professional

Entertainment

7.8

Crew

8.5

Comfort

7.8

Boarding

8.1

Food

7.2

Overall

7.9

Reviews

1 / 20
10.0
Excellent

Anonymous,May 2026

SEA - KOA

The snacks were not very good, not everyone was very friendly and professional

Entertainment

7.8

Crew

8.5

Comfort

7.8

Boarding

8.1

Food

7.2

Overall

7.9

Reviews

1 / 20
10.0
Excellent

Anonymous,May 2026

SEA - KOA

The snacks were not very good, not everyone was very friendly and professional

Entertainment

7.8

Crew

8.5

Comfort

7.8

Boarding

8.1

Food

7.2

Overall

7.9

Reviews

1 / 20
10.0
Excellent

Anonymous,May 2026

SEA - KOA

The snacks were not very good, not everyone was very friendly and professional

Entertainment

7.8

Crew

8.5

Comfort

7.8

Boarding

8.1

Food

7.2

Overall

7.9

Reviews

1 / 20
10.0
Excellent

Anonymous,May 2026

SEA - KOA

The snacks were not very good, not everyone was very friendly and professional

Entertainment

7.8

Crew

8.5

Comfort

7.8

Boarding

8.1

Food

7.2

Overall

7.9

Reviews

1 / 20
10.0
Excellent

Anonymous,May 2026

SEA - KOA

The snacks were not very good, not everyone was very friendly and professional

Related info for your journey

Find useful and relevant information for your journey from Charleston to Caribbean. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
  • What airport do you fly from for flights from Charleston to Caribbean?

    If you book a flight to Caribbean from Charleston, you will be flying from Charleston, which is the city’s only airport. Charleston (CHS) is located 10.2 mi from the center of Charleston.

  • How long is the flight from Charleston to Caribbean?

    A quick flight from Charleston to Caribbean can take about 9h 16m. Delta provides one of the quickest options available for as low as $312. Charleston and Caribbean are separated by a distance of 1323 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines to fly from Charleston to Caribbean one-way?

    The cheapest airlines for a one-way flight from Charleston to Caribbean are American Airlines ($94), Delta ($94), and JetBlue ($111).

  • What are the most popular routes from Charleston to Caribbean?

  • Can I find deals for flights from Charleston to Caribbean that include hotel bookings?

    Yes. In addition to deals on Charleston to Caribbean flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Charleston to Caribbean?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Charleston to Caribbean.

  • Can I find deals for business class flights from Charleston to Caribbean?

    Yes. Cheapflights offers flight deals from Charleston to Caribbean by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Charleston to Caribbean?

    Currently, July is the cheapest month in which you can book a flight from Charleston to Caribbean (average of $84). Flying from Charleston to Caribbean in August is currently the most expensive (average of $279). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Charleston to Caribbean

See prices for flight routes from nearby airports that may be better suited for you.

Top 6 airlines flying from Charleston to Caribbean

Discover the top 6 airlines that operate flights from Charleston to Caribbean. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated May 18, 2026.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$180Average$394FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$188Average$563FlexibilityNo cancel feeOn-time69%
Spirit AirlinesCheapest$216Average$346FlexibilityNo cancel feeOn-time65%
DeltaCheapest$222Average$532FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$271Average$554FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$365Average$666FlexibilityNo cancel feeOn-time63%

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