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Kissimmee

$120+ Cheap flights from Charleston, WV (CRW) to Kissimmee, FL

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 2/7. Fares are subject to change and may not be available on all flights or dates of travel.
CRW — MCO
Jan 13 — Jan 201
Tue 1/13
Tue 1/20
1 adult, Economy
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Cheapflights Tip: The best prices from Charleston Yeager to Kissimmee are usually found in January or July, booked 43 days in advance, depart on a Monday or Thursday and return on a Monday

Cheap flight deals from Charleston to Kissimmee

Cheapest flights from Charleston to Kissimmee
Explore the most affordable flight options available from Charleston to Kissimmee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 14, 2025.

This Breeze Airways deal was found by Cheapflights users on 12/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/212:43 pmCRW - MCO
Nonstop2h 09mBreeze Airways
Sun 12/287:05 amMCO - CRW
Nonstop2h 13mBreeze Airways
Deal found 12/13$178
This Super.com deal was found by Cheapflights users on 12/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/232:43 pmCRW - MCO
Nonstop2h 09mBreeze Airways
Tue 12/307:05 amMCO - CRW
Nonstop2h 13mBreeze Airways
Deal found 12/13$186
This American Airlines deal was found by Cheapflights users on 12/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/307:11 amCRW - MCO
1 stop7h 02mAmerican Airlines
Tue 1/66:48 pmMCO - CRW
1 stop4h 27mAmerican Airlines
Deal found 12/14$239
This Super.com deal was found by Cheapflights users on 12/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/252:43 pmCRW - MCO
Nonstop2h 09mBreeze Airways
Thu 1/17:05 amMCO - CRW
Nonstop2h 13mBreeze Airways
Deal found 12/13$284
This American Airlines deal was found by Cheapflights users on 12/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/2111:11 amCRW - MCO
1 stop4h 16mAmerican Airlines
Sun 12/287:03 pmMCO - CRW
1 stop5h 23mAmerican Airlines
Deal found 12/14$298
This American Airlines deal was found by Cheapflights users on 12/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/235:59 pmCRW - MCO
1 stop4h 01mAmerican Airlines
Tue 12/305:25 amMCO - CRW
2 stops7h 27mAmerican Airlines
Deal found 12/13$304
This American Airlines deal was found by Cheapflights users on 12/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/257:40 amCRW - MCO
1 stop6h 32mAmerican Airlines
Thu 1/15:00 amMCO - CRW
1 stop5h 41mAmerican Airlines
Deal found 12/13$359

Find flight deals from Charleston to Kissimmee

Keep the following information in mind while searching for Charleston to Kissimmee flight deals. Data was last updated December 14, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$136
(Super.com)

One-way from

$59
(Super.com)

Popular in

October

Cheapest in

January

Average price

$328
Provider with most accurate pricing for Charleston Yeager-Orlando (ORL) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Charleston Yeager-Orlando (ORL) flights.
Search Deals
From Charleston Yeager to Kissimmee
Search Deals
One-way flight from Charleston Yeager to Kissimmee
Search Deals
Highest demand for flights based on searches. 8% potential increase in price ($24 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($6 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Charleston to Kissimmee that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated December 14, 2025.
Use the filters below to find and compare flights from Charleston to Kissimmee that are best for you.

Fly from

Charleston

Fly to

Kissimmee

Route

Depart

Return

Price

CharlestonOrlando

CRW - MCO

CRWMCO

Charleston Yeager

Thu 1/1

7:11 am-1:14 pm

1 stop6h 03m

Orlando

Thu 1/8

7:00 am-11:54 am

1 stop4h 54m

$200

CharlestonOrlando

CRW - MCO

CRWMCO

Charleston Yeager

Thu 1/1

2:43 pm-4:52 pm

Nonstop2h 09m

Orlando

Thu 1/8

7:18 am-2:03 pm

1 stop6h 45m

$210

CharlestonOrlando

CRW - MCO

CRWMCO

Charleston Yeager

Fri 1/9

5:49 am-2:10 pm

2 stops8h 21m

Orlando

Fri 1/16

6:48 pm-11:15 pm

1 stop4h 27m

$230

CharlestonOrlando

CRW - MCO

CRWMCO

Charleston Yeager

Mon 2/2

12:24 pm-7:02 pm

1 stop6h 38m

Orlando

Sun 2/8

5:00 am-11:54 am

1 stop6h 54m

$249

CharlestonOrlando

CRW - MCO

CRWMCO

Charleston Yeager

Tue 12/30

5:59 pm-10:00 pm

1 stop4h 01m

Orlando

Tue 1/6

4:28 pm-11:15 pm

1 stop6h 47m

$259

CharlestonOrlando

CRW - MCO

CRWMCO

Charleston Yeager

Wed 1/28

12:24 pm-9:50 pm

2 stops9h 26m

Orlando

Tue 2/3

1:05 pm-10:02 pm

2 stops8h 57m

$260

CharlestonOrlando

CRW - MCO

CRWMCO

Charleston Yeager

Wed 2/25

6:20 pm-11:48 pm

1 stop5h 28m

Orlando

Sun 3/1

5:00 am-10:40 am

1 stop5h 40m

$269

CharlestonOrlando

CRW - MCO

CRWMCO

Charleston Yeager

Sat 1/31

6:00 am-3:37 pm

2 stops9h 37m

Orlando

Tue 2/10

3:20 pm-11:15 pm

2 stops7h 55m

$269

CharlestonOrlando

CRW - MCO

CRWMCO

Charleston Yeager

Sat 2/7

4:22 pm-8:54 pm

1 stop4h 32m

$120

CharlestonOrlando

CRW - MCO

CRWMCO

Charleston Yeager

Sat 2/14

6:13 pm-12:32 am

1 stop6h 19m

$144

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/13

Showing 1-10 of 18 results
1
2

Best time to book a flight from Charleston to Kissimmee

Have a flexible travel schedule? Discover the best time to fly to Kissimmee from Charleston with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

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

How far ahead should I book a flight from Charleston, West Virginia to Kissimmee?

Use this chart to determine the optimal time to book a round-trip flight from Charleston to Kissimmee. Price data was last updated on December 12, 2025.

The best time to book flights from Charleston, West Virginia to Kissimmee is 43 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

What is the cheapest month to book a flight from Charleston, West Virginia to Kissimmee?

Currently, July is the cheapest month in which you can book a flight from Charleston, West Virginia to Kissimmee (average of $79). Flying from Charleston, West Virginia to Kissimmee in March is currently the most expensive (average of $124). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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

Find hourly flight availability from Charleston to Kissimmee. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 14, 2025.

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 in the morning tend to be the most expensive. A flight in the evening could potentially save you up to 68% on airfare.

What is the cheapest day to fly from Charleston, West Virginia to Kissimmee?

Use this chart to determine the cheapest time to fly round-trip from Charleston to Kissimmee. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Charleston, West Virginia to Kissimmee flight should consider departing on Tuesday evenings when fares are most often at their lowest. Saturday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

Reviews of airlines servicing Kissimmee

Get insights into the airlines that provide service to Kissimmee. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Kissimmee. Reviews last updated December 14, 2025.
Read through reviews of airlines operating flights from Charleston to Kissimmee, such as Breeze Airways, Delta, and United Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Breeze Airways
8.2
Very good
248 reviews

Boarding

8.4

Food

6.7

Entertainment

6.7

Crew

8.8

Comfort

8.2

Overall

8.2

Reviews

1 / 16
10.0
Excellent

Anonymous,Dec 2025

RSW - ISP

There was no food offered so I had to just put okay. Other than that all was great.
Breeze Airways
8.2
Very good
248 reviews
Breeze Airways
8.2
Very good
248 reviews

Boarding

8.4

Food

6.7

Entertainment

6.7

Crew

8.8

Comfort

8.2

Overall

8.2

Reviews

1 / 16
10.0
Excellent

Anonymous,Dec 2025

RSW - ISP

There was no food offered so I had to just put okay. Other than that all was great.
Delta
7.9
Good
8,006 reviews
Breeze Airways
8.2
Very good
248 reviews

Boarding

8.4

Food

6.7

Entertainment

6.7

Crew

8.8

Comfort

8.2

Overall

8.2

Reviews

1 / 16
10.0
Excellent

Anonymous,Dec 2025

RSW - ISP

There was no food offered so I had to just put okay. Other than that all was great.
United Airlines
7.4
Good
9,092 reviews
Breeze Airways
8.2
Very good
248 reviews

Boarding

8.4

Food

6.7

Entertainment

6.7

Crew

8.8

Comfort

8.2

Overall

8.2

Reviews

1 / 16
10.0
Excellent

Anonymous,Dec 2025

RSW - ISP

There was no food offered so I had to just put okay. Other than that all was great.
American Airlines
7.2
Good
11,051 reviews
Breeze Airways
8.2
Very good
248 reviews

Boarding

8.4

Food

6.7

Entertainment

6.7

Crew

8.8

Comfort

8.2

Overall

8.2

Reviews

1 / 16
10.0
Excellent

Anonymous,Dec 2025

RSW - ISP

There was no food offered so I had to just put okay. Other than that all was great.

Related info for your journey

Find useful and relevant information for your journey from Charleston to Kissimmee. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • 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. 4 airlines have flights to Kissimmee from Charleston Yeager on a regular basis.

  • How long is the flight from Charleston, West Virginia to Kissimmee?

    A quick flight from Charleston, West Virginia to Kissimmee can take about 2h 09m. Breeze Airways provides one of the quickest options available for as low as $136. The distance from Charleston, West Virginia to Kissimmee is about 687 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines to fly from Charleston, West Virginia to Kissimmee one-way?

    The cheapest airline one-way is Breeze Airways, with whom users have recently found tickets for as low as $61. However, be on the lookout for offers from Delta and American Airlines, as they are both options that can get you from Charleston, West Virginia to Kissimmee for a low price.

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

    On average you can expect to pay $213 for a flight from Charleston, West Virginia to Kissimmee. The cheapest flight overall is $127 while the most popular route, (Charleston Yeager - Orlando) is currently priced at $178.

  • 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.

  • What is the cheapest month to book a flight from Charleston, West Virginia to Kissimmee?

    Currently, July is the cheapest month in which you can book a flight from Charleston, West Virginia to Kissimmee (average of $79). Flying from Charleston, West Virginia to Kissimmee in March is currently the most expensive (average of $124). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Top 4 airlines flying from Charleston to Kissimmee

Discover the top 4 airlines that operate flights from Charleston to Kissimmee. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated December 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
Breeze AirwaysCheapest$98Average$167FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$213Average$331FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$214Average$365FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$263Average$308FlexibilityNo cancel feeOn-time69%

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