$206 Find Cheap Flights from Charleston to Caribbean Islands

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 Islands departing on 12/10. 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

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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Flights Deals

Best Caribbean Islands Flight Deals from Charleston

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Punta Cana
Punta Cana1 stop$385
Montego Bay
Montego Bay2 stops$414
Nassau
Nassau2 stops$511
Providenciales
Providenciales1 stop$542
Punta Cana
Punta Cana1 stop$385
Montego Bay
Montego Bay2 stops$414
Nassau
Nassau2 stops$511
Providenciales
Providenciales1 stop$542

Cheap Flights from Charleston to Caribbean Islands

 
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, Oct 19 - Wed, Oct 22
American Airlines Logo
7:06 am - 2:40 pmCRW-SJU
7h 34m1 stop
American Airlines Logo
6:30 am - 9:33 pmSJU-CRW
15h 03m2 stops
$357American Airlines
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Wed, Sep 10 - Tue, Sep 16
American Airlines Logo
7:48 am - 3:25 pmCRW-PUJ
7h 37m1 stop
American Airlines Logo
3:25 pm - 11:03 pmPUJ-CRW
7h 38m1 stop
$385American Airlines
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Wed, Sep 10 - Tue, Sep 16
American Airlines Logo
5:31 am - 3:25 pmCRW-PUJ
9h 54m2 stops
American Airlines Logo
3:35 pm - 5:08 pmPUJ-CRW
25h 33m2 stops
$389American Airlines
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Sun, Oct 19 - Wed, Oct 22
American Airlines Logo
5:57 am - 2:40 pmCRW-SJU
8h 43m2 stops
American Airlines Logo
6:30 am - 9:33 pmSJU-CRW
15h 03m2 stops
$397American Airlines
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Mon, Oct 27 - Sun, Nov 2
American Airlines Logo
6:06 pm - 11:10 amCRW-MBJ
18h 04m2 stops
American Airlines Logo
4:05 pm - 10:19 amMBJ-CRW
18h 14m2 stops
$414American Airlines
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Tue, Jul 22 - Tue, Jul 29
American Airlines Logo
5:30 am - 6:10 pmCRW-SJU
12h 40m2 stops
American Airlines Logo
6:04 am - 9:37 pmSJU-CRW
15h 33m2 stops
$424American Airlines
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Sun, Oct 19 - Tue, Oct 21
United Airlines Logo
7:00 am - 2:44 pmCRW-SJU
7h 44m1 stop
United Airlines Logo
1:05 am - 1:25 pmSJU-CRW
12h 20m2 stops
$471United Airlines
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Thu, Aug 7 - Sun, Aug 10
United Airlines Logo
5:26 pm - 1:50 pmCRW-NAS
20h 24m2 stops
United Airlines Logo
5:00 pm - 9:04 pmNAS-CRW
28h 04m2 stops
$511United Airlines
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Thu, Aug 7 - Sun, Aug 10
United Airlines Logo
5:26 pm - 1:50 pmCRW-NAS
20h 24m2 stops
United Airlines Logo
4:01 pm - 9:04 pmNAS-CRW
29h 03m1 stop
$514United Airlines
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Thu, Aug 7 - Sun, Aug 10
Delta Logo
6:00 am - 12:45 pmCRW-PLS
6h 45m1 stop
Delta Logo
2:10 pm - 11:05 pmPLS-CRW
8h 55m1 stop
$542Delta
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Useful Info

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 $353, 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 $297 (return) on average. On the other hand, the most expensive months are December and July, when the average cost of round-trip tickets is $1,054 and $839 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.

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Good to know

Low seasonOctober
High seasonMarch
Cheapest flight$206
Best time to beat the crowds with an average 12% drop in price.
Most popular time to fly with an average 6% increase in price.
Flight from Charleston to San Juan

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 10000 reviews
7.5Boarding
6.9Entertainment
8.0Crew
7.2Comfort
6.5Food
Airline reviews

The flight was fine but the 8 hour delay in Chicago was awful - 5 gate changes and repeated delays without an explanation. No vouchers. Nothing.

6.0 GoodSonja, Jun 2025FAR - ORD
Read more American Airlines reviews

The flight was fine but the 8 hour delay in Chicago was awful - 5 gate changes and repeated delays without an explanation. No vouchers. Nothing.

They are still charging me after taking 466 and 833 for round trip from AR to to Bradley airport from 19 to 21. Then poor experience. Am hurt and I will say it on social media. Please stay away from this airline. I see in my bank account they are still taking 644. Am trying to stop it. I used to fly United airlines and I suggest that if you don't want extra charges and good service you go back there. American airlines delayed my flight again and I was late for my meeting, no recompensation but charging me over and over.

Pretty bad gate mgmt upon arrival. No open gates and we had to wait at midnight. Shouldn’t be a surprise that an aircraft is coming in.

We started with trouble checking in 24 hours early. Then my husband did not get his TSA precheck. Finally flight delayed due to no crew. I know things happen

Boarding was very efficient. Everyone got on board and we got on our way very quickly. It was frustrating that the entertainment app was not functioning properly. I was not able to activate some of the movies offered. The crew on this flight appears to be pretty grumpy. They had no smile on their faces. I felt like they were doing us a favor for being there.

Mechanical delay and no compensation. Missed connection as a result of their delay. Mediocre performance and service. Horrible airline currently with horrible culture.

Comfortable plane ride however on delays disappointment no real details as to why the delays when other flights are leaving the airport

I wish American Airlines would change the airline industry by loading the plane back to front instead of front to back. Planes would board so much more smoothly and quickly.

They changed our Gate 5 times, and concourse twice. Changed our seats twice.

Delayed because of weather in Nashville. I think God or some higher power generally has cursed me when it comes to flying out of Charlotte on American. I'm delayed pretty much everytime. We need Team Cobra Kai types to come in and "sweep the leg(s)" of the Charlotte ops people on principle. Don't let the sweet southern rocking chairs fool you, Charlotte is a sinkhole

Everything you need to know for your flight to Caribbean Islands

Information on your arrival and departure airports

Charleston (CRW)

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