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$99+ 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 4/8. Fares are subject to change and may not be available on all flights or dates of travel.
CHS — SJU
Apr 2 — Apr 91
Wed 4/2
Wed 4/9
1 adult, Economy
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Cheap flight deals from Charleston to Caribbean

Keep the following information in mind while searching for Charleston to Caribbean flight deals. Data was last updated March 28, 2025.

Round-trip from

$195
(Mytrip)

One-way from

$99
(Cheapflightsfares)

Popular in

December

Cheapest in

September

Average price

$410
From Charleston to Caribbean
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One-way flight from Charleston to Caribbean
Search Deals
Highest demand for flights based on searches. 15% potential increase in price ($76 potential increase over avg. RT price).
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Cheapest flight prices on average. 6% potential price decrease ($25 potential savings vs. average RT price).
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Average for round-trip flights in March 2025
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Find 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 March 28, 2025.

This Mytrip deal was found by Cheapflights users on 3/27. 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.
Mon 4/2110:32 amCHS - SJU
2 stops33h 08mSpirit Airlines
Thu 4/246:38 pmSJU - CHS
1 stop14h 58mSpirit Airlines
Deal found 3/27$195
This Mytrip deal was found by Cheapflights users on 3/26. 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.
Fri 4/2510:32 amCHS - STT
1 stop23h 28mSpirit Airlines
Wed 4/3011:05 amSTT - CHS
1 stop7h 30mSpirit Airlines
Deal found 3/26$220
This American Airlines deal was found by Cheapflights users on 3/27. 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 9/245:35 amCHS - SJU
2 stops10h 45mAmerican Airlines
Tue 9/308:30 amSJU - CHS
1 stop10h 50mAmerican Airlines
Deal found 3/27$241
This Frontier deal was found by Cheapflights users on 3/27. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/310:42 amCHS - SJU
1 stop13h 12mFrontier
Sun 4/612:59 amSJU - CHS
1 stop13h 40mFrontier
Deal found 3/27$296
This Mytrip deal was found by Cheapflights users on 3/27. 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.
Fri 5/210:32 amCHS - PUJ
1 stop27h 41mSpirit Airlines
Wed 5/73:22 pmPUJ - CHS
1 stop17h 16mSpirit Airlines
Deal found 3/27$313
This JetBlue deal was found by Cheapflights users on 3/27. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/2411:35 amCHS - SJU
1 stop9h 43mJetBlue
Mon 9/293:15 amSJU - CHS
1 stop7h 25mJetBlue
Deal found 3/27$314
This FlightHub deal was found by Cheapflights users on 3/27. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/309:05 amCHS - SJU
1 stop14h 49mMultiple Airlines
Fri 6/68:12 pmSJU - CHS
1 stop12h 26mMultiple Airlines
Deal found 3/27$329
This Mytrip deal was found by Cheapflights users on 3/26. 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.
Fri 4/2510:32 amCHS - SXM
1 stop27h 28mSpirit Airlines
Wed 4/303:05 pmSXM - CHS
1 stop18h 15mSpirit Airlines
Deal found 3/26$335
This Mytrip deal was found by Cheapflights users on 3/26. 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.
Fri 4/2510:32 amCHS - MBJ
1 stop25h 23mSpirit Airlines
Wed 4/3012:00 pmMBJ - CHS
1 stop5h 35mSpirit Airlines
Deal found 3/26$344
This Kiwi.com deal was found by Cheapflights users on 3/27. 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 5/89:43 amCHS - MBJ
1 stop28h 02mMultiple Airlines
Wed 5/1412:07 pmMBJ - CHS
1 stop19h 31mMultiple Airlines
Deal found 3/27$357
This American Airlines deal was found by Cheapflights users on 3/26. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/911:16 amCHS - MHH
2 stops23h 59mAmerican Airlines
Tue 8/1212:55 pmMHH - CHS
2 stops19h 20mAmerican Airlines
Deal found 3/26$358
This Mytrip deal was found by Cheapflights users on 3/27. 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.
Tue 5/66:20 pmCHS - AUA
3 stops44h 20mSpirit Airlines
Sat 5/103:45 pmAUA - CHS
1 stop16h 53mSpirit Airlines
Deal found 3/27$391

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 March 28, 2025.
Use the filters below to find and compare flights from Charleston to Caribbean that are best for you.

Fly from

Charleston

Fly to

Caribbean

Route

Depart

Return

Price

CharlestonSan Juan

CHS - SJU

CHSSJU

Charleston

Mon 4/21

10:32 am-7:40 pm

2 stops33h 08m

San Juan Luis Munoz Marin Intl

Thu 4/24

6:38 pm-9:36 am

1 stop14h 58m

$195

CharlestonSaint Thomas Island

CHS - STT

CHSSTT

Charleston

Fri 4/25

10:32 am-10:00 am

1 stop23h 28m

Saint Thomas Island Cyril E King

Wed 4/30

11:05 am-6:35 pm

1 stop7h 30m

$220

CharlestonSan Juan

CHS - SJU

CHSSJU

Charleston

Sat 4/26

6:00 am-4:30 pm

1 stop10h 30m

San Juan Luis Munoz Marin Intl

Sat 5/3

6:20 am-3:50 pm

1 stop9h 30m

$241

CharlestonSan Juan

CHS - SJU

CHSSJU

Charleston

Wed 5/7

10:32 am-4:36 pm

1 stop6h 04m

San Juan Luis Munoz Marin Intl

Wed 5/14

6:10 am-6:28 pm

1 stop12h 18m

$277

CharlestonSan Juan

CHS - SJU

CHSSJU

Charleston

Thu 4/3

10:42 am-11:54 pm

1 stop13h 12m

San Juan Luis Munoz Marin Intl

Sun 4/6

12:59 am-2:39 pm

1 stop13h 40m

$296

CharlestonPunta Cana

CHS - PUJ

CHSPUJ

Charleston

Fri 5/2

10:32 am-2:13 pm

1 stop27h 41m

Punta Cana

Wed 5/7

3:22 pm-8:38 am

1 stop17h 16m

$313

CharlestonSan Juan

CHS - SJU

CHSSJU

Charleston

Fri 5/30

9:05 am-11:54 pm

1 stop14h 49m

San Juan Luis Munoz Marin Intl

Fri 6/6

8:12 pm-8:38 am

1 stop12h 26m

$329

CharlestonSimpson Bay

CHS - SXM

CHSSXM

Charleston

Fri 4/25

10:32 am-2:00 pm

1 stop27h 28m

Simpson Bay Princess Juliana

Wed 4/30

3:05 pm-9:20 am

1 stop18h 15m

$335

CharlestonSan Juan

CHS - SJU

CHSSJU

Charleston

Sat 5/3

10:33 am-9:27 pm

1 stop10h 54m

San Juan Luis Munoz Marin Intl

Wed 5/7

7:01 am-6:01 pm

1 stop11h 00m

$340

CharlestonMontego Bay

CHS - MBJ

CHSMBJ

Charleston

Fri 4/25

10:32 am-10:55 am

1 stop25h 23m

Montego Bay Sangster Intl

Wed 4/30

12:00 pm-6:35 pm

1 stop5h 35m

$344

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/27

Showing 1-10 of 49 results
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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

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

Currently, September is the cheapest month in which you can book a flight from Charleston to Caribbean (average of $254). Flying from Charleston to Caribbean in December is currently the most expensive (average of $336). 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.

What is the cheapest time of day to fly from CHS to CB?

Find hourly flight availability from Charleston to Caribbean. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated March 28, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Charleston to Caribbean as you normally would.

Rainfall in Caribbean by month

Plan your trip to Caribbean by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Caribbean ranges from 2.2 - 6.1 inches per month. November is typically the wettest month, when rainfall can reach 6.1 in. February is typically the driest time to visit Caribbean when rainfall is around 2.2 in.

Temperature in Caribbean by month

Plan your trip to Caribbean by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Caribbean, use this chart to help with planning. For those seeking warmer temperatures, June is the ideal time of year to visit, when temperatures reach an average of 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 77.0 F).

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 March 28, 2025.
Southwest
8.1
Very good
4,274 reviews

Boarding

8.2

Comfort

8.1

Food

7.1

Entertainment

7.6

Overall

8.1

Crew

8.7

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Southwest
8.1
Very good
4,274 reviews
Southwest
8.1
Very good
4,274 reviews

Boarding

8.2

Comfort

8.1

Food

7.1

Entertainment

7.6

Overall

8.1

Crew

8.7

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Alaska Airlines
8.0
Very good
9,798 reviews
Southwest
8.1
Very good
4,274 reviews

Boarding

8.2

Comfort

8.1

Food

7.1

Entertainment

7.6

Overall

8.1

Crew

8.7

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Delta
8.0
Very good
7,897 reviews
Southwest
8.1
Very good
4,274 reviews

Boarding

8.2

Comfort

8.1

Food

7.1

Entertainment

7.6

Overall

8.1

Crew

8.7

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
LATAM Airlines
7.5
Good
1,750 reviews
Southwest
8.1
Very good
4,274 reviews

Boarding

8.2

Comfort

8.1

Food

7.1

Entertainment

7.6

Overall

8.1

Crew

8.7

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Copa Airlines
7.5
Good
1,395 reviews
Southwest
8.1
Very good
4,274 reviews

Boarding

8.2

Comfort

8.1

Food

7.1

Entertainment

7.6

Overall

8.1

Crew

8.7

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

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.

  • 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 ($99), JetBlue ($145), and Delta ($149).

  • 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 - Montego Bay Sangster Intl or Charleston - Saint Thomas Island Cyril E King 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, September is the cheapest month in which you can book a flight from Charleston to Caribbean (average of $254). Flying from Charleston to Caribbean in December is currently the most expensive (average of $336). 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

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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 5 airlines flying from Charleston to Caribbean

Discover the top 5 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 March 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$149Average$284FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$231Average$662FlexibilityNo cancel feeOn-time69%
JetBlueCheapest$242Average$451FlexibilityNo cancel feeOn-time62%
DeltaCheapest$273Average$548FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$281Average$603FlexibilityNo cancel feeOn-time71%
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