$336 Find Cheap Flights from Charleston to Caribbean - Compare and Save

1 adult
1 adult, Economy, 0 bags

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Cheap Flights from Charleston to Caribbean

Cheapest round-trip prices found by our users on KAYAK in the last 5 days
Punta Cana
Punta Cana2 stops$383
Montego Bay
Montego Bay1 stop$395
Nassau
Nassau2 stops$357
Punta Cana
Punta Cana2 stops$383
Montego Bay
Montego Bay1 stop$395
Nassau
Nassau2 stops$357
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?

The cheapest month for flights from Charleston to Caribbean is October, when tickets cost $399 (return) on average. On the other hand, the most expensive months are August and June, when the average cost of round-trip tickets is $1,105 and $974 respectively.

Good to know

Low season

April
Best time to beat the crowds with an average 3% drop in price.
Most popular time to fly and prices are also 14% lower on average.

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.

Reviews of the top airlines flying 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.
7.8
DeltaOverall score based on 8650 reviews
8.1Boarding
8.5Crew
7.8Comfort
7.8Entertainment
7.2Food
Airline reviews

The baseline is to have everything happen as expected. That is what happened with the small exception that climate control in the aircraft sss not turned on when boarding started making the aircraft very hot. All in all great experience!

10.0 ExcellentChristopher, Oct 2026
Read more Delta reviews

The baseline is to have everything happen as expected. That is what happened with the small exception that climate control in the aircraft sss not turned on when boarding started making the aircraft very hot. All in all great experience!

On time, quick boarding, so nice of them to honor active and retired military with early boarding. Attendants were nice . Plane was clean. A bit crowded like all flights.

My bag was open when I got to Portland and all my clothes were wet and my parking pass was wet

Had to deplane 2 x due to problems with plane. Delayed over 6 hours ans was given a $12 food credit which barely oaud for anything and limited to wear incoukd redeem.

After boarding the plane had to wait an hour at the for the copilot to show up before we could depart

No beverage/snack service without any explanation or reason. Late boarding and delayed flight.

more room in seats, larger snacks, more comms with delays

There was overbooking that delayed boarding. Then an airport emergency lockdown that caused further delays in boarding. However the time was made up during flight and there was a minimal delay in landing. Everything else was excellent.

Very crowded and the economy seats were the smallest and with the least legroom I have ever experienced. Cabin staff were excellent although the food service was chaotic as they were being each person their food individually instead of from the wagon.

Typically I give delta excellent reviews. Our flight was delayed 2hrs, I was one of the fortunate ones who were able to get to my connecting flight. Also, annoying that on the connecting flight boarding personnel make me put away a small bag into my carryon. It small enough to put in back pocket seat, why hold me and the line up to just push it into my carryon.

Cabin was bone dry, no humidity whatsoever, and pretty warm; and beverage service didn't start for at least an hour. I had to go to the back for water and the FAs tried telling me it was always this way for all Miami flights, which is complete nonsense. Avoid the MAX8 like the plague.

We did not fly on American Airlines from Chicago to London. We were rebooked on British Airways (by American Airlines) and our luggage was left behind. A full day delay and lost luggage.

Business class flight attendant was very good. But our flight was delayed two hours for a “mechanical” bathroom issue that literally took 5 minutes to fix. Our plane landed early from its previous flight but still waited for a mechanic to show up to fix an obvious minor issue for almost three hours. This caused us to miss our connecting flight. They put us up in a Days Inn that was 17 miles away from the airport that took a half hour of driving just to get to and this was at 11pm at night. Then when we finally got back on a plane after a full day delay they left our luggage back in the airport. This was an international flight, so no luggage or belongings after flying 8 hours to a different country. We will NEVER fly American Airlines again.

12 hour wait in pdx to my initial flight to Dallas to hunstville

I was able to enlist on standby for an earlier flight, and eventually made it (last row). However, the experience was poor and felt unfair. On the standby list, I was ranked #2 (#1 had been cleared a seat). The person ranked as #3, who was also in the queue alongside me was given a seat much earlier - with group 4 boarding (a seat within the first 2 rows after business class). When inquired about why I was skipped-over on the priority list, the gate agent first paused (likely cuz she couldn't explain) - and then gave me the standard expectation that if a space opens up, she'll give me the seat. Despite my priority ranking being higher, I was unduly held-back, and could have missed the plane - unfairly giving advantage to someone else. Luckily one seat opened up; but given the unfair assignment of standby seat by gate-agent, this was a subpar boarding experience.

The airline was small and the seats were not comfortable to sit in for that length of time.

Everything was fine except they changed the gate number and we ended up running all over LAX because of it.

Flight DFW > CVG was delayed with late notice. My flight into DFW from CVG (previous) was delayed by multiple hours with very poor communication & advance notice. And having the flight attendants announce the credit card during the flight when I can't opt felt very insulting and cheap. I already paid you for the flight, you shouldn't be able to take my time and attention hostage for further advertising.

Im sitting here waiting over an hour for my golf clubs

The Charleston, WV airport was cute. Very good staff and small enough to feel comfortable. The plane had more leg room than bigger planes. Much more comfortable.

More options for your flight to Caribbean

Complete your trip to Caribbean with a hotel stay or car rental