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Kissimmee

$90+ 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 4/23. Fares are subject to change and may not be available on all flights or dates of travel.
CRW — MCO
Mar 10 — Mar 171
Tue 3/10
Tue 3/17
1 adult, Economy
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Cheapflights Tip: The best prices from Charleston Yeager to Kissimmee are usually found in July or May, booked 43 days in advance, depart on a Monday or Thursday and return on a Wednesday

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 February 8, 2026.

This Kiwi.com deal was found by Cheapflights users on 2/6. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/62:45 pm
CRW
-
MCO
Nonstop2h 08m
Breeze Airways
Sun 9/137:05 am
MCO
-
CRW
Nonstop2h 11m
Breeze Airways
Deal found 2/6$163
This Kiwi.com deal was found by Cheapflights users on 2/7. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/192:43 pm
CRW
-
MCO
Nonstop2h 09m
Breeze Airways
Sun 4/267:05 am
MCO
-
CRW
Nonstop2h 14m
Breeze Airways
Deal found 2/7$167
This Kiwi.com deal was found by Cheapflights users on 2/5. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/192:43 pm
CRW
-
MCO
Nonstop2h 09m
Breeze Airways
Thu 4/237:05 am
MCO
-
CRW
Nonstop2h 14m
Breeze Airways
Deal found 2/5$197
This Breeze Airways deal was found by Cheapflights users on 2/5. 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 2/152:43 pm
CRW
-
MCO
Nonstop2h 09m
Breeze Airways
Thu 2/197:05 am
MCO
-
CRW
Nonstop2h 14m
Breeze Airways
Deal found 2/5$218
This American Airlines deal was found by Cheapflights users on 2/5. 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.
Fri 2/206:08 pm
CRW
-
MCO
1 stop6h 24m
American Airlines
Tue 3/31:06 pm
MCO
-
CRW
2 stops8h 27m
American Airlines
Deal found 2/5$224
This Delta deal was found by Cheapflights users on 2/6. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/214:23 pm
CRW
-
MCO
1 stop6h 41m
Delta
Wed 2/255:30 am
MCO
-
CRW
1 stop4h 51m
Delta
Deal found 2/6$226
This American Airlines deal was found by Cheapflights users on 2/7. 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.
Sat 2/216:08 pm
CRW
-
MCO
1 stop6h 24m
American Airlines
Wed 2/253:55 pm
MCO
-
CRW
2 stops7h 23m
American Airlines
Deal found 2/7$232
This Kiwi.com deal was found by Cheapflights users on 2/7. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/199:59 am
CRW
-
MCO
1 stop6h 45m
Multiple Airlines
Sun 4/267:05 am
MCO
-
CRW
Nonstop2h 14m
Multiple Airlines
Deal found 2/7$236
This Kiwi.com deal was found by Cheapflights users on 2/5. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/122:43 pm
CRW
-
MCO
Nonstop2h 09m
Breeze Airways
Thu 2/197:05 am
MCO
-
CRW
Nonstop2h 14m
Breeze Airways
Deal found 2/5$238
This Delta deal was found by Cheapflights users on 2/7. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/246:00 am
CRW
-
MCO
1 stop4h 54m
Delta
Tue 3/319:00 am
MCO
-
CRW
1 stop4h 57m
Delta
Deal found 2/7$240

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 February 8, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$167
(Kiwi.com)

One-way from

$97
(Booking.com)

Popular in

February

Cheapest in

July

Average price

$363
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. 9% potential increase in price ($28 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($8 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
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 February 8, 2026.
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

Sat 2/21

4:23 pm-9:58 pm

1 stop5h 35m

Orlando

Wed 2/25

5:30 am-10:21 am

1 stop4h 51m

$226

CharlestonOrlando

CRW - MCO

CRWMCO

Charleston Yeager

Wed 2/25

6:44 pm-11:04 pm

1 stop4h 20m

Orlando

Mon 3/2

6:15 am-10:21 am

1 stop4h 06m

$226

CharlestonOrlando

CRW - MCO

CRWMCO

Charleston Yeager

Mon 2/23

4:14 pm-8:59 pm

1 stop4h 45m

Orlando

Fri 2/27

5:30 am-10:21 am

1 stop4h 51m

$226

CharlestonOrlando

CRW - MCO

CRWMCO

Charleston Yeager

Tue 3/10

6:10 am-11:02 am

1 stop4h 52m

Orlando

Tue 3/17

1:06 pm-9:33 pm

2 stops8h 27m

$239

CharlestonOrlando

CRW - MCO

CRWMCO

Charleston Yeager

Tue 3/24

6:59 pm-12:06 am

1 stop5h 07m

Orlando

Tue 3/31

11:30 am-6:18 pm

1 stop6h 48m

$240

CharlestonOrlando

CRW - MCO

CRWMCO

Charleston Yeager

Tue 3/17

6:00 am-9:46 am

1 stop3h 46m

Orlando

Wed 3/25

6:15 am-10:19 am

1 stop4h 04m

$240

CharlestonOrlando

CRW - MCO

CRWMCO

Charleston Yeager

Thu 3/12

6:59 pm-12:06 am

1 stop5h 07m

Orlando

Tue 3/17

8:00 am-1:57 pm

1 stop5h 57m

$249

CharlestonOrlando

CRW - MCO

CRWMCO

Charleston Yeager

Sun 5/3

7:10 pm-1:08 am

1 stop5h 58m

Orlando

Sat 5/9

5:30 am-10:22 am

1 stop4h 52m

$249

CharlestonOrlando

CRW - MCO

CRWMCO

Charleston Yeager

Thu 3/5

6:44 pm-12:03 am

1 stop5h 19m

Orlando

Sun 3/8

6:15 am-10:19 am

1 stop4h 04m

$257

CharlestonOrlando

CRW - MCO

CRWMCO

Charleston Yeager

Mon 3/9

6:59 pm-1:04 am

1 stop6h 05m

$113

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/6

Showing 1-10 of 19 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 January 30, 2026.

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, March is the cheapest month in which you can book a flight from Charleston, West Virginia to Kissimmee (average of $69). Flying from Charleston, West Virginia to Kissimmee in August is currently the most expensive (average of $106). 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 February 8, 2026.

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 afternoon tend to be the most expensive. A flight in the evening could potentially save you up to 77% on airfare.

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 February 8, 2026.
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
8.1
Very good
267 reviews

Crew

8.7

Comfort

8.2

Entertainment

6.6

Food

6.7

Boarding

8.3

Overall

8.1

Reviews

1 / 17
2.0
Mediocre

Justine,Jan 2026

RDU - MCO

1/10, I have never experienced the amount of delays, my flight was supposed to board at 8:34pm, we didn’t board until 3:35am from RDU. The staff got rude and very disrespectful when you asked what was going on it was like we didn’t board until something wrong or were pestering them for answers. I was 1 question 1 time, they were not communicating with us at all. So when our plane was now 6+ hrs delayed and nothing was being said to us .. yeah I think we have a right to ask a question. Everything took so long and was such a process; I have never experienced this before and I’m a frequent flyer, breeze makes spirit airlines look like a 100/10 airline.
Breeze Airways
8.1
Very good
267 reviews
Breeze Airways
8.1
Very good
267 reviews

Crew

8.7

Comfort

8.2

Entertainment

6.6

Food

6.7

Boarding

8.3

Overall

8.1

Reviews

1 / 17
2.0
Mediocre

Justine,Jan 2026

RDU - MCO

1/10, I have never experienced the amount of delays, my flight was supposed to board at 8:34pm, we didn’t board until 3:35am from RDU. The staff got rude and very disrespectful when you asked what was going on it was like we didn’t board until something wrong or were pestering them for answers. I was 1 question 1 time, they were not communicating with us at all. So when our plane was now 6+ hrs delayed and nothing was being said to us .. yeah I think we have a right to ask a question. Everything took so long and was such a process; I have never experienced this before and I’m a frequent flyer, breeze makes spirit airlines look like a 100/10 airline.
Delta
7.9
Good
8,174 reviews
Breeze Airways
8.1
Very good
267 reviews

Crew

8.7

Comfort

8.2

Entertainment

6.6

Food

6.7

Boarding

8.3

Overall

8.1

Reviews

1 / 17
2.0
Mediocre

Justine,Jan 2026

RDU - MCO

1/10, I have never experienced the amount of delays, my flight was supposed to board at 8:34pm, we didn’t board until 3:35am from RDU. The staff got rude and very disrespectful when you asked what was going on it was like we didn’t board until something wrong or were pestering them for answers. I was 1 question 1 time, they were not communicating with us at all. So when our plane was now 6+ hrs delayed and nothing was being said to us .. yeah I think we have a right to ask a question. Everything took so long and was such a process; I have never experienced this before and I’m a frequent flyer, breeze makes spirit airlines look like a 100/10 airline.
United Airlines
7.4
Good
9,259 reviews
Breeze Airways
8.1
Very good
267 reviews

Crew

8.7

Comfort

8.2

Entertainment

6.6

Food

6.7

Boarding

8.3

Overall

8.1

Reviews

1 / 17
2.0
Mediocre

Justine,Jan 2026

RDU - MCO

1/10, I have never experienced the amount of delays, my flight was supposed to board at 8:34pm, we didn’t board until 3:35am from RDU. The staff got rude and very disrespectful when you asked what was going on it was like we didn’t board until something wrong or were pestering them for answers. I was 1 question 1 time, they were not communicating with us at all. So when our plane was now 6+ hrs delayed and nothing was being said to us .. yeah I think we have a right to ask a question. Everything took so long and was such a process; I have never experienced this before and I’m a frequent flyer, breeze makes spirit airlines look like a 100/10 airline.
American Airlines
7.2
Good
11,258 reviews
Breeze Airways
8.1
Very good
267 reviews

Crew

8.7

Comfort

8.2

Entertainment

6.6

Food

6.7

Boarding

8.3

Overall

8.1

Reviews

1 / 17
2.0
Mediocre

Justine,Jan 2026

RDU - MCO

1/10, I have never experienced the amount of delays, my flight was supposed to board at 8:34pm, we didn’t board until 3:35am from RDU. The staff got rude and very disrespectful when you asked what was going on it was like we didn’t board until something wrong or were pestering them for answers. I was 1 question 1 time, they were not communicating with us at all. So when our plane was now 6+ hrs delayed and nothing was being said to us .. yeah I think we have a right to ask a question. Everything took so long and was such a process; I have never experienced this before and I’m a frequent flyer, breeze makes spirit airlines look like a 100/10 airline.

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 4h 52m. Delta provides one of the quickest options available for as low as $239. 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 $203 for a flight from Charleston, West Virginia to Kissimmee. The cheapest flight overall is $79 while the most popular route, (Charleston Yeager - Orlando) is currently priced at $197.

  • 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, March is the cheapest month in which you can book a flight from Charleston, West Virginia to Kissimmee (average of $69). Flying from Charleston, West Virginia to Kissimmee in August is currently the most expensive (average of $106). 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 February 8, 2026.
AirlineCheapestAverageFlexibilityOn-time
Breeze AirwaysCheapest$93Average$173FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$154Average$328FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$159Average$298FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$226Average$362FlexibilityNo cancel feeOn-time71%

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