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 5/19. Fares are subject to change and may not be available on all flights or dates of travel.
CHS — SJU
Jun 10 — Jun 171
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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 11, 2026.

This Southwest deal was found by Cheapflights users on 5/11. 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.
Sat 8/228:05 am
CHS
-
SJU
2 stops10h 10m
Southwest
Sat 8/295:55 am
SJU
-
CHS
1 stop13h 25m
Southwest
Deal found 5/11$312
This American Airlines deal was found by Cheapflights users on 5/10. 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
2 stops10h 12m
American Airlines
Fri 8/2810:33 am
SJU
-
CHS
1 stop13h 33m
American Airlines
Deal found 5/10$317
This Southwest deal was found by Cheapflights users on 5/7. 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.
Wed 8/126:45 am
CHS
-
SJU
2 stops12h 15m
Southwest
Sun 8/165:30 am
SJU
-
CHS
1 stop13h 25m
Southwest
Deal found 5/7$338
This American Airlines deal was found by Cheapflights users on 5/11. 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 8/225:13 pm
CHS
-
SJU
1 stop16h 30m
American Airlines
Sat 8/2910:33 am
SJU
-
CHS
2 stops11h 18m
American Airlines
Deal found 5/11$343
This Kiwi.com deal was found by Cheapflights users on 5/6. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/67:47 pm
CHS
-
SJU
1 stop20h 18m
Multiple Airlines
Wed 8/129:00 am
SJU
-
CHS
2 stops23h 38m
Multiple Airlines
Deal found 5/6$350
This American Airlines deal was found by Cheapflights users on 5/11. 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 8/147:00 am
CHS
-
MBJ
1 stop10h 13m
American Airlines
Tue 8/1812:47 pm
MBJ
-
CHS
1 stop8h 52m
American Airlines
Deal found 5/11$352
This American Airlines deal was found by Cheapflights users on 5/11. 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 10/168:48 pm
CHS
-
MBJ
2 stops16h 52m
American Airlines
Fri 10/2312:47 pm
MBJ
-
CHS
1 stop8h 52m
American Airlines
Deal found 5/11$357
This American Airlines deal was found by Cheapflights users on 5/10. 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.
Tue 8/117:00 am
CHS
-
MBJ
1 stop10h 13m
American Airlines
Sun 8/165:13 pm
MBJ
-
CHS
2 stops17h 41m
American Airlines
Deal found 5/10$362
This Cheapflightsfares deal was found by Cheapflights users on 5/10. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/205:27 pm
CHS
-
SDQ
1 stop6h 32m
JetBlue
Mon 8/245:01 am
SDQ
-
CHS
1 stop11h 46m
JetBlue
Deal found 5/10$363
This United Airlines deal was found by Cheapflights users on 5/6. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/307:15 am
CHS
-
MBJ
1 stop9h 11m
United Airlines
Wed 6/1012:52 pm
MBJ
-
CHS
1 stop10h 00m
United Airlines
Deal found 5/6$363
This Southwest deal was found by Cheapflights users on 5/6. 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 7/3110:35 am
CHS
-
SJU
1 stop13h 40m
Southwest
Sat 8/85:55 am
SJU
-
CHS
1 stop13h 25m
Southwest
Deal found 5/6$364
This American Airlines deal was found by Cheapflights users on 5/11. 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 7/207:52 pm
CHS
-
MBJ
1 stop21h 22m
American Airlines
Fri 7/245:14 pm
MBJ
-
CHS
2 stops16h 02m
American Airlines
Deal found 5/11$364

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 11, 2026.

Round-trip from

$312
(Delta)

One-way from

$148
(United Airlines)

Popular in

August

Cheapest in

July

Average price

$424
From Charleston to Caribbean
One-way flight from Charleston to Caribbean
Highest demand for flights based on searches. 1% potential increase in price ($8 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 11, 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

Wed 8/26

6:20 am-1:42 pm

1 stop7h 22m

San Juan Luis Munoz Marin Intl

Fri 8/28

12:56 pm-6:52 pm

1 stop5h 56m

$312

CharlestonSan Juan

CHS - SJU

CHSSJU

Charleston

Sat 8/22

8:05 am-7:20 pm

2 stops11h 15m

San Juan Luis Munoz Marin Intl

Sat 8/29

5:55 am-7:20 pm

1 stop13h 25m

$312

CharlestonSan Juan

CHS - SJU

CHSSJU

Charleston

Thu 8/6

5:10 am-11:46 am

1 stop6h 36m

San Juan Luis Munoz Marin Intl

Wed 8/12

6:48 am-1:11 pm

1 stop6h 23m

$312

CharlestonMontego Bay

CHS - MBJ

CHSMBJ

Charleston

Mon 6/1

7:50 pm-1:08 pm

2 stops18h 18m

Montego Bay Sangster Intl

Thu 7/30

5:14 pm-10:07 am

2 stops15h 53m

$357

CharlestonMontego Bay

CHS - MBJ

CHSMBJ

Charleston

Sun 8/9

8:43 pm-11:42 am

2 stops15h 59m

Montego Bay Sangster Intl

Sat 8/15

5:13 pm-10:34 am

2 stops16h 21m

$357

CharlestonMontego Bay

CHS - MBJ

CHSMBJ

Charleston

Sat 5/30

7:15 am-3:26 pm

1 stop9h 11m

Montego Bay Sangster Intl

Wed 6/10

12:52 pm-11:52 pm

1 stop10h 00m

$363

CharlestonSan Juan

CHS - SJU

CHSSJU

Charleston

Thu 8/6

6:35 am-4:55 pm

2 stops10h 20m

San Juan Luis Munoz Marin Intl

Wed 8/12

8:20 am-7:45 pm

2 stops11h 25m

$370
Quickest round-trip

CharlestonSan Juan

CHS - SJU

CHSSJU

Charleston

Tue 8/4

6:20 am-11:46 am

1 stop5h 26m

San Juan Luis Munoz Marin Intl

Wed 8/5

5:49 pm-11:59 pm

1 stop6h 10m

$370

CharlestonSan Juan

CHS - SJU

CHSSJU

Charleston

Sat 6/6

7:20 am-7:05 pm

1 stop11h 45m

San Juan Luis Munoz Marin Intl

Sat 6/13

5:00 am-3:25 pm

1 stop10h 25m

$390

CharlestonSan Juan

CHS - SJU

CHSSJU

Charleston

Thu 7/23

12:00 pm-12:30 am

1 stop12h 30m

San Juan Luis Munoz Marin Intl

Sun 8/2

5:20 am-1:25 pm

1 stop8h 05m

$394

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/9

Showing 1-10 of 60 resultsSorted by cheapest first
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6

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 47 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 11, 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.

Comfort

7.8

Entertainment

7.8

Crew

8.5

Food

7.2

Overall

7.9

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

Anonymous,May 2026

SEA - KOA

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

Comfort

7.8

Entertainment

7.8

Crew

8.5

Food

7.2

Overall

7.9

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

Anonymous,May 2026

SEA - KOA

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

Comfort

7.8

Entertainment

7.8

Crew

8.5

Food

7.2

Overall

7.9

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

Anonymous,May 2026

SEA - KOA

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

Comfort

7.8

Entertainment

7.8

Crew

8.5

Food

7.2

Overall

7.9

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

Anonymous,May 2026

SEA - KOA

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

Comfort

7.8

Entertainment

7.8

Crew

8.5

Food

7.2

Overall

7.9

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

Anonymous,May 2026

SEA - KOA

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

Comfort

7.8

Entertainment

7.8

Crew

8.5

Food

7.2

Overall

7.9

Boarding

8.1

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 7h 22m. 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 11, 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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