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Find cheap flights from Charleston to Caribbean from $75

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 8/21. 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
0 bags
Wed 5/29
Wed 6/5

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Best Caribbean Flight Deals

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours

Punta Cana
Punta Cana2 stops$271
Montego Bay
Montego Bay1 stop$307
Santo Domingo
Santo Domingo1 stop$214
Oranjestad
Oranjestad1 stop$315
Nassau
Nassau1 stop$290
Kingston
Kingston2 stops$362
Simpson Bay
Simpson Bay1 stop$436
Providenciales
Providenciales1 stop$377
Port of Spain
Port of Spain1 stop$477
Bridgetown
Bridgetown1 stop$464
George Town
George Town2 stops$446
Aguadilla
Aguadilla1 stop$644
Willemstad
Willemstad1 stop$550

Good to know

Low season

October

High season

April

Cheapest flight

$75
Best time to beat the crowds with an average 9% drop in price.
Most popular time to fly with an average 1% increase in price.
Flight from Charleston to San Juan

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

See more FAQs

Top tips for finding cheap flights to Caribbean

  • Morning departure is around 25% more expensive than an evening flight, on average*.
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

Top 5 airlines serving 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.
8.0
DeltaOverall score based on 10913 reviews
8.0Entertainment
8.6Crew
7.4Food
7.9Comfort
8.2Boarding
Airline reviews

The pilots were good. Disappointing when planes don't have electrical ports

6.0 GoodAnonymous, Apr 2024ATL - CHS
Read more about Delta reviews

The pilots were good. Disappointing when planes don't have electrical ports

I liked the piloting of the aircraft. Very disappointed about lack of electrical ports. Also, although a short flight. there was enough time to hand out snacks to comfort + seats as was done for first class.

I had a wonderful experience flying with delta. The gentleman taking care of us on our flight was so nice, accommodating, and attentive. He always was smiling and giving pins to the kids which made me smile. The flight was quick too and without turbulence. Thank you for the great flying experience.

Delta is one of the best airlines I have flown

Made the Atlanta to Pittsburgh trip many times, with Delta no issues

I always fly with Delta. My friends tell me their horror stories of flying with other airlines. I just smile and say, “You should fly Delta”

I'm a larger, athletic guy (6'2", 260lbs powerlifter) and I found the seats incredibly uncomfortable with minimal leg room, especially in a window seat. Now, I full understand that being smaller may change my view but even if I was 80lbs less, my legs would be the same size and I was sandwiched between my seat and the seat in front of me.

Horrible. This was not first class. This was a connecting flight whi h was late. My original flight never came. I hated the fact that delta gave me a connecting flight from New York to Orlando Florida. No meals and the television screens were not working. There wasn't even any power to charge your phones. This is NOT FIRST CLASS DELTA!!! Do better next time!

This flight was ridiculous. I had to have a connecting flight from New York to orlando Florida??? The flight left late and because it was a short flight there was no first class amenities. I had one alcohol drink. The flight crew was fine, but it sure did not feel like first class. Delta to me dropped the ball by giving me a connecting flight. By the time we got to Raleigh we would have missed the next flight. Lucky for me the flight never came so now I was stuck waiting for a later flight that came in late also.

Our flight was delayed in Atlanta. The staff could have gave us an explanation for the delay and how long it would be.

Great. Loved that there was WiFi on flight to keep in touch and excellent service of beverages and snacks.

Business class is great. New airplane, very comfortable, better than some of the major airlines I am used to

Terrible. Flight was cancelled due to the weather in the east and sout east(florida). Did not get any compesation of any kind. According to them, it was not under their control so I lost all the money paid for the 2 fairs from Raleigh, NC to Orlando, Fl.

great flight. Pilot was communicative, flight attendants were excellent. Really nice experience except my tv didn’t work.

Overall, the flight was better than the flight I took to go to Florida, which had a bunch of problems. The crew is really nice and the plane was new so it had a small problem when we were on the runway, but the flight itself was great. They even made some time back up, which is always a good thing.

at the time for boarding the lady just call Group A and no other goups and everybody from A to F go inside without the right turn,and when we get in theres no more spsce for carry on , the ones that get in at not correct group from the back occupy our space !!!!! a mess !!!!

There were multiple delays but JetBlue tried to make the boarding and departure process as quick and efficient as possible. The crew was as detached from reality as could be, meaning: not very friendly and just doing things by the numbers.

I had back trouble prior to my flight and everyone was great about helping me.

Jetblue needs to improve on Onboarding as it seems to always be behind on departing. It never leaves on time. I would recommend to have an earlier Onboarding in order to leave on time and respect your customers time as well.

40 minute delay before take off after boarding flight. Bright lights throughout night flight due Issues with light panels. In flight Entertainment nonfunctional

Crew were fine, drinks and snacks were as well but we were delayed for around 2 hrs which made our entry into Mexico delayed as well with the influx of arrivals at the same time. Sort of wasted our first day of vacation. We left Pittsburgh at 630am and did not arrive in Mexico until late dinner time.

The ride was good but no food ot entertainment hence, it was just over an hour flight.

There was a group of school age passengers that were very loud and unruly with their chaperones were no where to be found.

Boarding was unorganized. They expected passengers to ask people to move their assigned seat they paid for in order to sit together. The seats even in comfort are smaller than other airlines and the flight attendants appeared not to be well prepared

The WiFi didn’t work and the seats are too close together. Very uncomfortable.

I was told we'd have a hot breakfast option in first class, so I chose not get a hot breakfast. It was a very strange meal, but the fresh fruit was very good quality. Service was excellent from ORD to ELP. No service from MBS to ORD, not even water. However, when flying American from FNT to ORD, which is a shorter flight, they at least pass out snacks and offer water.

Last minute gate change nearly caused us to miss our flight. Change was not announced or displayed in the main board at the old gate. Terrible communication. When we landed we had to wait 20 minutes because there was another plane at the assigned gate. Not the crew’s fault, but adding 20 minutes to a 45 minute flight sucked.

Nothing beats ANA customer service on my opinion. Maybe because of their Japanese culture (and food). Arigatō

So so. Terrible aircraft choice for that leg of the flight.

Due to one crew member not showing up to work, our flight was significantly delayed causing us to miss our connecting flight in Houston to Mississippi causing us to be delayed by more than 6 hours and missing our event all together. Very disappointing. All because ONE crew member called in sick. United did grant us a $15 meal voucher, which was a small but appreciated concession that I wasn’t able to use because I ordered my lunch and paid for it before applying the concession, and the staff said it was too late to use it. Ugh! We also had a TWO delay coming back from Mississippi, but that was on American Airlines and it was due to weather, so not their fault. Anyway, not at all impressed with United’s handling of our flight and the HUGE disappointment of missing our important family event for our 90 year old mother. All that money and all that stress and emotions for nothing. Having to wait the hour to bring an employee from LAX seemed like something that should not have happened. Why don’t you have a local back-up? Santa Ana is not a little airport in a rural area.

Too bad that first class seats do not recline significantly causing discomfort

I think the seats on some of their planes are uncomfortable. You can be ok on a short flight of two hours but no more than that. The delays, and also the refreshments on the plane were not enough.

Flight delayed over an over all day until it cancelled at 1:30am. Would not repeatedly delay that late. Offer hotel rooms and rebook early. Very difficult for families with small children

Not sure why JAL partnered with American Airlines because their service is no where near similar. Flight attendants were not friendly and didn’t smile. Food was horrible…

this is starting to seem like an american airlines standard. delayed flights and fake apologies… getting tired of it

Terrible boarding , Business class seats are sub standard. As usual crew will miss your food too

Just get Economy Plus for international flights, so worth it the extra room, bigger seats…

This flight is frequently delayed. The connections seemingly are more frequently delayed. I’ve missed connections as a result twice on the same route to charlotte then Charleston. Final destination arrival has been the next day, twice in a row. No pilots, no crew. Too many excuses. Unfortunately, my days with American are over.

Entertainment was okay not because anything was wrong but it is a short flight so having no wifi is annoying but understandable. Crew was outstanding as usual

It was spectacular. I had basic Economy and was given so much space and their seats lean back so far. Staff was superb, food was superb, everything was superb, Finnair is Fantastic.

Overall it was a miserable experience... I will never fly spirit for more than a 3 hour flight or overnight.

The boarding attendant was slightly rude when I asked about checking our stroller. Made me feel like I was bothering her.

My wife and I are both handicapped and at boarding they upgraded us to a seat closer to the front rather than all the way towards the back. Much appreciated.

Not much seat room, but that was unexpected. But the seat headrest was very uncomfortable.

First the good, everyone was friendly and efficient. Flight was smooth and plane was very clean and new. Now the bad, seats have almost no padding on your behind. I was in exit row so I had tons of leg room for a 6' 2" bean pole with long legs. Everything was extra - water, soda, snacks everything besides oxygen. Ya get what you pay for, and my flight was cheap as you could ever want it, so no worries.

First the good, everyone was friendly and efficient. Flight was smooth and plane was very clean and new. Now the bad, seats have almost no padding on your behind. I was in exit row so I had tons of leg room for a 6' 2" bean pole with long legs. Everything was extra - water, soda, snacks everything besides oxygen. Ya get what you pay for, and my flight was cheap as you could ever want it, so no worries. They dont really bother you about carry-on size, I brought a descent sized backpack and they didnt even check.

Spirit canceled the flight in March and never notified me!

Seats suck, not enough room, overcrowded planes, hectic situation all together.

Pretty good. Would’ve been excellent if we would have left on time and the crew wasn’t late.

I do not like the customer service, I had an emergency and needed to cancel a pet reservation right after I had booked it and they would not do anything but issue a credit. I haven't flown in years as I have 7 kids and don't have spare time. I want my $125 back on my card please

Book cheap flights from Charleston to Caribbean

Recent round-trip flight deals

8/20Tue
1 stopSpirit Airlines
6h 19mCHS-SJU
8/27Tue
1 stopSpirit Airlines
27h 58mSJU-CHS
$173
5/15Wed
1 stopSpirit Airlines
12h 19mCHS-SJU
5/21Tue
1 stopSpirit Airlines
26h 48mSJU-CHS
$176
5/28Tue
1 stopAmerican Airlines
3h 58mCHS-NAS
6/4Tue
1 stopAmerican Airlines
4h 26mNAS-CHS
$290
5/12Sun
1 stopAmerican Airlines
4h 55mCHS-NAS
5/19Sun
1 stopAmerican Airlines
16h 27mNAS-CHS
$291
8/27Tue
1 stopDelta
6h 37mCHS-NAS
8/31Sat
1 stopDelta
9h 18mNAS-CHS
$293
5/10Fri
1 stopDelta
7h 43mCHS-NAS
5/13Mon
1 stopDelta
7h 50mNAS-CHS
$305
5/20Mon
1 stopJetBlue
5h 12mCHS-NAS
5/23Thu
1 stopJetBlue
4h 07mNAS-CHS
$317
7/8Mon
1 stopJetBlue
6h 57mCHS-SJU
7/23Tue
1 stopJetBlue
7h 25mSJU-CHS
$389
5/21Tue
1 stopUnited Airlines
8h 48mCHS-SJU
5/27Mon
1 stopUnited Airlines
8h 01mSJU-CHS
$407
8/20Tue
1 stopUnited Airlines
7h 45mCHS-SJU
8/26Mon
1 stopUnited Airlines
8h 05mSJU-CHS
$418

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Recent one-way flight deals

8/21Wed
1 stopSpirit Airlines
6h 19mCHS-SJU
$75
6/17Mon
1 stopSpirit Airlines
7h 00mCHS-SJU
$96
9/10Tue
2 stopsAmerican Airlines
7h 24mCHS-SJU
$154
9/3Tue
1 stopJetBlue
6h 57mCHS-SJU
$155
8/1Thu
2 stopsAmerican Airlines
23h 47mCHS-SJU
$170
9/22Sun
1 stopJetBlue
6h 13mCHS-SJU
$171
8/1Thu
1 stopDelta
10h 43mCHS-SJU
$205
8/10Sat
1 stopDelta
8h 45mCHS-AUA
$206
6/3Mon
2 stopsUnited Airlines
28h 05mCHS-MHH
$256
9/10Tue
3 stopsUnited Airlines
26h 10mCHS-SJU
$344

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Last minute flights from Charleston to Caribbean

Last minute flight, train and bus deals

5/4Sat
multi-stop
8h 31mCHS-SJU
5/7Tue
multi-stop
27h 58mSJU-CHS
$252
5/3Fri
multi-stopSpirit Airlines
7h 51mCHS-SJU
5/8Wed
multi-stopSpirit Airlines
26h 48mSJU-CHS
$292
5/3Fri
multi-stopSpirit Airlines
7h 51mCHS-SJU
5/7Tue
multi-stopSpirit Airlines
27h 58mSJU-CHS
$304
5/4Sat
multi-stopSpirit Airlines
14h 41mCHS-SJU
5/7Tue
multi-stopSpirit Airlines
27h 58mSJU-CHS
$374
5/3Fri
multi-stopSpirit Airlines
20h 45mCHS-STT
5/10Fri
multi-stopSpirit Airlines
13h 29mSTT-CHS
$378
5/3Fri
multi-stopSpirit Airlines
27h 42mCHS-STT
5/10Fri
multi-stopSpirit Airlines
27h 42mSTT-CHS
$407
5/1Wed
multi-stopAmerican Airlines
8h 22mCHS-MBJ
5/3Fri
multi-stopAmerican Airlines
10h 18mMBJ-CHS
$447
5/1Wed
multi-stopAmerican Airlines
14h 50mCHS-MBJ
5/3Fri
multi-stopAmerican Airlines
10h 44mMBJ-CHS
$451
5/3Fri
multi-stopUnited Airlines
11h 28mCHS-SJU
5/7Tue
multi-stopUnited Airlines
7h 46mSJU-CHS
$631
5/4Sat
multi-stopUnited Airlines
12h 26mCHS-SJU
5/6Mon
multi-stopUnited Airlines
9h 04mSJU-CHS
$857

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