$306 Find Cheap Flights from Charleston to Caribbean Islands

This is the cheapest round-trip flight price found by a KAYAK user in the last 72 hours by searching for a flight from Charleston to Caribbean Islands departing on 1/25. 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

KAYAK searches hundreds of travel sites at once for deals on flights to Caribbean Islands

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Charleston to Caribbean Islands, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Charleston to Caribbean Islands, as well as popular online travel agencies
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Flight Deals

Cheap Flights from Charleston to Caribbean Islands

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Punta Cana
Punta Cana1 stop$306
Montego Bay
Montego Bay1 stop$345
Nassau
Nassau1 stop$425
Providenciales
Providenciales1 stop$364
Punta Cana
Punta Cana1 stop$306
Montego Bay
Montego Bay1 stop$345
Nassau
Nassau1 stop$425
Providenciales
Providenciales1 stop$364

Book Cheap Charleston to Caribbean Islands Plane Tickets

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

Sun, Jan 25 - Sat, Jan 31
American Airlines Logo
7:12 pm - 12:55 pm
CRW
-
PUJ
16h 43m1 stop
American Airlines Logo
3:43 pm - 11:54 am
PUJ
-
CRW
21h 11m2 stops
$306American Airlines
Wed, Dec 31 - Tue, Jan 13
American Airlines Logo
5:59 pm - 10:21 am
CRW
-
MBJ
16h 22m1 stop
American Airlines Logo
2:34 pm - 11:15 pm
MBJ
-
CRW
8h 41m1 stop
$345American Airlines
Tue, Jan 6 - Tue, Jan 13
Delta Logo
6:15 am - 12:50 pm
CRW
-
PLS
6h 35m1 stop
Delta Logo
3:50 pm - 10:39 pm
PLS
-
CRW
6h 49m1 stop
$364Delta
Fri, Jan 9 - Tue, Jan 13
Multiple Airlines Logo
8:04 pm - 11:59 am
CRW
-
SJU
14h 55m1 stop
Multiple Airlines Logo
8:05 pm - 2:03 pm
SJU
-
CRW
42h 58m2 stops
$377Multiple Airlines
Fri, Jan 9 - Tue, Jan 13
United Airlines Logo
5:37 pm - 6:11 am
CRW
-
SJU
11h 34m2 stops
United Airlines Logo
7:45 am - 8:56 pm
SJU
-
CRW
14h 11m2 stops
$383United Airlines
Mon, Jan 26 - Thu, Jan 29
United Airlines Logo
5:37 pm - 3:17 pm
CRW
-
PUJ
20h 40m1 stop
United Airlines Logo
2:55 pm - 5:02 pm
PUJ
-
CRW
27h 07m1 stop
$415United Airlines
Thu, Mar 26 - Thu, Apr 2
Delta Logo
10:57 am - 4:45 pm
CRW
-
NAS
5h 48m1 stop
Delta Logo
1:25 pm - 10:38 pm
NAS
-
CRW
9h 13m1 stop
$544Delta
Mon, Dec 22 - Thu, Dec 25
Multiple Airlines Logo
7:36 pm - 8:58 am
CRW
-
SJU
12h 22m1 stop
Multiple Airlines Logo
6:28 pm - 6:56 pm
SJU
-
CRW
25h 28m2 stops
$592Multiple Airlines
Sat, Jan 31 - Wed, Feb 4
WestJet Logo
11:14 am - 7:40 pm
CRW
-
NAS
32h 26m2 stops
WestJet Logo
4:40 pm - 5:52 pm
NAS
-
CRW
25h 12m2 stops
$1,515WestJet
Sun, Jan 25 - Thu, Jan 29
WestJet Logo
11:14 am - 6:24 pm
CRW
-
MBJ
31h 10m2 stops
WestJet Logo
2:55 pm - 10:34 am
MBJ
-
CRW
43h 39m2 stops
$1,812WestJet
Booking Insights

KAYAK's insights & trends for Charleston to Caribbean Islands flights

Get data-powered insights and trends into flights from Charleston to Caribbean Islands to help you find the cheapest flights, the best time to fly and much more.

Can I save money by flying with a layover from Charleston to Caribbean Islands?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $324, prices are generally cheapest when you fly direct.

What is the cheapest month to fly from Charleston to Caribbean Islands?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Charleston to Caribbean Islands, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Charleston to Caribbean Islands is October, when tickets cost $291 (return) on average. On the other hand, the most expensive months are July and November, when the average cost of round-trip tickets is $1,038 and $626 respectively.

What’s the cheapest day of the week to fly from Charleston to Caribbean Islands?

The average price of all round-trip flights from Charleston to Caribbean Islands clicked on KAYAK for each day over the last 12 months.

For Charleston to Caribbean Islands, Monday is the cheapest day to fly on average and Thursday is the most expensive. Flying from Caribbean Islands back to Charleston, the best deals are generally found on Tuesday, with Saturday being the most expensive.

Good to know

Low seasonApril
Cheapest flight$306
Best time to beat the crowds with an average 28% drop in price.
Most popular time to fly and prices are also 3% lower on average.
Flight from Charleston to Punta Cana

FAQs - booking Caribbean Islands flights

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

    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 Islands.

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

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

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

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

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

  • What is the cheapest time of day to fly to Caribbean Islands?

    The cheapest time of day to fly to Caribbean Islands is generally in the morning, when round-trip flights cost $566 on average. On average, there is no price difference when choosing to fly in the morning or the evening on this flight route. The most expensive time of day to fly to Caribbean Islands is generally in the evening, which is peak travel time and where the average cost of a ticket is $574.

Reviews of the top airline flying from Charleston to Caribbean Islands

 
See real verified KAYAK customer reviews for airlines flying from Charleston to Caribbean Islands. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Charleston to Caribbean Islands? 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.
7.2
American AirlinesOverall score based on 11048 reviews
6.5Food
8.0Crew
6.9Entertainment
7.5Boarding
7.2Comfort
Airline reviews

Gate was overcrowded. Gate agents performed very well. Flight crew was top notch! Efficient & professional & courteous. Both meals not thermalized well. Dinner main dish was actually cold in the center. Almost inedible. Breakfast sandwich was lukewarm.

8.0 ExcellentAnonymous, Dec 2025
BNA - JFK
Read more American Airlines reviews

Gate was overcrowded. Gate agents performed very well. Flight crew was top notch! Efficient & professional & courteous. Both meals not thermalized well. Dinner main dish was actually cold in the center. Almost inedible. Breakfast sandwich was lukewarm.

The boarding was as always, the crew tried their best but not enough. The food was a disaster I had dietary restrictions that were half met because the company did not loaded the food for the flight. The entertainment screen was fine but content was not and also they removed the free messaging option from the flight and they charged 30 dollars for that crappy bandwidth. This flight is not worth the cost and the company is going down on quality.

Not comparable to Qatar Airways services on flights to Doha. Flight attendants provided basic services; I was never recognized by name or as an Executive Platinum member. Restrooms were not kept clean during the flight.

Awful. They won’t help me with anything. I booked on American but they abdicated to Iberia. The ticket was overpriced. Everything negative

it was fine, decent flight... dont get food besides cookies or pretzels so not sure why you ask about food. same for entertainment..

I got sick nothing contagious but distressing and the care I received by Kayla? Keighly the flight attendant will be memorable for ever. Thank You

I got sick nothing contagious but distressing enough and the care I received on the flight was astounding.

Waaay too small plane. They also need to up the size of the overhead bins. I would love to keep me 3k with of camera equipment in my hard case baggahe instead of it being thrown into the belly of the plane

Attendants were pleasant and the flight was smooth and relaxed.

A little late at the start but all worked out well.

Everything you need to know for your flight to Caribbean Islands

Information on your arrival and departure airports