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Kissimmee

$63+ 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 9/10. Fares are subject to change and may not be available on all flights or dates of travel.
CRW — MCO
Jul 16 — Jul 231
Thu 7/16
Thu 7/23
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 Thursday or Monday 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 June 16, 2026.

This Kiwi.com deal was found by Cheapflights users on 6/12. 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 9/102:43 pm
CRW
-
MCO
Nonstop2h 09m
Breeze Airways
Thu 9/177:05 am
MCO
-
CRW
Nonstop2h 14m
Breeze Airways
Deal found 6/12$122
This Kiwi.com deal was found by Cheapflights users on 6/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/102:43 pm
CRW
-
MCO
Nonstop2h 09m
Breeze Airways
Thu 9/247:05 am
MCO
-
CRW
Nonstop2h 14m
Breeze Airways
Deal found 6/14$123
This Kiwi.com deal was found by Cheapflights users on 6/15. 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.
Tue 7/146:03 pm
CRW
-
MCO
Nonstop2h 08m
Breeze Airways
Tue 7/213:12 pm
MCO
-
CRW
Nonstop2h 11m
Breeze Airways
Deal found 6/15$147
This Kiwi.com deal was found by Cheapflights users on 6/11. 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.
Tue 6/236:03 pm
CRW
-
MCO
Nonstop2h 08m
Breeze Airways
Thu 6/257:05 am
MCO
-
CRW
Nonstop2h 11m
Breeze Airways
Deal found 6/11$167
This Super.com deal was found by Cheapflights users on 6/12. 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 7/76:03 pm
CRW
-
MCO
Nonstop2h 08m
Breeze Airways
Sun 7/127:05 am
MCO
-
CRW
Nonstop2h 11m
Breeze Airways
Deal found 6/12$193
This Super.com deal was found by Cheapflights users on 6/14. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/216:03 pm
CRW
-
MCO
Nonstop2h 08m
Breeze Airways
Thu 7/237:05 am
MCO
-
CRW
Nonstop2h 11m
Breeze Airways
Deal found 6/14$198
This Breeze Airways deal was found by Cheapflights users on 6/11. 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.
Thu 7/92:45 pm
CRW
-
MCO
Nonstop2h 08m
Breeze Airways
Sun 7/127:05 am
MCO
-
CRW
Nonstop2h 11m
Breeze Airways
Deal found 6/11$203
This Kiwi.com deal was found by Cheapflights users on 6/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/162:45 pm
CRW
-
MCO
Nonstop2h 08m
Breeze Airways
Thu 8/207:05 am
MCO
-
CRW
Nonstop2h 11m
Breeze Airways
Deal found 6/14$212
This Breeze Airways deal was found by Cheapflights users on 6/14. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/202:45 pm
CRW
-
MCO
Nonstop2h 08m
Breeze Airways
Sun 8/237:05 am
MCO
-
CRW
Nonstop2h 11m
Breeze Airways
Deal found 6/14$218
This Priceline deal was found by Cheapflights users on 6/11. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/122:45 pm
CRW
-
MCO
Nonstop2h 08m
Breeze Airways
Sun 7/197:05 am
MCO
-
CRW
Nonstop2h 11m
Breeze Airways
Deal found 6/11$219
This Super.com deal was found by Cheapflights users on 6/12. 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 6/166:03 pm
CRW
-
MCO
Nonstop2h 08m
Breeze Airways
Thu 6/187:05 am
MCO
-
CRW
Nonstop2h 11m
Breeze Airways
Deal found 6/12$220

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 June 16, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$122
(Kiwi.com)

One-way from

$63
(Kiwi.com)

Popular in

February

Cheapest in

January

Average price

$343
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. 12% potential increase in price ($45 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($12 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in June 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 June 16, 2026.
Use the filters below to find and compare flights from Charleston to Kissimmee that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

CharlestonOrlando

CRW - MCO

CRWMCO

Charleston Yeager

Tue 7/21

6:51 pm-1:05 am

1 stop6h 14m

Orlando

Thu 7/23

5:30 am-10:24 am

1 stop4h 54m

$238

CharlestonOrlando

CRW - MCO

CRWMCO

Charleston Yeager

Thu 8/6

6:50 pm-1:04 am

1 stop6h 14m

Orlando

Sun 8/9

5:30 am-10:27 am

1 stop4h 57m

$238

CharlestonOrlando

CRW - MCO

CRWMCO

Charleston Yeager

Thu 7/9

6:51 pm-1:05 am

1 stop6h 14m

Orlando

Sun 7/12

5:30 am-10:24 am

1 stop4h 54m

$337
Quickest round-trip

CharlestonOrlando

CRW - MCO

CRWMCO

Charleston Yeager

Thu 7/2

2:45 pm-4:53 pm

Nonstop2h 08m

Orlando

Sat 7/4

7:30 am-1:42 pm

1 stop6h 12m

$339

CharlestonOrlando

CRW - MCO

CRWMCO

Charleston Yeager

Sat 8/1

6:00 am-9:58 am

1 stop3h 58m

Orlando

Sun 8/9

5:30 am-10:27 am

1 stop4h 57m

$363

CharlestonOrlando

CRW - MCO

CRWMCO

Charleston Yeager

Thu 7/9

2:45 pm-4:53 pm

Nonstop2h 08m

Orlando

Sat 7/18

7:30 am-1:42 pm

1 stop6h 12m

$374

CharlestonOrlando

CRW - MCO

CRWMCO

Charleston Yeager

Tue 6/30

11:00 am-4:43 pm

1 stop5h 43m

Orlando

Sat 7/4

9:40 am-5:22 pm

1 stop7h 42m

$379

CharlestonOrlando

CRW - MCO

CRWMCO

Charleston Yeager

Fri 7/24

8:06 pm-12:17 am

1 stop4h 11m

Orlando

Mon 8/10

4:21 pm-10:59 pm

1 stop6h 38m

$402

CharlestonOrlando

CRW - MCO

CRWMCO

Charleston Yeager

Mon 7/13

6:51 pm-11:02 pm

1 stop4h 11m

Orlando

Mon 7/20

5:30 am-10:24 am

1 stop4h 54m

$402
Cheapest one-way
Quickest one-way

CharlestonOrlando

CRW - MCO

CRWMCO

Charleston Yeager

Sun 7/12

2:45 pm-4:53 pm

Nonstop2h 08m

$104

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/13

Showing 1-10 of 20 resultsSorted by cheapest first
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

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 June 16, 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 at noon tend to be the most expensive. A flight in the evening could potentially save you up to 60% on airfare.

How much does it cost to fly round-trip from Charleston, West Virginia to Kissimmee?

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 June 16, 2026.
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
8.2
Very good
291 reviews

Overall

8.2

Crew

8.8

Food

6.7

Boarding

8.3

Comfort

8.2

Entertainment

6.6

Reviews

1 / 18
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
8.2
Very good
291 reviews
Breeze Airways
8.2
Very good
291 reviews

Overall

8.2

Crew

8.8

Food

6.7

Boarding

8.3

Comfort

8.2

Entertainment

6.6

Reviews

1 / 18
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.
Delta
7.9
Good
8,403 reviews
Breeze Airways
8.2
Very good
291 reviews

Overall

8.2

Crew

8.8

Food

6.7

Boarding

8.3

Comfort

8.2

Entertainment

6.6

Reviews

1 / 18
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.
American Airlines
7.1
Good
11,667 reviews
Breeze Airways
8.2
Very good
291 reviews

Overall

8.2

Crew

8.8

Food

6.7

Boarding

8.3

Comfort

8.2

Entertainment

6.6

Reviews

1 / 18
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.

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. 3 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 08m. Delta provides one of the quickest options available for as low as $339. 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 $244 for a flight from Charleston, West Virginia to Kissimmee. The cheapest flight overall is $91 while the most popular route, (Charleston Yeager - Orlando) is currently priced at $122.

  • 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.

See more FAQs

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Top 3 airlines flying from Charleston to Kissimmee

Discover the top 3 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 June 16, 2026.
AirlineCheapestAverageFlexibilityOn-time
Breeze AirwaysCheapest$98Average$190FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$124Average$328FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$226Average$355FlexibilityNo cancel feeOn-time71%

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