$150 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 5/14. 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, Jun 6
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
$280Spirit Airlines
Mon, May 4 - Sat, May 9
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
$285Spirit Airlines
Fri, May 1 - Wed, May 6
Multiple Airlines Logo
12:59 am - 4:30 pm
SJU
-
CHS
15h 31m
1 stop
Multiple Airlines Logo
4:34 pm - 12:21 am
CHS
-
SJU
31h 47m
2 stops
$291Multiple Airlines
Sun, May 3 - Sat, May 9
Multiple Airlines Logo
12:59 am - 5:05 pm
SJU
-
CHS
16h 06m
1 stop
Multiple Airlines Logo
2:39 pm - 10:42 pm
CHS
-
SJU
8h 03m
1 stop
$297Multiple Airlines
Tue, Aug 4 - Fri, Aug 7
Delta Logo
2:42 pm - 10:07 pm
SJU
-
CHS
7h 25m
1 stop
Delta Logo
5:10 am - 1:32 pm
CHS
-
SJU
8h 22m
1 stop
$312Delta
Wed, May 13 - Mon, May 18
American Airlines Logo
11:38 am - 11:59 pm
SJU
-
CHS
12h 21m
1 stop
American Airlines Logo
8:09 pm - 9:13 am
CHS
-
SJU
13h 04m
1 stop
$320American Airlines
Wed, May 13 - Mon, May 18
American Airlines Logo
7:25 am - 11:59 pm
SJU
-
CHS
16h 34m
1 stop
American Airlines Logo
7:30 pm - 4:32 am
CHS
-
SJU
9h 02m
1 stop
$321American Airlines
Wed, May 27 - Fri, Jun 5
Delta Logo
1:18 pm - 11:59 pm
MBJ
-
CHS
9h 41m
1 stop
Delta Logo
5:15 am - 3:34 pm
CHS
-
MBJ
11h 19m
1 stop
$387Delta
Sat, May 2 - Wed, May 6
JetBlue Logo
8:31 am - 7:34 pm
STI
-
CHS
11h 03m
1 stop
JetBlue Logo
11:24 am - 11:58 pm
CHS
-
STI
12h 34m
1 stop
$410JetBlue
Sat, May 2 - Wed, May 6
JetBlue Logo
8:31 am - 7:34 pm
STI
-
CHS
11h 03m
1 stop
JetBlue Logo
11:24 am - 11:58 pm
CHS
-
STI
12h 34m
1 stop
$448JetBlue
Useful Info

Good to know

Low seasonSeptember
Cheapest flight$150
Best time to beat the crowds with an average 14% drop in price.
Most popular time to fly with an average 6% 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 airlines flying 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 8434 reviews
7.2Food
7.8Entertainment
8.1Boarding
7.9Comfort
8.5Crew
Airline reviews

The plan was delayed and left DC 90 minutes late. However, it showed a 20 minute delay on the delta app, then a 12 min delay. It turned out to be an hour delay. I found out where the plane was with flightaware. Stop keeping customers in the dark about what is going on.

2.0 MediocreGlenn, Apr 2026
BOS - CLT
Read more Delta reviews

The plan was delayed and left DC 90 minutes late. However, it showed a 20 minute delay on the delta app, then a 12 min delay. It turned out to be an hour delay. I found out where the plane was with flightaware. Stop keeping customers in the dark about what is going on.

Everything went smoothly, although the usual gripes about airline travel were still present: the boarding process is inefficient, the snack selection is limited, and so on. Since there was extra space on the flight, the gate agent rearranged many people's seats to put people on the aisles and windows, leaving the middle seats empty, as much as possible, which was pretty great.

Landed without a gate ready. Plane is extremely old and dirty.

All the amenities was wonderful, if they could keep their prices that low. I'd fly with them all the time.

Very old plane with no inflight entertainment. I purchased the internet pass and it was nearly unusable.

My tray was broken so i had no place to work or eat except my lap. Flight attendant said I would get an email with some credit or miles, it was a complete waste of time as I could only function at about 20% of normal. I have not received anything yet.

Short trip, no food and therefore no expectation for much interaction with staff who were pleasant and professional. My critique is on comfort of the seats. Exit rows and comfort seats do not provide enough personal space for 3 side-by-side seats, especially when in the middle row. Some passengers are not considerate of the middle seat and there should be signs that state something to the effect of: "please consider giving middle seats use of the armrests."

My flight yesterday evening was delayed 3.5 hours with no water or food service. Poor experience

Transparency from pilots, quick boarding and exiting the plane, staff greeted to each and everyone,

Didn't like sitting on the waiting pad for 30 minutes right after departing the gate. If you're going to do that, just don't board so people can still get up and walk around in the terminal. My luggage was damaged by the baggage handlers.

The crew was very kind, but no in-flight entertainment monitors and a 2 hour and 30 minute delay was extremely frustrating.

Everything was delayed and the staff sent me to the wrong gate, causing me to miss one of my flights. I arrived at my destination 6 hours later than I was supposed to.

Got home at 3am after deboarding the plane. No compensation offered by American

Delayed flight. Missed connection, AA put us on a later connecting flight. The connection flight was delayed 4 times and we had to deplane. Didnt get home until 3am, when I was supposed to be home at 8:30p. Zero compensation offered from American. I would not fly them again.

The seats need better cushioning for a nearly 5-hour flight, it was a bit uncomfortable. I'm glad American has free wi-fi but there were was a bout 30 minutes in the middle of the flight when there was no connection which was frustrating.

My original flight got delayed day of so I had to rebook it from one layover to two layovers. The flight also left earlier which was a slight inconvenience but manageable. Then my first connection flight got delayed 3 separate times for a total of 2 hours delayed, causing me to miss my second connection flight back to Santa Barbara. Now, because of this missed flight, I am missing my college classes that I pay for.

Flight: Started on time. Comfortable flight. Arrived on time. Crew: Very cordial and helpful. Drinks and snack was served with a smile. Overall enjoyed the trip. Regards, Hari Doss Chanchala Doss

It was good, the staff was great, and the food, was as usual, tea and biscuit. Bathroom was clean, and the plane was clean as well.

Early departure meant on time arrival. Only real problem was free internet had issues, although chatting with the internet help desk (you can do this via aainflight.com) got the issue resolved.

It was really a terrific experience both going and returning on AA. Staff and crew were professional.

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Everything you need to know for your flight to Charleston

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