$158 Find Cheap Flights from Charleston to Caribbean

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 8/27. 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

Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 24% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Free to useThere are no hidden charges or fees.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Charleston to Caribbean

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Punta Cana
Punta Cana2 stops$355
Montego Bay
Montego Bay2 stops$329
Nassau
Nassau2 stops$324
Providenciales
Providenciales1 stop$596
Punta Cana
Punta Cana2 stops$355
Montego Bay
Montego Bay2 stops$329
Nassau
Nassau2 stops$324
Providenciales
Providenciales1 stop$596

Book Cheap Charleston to Caribbean 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 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

seg, jul 20 - sex, jul 24
United Airlines Logo
5:57 pm - 1:29 pm
CRW
-
NAS
19h 32m
2 stops
United Airlines Logo
3:59 pm - 10:25 am
NAS
-
CRW
18h 26m
1 stop
$324United Airlines
seg, ago 10 - seg, ago 17
United Airlines Logo
5:57 pm - 3:10 pm
CRW
-
MBJ
22h 13m
2 stops
United Airlines Logo
4:12 pm - 9:54 am
MBJ
-
CRW
16h 42m
2 stops
$329United Airlines
seg, jul 20 - sex, jul 24
Delta Logo
6:00 am - 4:39 pm
CRW
-
NAS
10h 39m
1 stop
Delta Logo
1:16 pm - 6:15 pm
NAS
-
CRW
4h 59m
1 stop
$340Delta
qui, jul 23 - seg, jul 27
American Airlines Logo
8:06 pm - 11:39 am
CRW
-
NAS
15h 33m
1 stop
American Airlines Logo
2:18 pm - 10:30 am
NAS
-
CRW
20h 12m
1 stop
$341American Airlines
sáb, ago 1 - sex, ago 7
American Airlines Logo
8:06 pm - 11:39 am
CRW
-
NAS
15h 33m
1 stop
American Airlines Logo
6:45 pm - 9:55 am
NAS
-
CRW
15h 10m
2 stops
$344American Airlines
qui, jul 23 - seg, jul 27
American Airlines Logo
7:26 pm - 1:18 pm
CRW
-
NAS
17h 52m
2 stops
American Airlines Logo
2:18 pm - 10:30 am
NAS
-
CRW
20h 12m
1 stop
$346American Airlines
seg, ago 10 - qui, ago 20
Delta Logo
11:07 am - 3:34 pm
CRW
-
MBJ
5h 27m
1 stop
Delta Logo
4:59 pm - 10:27 am
MBJ
-
CRW
16h 28m
1 stop
$352Delta
sáb, jun 27 - sáb, jul 4
JetBlue Logo
11:20 am - 8:43 pm
CRW
-
SJU
9h 23m
1 stop
JetBlue Logo
12:54 pm - 10:02 pm
SJU
-
CRW
9h 08m
1 stop
$437JetBlue
sex, jun 12 - ter, jun 16
Multiple Airlines Logo
10:06 am - 12:37 am
CRW
-
SJU
14h 31m
1 stop
Multiple Airlines Logo
6:00 am - 5:23 pm
SJU
-
CRW
11h 23m
1 stop
$546Multiple Airlines
sex, jul 10 - sáb, jul 18
Multiple Airlines Logo
10:59 am - 12:41 am
CRW
-
SJU
13h 42m
1 stop
Multiple Airlines Logo
8:37 pm - 9:16 am
SJU
-
CRW
12h 39m
1 stop
$553Multiple Airlines
Booking Insights

KAYAK's insights & trends for Charleston to Caribbean flights

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

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Charleston to Caribbean, 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 is December, when tickets cost $138 (return) on average. On the other hand, the most expensive months are September and February, when the average cost of round-trip tickets is $615 and $555 respectively.

Find deals

Good to know

Low seasonSeptember
Cheapest flight$158
Best time to beat the crowds with an average 2% drop in price.
Most popular time to fly and prices are also 5% lower on average.
Flight from Charleston to Punta Cana

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 from Charleston to Caribbean 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 from Charleston to Caribbean 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?

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

Reviews of the top airline flying 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.
7.1
American AirlinesOverall score based on 11642 reviews
6.4Food
7.2Comfort
6.9Entertainment
7.5Boarding
7.9Crew
Airline reviews

They made nearly everyone check their bag because the overhead bins are way too small. Extremely inconvenient

6.0 GoodAnonymous, May 2026
DFW - LBB
Read more American Airlines reviews

They made nearly everyone check their bag because the overhead bins are way too small. Extremely inconvenient

Delayed delayed. Poor professionalism. Our seats changed and we pay for them

Was put into a seat right behind the toilet that had no entertainment possible but did have plenty of leg room over noisy part of plane.

B-class on an old plane with antiquated amenities and poor service. Landed in Rome w/o bag that didn’t make the connection (plenty of time in London). Bag will come to hotel NOT the day it lands but the following night!! Still waiting for bag…BA had nothing to offer in support and couldn’t even tell me their comp, told to submit receipts and then I’ll learn what is or isn’t covered.

Movies on my phone are great. It would be nice to have a gluten free snack option.

It was what i expected. I like the movies you can access from your phone. It would be nice if there was a gluten free snack offered. But I did bring my own snack knowing there would not be a gluten free option

The flight was peaceful, just s slight turbulence, pilots and crews were all nice and made a great job! Arrived safely in the Philippines. Thank you ya’ll!

Ontario airport boarding was very easy to park and access, is clean and TSA took 10 minutes total. Check-in was a breeze and cruise was very nice.

American Airlines II: Delay Boogaloo. Multiple gate changes, delays, boarded and then MORE delays. I hate to say this won’t matter, but posting stuff about major corporations in 2026 is a post-modern “scream into the void.” Was multiple hours late coming home, so there you go.

Awful, tons of delays, I got into Chicago multiple hours late meaning I hit the very traffic I tried so desperately to avoid. Just empty apologies from American Airlines text alerts. Trash behavior from a trash airline.

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports

Charleston (CRW)