$287 Find Cheap Flights from Charleston to the Cayman 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 the Cayman Islands departing on 2/23. 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

Mon, Feb 23 - Mon, Mar 2
Delta Logo
5:27 am - 12:29 pm
CHS
-
GCM
7h 02m
1 stop
Delta Logo
1:54 pm - 9:02 pm
GCM
-
CHS
7h 08m
1 stop
$287Delta
Thu, Feb 19 - Mon, Feb 23
American Airlines Logo
5:10 am - 2:14 pm
CHS
-
GCM
9h 04m
1 stop
American Airlines Logo
3:15 pm - 11:01 pm
GCM
-
CHS
7h 46m
1 stop
$288American Airlines
Sat, Feb 28 - Sat, Mar 7
Delta Logo
6:00 am - 1:01 pm
CHS
-
GCM
7h 01m
1 stop
Delta Logo
1:54 pm - 11:54 pm
GCM
-
CHS
10h 00m
1 stop
$289Delta
Mon, Feb 23 - Mon, Mar 2
American Airlines Logo
8:25 pm - 12:08 pm
CHS
-
GCM
15h 43m
1 stop
American Airlines Logo
12:58 pm - 11:59 pm
GCM
-
CHS
11h 01m
2 stops
$292American Airlines
Sat, Apr 25 - Thu, Apr 30
American Airlines Logo
8:17 pm - 11:00 am
CHS
-
GCM
15h 43m
2 stops
American Airlines Logo
2:10 pm - 8:31 am
GCM
-
CHS
17h 21m
2 stops
$294American Airlines
Tue, Feb 17 - Fri, Feb 20
American Airlines Logo
6:10 pm - 12:08 pm
CHS
-
GCM
17h 58m
1 stop
American Airlines Logo
8:45 am - 11:59 pm
GCM
-
CHS
15h 14m
1 stop
$295American Airlines
Wed, Mar 11 - Sat, Mar 14
United Airlines Logo
6:45 pm - 12:45 pm
CHS
-
GCM
19h 00m
1 stop
United Airlines Logo
4:30 pm - 10:04 am
GCM
-
CHS
16h 34m
1 stop
$296United Airlines
Fri, Apr 10 - Tue, Apr 14
American Airlines Logo
7:13 pm - 11:44 am
CHS
-
GCM
17h 31m
1 stop
American Airlines Logo
2:10 pm - 10:24 am
GCM
-
CHS
19h 14m
1 stop
$297American Airlines
Wed, Mar 11 - Sat, Mar 14
Spirit Airlines Logo
5:00 pm - 12:57 pm
CHS
-
GCM
20h 57m
2 stops
Spirit Airlines Logo
1:15 pm - 10:13 pm
GCM
-
CHS
7h 58m
1 stop
$341Spirit Airlines
Fri, Mar 6 - Tue, Mar 10
JetBlue Logo
2:50 pm - 1:45 pm
CHS
-
GCM
22h 55m
1 stop
JetBlue Logo
2:15 pm - 10:58 am
GCM
-
CHS
19h 43m
2 stops
$405JetBlue
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 January, when tickets cost $300 (return) on average. On the other hand, the most expensive months are December and September, when the average cost of round-trip tickets is $1,342 and $999 respectively.

Good to know

Low seasonAugust
Cheapest flight$287
Most popular time to fly and prices are also 20% 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.
7.9
DeltaOverall score based on 8130 reviews
7.2Food
7.8Entertainment
7.9Comfort
8.1Boarding
8.5Crew
Airline reviews

I didn't take this flight. I changed the flight. Why am I getting surveys and notifications on flights that I change. Seems like a defect with Kayak.

2.0 MediocreTodd, Jan 2026
IAH - ATL
Read more Delta reviews

I didn't take this flight. I changed the flight. Why am I getting surveys and notifications on flights that I change. Seems like a defect with Kayak.

Delta One is extraordinary. I fly business when somebody hires me. I just wonder why there is such a chasm between business class and the insanely inhumane and nonsensical coach. The seats are not large enough to fit even my tiny wife. We fly 10% of what we did because we don’t want to pay 5-10 k but for $400 it’s unbearable. It seems like the accountants took over and made stupid decisions. Screw in 20 extra seats and make it so unbearable that people fly 90% less. Just put the damn price up and put some proper chairs in. But business, yay.

Timing, quality of service, promptness and courtesy of the staff

It was last minute due to weather - considering - it was amazing! Good smiles, friendly staff and they were making sure we knew what was going on when and where.

delta last minute gave me a boarding pass for a different flight with no confirmation that they were changing it

The flight was comfortable and uneventful, which is what I desire

The service from the flight attendants were of supreme quality. They greeted and treated everyone with a wide smile. This is totally absent nowadays. Kudos to them!!!!

Excellent flight and got us around tough weather. Only issue was seat TV did not work and crew tried to reboot.

Very large passenger too space from my own seat. Arm board couldn’t be lowered because of his size. It wads very uncomfortable trip, as the flight was full couldn’t move anywhere having back pain because of the position in which I was the entire flight.

was sitting in the jet bridge for 10 minutes in -20 degree weather waiting for my bag

Update to handle the delay was very bad, crews no smiles or welcome or thanks. Don’t care attitude

It would be nice to have some low carb options in the snacks.

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

No gates avail at DFW so our incoming had to wait 30 mins for a plane to push back because they Had mechanical. We boarded 90 mins delayed and then we had a mechanical. Come on American…do better. Also at my seat the tray table had not been cleaned. Floor had not been cleaned. But captain and flight Att were very picture and apologetic.

Crew was helpful and cheerful especially when they had no refreshments to work with. The plane was never serviced and had nothing but limited water and coffee onboard. For the price point, a concern of services.

Flight was smooth, quick and felt safe. The 2 delays not happening would have been better but I guess that happens in the airline industry

Flight was canceled. I asked to be rerouted to OKC and then took an Uber.

AA did not allow to board a flight because my connecting flight from DFW had been canceled. I got on another flight to another city. No service on the plane and I did not use their entertainment system.

On time on a day with lots of weather cancellations on other flights. Thank you for getting me home during a winter storm!

Don't change gate multiple times make people run across the airport. Announce delays in a timely manner. Have maintenance crew ready. Don't delay and keep passengers on the plane for 3 hrs. on tarmac.

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

Information on your arrival and departure airports