$100 Find Cheap Flights from Caribbean Islands to Charleston

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 1/17. 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, 0 bags

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Everything you should know

Cheapest round-trip
$221
Overall average: $313
Multiple Airlines
Sat 3/7Tue 3/10
SJU - CHS • 1 stop
Cheapest one-way
$86
Typical prices: $155-$251
Multiple Airlines
Sat 1/17
SJU - CHS • 1 stop
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Flight Deals
Useful Info
Flight Deals

Cheap Flights from Caribbean Islands to Charleston

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

Sat, Mar 7 - Tue, Mar 10
Multiple Airlines Logo
10:12 pm - 1:04 pm
SJU
-
CHS
15h 52m1 stop
Multiple Airlines Logo
2:00 pm - 8:55 pm
CHS
-
SJU
6h 55m1 stop
$221Multiple Airlines
Thu, Feb 12 - Tue, Feb 17
American Airlines Logo
5:18 pm - 11:51 pm
SJU
-
CHS
7h 33m1 stop
American Airlines Logo
7:05 am - 11:31 pm
CHS
-
SJU
15h 26m1 stop
$222American Airlines
Fri, Jan 16 - Sun, Jan 18
Multiple Airlines Logo
6:48 pm - 5:36 pm
SJU
-
CHS
23h 48m1 stop
Multiple Airlines Logo
7:56 pm - 3:01 pm
CHS
-
SJU
18h 05m1 stop
$239Multiple Airlines
Wed, May 20 - Wed, Jun 3
JetBlue Logo
10:00 am - 7:05 pm
SJU
-
CHS
9h 05m1 stop
JetBlue Logo
3:30 pm - 12:59 am
CHS
-
SJU
9h 29m1 stop
$261JetBlue
Fri, Jan 23 - Mon, Jan 26
JetBlue Logo
6:01 am - 12:40 pm
SJU
-
CHS
7h 39m1 stop
JetBlue Logo
10:38 am - 7:26 pm
CHS
-
SJU
7h 48m1 stop
$265JetBlue
Sat, Feb 14 - Sat, Feb 21
Delta Logo
4:55 pm - 11:54 pm
SDQ
-
CHS
7h 59m1 stop
Delta Logo
7:30 am - 2:17 pm
CHS
-
SDQ
5h 47m1 stop
$326Delta
Fri, Jan 16 - Sun, Jan 18
Delta Logo
2:19 pm - 8:55 pm
MBJ
-
CHS
6h 36m1 stop
Delta Logo
10:25 am - 3:20 pm
CHS
-
MBJ
4h 55m1 stop
$343Delta
Fri, Jan 30 - Mon, Feb 2
United Airlines Logo
4:00 pm - 11:48 pm
STI
-
CHS
8h 48m1 stop
United Airlines Logo
6:00 am - 2:53 pm
CHS
-
STI
7h 53m1 stop
$419United Airlines
Wed, Apr 1 - Sun, Apr 12
Spirit Airlines Logo
12:00 pm - 11:26 pm
KIN
-
CHS
10h 26m1 stop
Spirit Airlines Logo
7:00 am - 11:00 am
CHS
-
KIN
5h 00m1 stop
$458Spirit Airlines
Fri, Jan 30 - Mon, Feb 2
United Airlines Logo
4:00 pm - 11:48 pm
STI
-
CHS
8h 48m1 stop
United Airlines Logo
6:00 am - 2:53 pm
CHS
-
STI
7h 53m1 stop
$464United Airlines
Useful Info

Good to know

Low seasonJanuary
Cheapest flight$86
Best time to beat the crowds with an average 35% drop in price.
Most popular time to fly with an average 5% increase in price.
Flight from San Juan to Charleston

FAQs for booking flights from Caribbean Islands to Charleston

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

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Charleston from Caribbean Islands 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 Islands 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 Islands with another airline.

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

 
Need help choosing which airline to fly with from Caribbean Islands 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 8017 reviews
8.1Boarding
7.9Comfort
8.5Crew
7.8Entertainment
7.2Food
Airline reviews

I really liked the legroom. I am 6’4”.a at For some reason our seats were not together and using the app to fix it didn’t work. Passengers were nice enough to move for us but you should absolutely ensure a parent sits with their child.

6.0 GoodJason, Jan 2026
BOS - SFO
Read more Delta reviews

I really liked the legroom. I am 6’4”.a at For some reason our seats were not together and using the app to fix it didn’t work. Passengers were nice enough to move for us but you should absolutely ensure a parent sits with their child.

Late delayed flight delays boarding and delays leaving and delays on arrival too. Cramped plane no room no food.

DTW line is too long. The flights from DTW to BWI are always delayed for unknown reasons.

Delta canceled our flight and we had to scramble to find another airline to get home. Phoenix is not a delta hub so they didn’t have another plane. It would have been a red eye though Salt Lake City. Getting in at 5am. No bueno.

This flight was no comparison to our prior flight. I'm thinking it all has to do with the age of the aircraft.

This flight was a first class choice and left much to be desired. Seat backs on seats were falling apart and torn. Seats actually didn't come to a "full & upright position". Pull out table was sprung. Not any significant leg room. All in all we were on an obviously older plane and felt overcharged for what we received as first class.

Flight was delayed several times. At one point, they "pulled back" 15 minutes from the delayed boarding and sent a text saying we would board sooner than previously advised. The flight then was delayed again. And when we boarded, there was an unspecified technical issue which had us waiting in the plane for about an hour.

Delta is a good airline. I've never had an issue with Delta. I'll continue to fly with them until they show me that I shouldn't.

The only thing nice I can say is the flight crew was really nice and apologetic about the situation. They shared as much information as they had and advised us on what we could do about missing connecting flights. The boarding process was so slow. The gate agent was working by herself and should have had someone working with her. It took almost an hour to board because she was trying to board a full flight of people and provide customer service to everyone who was flying standby and/or had questions. It was really chaotic. This didn't help the fact that we were delayed and folks were missing connections the longer it took.

The gate attendants and the crew were terrible. Because of high winds, they needed to carry more fuel, so they had to get volunteers to take the next flight at 6 am the next day. They did a terrible job of it - our flight ended up taking off just under 3 hours of the scheduled time. I hope to never fly Delta again.

Nothing to write home about, average flight experience. Seats were spacious enough, crew friendly enough. Loved the AA entertainment/wifi service.

Kayak was among the missing. There was not the usual advice regarding next gate after arriving in Dallas. No communication after the reminder to check in before the Moline flight. What happened?

They should have allowed for extra time to de-ice the plane before boarding passengers. This delayed us about 10-15 mins after we boarded. Overall experience was fine. Crew was friendly and on top of everything. We didn’t have any issues during the flight.

Experience was good. We were delayed in leaving by 15 mins because the flight was waiting on a family that was late in getting to the gate. Food and drink options were as expected. I highly recommend checking in ahead of time using the airline’s app so that it’s quicker to get your luggage tags as soon as you arrive at the terminal. No more waiting in long lines!

Overall experience was great. Flights were almost on time in departing and we arrived at our destination as scheduled. No issues with amenities or flight crew. Everything went well as as expected. Will fly again with American Airlines in the future!

We never made it due to delays on both ends. Gate attendant said it was mechanical but the system said otherwise, so no compensation. That’s not right.

Our flight from Eagle to Vail was delayed to the point we missed our connection to Savannah. Now we’re a family of 4 in a hotel room with luggage, no toiletries, no clean clothes. Gate attendant said the delay was mechanical but it was put in the system as something else so no compensation. That’s just wrong.

Crew were all friendly and helpful. It was a short flight so just a beverage service with a cookie. After we were boarded the plane took about 45 minutes to leave the gate but it was New Year’s Eve so not shocking there was some delay. Overall good experience and very grateful.

After the door had been closed, the cockpit makes an announcement that catering is running late and it is not the airline's fault. It is their fault in the sense that we had to sit for 2 hours or more when we could have stayed in the terminal. Poor communications between catering and airline. This caused a young man to lose his temper and he went storming out hitting objects. He had complained to the gate agent that he had already waited at the gate 7 hours and when can the airplane leave? Airilnes do a poor job of explaining delays, maintenance issues, etc. whereas being truthful may gain more sympathy or understanding.

The captain brought my 6 year old son into the cockpit and allowed him to ask questions, sit in the captain’s chair and talk about all the gears and levers. Made the trip very special for him.

spirit delayed my first flight 9 hours and then cancelled my flight back home. Very disappointed with their service.

Flight cancelled and no alternative offered for over a week. Ruined our Christmas vacation plans

Flight was delayed from 10:09pm back to 12:41am and actually took off closer to 1am as they were waiting for an additional flight attendant. Plane was new and crew was fine once we got moving but the delay was rough. Also Spirit (have flown this twice) lands at the satellite gates at BNA and there is a ground shuttle to get you back to the main terminal that adds outdoor elements, extra walking and about 20 min total to the arrival timing. BNA may eventually connect this concourse in a better way as they grow but it’s notable.

The flight was on time, the crew is friendly, and the seat was nice and wide compared to some other airlines. (the KAYAK survey should allow for the response, not applicable, because I did not have any food or take advantage of the entertainment)

Every Spirit flight we took was delayed by nearly 2 hours. We arrived in MCO and learned that our connection had been canceled. There were no options for rebooking for 4 days. No hotel vouchers provided, no transportation etc. The airline essentially stranded us, and rhe passengers from 6 other flights hours from our destinations with no assistance. Still no word on my refund. Terrible customer service.

AWFUL THEY CANCELED MY FLIGHT LESS THAN 12 HOURS BEFORE AND GAVE NO WAY TO GET A REFUND OR BOOK A NEW FLIGHT. THEN HAD THE AUDACITY TO GIVE ME A $30 VOUCHER ON A $500 FLIGHT

Cancel the ticket on my day that I’m travelling that it was

The airplane had a strange noise that was constant throughout the flight. Thankfully I had noise-cancelling over-ear headphones that muted much of it.

They canceled the flight at the last minute! No customer service. Unable to get another flight for 3 days!! Spirit was NO help at all!!

it was terrible. flight was cancelled hours before the flight without a given reason and no other booking available .

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