$146 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 4/28. 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 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

Tue, May 12 - Sat, May 16
American Airlines Logo
7:00 pm - 12:24 am
SJU
-
CHS
5h 24m
1 stop
American Airlines Logo
5:00 am - 10:48 am
CHS
-
SJU
5h 48m
1 stop
$292American Airlines
Wed, Aug 5 - Sat, Aug 8
American Airlines Logo
1:35 pm - 12:16 am
SJU
-
CHS
10h 41m
1 stop
American Airlines Logo
10:49 am - 6:15 pm
CHS
-
SJU
7h 26m
1 stop
$298American Airlines
Tue, May 12 - Sat, May 16
American Airlines Logo
7:00 pm - 10:34 am
SJU
-
CHS
15h 34m
1 stop
American Airlines Logo
5:00 am - 8:55 pm
CHS
-
SJU
15h 55m
1 stop
$300American Airlines
Mon, May 11 - Fri, May 15
Spirit Airlines Logo
12:59 am - 1:44 pm
SJU
-
CHS
12h 45m
1 stop
Spirit Airlines Logo
2:39 pm - 10:42 pm
CHS
-
SJU
8h 03m
1 stop
$315Spirit Airlines
Thu, Apr 16 - Mon, Apr 20
Multiple Airlines Logo
3:19 pm - 11:08 am
SJU
-
CHS
43h 49m
2 stops
Multiple Airlines Logo
8:28 pm - 9:00 am
CHS
-
SJU
12h 32m
1 stop
$316Multiple Airlines
Sat, Apr 18 - Fri, Apr 24
Multiple Airlines Logo
3:47 pm - 11:08 am
SJU
-
CHS
19h 21m
2 stops
Multiple Airlines Logo
8:28 pm - 10:23 am
CHS
-
SJU
13h 55m
1 stop
$320Multiple Airlines
Mon, May 11 - Tue, May 19
Delta Logo
9:00 am - 3:49 pm
KIN
-
CHS
5h 49m
1 stop
Delta Logo
1:17 pm - 8:00 pm
CHS
-
KIN
7h 43m
1 stop
$379Delta
Tue, May 12 - Sat, May 16
Delta Logo
2:49 pm - 10:56 pm
SDQ
-
CHS
8h 07m
1 stop
Delta Logo
5:15 am - 1:23 pm
CHS
-
SDQ
8h 08m
1 stop
$401Delta
Fri, Sep 11 - Tue, Sep 22
United Airlines Logo
3:20 pm - 11:53 pm
SDQ
-
CHS
8h 33m
1 stop
United Airlines Logo
7:00 am - 2:10 pm
CHS
-
SDQ
7h 10m
1 stop
$412United Airlines
Fri, Sep 11 - Sat, Sep 26
United Airlines Logo
3:20 pm - 11:53 pm
SDQ
-
CHS
8h 33m
1 stop
United Airlines Logo
6:00 am - 2:10 pm
CHS
-
SDQ
8h 10m
1 stop
$451United Airlines
Useful Info

Good to know

Low seasonJanuary
Cheapest flight$146
Best time to beat the crowds but there is an average 14% increase in price.
Most popular time to fly with an average 11% 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 8374 reviews
8.5Crew
7.8Entertainment
8.1Boarding
7.9Comfort
7.2Food
Airline reviews

I was told that they needed to check my bag at the gate and to pick it up at the gate in Richmond. No big deal. I know they can't control the weather, but we flew around RIC for 45 minutes to avoid the storm and were 25 minutes late leaving as well. Once we landed, we were told to go to baggage claim to pick up our luggage. I went to bathroom, paid for parking, and went to the assigned baggage claim location. United flight people came down with us as well. They got their luggage immediately. Next, South West people came down about 10 minutes later. They got their luggage next. We finally got our luggage around 30 minutes in waiting. Was not a wonderful experience. No reflection on Delta, but the ground crew was lousy at best.

6.0 GoodJoseph, Apr 2026
MSP - RIC
Read more Delta reviews

I was told that they needed to check my bag at the gate and to pick it up at the gate in Richmond. No big deal. I know they can't control the weather, but we flew around RIC for 45 minutes to avoid the storm and were 25 minutes late leaving as well. Once we landed, we were told to go to baggage claim to pick up our luggage. I went to bathroom, paid for parking, and went to the assigned baggage claim location. United flight people came down with us as well. They got their luggage immediately. Next, South West people came down about 10 minutes later. They got their luggage next. We finally got our luggage around 30 minutes in waiting. Was not a wonderful experience. No reflection on Delta, but the ground crew was lousy at best.

Everything could have benn better. Short fly, no food, no entertainment and no wifi.

Flight delayed. Air broken. Cabin was hot enough to pass out. Delta shuttle’s becoming worse and worse.

my mom urmila patel needed a wheelchair which was not available on the curbside. she needed to walk almost 50 meters inside (at the risk of falling) and then had to wait in line to get a wheelchair (this is not ok). Once obtained she had to seat in it for 30-45 minutes for someone to take her in thru the checkin process (which was fairly smooth and easy). the lady who helped her with her checkin process was very courteous and helpful

On the return flight, flight attendant Britt went out of her way to inform passengers that several of us had tight connections.

Fast, lovely scenery, great info on the Delta flight screen about landmarks we were flying over. Great landing!

Staff at the check-in counter were friendly, happy and helpful. They tagged our bags and sent us to “bag drop off” but were not very clear about where that was. The airport was busy we headed off in what we thought was the right direction until a gentleman waved us down and actually came after us. He was the baggage handler for Delta and recognized our “deer in the headlights “ look-he brought us to the right area (which was marked as the Southwest Airlines Drop Off) and sent us on our way. Wonderful guy, low key and working with a big smile on his face. Loved it. Loved him.

During the flight, the only refreshments provided were crackers and soft drinks; no substantial food was offered despite the international route. Furthermore, our initial flight was delayed, causing us to miss the connecting flight in Atlanta. The airline did not hold the connection, and we were informed that the next available flight is not for another 24 hours. While I am aware of alternative options via JetBlue, they operate out of JFK, which is not a viable solution for us as a resident of New Jersey.

Our recent international travel was from Newark, NJ to Grenada via Atlanta. During the flight, the only refreshments provided were crackers and soft drinks; no substantial food was offered despite the international route. Furthermore, our initial flight was delayed, causing us to miss the connecting flight in Atlanta as it did not wait for arriving passengers. Consequently, we were delayed by 24 hours before the next available flight was provided. While I am aware of alternative options via JetBlue, they operate out of JFK, which is not a viable solution for me as a resident of New Jersey.

This was my first flight with Delta, the overall experience was good. I would definitely consider them more with my future flights.

Moved to earlier flight which unexpectedly had maintenance issues initially indicated as quick fix to ultimately plane changes. Moved back to original flight, also delayed. In all cases customer updates and communication very unclear, no updates on drivers for delays.

Flight was delayed. No urgency by American Airlines team to assist those with connecting flights. It was basically you are on your own to run through the terminals to try and make your connection. Thanks, Mary

I have never been assaulted they way I was today in Charlotte - shame on American

One of our group members was struggling to walk. In Charlotte we asked for a wheelchair and she was accompanied by Desmond. I was impressed by his patience and attention. In Boston she received the same service. I didn’t get the name of the helper but she went above and beyond in assisting us. A great AA service

Delayed 24 hours. Should have called it much earlier They provided quality accommodations, food vouchers etc. FINALLY The issues started at 8 AM and they cancelled the flight at 11:30 PM, with no plans for a new flight.

Better snacks but flight and crew were amazing on this flight

Found that the plane used for this short flight is smaller and therefore the seats are really squeezed tight.

It was the most un-special flight experience in my life.

Plane was super cold. No entertainment unless you were with mileage program Getting off the plane was super slow

Flight was on-time, boarding was flawless and the crew was friendly.

Horrible airline .. my flight was cancel , the only offer to flight next day was no good for me , representative from spirit advise everybody to buy the new ticket from southwest airline and spirit will pay back the money we spend on new ticket but after we did this they don’t want to pay us back , .. customer service is not help anybody Chat text messages it is horrible also , robots can’t answer and help u with anything … I send the complains to head quarter in Miami and department of transportation

The ticket price are reasonable, however, they can do better with the price on the luggage. Overall, I will continue using spirit.

That this is my second time the they cancel flights and they always wait until the last minute to let people know

The flight was supposed to leave at 6:22pm we are just now leaving the gate after deplaning twice at 1:07am.

Spirit is always late. Every single time. Always a different reason

They keep delaying and cancel at last moment and height was for you to get refund need to be in chat line for two hours. I complained to DOT. Never recommend this airline on Kayak please

First flight in along time with spirit! I’m honored to say this flight was excellent 😊

Spirit is awful. Do not fly spirit. Nothing but delays, cancellations.

Every connection was late but that meant I was not running from one to the next so that was a good thing. No one wants to miss a connection

Food and entertainment see irrelevant to rate them as that’s not really an option anymore. The flight was fast and friendly. The plane was immaculately clean.

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