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$59+ 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 3/4. Fares are subject to change and may not be available on all flights or dates of travel.
CHS — SJU
Jan 26 — Feb 21
Sun 1/26
Sun 2/2
1 adult, Economy
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Cheap flight deals from Charleston to Caribbean

Discover tips and strategies to find the most affordable flight options for your journey from Charleston (CHS) to Caribbean (0CB). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated January 21, 2025.

Round-trip from

$204
(CheapOair)

One-way from

$59
(Cheapflightsfares)
From Charleston to Caribbean
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One-way flight from Charleston to Caribbean
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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 January 21, 2025.

This CheapOair deal was found by Cheapflights users on 1/20. 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 2/37:15 amCHS - STT
1 stop26h 31mSpirit Airlines
Sat 2/811:51 amSTT - CHS
1 stop9h 59mSpirit Airlines
Deal found 1/20$204
This JetBlue deal was found by Cheapflights users on 1/19. 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.
Thu 2/275:14 pmCHS - SJU
1 stop9h 11mJetBlue
Tue 3/45:01 amSJU - CHS
1 stop8h 18mJetBlue
Deal found 1/19$294
This Mytrip deal was found by Cheapflights users on 1/20. 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 2/287:15 amCHS - SJU
2 stops25h 28mSpirit Airlines
Mon 3/35:56 pmSJU - CHS
3 stops40h 57mSpirit Airlines
Deal found 1/20$295
This Mytrip deal was found by Cheapflights users on 1/19. 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 2/71:01 pmCHS - SJU
3 stops31h 13mMultiple Airlines
Mon 2/102:38 pmSJU - CHS
1 stop9h 19mMultiple Airlines
Deal found 1/19$298
This American Airlines deal was found by Cheapflights users on 1/20. 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 2/196:40 amCHS - SJU
1 stop14h 55mAmerican Airlines
Wed 2/267:45 amSJU - CHS
1 stop12h 28mAmerican Airlines
Deal found 1/20$303
This Delta deal was found by Cheapflights users on 1/19. 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.
Fri 2/2112:30 pmCHS - SJU
1 stop10h 16mDelta
Wed 3/57:30 amSJU - CHS
1 stop7h 06mDelta
Deal found 1/19$315
This Mytrip deal was found by Cheapflights users on 1/20. 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.
Sat 2/87:15 amCHS - MBJ
1 stop4h 55mSpirit Airlines
Wed 2/122:48 pmMBJ - CHS
2 stops21h 17mSpirit Airlines
Deal found 1/20$315
This CheapOair deal was found by Cheapflights users on 1/20. 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.
Sat 3/295:29 pmCHS - PUJ
1 stop21h 13mSpirit Airlines
Wed 4/23:47 pmPUJ - CHS
1 stop18h 26mSpirit Airlines
Deal found 1/20$323
This Priceline deal was found by Cheapflights users on 1/19. 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.
Mon 2/177:15 amCHS - SXM
1 stop6h 15mSpirit Airlines
Mon 2/243:25 pmSXM - CHS
1 stop6h 54mSpirit Airlines
Deal found 1/19$328
This Southwest deal was found by Cheapflights users on 1/20. 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 4/251:35 pmCHS - SJU
2 stops10h 20mSouthwest
Tue 4/296:05 amSJU - CHS
1 stop7h 10mSouthwest
Deal found 1/20$349
This American Airlines deal was found by Cheapflights users on 1/20. 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 4/58:18 pmCHS - MHH
2 stops14h 57mAmerican Airlines
Thu 4/101:50 pmMHH - CHS
1 stop9h 52mAmerican Airlines
Deal found 1/20$358
This American Airlines deal was found by Cheapflights users on 1/19. 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 4/225:10 amCHS - STT
2 stops11h 49mAmerican Airlines
Tue 4/295:50 pmSTT - CHS
1 stop16h 27mAmerican Airlines
Deal found 1/19$383

Find flights from Charleston to Caribbean within your budget

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 January 21, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

CharlestonSaint Thomas Island

CHS - STT

CHSSTT

Charleston

Mon 2/3

7:15 am-10:46 am

1 stop26h 31m

Saint Thomas Island Cyril E King

Sat 2/8

11:51 am-8:50 pm

1 stop9h 59m

$204

CharlestonSan Juan

CHS - SJU

CHSSJU

Charleston

Thu 2/27

5:14 pm-3:25 am

1 stop9h 11m

San Juan Luis Munoz Marin Intl

Tue 3/4

5:01 am-12:19 pm

1 stop8h 18m

$294

CharlestonSan Juan

CHS - SJU

CHSSJU

Charleston

Fri 2/28

7:15 am-9:43 am

2 stops25h 28m

San Juan Luis Munoz Marin Intl

Mon 3/3

5:56 pm-9:53 am

3 stops40h 57m

$295

CharlestonSan Juan

CHS - SJU

CHSSJU

Charleston

Fri 2/7

1:01 pm-9:14 pm

3 stops31h 13m

San Juan Luis Munoz Marin Intl

Mon 2/10

2:38 pm-10:57 pm

1 stop9h 19m

$298

CharlestonMontego Bay

CHS - MBJ

CHSMBJ

Charleston

Fri 2/28

7:15 am-1:43 pm

1 stop6h 28m

Montego Bay Sangster Intl

Mon 3/3

2:48 pm-9:19 pm

1 stop6h 31m

$301

CharlestonSan Juan

CHS - SJU

CHSSJU

Charleston

Wed 2/19

6:40 am-10:35 pm

1 stop14h 55m

San Juan Luis Munoz Marin Intl

Wed 2/26

7:45 am-7:13 pm

1 stop12h 28m

$303

CharlestonSan Juan

CHS - SJU

CHSSJU

Charleston

Fri 2/21

12:30 pm-11:46 pm

1 stop10h 16m

San Juan Luis Munoz Marin Intl

Wed 3/5

7:30 am-1:36 pm

1 stop7h 06m

$315

CharlestonPunta Cana

CHS - PUJ

CHSPUJ

Charleston

Sat 3/29

5:29 pm-2:42 pm

1 stop21h 13m

Punta Cana

Wed 4/2

3:47 pm-10:13 am

1 stop18h 26m

$323

CharlestonSimpson Bay

CHS - SXM

CHSSXM

Charleston

Mon 2/17

7:15 am-2:30 pm

1 stop6h 15m

Simpson Bay Princess Juliana

Mon 2/24

3:25 pm-9:19 pm

1 stop6h 54m

$328

CharlestonSan Juan

CHS - SJU

CHSSJU

Charleston

Fri 4/25

1:35 pm-11:55 pm

2 stops10h 20m

San Juan Luis Munoz Marin Intl

Tue 4/29

6:05 am-1:15 pm

1 stop7h 10m

$349

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/20

Showing 1-10 of 46 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.

Travel insights for flights from Charleston to Caribbean

Get recent, data-driven insights about flights from Charleston to Caribbean including ideal travel times, pricing trends, and more.

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 March is currently the most expensive (average of $378). 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 January 21, 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 January 21, 2025.
Southwest
8.1
Very good
4,662 reviews

Overall

8.1

Crew

8.7

Comfort

8.1

Food

7.2

Boarding

8.2

Entertainment

7.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Southwest
8.1
Very good
4,662 reviews
Southwest
8.1
Very good
4,662 reviews

Overall

8.1

Crew

8.7

Comfort

8.1

Food

7.2

Boarding

8.2

Entertainment

7.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Alaska Airlines
8.0
Very good
9,706 reviews
Southwest
8.1
Very good
4,662 reviews

Overall

8.1

Crew

8.7

Comfort

8.1

Food

7.2

Boarding

8.2

Entertainment

7.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Delta
8.0
Very good
8,521 reviews
Southwest
8.1
Very good
4,662 reviews

Overall

8.1

Crew

8.7

Comfort

8.1

Food

7.2

Boarding

8.2

Entertainment

7.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Copa Airlines
7.7
Good
1,661 reviews
Southwest
8.1
Very good
4,662 reviews

Overall

8.1

Crew

8.7

Comfort

8.1

Food

7.2

Boarding

8.2

Entertainment

7.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

LATAM Airlines
7.5
Good
1,858 reviews
Southwest
8.1
Very good
4,662 reviews

Overall

8.1

Crew

8.7

Comfort

8.1

Food

7.2

Boarding

8.2

Entertainment

7.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

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 ($59), JetBlue ($140), and American Airlines ($152).

  • 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, 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 March is currently the most expensive (average of $378). 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 January 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$151Average$304FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$242Average$533FlexibilityNo cancel feeOn-time62%
DeltaCheapest$273Average$572FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$279Average$577FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$288Average$660FlexibilityNo cancel feeOn-time69%
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