$286 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 11/15. 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

Sat, Nov 15 - Sat, Nov 22
American Airlines Logo
5:10 am - 2:28 pmCHS-GCM
9h 18m1 stop
American Airlines Logo
3:36 pm - 12:03 amGCM-CHS
8h 27m1 stop
$286American Airlines
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Sat, Nov 15 - Sat, Nov 22
American Airlines Logo
5:10 am - 3:25 pmCHS-GCM
10h 15m2 stops
American Airlines Logo
3:36 pm - 12:03 amGCM-CHS
8h 27m1 stop
$291American Airlines
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Tue, Dec 16 - Tue, Dec 23
American Airlines Logo
9:25 am - 2:44 pmCHS-GCM
5h 19m1 stop
American Airlines Logo
3:11 pm - 8:35 amGCM-CHS
17h 24m1 stop
$292American Airlines
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Tue, Dec 16 - Tue, Dec 23
American Airlines Logo
7:12 pm - 12:24 pmCHS-GCM
17h 12m2 stops
American Airlines Logo
3:11 pm - 8:35 amGCM-CHS
17h 24m1 stop
$296American Airlines
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Sat, Nov 15 - Sat, Nov 22
American Airlines Logo
5:10 am - 2:28 pmCHS-GCM
9h 18m1 stop
American Airlines Logo
12:39 pm - 9:24 pmGCM-CHS
8h 45m1 stop
$313American Airlines
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Sat, Nov 15 - Sat, Nov 22
American Airlines Logo
5:10 am - 3:25 pmCHS-GCM
10h 15m2 stops
American Airlines Logo
3:18 pm - 10:19 pmGCM-CHS
7h 01m1 stop
$318American Airlines
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Fri, Apr 24 - Wed, Apr 29
Delta Logo
5:30 am - 11:24 amCHS-GCM
6h 54m1 stop
Delta Logo
12:45 pm - 10:04 pmGCM-CHS
8h 19m1 stop
$340Delta
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Thu, Jan 29 - Sun, Feb 1
United Airlines Logo
6:05 am - 1:45 pmCHS-GCM
7h 40m1 stop
United Airlines Logo
2:50 pm - 12:32 pmGCM-CHS
21h 42m1 stop
$404United Airlines
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Sat, Apr 25 - Wed, Apr 29
Multiple Airlines Logo
6:00 am - 11:10 amCHS-GCM
30h 10m3 stops
Multiple Airlines Logo
11:30 am - 8:31 pmGCM-CHS
32h 01m2 stops
$1,446Multiple Airlines
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Sat, Apr 25 - Wed, Apr 29
Multiple Airlines Logo
6:00 am - 11:10 amCHS-GCM
30h 10m3 stops
Multiple Airlines Logo
11:30 am - 2:13 pmGCM-CHS
25h 43m3 stops
$1,683Multiple Airlines
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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 $496 (return) on average. On the other hand, the most expensive months are September and December, when the average cost of round-trip tickets is $999 and $886 respectively.

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Good to know

Low seasonJuly
Cheapest flight$286
Best time to beat the crowds but there is an average 4% increase in price.
Most popular time to fly and prices are also 17% 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.

  • What is the cheapest time of day to fly to the Cayman Islands?

    The cheapest time of day to fly to the Cayman Islands is generally in the morning, when round-trip flights cost $598 on average. The most expensive time of day to fly to the Cayman Islands is generally in the morning, which is peak travel time and where the average cost of a ticket is $598.

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 8001 reviews
7.9Comfort
7.3Food
7.9Entertainment
8.5Crew
8.2Boarding
Airline reviews

I truly love flying with Delta. They have always treated me with the upmost respect

10.0 ExcellentMAYRA, Nov 2025JFK - MIA
Read more Delta reviews

I truly love flying with Delta. They have always treated me with the upmost respect

Our flight attendant in FIRST CLASS was one of the worst I’ve ever had. She was not at all pleasant, nor particularly good at her service.

Everything went well and was good. Nothing exceptional, but no complaints either. Cheap seats are pretty comfortable.

Staff were friendly and happy. Delta could make sure passengers that don't have the app know of changes. Without Kayak I would not have known about the change of gate or the delay. Kayak was faster to notify me.

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 customer service before board was very rude and when I expressed my concerns about making the connecting flight she laughed and told me I bought the wrong ticket. I explained once it showed the flight was delayed it no longer let me change seats or anything. I was trying to upgrade to make sure I would get to the next gate on time.

Non stop on long haul is the way to go. Great experience

The aircraft interior is old and tired on this aircraft. The entertainment system never worked despite the crews attempt to reset the system.

The flight used a B767 with a very old interior from before 2014. The entertainment system did not work at all during the flight despite attempts to reset the system. It was like they flew this route just to be competitive.

Old plane and old configuration/seats but still comfortable for a morning flight

The flight was smooth, the pilot kept us informed about delays and we arrived more of less on time

Flight delay was communicated before leaving for airport which caused it to be a non-event. Great flight and crew!

Did not get any refreshments. Crew was very nice but limited. Small seats

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

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

Information on your arrival and departure airports

Charleston (CHS)

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