Cheap Flights from Charleston (CHS) to Kissimmee (ISM)

Popular airlines from Charleston Intl. Airport (CHS) to Kissimmee, FL (ISM-Kissimmee Gateway)

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Alternative airports near Kissimmee

Prices were available within the past 7 days. Prices and availability are subject to change.

Flights from Charleston (CHS) to Kissimmee (ISM)
Origin airport
Charleston Intl.
Destination airport
Kissimmee Gateway
Distance
327 mi

Charleston to Kissimmee Flights

The cheapest times to fly from Charleston to Kissimmee

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Charleston to Kissimmee are during the month of . You can find some of the cheapest flights from Charleston to Kissimmee with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Charleston to Kissimmee

Sunday is one of the best days to book for cheap flights from Charleston to Kissimmee: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Charleston to Kissimmee

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Charleston to Kissimmee in 2025. You can also book with separate airlines for your outbound and return journeys, from one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Charleston to Kissimmee flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Charleston to Kissimmee airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Frequently asked questions

How much does a flight from Charleston Intl. Airport (CHS) to Kissimmee Gateway Airport (ISM) cost?
Snag a cheap one-way flight or cheap return flight from Charleston Intl. Airport (CHS) to Kissimmee Gateway Airport (ISM) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to see our cheapest flight offers on this route.
What is the cheapest month to fly from Charleston Intl. Airport (CHS) to Kissimmee Gateway Airport (ISM)?
The cheapest month to fly from CHS to ISM is , when there's less demand. Off-peak season is generally when you'll find cheap fares for travel between these airports.
What is the cheapest airline that flies from Charleston Intl. Airport (CHS) to Kissimmee Gateway Airport (ISM)?
Use the filter tool on Expedia to compare different airlines and find the cheapest carrier that'll take you from CHS to ISM. Then, sort your results by "Price (lowest to highest)" to score a good deal.
How many flights per day from Charleston Intl. Airport (CHS) to Kissimmee Gateway Airport (ISM)?
You'll have to hop on a flight with a layover if you're traveling from Charleston Intl. Airport (CHS) to Kissimmee Gateway Airport (ISM). Direct flights don't operate daily on this route. However, just filter your search to include one or more stops to find an option that works for you.
What day of the week has the most flights from CHS to ISM?
Friday is generally the busiest day for flights, while Tuesday is often the quietest.* Remember that flight schedules can vary depending on a range of factors, including the carrier and season.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Charleston Intl. Airport (CHS) to Kissimmee Gateway Airport (ISM)?
To avoid possible delays on the Charleston Intl. Airport (CHS) to Kissimmee Gateway Airport (ISM) route, aim to fly before 3 PM. Later flights are 22% more likely to be canceled.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
What airports do you fly into for Orlando from Charleston Intl. Airport (CHS)?
Orlando Intl. Airport (MCO) is the only airport in Orlando with direct flights from Charleston Intl. Airport (CHS). Browse the available options and discover affordable fares on Expedia.
Is it cheaper to buy a plane ticket from Charleston Intl. Airport (CHS) to Kissimmee Gateway Airport (ISM) last-minute?
Waiting until just before your trip to book your flight from CHS to ISM often results in higher prices. While you might find some last-minute discounts, they're not always guaranteed. Keep your travel schedule open to maximize your chances of getting a bargain.
Is it cheaper to book a CHS to ISM flight and hotel package?
You can save money by securing a CHS to ISM flight and hotel package compared to booking separately. In fact, travelers could save hundreds of dollars by bundling with Expedia. And it's simple to manage it all in one convenient place. Once you've selected your ideal flights and accommodations, consider adding extras like activities, car rentals and tours.
Can I cancel or change the date of my flight from Charleston Intl. Airport (CHS) to Kissimmee Gateway Airport (ISM)?
In most cases, you can cancel or reschedule your CHS to ISM flight. However, there may be additional charges, especially if you made your booking over 24 hours ago. Double-check your itinerary for the airline's fees and rules on flight changes, or if you need further details, visit our Customer Service portal.

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