$154 Find Cheap Flights from Caribbean to Charleston - Compare and Save

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Charleston departing on 8/11. 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, 0 bags

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Cheap Flights from Caribbean to Charleston

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Caribbean to Charleston 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 Caribbean to Charleston

Tue, Aug 18 - Tue, Aug 25
Multiple Airlines Logo
6:00 am - 6:14 pm
SJU
-
CHS
12h 14m
1 stop
Multiple Airlines Logo
4:04 pm - 12:23 am
CHS
-
SJU
8h 19m
1 stop
$309Multiple Airlines
Tue, Sep 1 - Thu, Sep 10
Multiple Airlines Logo
3:06 am - 9:08 am
SJU
-
CHS
6h 02m
1 stop
Multiple Airlines Logo
10:05 pm - 11:38 pm
CHS
-
SJU
25h 33m
1 stop
$310Multiple Airlines
Tue, Sep 1 - Fri, Sep 4
Multiple Airlines Logo
3:06 am - 9:08 am
SJU
-
CHS
6h 02m
1 stop
Multiple Airlines Logo
9:44 pm - 12:23 am
CHS
-
SJU
26h 39m
1 stop
$316Multiple Airlines
Wed, Sep 2 - Fri, Sep 4
Southwest Logo
10:30 am - 7:45 pm
SJU
-
CHS
9h 15m
2 stops
Southwest Logo
1:15 pm - 10:50 pm
CHS
-
SJU
9h 35m
1 stop
$322Southwest
Thu, Jun 25 - Sat, Jul 11
American Airlines Logo
5:17 pm - 10:07 am
MBJ
-
CHS
15h 50m
2 stops
American Airlines Logo
7:50 pm - 11:47 am
CHS
-
MBJ
16h 57m
2 stops
$323American Airlines
Tue, Aug 4 - Fri, Aug 7
JetBlue Logo
5:35 am - 5:50 pm
SJU
-
CHS
12h 15m
1 stop
JetBlue Logo
5:42 pm - 11:18 pm
CHS
-
SJU
5h 36m
1 stop
$343JetBlue
Tue, Jul 28 - Mon, Aug 3
American Airlines Logo
7:14 pm - 10:22 am
SJU
-
CHS
15h 08m
1 stop
American Airlines Logo
8:13 pm - 9:45 am
CHS
-
SJU
13h 32m
1 stop
$356American Airlines
Fri, Sep 4 - Tue, Sep 8
Delta Logo
12:56 pm - 6:52 pm
SJU
-
CHS
5h 56m
1 stop
Delta Logo
6:30 am - 4:35 pm
CHS
-
SJU
10h 05m
1 stop
$358Delta
Fri, Sep 4 - Tue, Sep 8
Delta Logo
12:56 pm - 11:59 pm
SJU
-
CHS
11h 03m
1 stop
Delta Logo
7:05 am - 4:49 pm
CHS
-
SJU
9h 44m
1 stop
$365Delta
Fri, Aug 28 - Tue, Sep 1
JetBlue Logo
5:01 am - 4:47 pm
SDQ
-
CHS
11h 46m
1 stop
JetBlue Logo
5:27 pm - 11:59 pm
CHS
-
SDQ
6h 32m
1 stop
$410JetBlue
Useful Info

Good to know

Low seasonJanuary
Cheapest flight$154
Best time to beat the crowds but there is an average 11% increase in price.
Most popular time to fly with an average 10% increase in price.
Flight from San Juan to Charleston

FAQs for booking flights from Caribbean to Charleston

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

    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 Caribbean to Charleston.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Charleston from 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 Caribbean to Charleston?

    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 to Charleston with an airline and back to Caribbean with another airline.

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

    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 to Charleston from Caribbean up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top 3 airlines serving from Caribbean to Charleston

 
Need help choosing which airline to fly with from Caribbean to Charleston? 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 8400 reviews
7.8Comfort
7.8Entertainment
7.2Food
8.5Crew
8.1Boarding
Airline reviews

Original flight was delayed, then cancelled and the gate staff did not expedite rebooking. Also, no instructions were given that a ticket number was needed before being called to facilitate rebooking. This could have been much more organized.

2.0 MediocreBen, Jun 2026
ATL - HSV
Read more Delta reviews

Original flight was delayed, then cancelled and the gate staff did not expedite rebooking. Also, no instructions were given that a ticket number was needed before being called to facilitate rebooking. This could have been much more organized.

Be on time? When not on time a circling for over an hour offer more than 1 bag of chips to the passengers? It was a 7 hour flight by the time we got done.

Five hour delays every hour, I wish it were all at once

Flight delayed four separate times. I’m now one hour hours late to landing.

worst flight ever from Delta, it got delayed and kept on delaying..

Should never have had to go to Detroit from Orlando back to Tennessee!

Got rerouted from a straight flight from Orlando to Atlanta to Knoxville to a flight from Orlando to Detroit to Knoxville! Seriously!! Flight delay out of Detroit! Long day for what should have been a pretty easy travel day!

Two delays on two separate planes with parts they could not easily find and replace.

I like the lane and orderliness and timely everything was executed. Amazing

If you cant travel Delta One, Comfort Class is the next best thing!

Leave on time. We waited on the plane for hour hours and it was hot and smelly

Check in was easy. Flights were smooth. Flight attendants were courteous and friendly.

Two hours delay, probably one hour because they didn’t bring catering and they had to bring water in board. There a change of aircraft. But delays galore at CLT so it must be a CLT and/or AA operation issue. The 1 hr additional delays because nobody could bring 2 packs of water sooner is probably the best example of this airline operates

Crew was nice, aircraft dated, entertainment same. Internet is expensive and terribly slow. Food pretty bad

Horrible experience. Food was ridiculous, insufficient, and not appetizing at all. They served sugary granola bar for breakfast. Furthermore, my bags were delayed and delivered damaged and American made it impossible to file for damages. Furthermore, the flights were delayed causing unnecessary stress given the connecting flights. It was awful experience, would never want to fly American.

My flight times changed 4 times since I originally booked the flight. The last time being the day of flight - a 2 hour delay. This meant instead of getting into IAH at 9:30p, I got in at 2:30a. This was very disappointing!!!

Flight was delayed 5 hours. Initial reason for delay was 'maintenance' - which makes sense. Then, the additional 2 hours continued to say it was maintenance - when I know EWR had a 2 hour delay. AA did not say that. Additionally, when boarding, there was only one agent at the counter for a long time - until another came to help. After boarding, we had to wait another 45 minutes due to 'no catering'. So while we waited for catering, AA continued to board additional passengers - which seemed odd - and raised questions about what really was going on. I sat in First Class. During the flight, the flight crew allowed a significant number of non-First Class passengers to use the front bathroom - which created a very crowded environment in First Class which was uncomfortable. This also delayed First Class passengers from using the bathroom. Overall, horrible experience.

My table was broken so it made it difficult to eat the food during the service. I was also informed that my luggage did not make it with me to Phoenix. I live two hours away so this makes it even more stressful to try and arrange a time for pick up

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.

Another uncoordinated American experience. Always surprises me at DFW for them of all places. Have to take this flight as there are no other good time options. We knew from the start that something was wrong, but the pilot wouldn't tell us. I just watched my Kayak app grow the delay by 10 minutes as it went to 3.5 hours. They were uncoordinated with maintenance (as maintenance, when finally arriving, knew within 15 minutes the plane wasn't going. No 'sorry' or 'this is what is going on' comment. The pilot seemed unfazed / didn't care about the process we were going through.

JetBlue worker, Blythe, was so amazing at the DCA counter. If it wasn’t for her, I’m not sure we would’ve made it through. Please thank her!

They lost my luggage and refuse to help. Terrible airline. I've never experienced worse customer service in my life. Pretty much just told me too bad that I lost all my luggage, not caring that I am stuck in Europe for 2 weeks with absolutely nothing.

You should have had Wifi to make it much enjoyable.

The flight out was delayed from 3:40pm to 5pm and again to 8pm. We boarded after 5pm, had to disembark because they could not get the Engine started, then we switched gates and got a new plane and did not board until after 8pm.

The flight was delayed after already taxiing from the gate due to a malfunction. After 3 hours we were told the flight was canceled. The next flight available was Sunday. My daughter and I stayed overnight in the airport due to this issue. I was given a $12 meal voucher. Unacceptable

Whole experience was poor. Delayed 2 hours. Lied about the delays. Was all jet blues fault and tried to blame on air traffic control. Sent out other let trips and wouldn't allow people to switch aircraft.

My bag was not loaded on my flight. it was not communicated to me until i was waiting for my bag at my destination. there was no confirmation of when my bag was arriving and no way to track it.

Nice plane, clean, wifi available and movies. All the flight attendants were courteous.

The gate attendant in Boston had a high raspy voice and spoke much too fast to be understood. Not pleasant.

The flight was delayed for more than 3 hours the flight attendant was so angry, it was my first flight with JetBlue but i don’t think I flight with them again.

Traveling to a place near Charleston?

Book flights to Charleston if you plan to visit one of these locations
North Charleston
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Walterboro
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Everything you need to know for your flight to Charleston

Information on the airport you'll fly into in Charleston