$94 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 1/21. 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
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 Cana2 stops$306
Montego Bay
Montego Bay1 stop$488
Nassau
Nassau2 stops$419
Providenciales
Providenciales1 stop$483
Punta Cana
Punta Cana2 stops$306
Montego Bay
Montego Bay1 stop$488
Nassau
Nassau2 stops$419
Providenciales
Providenciales1 stop$483

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

Sat, Mar 14 - Wed, Mar 18
American Airlines Logo
6:08 pm - 12:40 pmCRW-PUJ
18h 32m2 stops
American Airlines Logo
5:05 pm - 10:22 amPUJ-CRW
17h 17m2 stops
$306American Airlines
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Sun, Dec 14 - Sun, Dec 21
American Airlines Logo
1:08 pm - 11:55 amCRW-PUJ
21h 47m2 stops
American Airlines Logo
4:38 pm - 10:41 amPUJ-CRW
19h 03m2 stops
$318American Airlines
Find Deal
Tue, Mar 17 - Thu, Mar 19
Delta Logo
6:24 am - 4:45 pmCRW-NAS
10h 21m1 stop
Delta Logo
2:55 pm - 10:34 pmNAS-CRW
7h 39m1 stop
$355Delta
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Tue, Mar 17 - Thu, Mar 19
Delta Logo
12:02 pm - 4:45 pmCRW-NAS
4h 43m1 stop
Delta Logo
1:09 pm - 11:29 amNAS-CRW
22h 20m2 stops
$359Delta
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Tue, Mar 10 - Wed, Mar 11
United Airlines Logo
7:00 am - 2:40 pmCRW-SJU
7h 40m1 stop
United Airlines Logo
7:10 am - 8:37 pmSJU-CRW
13h 27m2 stops
$365United Airlines
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Mon, Mar 2 - Fri, Mar 6
American Airlines Logo
6:08 pm - 3:46 pmCRW-PUJ
20h 38m2 stops
American Airlines Logo
5:57 pm - 10:43 amPUJ-CRW
17h 46m2 stops
$366American Airlines
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Mon, Mar 2 - Fri, Mar 6
American Airlines Logo
6:08 pm - 12:52 pmCRW-PUJ
17h 44m1 stop
American Airlines Logo
5:45 pm - 5:38 pmPUJ-CRW
24h 53m2 stops
$367American Airlines
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Fri, Jan 30 - Sat, Feb 7
Multiple Airlines Logo
8:04 pm - 6:47 pmCRW-SJU
21h 43m2 stops
Multiple Airlines Logo
11:05 am - 9:19 amSJU-CRW
23h 14m1 stop
$385Multiple Airlines
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Tue, Mar 10 - Wed, Mar 11
United Airlines Logo
7:00 am - 2:40 pmCRW-SJU
7h 40m1 stop
United Airlines Logo
7:10 am - 8:37 pmSJU-CRW
13h 27m2 stops
$418United Airlines
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Fri, Dec 26 - Thu, Jan 1
Multiple Airlines Logo
7:36 pm - 8:58 amCRW-SJU
12h 22m1 stop
Multiple Airlines Logo
4:10 am - 6:56 pmSJU-CRW
15h 46m2 stops
$1,107Multiple Airlines
Find Deal
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 $343, 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 December, when the average cost of round-trip tickets is $1,038 and $845 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 seasonOctober
Cheapest flight$94
Best time to beat the crowds with an average 4% drop in price.
Most popular time to fly and prices are also 19% lower on average.
Flight from Charleston to Nassau

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 11031 reviews
8.0Crew
6.9Entertainment
6.4Food
7.5Boarding
7.2Comfort
Airline reviews

Wish some foods provided rather than just biscuit/cookie for flight more than 2 hours

8.0 ExcellentKohMeng, Oct 2025DFW - LAX
Read more American Airlines reviews

Wish some foods provided rather than just biscuit/cookie for flight more than 2 hours

Wish a flight with more than 2 hours with some snack rather than just cookie/biscuit.

The flight attendant, a black woman with curly hair who sat near Row 21, was wonderful and kind.

It was good..clean, comfy seat. Friendly warm welcoming crew. Was able to check my cabin luggage at the gate which I was able to pickup in a decent time from baggage claim. The app gave all updates from delays to baggage claim info. Overall smooth flight.

Flight was delayed leaving Dallas. Arrived about 2 hours later than scheduled.

Flight delayed and missed connection. Rescheduled flight cancelled after 6 hrs wait. Rerouted thru ORD, flight cancelled, overnight stay in ORD. Still in the air on new flight!

We are too tired and frustrated to comment politely at this point

Terrible. Our luggage was delayed and couldn’t be delivered for several days. We got bad information from the airline agents at baggage claim. We had to pick up our car so we wouldn’t be charged for an extra day. We got lost in the maze of airport parking. The baggage claim agents didn’t offer us any compensation for our extra time and expense. We are tired, hungry and very frustrated.

The flight was flawless and we even arrived between 20 and 25 minutes early!

The only thing to like was that we eventually got to our destination

Everything you need to know for your flight to Caribbean Islands

Information on your arrival and departure airports

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