$177 Find Cheap Flights from Charleston to the Cayman 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 the Cayman Islands departing on 12/5. 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

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Flight Deals

Book Cheap Charleston to the Cayman 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 the Cayman 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 the Cayman Islands

Tue, Jul 21 - Tue, Jul 28
American Airlines Logo
6:41 am - 11:25 am
CHS
-
GCM
5h 44m
1 stop
American Airlines Logo
12:02 pm - 6:51 pm
GCM
-
CHS
5h 49m
1 stop
$459American Airlines
Tue, Jul 21 - Tue, Jul 28
American Airlines Logo
11:04 am - 4:10 pm
CHS
-
GCM
6h 06m
1 stop
American Airlines Logo
5:10 pm - 12:19 pm
GCM
-
CHS
18h 09m
2 stops
$464American Airlines
Wed, Sep 23 - Wed, Sep 30
American Airlines Logo
6:30 pm - 11:00 am
CHS
-
GCM
17h 30m
2 stops
American Airlines Logo
12:00 pm - 8:33 am
GCM
-
CHS
19h 33m
2 stops
$479American Airlines
Wed, Sep 23 - Wed, Sep 30
American Airlines Logo
2:06 pm - 11:30 am
CHS
-
GCM
22h 24m
1 stop
American Airlines Logo
12:36 pm - 9:06 pm
GCM
-
CHS
7h 30m
1 stop
$481American Airlines
Sun, Nov 1 - Fri, Nov 6
American Airlines Logo
6:00 am - 8:20 pm
CHS
-
GCM
14h 20m
1 stop
American Airlines Logo
3:14 pm - 12:23 am
GCM
-
CHS
9h 09m
1 stop
$545American Airlines
Sun, Nov 1 - Fri, Nov 6
American Airlines Logo
6:00 am - 8:20 pm
CHS
-
GCM
14h 20m
1 stop
American Airlines Logo
1:00 pm - 12:23 am
GCM
-
CHS
11h 23m
1 stop
$550American Airlines
Sun, Nov 1 - Fri, Nov 6
American Airlines Logo
9:27 am - 8:20 pm
CHS
-
GCM
10h 53m
1 stop
American Airlines Logo
9:00 am - 9:05 pm
GCM
-
CHS
12h 05m
2 stops
$586American Airlines
Sun, Nov 1 - Fri, Nov 6
American Airlines Logo
9:27 am - 8:20 pm
CHS
-
GCM
10h 53m
1 stop
American Airlines Logo
9:00 am - 9:05 pm
GCM
-
CHS
12h 05m
2 stops
$596American Airlines
Sun, Nov 1 - Fri, Nov 6
American Airlines Logo
6:45 am - 8:20 pm
CHS
-
GCM
13h 35m
2 stops
American Airlines Logo
9:00 am - 9:05 pm
GCM
-
CHS
12h 05m
2 stops
$635American Airlines
Sun, Nov 1 - Fri, Nov 6
American Airlines Logo
6:45 am - 8:20 pm
CHS
-
GCM
13h 35m
2 stops
American Airlines Logo
9:00 am - 9:05 pm
GCM
-
CHS
12h 05m
2 stops
$640American Airlines
Booking Insights

KAYAK's insights & trends for Charleston to the Cayman Islands flights

Get data-powered insights and trends into flights from Charleston to the Cayman Islands 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 the Cayman Islands?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Charleston to the Cayman 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 the Cayman Islands is November, when tickets cost $286 (return) on average. On the other hand, the most expensive months are December and May, when the average cost of round-trip tickets is $622 and $540 respectively.

Good to know

Low seasonDecember
Cheapest flight$177
Best time to beat the crowds but there is an average 11% increase in price.
Most popular time to fly and prices are also 13% lower on average.
Flight from Charleston to George Town

FAQs - booking Cayman Islands flights

  • How does KAYAK find such low prices on flights from Charleston to the Cayman 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 the Cayman Islands.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Charleston to the Cayman 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 the Cayman 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 the Cayman 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 the Cayman 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 the Cayman Islands up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airlines flying from Charleston to the Cayman Islands

 
Need help choosing which airline to fly with from Charleston to the Cayman 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.
7.8
DeltaOverall score based on 8451 reviews
8.1Boarding
7.8Entertainment
8.5Crew
7.8Comfort
7.2Food
Airline reviews

It was as good as it could be. Flying is not a pleasant experience these days.

8.0 ExcellentMark, Jun 2026
LAX - ORD
Read more Delta reviews

It was as good as it could be. Flying is not a pleasant experience these days.

The plane was old and thus the seats were not good. No cushion left whatsoever, and it all was a bit worn out.

I was in Comfort and we didn’t get any drinks, chips or anything! First Class got full service on the flight and Comfort got nothing. Seat was horrible and uncomfortable

This wasn't my experience with Delta. It was just the Pegasus flight. Seats were very hard. Staff was kinda rough. Not very nice. Charged me for snacks. For a 4 hour flight I would've expected more.

I had a flight cancel and had it rerouted. When the rerouted they put me at a window seat instead of an isle. It was hard sitting by the window because the couple with masks on were making out. I get motion sickness which is why I need to have the isle seat.

They ended up paying for the bag twice, but the counter wouldn't take my baggage receipt. Left it to me to resolve. Not sure how to resolve the issue.

The plane was old with small storage areas that had problems closing/latching and not enough storage for everyone, and worn, damaged seats. Service was great but feel a little unsafe on such well used planes.

I just can’t understand why are you sell to many tickets ???? We had to wait 2 hours before 13 people from our flight take money and go to next day flight!

The only real hiccups in the flight were things beyond Delta’s control - turbulence which delayed food service and a departure delay caused by some VIP plane which stopped all departures and landings for 30 minutes - and was never explained to us by the crew. Otherwise good flight. I would fly Delta again.

The plane was frigid, and leaked water from the ceiling all over me and my seat.

Very good I can’t complain one bit. Thank you American Airlines for making my flight enjoyable and safe!

Flight was fine, but not having WiFi was a major negative

Everything was excellent and I enjoyed myself. Thank for everything

I was trying to take 2 one and a half hour one way trips and I experienced almost 20 delays over the course of those two trips. Only a few of them were due to weather the rest was disorganization

Would have thought that they would gas up plane before everyone got on board

The flights were terribly delayed and then cancelled which forced us booking another night at the hotel. Very poor management from American Airlines

American switched my flight to a 5 hour layover then cancelled my whole reservation with no notice and refused refund. Won’t fly with them again.

We sat on runway for an 1 hour because they were short handed at key west airport was not fun

The WiFi and app don’t work as easily as other airlines

Late. Then next flight was an hour late due to mx.

Everything you need to know for your flight from Charleston to the Cayman Islands

Information on your arrival and departure airports