$136 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 11/15. 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 Cana2 stops$306
Montego Bay
Montego Bay1 stop$339
Nassau
Nassau1 stop$420
Providenciales
Providenciales1 stop$488
Punta Cana
Punta Cana2 stops$306
Montego Bay
Montego Bay1 stop$339
Nassau
Nassau1 stop$420
Providenciales
Providenciales1 stop$488

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

Tue, Mar 10 - Wed, Mar 11
American Airlines Logo
5:49 am - 10:25 pmCRW-SJU
16h 36m2 stops
American Airlines Logo
5:35 am - 9:46 pmSJU-CRW
16h 11m2 stops
$295American Airlines
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Sat, Mar 14 - Wed, Mar 18
American Airlines Logo
6:08 pm - 2:50 pmCRW-PUJ
20h 42m2 stops
American Airlines Logo
5:05 pm - 10:22 amPUJ-CRW
17h 17m2 stops
$306American Airlines
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Fri, Nov 28 - Fri, Dec 5
American Airlines Logo
7:51 pm - 10:08 amCRW-MBJ
14h 17m1 stop
American Airlines Logo
12:21 pm - 6:39 pmMBJ-CRW
6h 18m1 stop
$339American Airlines
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Wed, Dec 31 - Fri, Jan 16
Delta Logo
6:00 am - 2:13 pmCRW-MBJ
8h 13m1 stop
Delta Logo
8:00 am - 4:37 pmMBJ-CRW
8h 37m1 stop
$341Delta
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Wed, Dec 31 - Fri, Jan 16
Delta Logo
6:00 am - 2:13 pmCRW-MBJ
8h 13m1 stop
Delta Logo
4:05 pm - 10:34 pmMBJ-CRW
30h 29m2 stops
$346Delta
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Mon, Nov 17 - Mon, Nov 24
Multiple Airlines Logo
7:36 pm - 5:54 pmCRW-SJU
45h 18m2 stops
Multiple Airlines Logo
3:59 am - 7:43 pmSJU-CRW
16h 44m1 stop
$402Multiple Airlines
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Thu, Nov 20 - Mon, Nov 24
Multiple Airlines Logo
9:58 am - 4:28 pmCRW-SJU
29h 30m1 stop
Multiple Airlines Logo
3:59 am - 7:43 pmSJU-CRW
16h 44m1 stop
$426Multiple Airlines
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Mon, Oct 27 - Fri, Oct 31
United Airlines Logo
5:45 pm - 12:46 pmCRW-MBJ
20h 01m1 stop
United Airlines Logo
2:36 pm - 1:23 pmMBJ-CRW
21h 47m2 stops
$435United Airlines
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Fri, Nov 28 - Fri, Dec 5
United Airlines Logo
5:45 pm - 1:46 pmCRW-MBJ
20h 01m1 stop
United Airlines Logo
1:25 pm - 9:25 pmMBJ-CRW
32h 00m2 stops
$473United Airlines
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Fri, Nov 28 - Fri, Dec 5
WestJet Logo
1:15 pm - 9:56 amCRW-PUJ
19h 41m2 stops
WestJet Logo
7:20 am - 10:36 amPUJ-CRW
28h 16m2 stops
$1,613WestJet
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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 October, when tickets cost $291 (return) on average. On the other hand, the most expensive months are July and December, when the average cost of round-trip tickets is $1,038 and $845 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.

Your flight ticket price will generally be cheaper if you fly to Caribbean on a Monday and more expensive on a Thursday. On your return trip to Charleston, you should consider flying back on a Tuesday, and avoid Saturdays for better deals.

Good to know

Low seasonOctober
Cheapest flight$136
Best time to beat the crowds with an average 4% drop in price.
Most popular time to fly and prices are also 19% lower on average.
Flight from Charleston to Montego Bay

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 in the morning, when round-trip flights cost $566 on average. On average, there is no price difference when choosing to fly in the morning or the evening on this flight route. 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 $574.

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.
7.9
DeltaOverall score based on 7984 reviews
8.5Crew
8.2Boarding
7.9Entertainment
7.3Food
7.9Comfort
Airline reviews

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

10.0 ExcellentBraulio, Oct 2025ATL - SDQ
Read more Delta reviews

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.

On time flight. Seat comfort could be better in the Comfort section.

My issue was with TSA agents for delta airlines. My luggage got flagged. The agent was going thru another persons first. He took 20 min to go thru hers. I asked them to bring mine closer so I could sit down . They said you can go sit it will be fine. I said I am supposed to keep my eyes on my bags at all times. The agent was meticulously unwrapping 2 gifts that the lady had and then tried to re warp it. He was trying to be kind i get it but 20 min for me to stand watching him do that was ridiculous. It was 6 am and there were a ton of travelers. Mine was flagged for some air packed tea that I bought in Turkey. My previous delta flight and 2 others before didn’t flag it. Consistency would be nice. Also on the flight the window shades were down for take off and landing - I thought that was very odd I thought they had to remain open for take off and landing.

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.

Food should be better quality. Video screens have poor resolution and the library of movies is poor. The other airlines are much better.

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports

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