In terms of precipitation, rainfall in Kissimmee ranges from 2.4 - 8.7 inches per month. June is typically the wettest month, when rainfall can reach 8.7 in. November is typically the driest time to visit Kissimmee when rainfall is around 2.4 in.

If weather is an important factor for your trip to Kissimmee, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 84.2 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 60.8 F).

What are the cheapest flights from Charleston, West Virginia to Kissimmee?

On average you can expect to pay $164 for a flight from Charleston, West Virginia to Kissimmee. The cheapest flight overall is $94 while the most popular route, (Charleston Yeager - Orlando) is currently priced at $214.

What are the most popular airlines that fly from Charleston, West Virginia to Kissimmee?

When booking a flight from Charleston, West Virginia to Kissimmee, you may want to consider flying on American Airlines, Breeze Airways or Delta as they are the most popular for this route.

What airport do you fly from for flights from Charleston to Kissimmee?

For a flight from Charleston to Kissimmee, you will be flying from Yeager. Charleston Yeager (CRW) is just 2.7 mi from the center of the city. Yeager is the only Charleston airport and it handles 0 outbound flights to Kissimmee per day. 3 airlines have flights to Kissimmee from Charleston Yeager on a regular basis.

Can I find deals for flights from Charleston to Kissimmee that include hotel bookings?

Yes. In addition to deals on Charleston to Kissimmee flights, Cheapflights offers vacation packages that include both flights and hotel.

How can I find direct flights from Charleston to Kissimmee?

After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Charleston to Kissimmee.

Can I find deals for business class flights from Charleston to Kissimmee?

Yes. Cheapflights offers flight deals from Charleston to Kissimmee by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

Find Cheap Flights from Charleston, WV to Kissimmee

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Cheapflights Tip: The best prices from Charleston Yeager to Kissimmee are usually found in January or August, booked 36 days in advance, depart on a Wednesday or Monday and return on a Tuesday

Find flight deals from Charleston to Kissimmee

Most accurate provider	FlightHub 3 stars
Most trusted provider	FlightHub 3 stars
Popular in	March
Cheapest in	January
Average price	$318

Provider with most accurate pricing for Charleston Yeager-Orlando (ORL) flight deals.

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Provider most trusted by Cheapflights users for Charleston Yeager-Orlando (ORL) flights.

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Highest demand for flights based on searches. 19% potential increase in price ($85 potential increase over avg. RT price).

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Cheapest flight prices on average. 3% potential price decrease ($13 potential savings vs. average RT price).

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Average for round-trip flights in October 2026

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Cheapflights Insights

Everything you need to know about your flight from Charleston to Kissimmee

What is the cheapest time of day to fly from CRW to K1S?

One of the essential ways to save on airfare from Charleston, West Virginia to Kissimmee is to remain as flexible as possible. Flights that are at noon tend to be the most expensive. A flight in the evening could potentially save you up to 21% on airfare.

Reviews of airlines servicing Kissimmee

Read through reviews of airlines operating flights from Charleston to Kissimmee, such as Breeze Airways,Delta, andAmerican Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.

Breeze Airways

8.3

Very good

323 reviews

Reviews

1 / 17

4.0

Okay

Lisa,Mar 2026

ORF - JAX

*Flight was delayed twice *Once plane arrived crew closed the entryway to discuss whatever, leaving us to wait again. *Finally arriving Jax, we were delayed again for 20 minutes because another plane at the gate hadn’t pushed back Overall, score 2 out of 5. Lots of passengers upset.

Breeze Airways

8.3

Very good

323 reviews

Breeze Airways

8.3

Very good

323 reviews

Reviews

1 / 17

4.0

Okay

Lisa,Mar 2026

ORF - JAX

Delta

7.8

Good

8,626 reviews

Breeze Airways

8.3

Very good

323 reviews

Reviews

1 / 17

4.0

Okay

Lisa,Mar 2026

ORF - JAX

American Airlines

7.0

Good

12,133 reviews

Breeze Airways

8.3

Very good

323 reviews

Reviews

1 / 17

4.0

Okay

Lisa,Mar 2026

ORF - JAX

Related info for your journey

What airport do you fly from for flights from Charleston to Kissimmee?
For a flight from Charleston to Kissimmee, you will be flying from Yeager. Charleston Yeager (CRW) is just 2.7 mi from the center of the city. Yeager is the only Charleston airport and it handles 0 outbound flights to Kissimmee per day. 3 airlines have flights to Kissimmee from Charleston Yeager on a regular basis.
What are the cheapest flights from Charleston, West Virginia to Kissimmee?
On average you can expect to pay $164 for a flight from Charleston, West Virginia to Kissimmee. The cheapest flight overall is $94 while the most popular route, (Charleston Yeager - Orlando) is currently priced at $214.
Can I find deals for flights from Charleston to Kissimmee that include hotel bookings?
Yes. In addition to deals on Charleston to Kissimmee flights, Cheapflights offers vacation packages that include both flights and hotel.
How can I find direct flights from Charleston to Kissimmee?
After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Charleston to Kissimmee.
Can I find deals for business class flights from Charleston to Kissimmee?
Yes. Cheapflights offers flight deals from Charleston to Kissimmee by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

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Top 3 airlines flying from Charleston to Kissimmee

Airline	Cheapest	Average	Flexibility	On-time
Breeze Airways	Cheapest$98	Average$214	FlexibilityNo cancel fee	On-timeN/A
Delta	Cheapest$124	Average$353	FlexibilityNo cancel fee	On-timeN/A
American Airlines	Cheapest$238	Average$398	FlexibilityNo cancel fee	On-time71%

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Cheap flights from Charleston, WV (CRW) to Kissimmee, FL

Find cheap flights from Charleston to Kissimmee with Cheapflights

1. Tell us where you want to go

2. Select your favorite providers

3. Compare prices and book

Find flight deals from Charleston to Kissimmee

Most accurate provider

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Popular in

Cheapest in

Average price

Cheapflights Insights

What is the cheapest time of day to fly from CRW to K1S?

One of the essential ways to save on airfare from Charleston, West Virginia to Kissimmee is to remain as flexible as possible. Flights that are at noon tend to be the most expensive. A flight in the evening could potentially save you up to 21% on airfare.

Reviews of airlines servicing Kissimmee

Read through reviews of airlines operating flights from Charleston to Kissimmee, such as Breeze Airways,Delta, andAmerican Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.

Related info for your journey

What airport do you fly from for flights from Charleston to Kissimmee?

What are the cheapest flights from Charleston, West Virginia to Kissimmee?

Can I find deals for flights from Charleston to Kissimmee that include hotel bookings?

How can I find direct flights from Charleston to Kissimmee?

Can I find deals for business class flights from Charleston to Kissimmee?

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Charleston to Kissimmee

See prices for flight routes from nearby airports that may be better suited for you.

Complete your trip

Complete your trip to Kissimmee by adding a car rental and/or hotel reservation to your travel itinerary.

Search flights from Charleston to Kissimmee by cabin class

Find flights from Charleston to Kissimmee, based on your preferred cabin class, be it economy, premium economy, business, or first class.

Charleston and Kissimmee flights

Browse other Charleston and Kissimmee flight options. Last updated on October 3, 2026.

Other flights from Charleston

Browse through other flights departing from Charleston. Flights are based on user searches made on Cheapflights and were last updated on October 3, 2026.

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Charleston to Kissimmee flights

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Top 3 airlines flying from Charleston to Kissimmee

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