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$104+ 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 3/24. Fares are subject to change and may not be available on all flights or dates of travel.
CHS — SJU
Mar 30 — Apr 61
Mon 3/30
Mon 4/6
1 adult, Economy
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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 February 28, 2026.

This American Airlines deal was found by Cheapflights users on 2/25. 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 4/248:09 pm
CHS
-
SJU
1 stop14h 44m
American Airlines
Thu 4/307:00 pm
SJU
-
CHS
1 stop5h 24m
American Airlines
Deal found 2/25$232
This Cheapflightsfares deal was found by Cheapflights users on 2/25. 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.
Sun 5/107:00 am
CHS
-
SJU
1 stop7h 31m
Spirit Airlines
Thu 5/143:36 pm
SJU
-
CHS
1 stop6h 13m
Spirit Airlines
Deal found 2/25$233
This Cheapflightsfares deal was found by Cheapflights users on 2/24. 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.
Fri 5/17:00 am
CHS
-
SJU
1 stop13h 49m
Spirit Airlines
Wed 5/63:36 pm
SJU
-
CHS
1 stop6h 13m
Spirit Airlines
Deal found 2/24$253
This CheapOair deal was found by Cheapflights users on 2/24. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/47:00 am
CHS
-
SJU
1 stop7h 31m
Spirit Airlines
Fri 5/89:54 pm
SJU
-
CHS
1 stop23h 55m
Spirit Airlines
Deal found 2/24$257
This Kiwi.com deal was found by Cheapflights users on 2/25. 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.
Sat 3/288:07 am
CHS
-
SJU
1 stop13h 27m
Multiple Airlines
Tue 4/147:54 pm
SJU
-
CHS
1 stop25h 55m
Multiple Airlines
Deal found 2/25$260
This Kiwi.com deal was found by Cheapflights users on 2/25. 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.
Mon 5/257:00 am
CHS
-
SJU
1 stop17h 47m
Multiple Airlines
Fri 5/295:56 pm
SJU
-
CHS
1 stop27h 53m
Multiple Airlines
Deal found 2/25$261
This Mytrip deal was found by Cheapflights users on 2/26. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/98:07 am
CHS
-
SJU
1 stop10h 48m
Spirit Airlines
Wed 4/153:36 pm
SJU
-
CHS
1 stop6h 13m
Spirit Airlines
Deal found 2/26$265
This Kiwi.com deal was found by Cheapflights users on 2/24. 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.
Sun 3/298:07 am
CHS
-
SJU
1 stop10h 48m
Spirit Airlines
Tue 4/147:54 pm
SJU
-
CHS
1 stop25h 55m
Spirit Airlines
Deal found 2/24$266
This Delta deal was found by Cheapflights users on 2/24. 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.
Wed 4/15:27 am
CHS
-
SJU
1 stop6h 23m
Delta
Mon 4/61:00 pm
SJU
-
CHS
1 stop9h 31m
Delta
Deal found 2/24$267
This Kiwi.com deal was found by Cheapflights users on 2/25. 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.
Mon 3/308:07 am
CHS
-
SJU
1 stop10h 48m
Spirit Airlines
Tue 4/147:54 pm
SJU
-
CHS
1 stop25h 55m
Spirit Airlines
Deal found 2/25$271
This Priceline deal was found by Cheapflights users on 2/25. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/138:07 am
CHS
-
STT
1 stop7h 21m
Spirit Airlines
Mon 3/164:35 pm
STT
-
CHS
1 stop5h 38m
Spirit Airlines
Deal found 2/25$273
This Kiwi.com deal was found by Cheapflights users on 2/26. 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.
Tue 3/318:07 am
CHS
-
SJU
1 stop10h 48m
Multiple Airlines
Sat 4/46:00 am
SJU
-
CHS
1 stop16h 13m
Multiple Airlines
Deal found 2/26$274

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 February 28, 2026.

Round-trip from

$232
(American Airlines)

One-way from

$104
(Expedia)

Popular in

August

Cheapest in

October

Average price

$471
From Charleston to Caribbean
Search Deals
One-way flight from Charleston to Caribbean
Search Deals
Highest demand for flights based on searches. 5% potential increase in price ($24 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($13 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
Search Deals

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 February 28, 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

CharlestonSaint Thomas Island

CHS - STT

CHSSTT

Charleston

Mon 3/16

8:07 am-3:28 pm

1 stop7h 21m

Saint Thomas Island Cyril E King

Thu 3/19

4:35 pm-10:13 pm

1 stop5h 38m

$273

CharlestonSan Juan

CHS - SJU

CHSSJU

Charleston

Mon 5/4

6:00 am-2:44 pm

1 stop8h 44m

San Juan Luis Munoz Marin Intl

Tue 5/5

1:00 am-9:10 am

1 stop8h 10m

$299

CharlestonMontego Bay

CHS - MBJ

CHSMBJ

Charleston

Mon 3/9

8:19 pm-10:21 am

1 stop15h 02m

Montego Bay Sangster Intl

Mon 3/23

10:07 am-11:59 pm

1 stop12h 52m

$312

CharlestonMontego Bay

CHS - MBJ

CHSMBJ

Charleston

Fri 5/29

6:50 am-1:30 pm

1 stop7h 40m

Montego Bay Sangster Intl

Sun 5/31

4:12 pm-10:16 am

1 stop17h 04m

$312

CharlestonMontego Bay

CHS - MBJ

CHSMBJ

Charleston

Sat 4/25

8:17 pm-11:24 am

1 stop16h 07m

Montego Bay Sangster Intl

Sat 5/2

4:37 pm-12:24 am

1 stop6h 47m

$312

CharlestonMontego Bay

CHS - MBJ

CHSMBJ

Charleston

Thu 5/28

10:00 am-3:10 pm

1 stop6h 10m

Montego Bay Sangster Intl

Tue 6/2

4:12 pm-10:16 am

1 stop17h 04m

$312

CharlestonMontego Bay

CHS - MBJ

CHSMBJ

Charleston

Sat 3/21

8:08 pm-9:07 am

1 stop13h 59m

Montego Bay Sangster Intl

Thu 3/26

1:27 pm-11:59 pm

1 stop9h 32m

$312

CharlestonMontego Bay

CHS - MBJ

CHSMBJ

Charleston

Fri 5/15

6:00 am-3:10 pm

1 stop10h 10m

Montego Bay Sangster Intl

Sat 5/30

4:12 pm-10:16 am

1 stop17h 04m

$312

CharlestonMontego Bay

CHS - MBJ

CHSMBJ

Charleston

Wed 4/15

6:00 am-3:10 pm

1 stop10h 10m

Montego Bay Sangster Intl

Sat 4/25

4:12 pm-10:23 am

1 stop17h 11m

$312

CharlestonMontego Bay

CHS - MBJ

CHSMBJ

Charleston

Fri 4/10

10:00 am-3:10 pm

1 stop6h 10m

Montego Bay Sangster Intl

Tue 4/14

4:12 pm-10:23 am

1 stop17h 11m

$312

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/25

Showing 1-10 of 60 resultsSorted by cheapest first
1
2
3
...
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

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

Currently, January is the cheapest month in which you can book a flight from Charleston to Caribbean (average of $84). Flying from Charleston to Caribbean in October is currently the most expensive (average of $251). 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 February 28, 2026.
See what other customers who have flown with Delta, United Airlines, and American Airlines 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.
Delta
7.9
Good
8,244 reviews

Comfort

7.9

Boarding

8.1

Crew

8.5

Food

7.2

Entertainment

7.8

Overall

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Delta
7.9
Good
8,244 reviews
Delta
7.9
Good
8,244 reviews

Comfort

7.9

Boarding

8.1

Crew

8.5

Food

7.2

Entertainment

7.8

Overall

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
United Airlines
7.4
Good
9,370 reviews
Delta
7.9
Good
8,244 reviews

Comfort

7.9

Boarding

8.1

Crew

8.5

Food

7.2

Entertainment

7.8

Overall

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
American Airlines
7.2
Good
11,370 reviews
Delta
7.9
Good
8,244 reviews

Comfort

7.9

Boarding

8.1

Crew

8.5

Food

7.2

Entertainment

7.8

Overall

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
JetBlue
7.2
Good
2,895 reviews
Delta
7.9
Good
8,244 reviews

Comfort

7.9

Boarding

8.1

Crew

8.5

Food

7.2

Entertainment

7.8

Overall

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Spirit Airlines
6.3
Okay
8,490 reviews
Delta
7.9
Good
8,244 reviews

Comfort

7.9

Boarding

8.1

Crew

8.5

Food

7.2

Entertainment

7.8

Overall

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

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 21m. Spirit Airlines provides one of the quickest options available for as low as $273. Charleston and Caribbean are separated by a distance of 1372 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 Spirit Airlines ($86), American Airlines ($94), and Delta ($94).

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

    When deciding which route to take from Charleston to Caribbean consider Charleston - San Juan Luis Munoz Marin Intl, Charleston - Punta Cana or Charleston - Montego Bay Sangster Intl as they are the most popular.

  • 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, January is the cheapest month in which you can book a flight from Charleston to Caribbean (average of $84). Flying from Charleston to Caribbean in October is currently the most expensive (average of $251). 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.
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Top 7 airlines flying from Charleston to Caribbean

Discover the top 7 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 February 28, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$84Average$168FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$113Average$286FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$172Average$392FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$188Average$479FlexibilityNo cancel feeOn-time69%
DeltaCheapest$209Average$548FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$277Average$568FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$371Average$700FlexibilityNo cancel feeOn-time63%

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