$94 Find Cheap Flights from Charleston to Caribbean

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Charleston to Caribbean departing on 12/17. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy

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Cheap Flights from Charleston to Caribbean

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Punta Cana
Punta Cana1 stop$316
Santo Domingo
Santo Domingo1 stop$314
Montego Bay
Montego Bay1 stop$319
Oranjestad
Oranjestad2 stops$346
Nassau
Nassau1 stop$295
Kingston
Kingston1 stop$389
Simpson Bay
Simpson Bay1 stop$305
Providenciales
Providenciales1 stop$466
Bridgetown
Bridgetown1 stop$431
George Town
George Town1 stop$286
Willemstad
Willemstad1 stop$537
St. John's
St. John's1 stop$646
Puerto Plata
Puerto Plata1 stop$548
Aguadilla
Aguadilla1 stop$405
Punta Cana
Punta Cana1 stop$316
Santo Domingo
Santo Domingo1 stop$314
Montego Bay
Montego Bay1 stop$319
Oranjestad
Oranjestad2 stops$346
Nassau
Nassau1 stop$295
Kingston
Kingston1 stop$389
Simpson Bay
Simpson Bay1 stop$305
Providenciales
Providenciales1 stop$466
Bridgetown
Bridgetown1 stop$431
George Town
George Town1 stop$286
Willemstad
Willemstad1 stop$537
St. John's
St. John's1 stop$646
Puerto Plata
Puerto Plata1 stop$548
Aguadilla
Aguadilla1 stop$405

Book Cheap Charleston to Caribbean Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Charleston to Caribbean that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Charleston to Caribbean

Mon, Feb 2 - Sat, Feb 7
Multiple Airlines Logo
11:40 am - 4:13 pmCHS-SJU
27h 33m1 stop
Multiple Airlines Logo
6:00 am - 8:34 amSJU-CHS
27h 34m1 stop
$227Multiple Airlines
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Tue, Dec 9 - Thu, Dec 11
JetBlue Logo
9:46 am - 8:03 pmCHS-SJU
9h 17m1 stop
JetBlue Logo
7:38 pm - 8:37 amSJU-CHS
13h 59m1 stop
$247JetBlue
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Mon, Dec 8 - Thu, Dec 18
American Airlines Logo
9:25 am - 11:53 pmCHS-SJU
13h 28m1 stop
American Airlines Logo
2:31 pm - 7:26 pmSJU-CHS
5h 55m1 stop
$271American Airlines
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Sat, Nov 22 - Thu, Nov 27
Spirit Airlines Logo
6:50 am - 12:55 pmCHS-STT
5h 05m1 stop
Spirit Airlines Logo
2:00 pm - 10:05 pmSTT-CHS
9h 05m1 stop
$276Spirit Airlines
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Mon, Nov 17 - Tue, Nov 25
Delta Logo
5:25 am - 1:30 pmCHS-NAS
8h 05m1 stop
Delta Logo
1:19 pm - 8:42 pmNAS-CHS
7h 23m1 stop
$295Delta
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Sat, Jan 10 - Fri, Jan 16
American Airlines Logo
6:10 am - 1:20 pmCHS-NAS
7h 10m2 stops
American Airlines Logo
2:58 pm - 11:55 pmNAS-CHS
8h 57m1 stop
$299American Airlines
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Sat, Nov 22 - Thu, Nov 27
Spirit Airlines Logo
6:15 pm - 2:30 pmCHS-STT
19h 15m2 stops
Spirit Airlines Logo
2:00 pm - 10:05 pmSTT-CHS
9h 05m1 stop
$305Spirit Airlines
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Thu, Jan 29 - Sat, Jan 31
Delta Logo
12:45 pm - 11:59 pmCHS-SDQ
10h 14m1 stop
Delta Logo
7:05 am - 8:52 pmSDQ-CHS
14h 47m1 stop
$318Delta
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Mon, Oct 27 - Fri, Oct 31
United Airlines Logo
6:15 am - 12:46 pmCHS-MBJ
7h 31m1 stop
United Airlines Logo
2:36 pm - 11:42 pmMBJ-CHS
8h 06m1 stop
$319United Airlines
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Tue, Mar 10 - Tue, Mar 10
United Airlines Logo
6:00 am - 1:40 pmCHS-SJU
7h 40m1 stop
United Airlines Logo
1:05 am - 9:15 amSJU-CHS
8h 10m1 stop
$356United Airlines
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Booking Insights

KAYAK's insights & trends for Charleston to Caribbean flights

Get data-powered insights and trends into flights from Charleston to Caribbean to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest month to fly from Charleston to Caribbean?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Charleston to Caribbean, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Charleston to Caribbean is January, when tickets cost $369 (return) on average. On the other hand, the most expensive months are December and August, when the average cost of round-trip tickets is $594 and $579 respectively.

What’s the cheapest day of the week to fly from Charleston to Caribbean?

The average price of all round-trip flights from Charleston to Caribbean clicked on KAYAK for each day over the last 12 months.

For Charleston to Caribbean, Tuesday is the cheapest day to fly on average and Thursday is the most expensive. Flying from Caribbean back to Charleston, the best deals are generally found on Monday, with Saturday being the most expensive.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Charleston to Caribbean, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Charleston to Caribbean, you should book around 5 weeks before departure, which saves you about 18% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 23 weeks before departure.

Good to know

Low seasonAugust
Cheapest flight$94
Best time to beat the crowds with an average 2% drop in price.
Most popular time to fly and prices are also 11% lower on average.
Flight from Charleston to Nassau

FAQs - booking Caribbean flights

  • How does KAYAK find such low prices on flights from Charleston to Caribbean?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Charleston to Caribbean.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Charleston to Caribbean?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Charleston to Caribbean is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Charleston to Caribbean?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Charleston to Caribbean with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Charleston to Caribbean?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Charleston to Caribbean up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • What is the cheapest time of day to fly to Caribbean?

    The cheapest time of day to fly to Caribbean is generally at night, when round-trip flights cost $321 on average. Morning departures are around 6% cheaper than evening flights, on average. The most expensive time of day to fly to Caribbean is generally in the evening, which is peak travel time and where the average cost of a ticket is $455.

Reviews of the top 5 airlines serving from Charleston to Caribbean

 
Need help choosing which airline to fly with from Charleston to Caribbean? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.9
DeltaOverall score based on 7978 reviews
7.9Comfort
7.3Food
8.5Crew
7.9Entertainment
8.2Boarding
Airline reviews

The aircraft interior is old and tired on this aircraft. The entertainment system never worked despite the crews attempt to reset the system.

6.0 GoodDavid, Oct 2025JFK - KEF
Read more Delta reviews

The aircraft interior is old and tired on this aircraft. The entertainment system never worked despite the crews attempt to reset the system.

The flight used a B767 with a very old interior from before 2014. The entertainment system did not work at all during the flight despite attempts to reset the system. It was like they flew this route just to be competitive.

Old plane and old configuration/seats but still comfortable for a morning flight

They changed planes and the new plane couldn’t carry enough fuel to fly across the country so we had to stop in Kansas City to refuel. Flight was delayed .

Flight was too crowded and seats are too small, especially since passengrs are getting larger. Having a middle seat is ALWAYS tough! Woman on my left was large & kept creeping in to my space. Flight personnel were great! Have more savory rather than sweet snacks please.

Flight was crowded and the woman sitting on my left was large & kept crouching in to my space. You need bigger seats or smaller passengers to fit into the seats you DO have! Snack were OK. Would appreciate if airlines had more savory rather than sweet snacks, thank you!

Delayed flight (1hour) plus a long layover after an overnight flight with no backup plane available.

We were delayed, which I think had to do with air traffic control. Otherwise, everything was great.

The boarding process needs to be refined. Sometimes the gate crew calls out the zones and then flip to showing the.zones boarding on the gate monitor display. So, unless you are huddled around the gate lanes watching the monitor, you could miss your boarding zone. Suggest the zones be announced each time a new zone is allowed to board.

The boarding process needs to be refined. Sometimes the gate crew call out the boarding zone, and then flip to the monitor to show which zones are boarding. So unless everyone is gathered around to see the monitor there is usually confusion as wi which zones are boarding.

Same as last comment. Food sucks. Quality. Not surprising most people have no clue about nourishment Clearly

Not the fault of United—weather, reroute around weather, time sitting on tarmac, arrived couple hours late, too late for train into city necessitating a much pricier cab but weather…can’t be helped.

Friendly and professional flight crew. Aside from departure delay after boarding, easy flight and smooth landing.

Great smooth flight. Had a seating change, but that was an improvement. Thanks United Airways Crew.

The flight attendants were great, I joked with one I can’t remember her name, a blond, really sweet. I thought it was run well very professional. This was great i survived Spirit, I know for which I speak.

My husband and I recently had an unfortunate experience with Lufthansa. At the Philadelphia International airport, the ground staff refused to board us because we didn’t have a current visa stamped on our passports for Frankfurt. We completely understand that this was our mistake. we should have double-checked the visa requirements before our trip. However, the issue that upset us most was how the situation was handled by the staff. They told us they would mark it as “boarding denied due to visa issue”, but instead they recorded it as “no show”. Because of that incorrect entry, our return flight was automatically cancelled as well, which caused additional stress and expense. Mistakes can happen, but we expected more transparency and accuracy from a reputed airline like Lufthansa. It would have made a big difference if the staff had been more careful and considerate in documenting the situation correctly.

Flight was good but there are way to many announcements for credit cards etc.

During booking, I kept trying submitting my payment from the Mexican website and it didn't work. After I had the idea to change it to the Canadian website, it worked but I had to be charged the equivalent of 50 CAD more. I received the clear instruction that I would only be able to check-in at the airport and that it was impossible to select a seat 24 hours before departure, that I had to pay 144 CAD to do so, although not only was I able to check-in 24 hours before departure, but I could have selected my seats for free then. All in all, I almost threw $200 out the window due to misleading information. Besides, the app kept crashing, the information to get to the gate on the app was inaccurate, my gate was switched and I was only informed once in the air (luckily I had noticed the departure pannel), I was not addressed in my language beforehand and even if I tried I was immediately answered in English (which meant the crew understood but didn't want to answer accordingly), there was only one snack & beverage service on my medium haul flight and no beverage service on my short haul flight. To be fair, the planes were comfortable, the crew apart from the language issue was helpful, dynamic and engaging, the plane was clean and the directions were clear and direct. United has a lot of potential to be one of my favourite airlines, but the devil is in the details and a lot of them missed the target.

Flight was timely, relatively comfortable, with decent entertainment and food served. Only problem encountered was with the free messaging which I highly appreciate, but it did not work from iphone to non-iphones.

Better WiFi. I cannot understand that in 2025, United is so behind on a technology that is now a necessity and still painfully unreliable, slow and keeps disconnecting.

Typically flights with AA are good. The staff are pleasant, welcoming, and efficient.

A couple ladies from the crew were so rude and nasty. Thought they were mad at having to be there especially if you asked a question. This will make me think twice next time if I book a flight with you.

Delays to take off and to leave the plane after landing added a lot of time to this flight.

Poor seat in rear of aircraft Food at Admiral’s Club Terminal D at DFW inedible

Always seated jammed in rear of aircraft Admirals Club food at DFW terminal D was absolute worst food experience and I pay $600/year to eat this dried out junk

Flight was delayed because of a bird strike. They had another plane available within 45 minutes.

Mostly good. Flight was crowded but Airline personnel were very friendly & accommodating. It would be good to have savory snacks rather than just sweet Biscoff cookies.

It was a typical flight. We had a delay which seems to be the normality now. And we had no in flight service due to conditions.

Flight attendants on this flight were very attentive and friendly

After we landed we sat on the tarmac for 1.5 hours waiting to get to our gate. Ridiculous.

Plane was in bad shape. TV’s and WiFi didn’t work. Plane need a refresh. Not enough room for bags.

There was a fowl odour coming from the lavatory the entire flight

Everything was great. I liked the text updates so that I never miss a gate change & I have all the latest info.

I don’t usually fly budget airlines or airlines in the United States. It was as good as any other airline. The seats are comfortable and the airline attendants are not rude & surly. Very nice flight (s).

No internet on a flight over three hours in this age is criminal. Staff inattentive and dismissive

They have the most inexperienced / rude flight staff I’ve encountered

very difficult boarding process - aggressive passengers not the friendliest crew

WiFi was not eorkig (again) And the plane was from 1990 with the screens which were.not touch and most didn’t even work and if lucky could tune in tv

I paid extra for a seat closer to the front. The TV didn’t work at all for the entire flight. Would have been nice to know before I purchased an “upgraded “ seat

It was great. I had never flown on JetBlue before, but would be very happy to fly with them in the future.

Seats are not very comfortable, maybe a little more padding for a 2hr plus flight

Very sad about what Spirit has become, because the flights I had with them were delayed between an hour and a half and two, terrible service

Vegas is such a quick flight that amenities aren’t the important part, in my opinion. Just get me there efficiently and safely, and that’s exactly what they did!

The flight was severely delayed due to the missing flight attendants.

Absolutely horrible. Usually pay $40-$50 to check luggage in. I tried to check my suitcase in and the price is raised to $70. That's ridiculously greedy c'mon. I had to leave my suitcase with all my clothes and hygiene products and repurchase once i landed in Atlanta. You guys make it really stressful to travel. Don't even want to travel anymore.

They cancelled the flight 3 hours prior departure. Had to spend $400 for a ne way flight with Delta Airlines! Spirit Airlines are not serios!

My luggage didn’t arrive at LAX, so that wasn’t a good experience.

Terrible seat, no in flight entertainment. No complimentary food or drinks. Seats really hurt my back after flying spirit for the day.

Plastic seat really hurt my back. Cannot even recline on the flight. Very hard to sleep on the plane due to terrible seats . Food and drinks were expensive and not very good. There were like 2 open exit rows behind me. My isle was full so I asked flight attendants if I could sit there. They told me it was a safety issue??? I think it more unsafe to have no one sitting there. In case of emergency, you’d want someone there to help.

The delays and the lack of communication and organization within the airport itself for Staffing this flight and coordinating the paper log necessary to depart was ridiculous and deplorable

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports

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