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Kissimmee

$112+ 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 5/31. Fares are subject to change and may not be available on all flights or dates of travel.
CRW — MCO
Jun 13 — Jun 201
Sat 6/13
Sat 6/20
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 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 May 14, 2026.

This Kiwi.com deal was found by Cheapflights users on 5/13. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/272:45 pm
CRW
-
MCO
Nonstop2h 08m
Breeze Airways
Thu 9/247:05 am
MCO
-
CRW
Nonstop2h 14m
Breeze Airways
Deal found 5/13$122
This Kiwi.com deal was found by Cheapflights users on 5/13. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/232:45 pm
CRW
-
MCO
Nonstop2h 08m
Breeze Airways
Thu 8/277:05 am
MCO
-
CRW
Nonstop2h 11m
Breeze Airways
Deal found 5/13$133
This Super.com deal was found by Cheapflights users on 5/10. 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 9/102:43 pm
CRW
-
MCO
Nonstop2h 09m
Breeze Airways
Thu 9/177:05 am
MCO
-
CRW
Nonstop2h 14m
Breeze Airways
Deal found 5/10$137
This Kiwi.com deal was found by Cheapflights users on 5/12. 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.
Tue 7/146:03 pm
CRW
-
MCO
Nonstop2h 08m
Breeze Airways
Thu 7/167:05 am
MCO
-
CRW
Nonstop2h 11m
Breeze Airways
Deal found 5/12$147
This Kiwi.com deal was found by Cheapflights users on 5/12. 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.
Tue 6/96:03 pm
CRW
-
MCO
Nonstop2h 08m
Breeze Airways
Tue 6/163:12 pm
MCO
-
CRW
Nonstop2h 11m
Breeze Airways
Deal found 5/12$172
This Kiwi.com deal was found by Cheapflights users on 5/12. 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.
Sun 10/182:43 pm
CRW
-
MCO
Nonstop2h 09m
Breeze Airways
Thu 10/227:05 am
MCO
-
CRW
Nonstop2h 14m
Breeze Airways
Deal found 5/12$188
This Kiwi.com deal was found by Cheapflights users on 5/13. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/232:45 pm
CRW
-
MCO
Nonstop2h 08m
Breeze Airways
Sun 8/307:05 am
MCO
-
CRW
Nonstop2h 11m
Breeze Airways
Deal found 5/13$193
This Priceline deal was found by Cheapflights users on 5/13. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/302:45 pm
CRW
-
MCO
Nonstop2h 08m
Breeze Airways
Sun 8/27:05 am
MCO
-
CRW
Nonstop2h 11m
Breeze Airways
Deal found 5/13$198
This Kiwi.com deal was found by Cheapflights users on 5/9. 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 8/92:45 pm
CRW
-
MCO
Nonstop2h 08m
Breeze Airways
Thu 8/137:05 am
MCO
-
CRW
Nonstop2h 11m
Breeze Airways
Deal found 5/9$207
This Breeze Airways deal was found by Cheapflights users on 5/10. 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 7/302:45 pm
CRW
-
MCO
Nonstop2h 08m
Breeze Airways
Thu 8/67:05 am
MCO
-
CRW
Nonstop2h 11m
Breeze Airways
Deal found 5/10$208

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 May 14, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$147
(Kiwi.com)

One-way from

$112
(Mytrip)

Popular in

February

Cheapest in

January

Average price

$323
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. 15% potential increase in price ($56 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($13 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 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 May 14, 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
Quickest round-trip

CharlestonOrlando

CRW - MCO

CRWMCO

Charleston Yeager

Thu 6/4

2:45 pm-4:53 pm

Nonstop2h 08m

Orlando

Sun 6/7

7:05 am-9:16 am

Nonstop2h 11m

$253

CharlestonOrlando

CRW - MCO

CRWMCO

Charleston Yeager

Thu 7/2

6:00 am-9:58 am

1 stop3h 58m

Orlando

Sun 7/5

6:15 am-10:24 am

1 stop4h 09m

$402

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

$410

CharlestonOrlando

CRW - MCO

CRWMCO

Charleston Yeager

Thu 6/4

6:59 pm-12:55 am

1 stop5h 56m

Orlando

Sun 6/7

6:15 am-10:24 am

1 stop4h 09m

$416

CharlestonOrlando

CRW - MCO

CRWMCO

Charleston Yeager

Thu 6/4

6:59 pm-12:55 am

1 stop5h 56m

Orlando

Mon 6/8

8:05 am-2:02 pm

1 stop5h 57m

$416

CharlestonOrlando

CRW - MCO

CRWMCO

Charleston Yeager

Thu 6/4

5:33 am-3:01 pm

2 stops9h 28m

Orlando

Mon 6/8

12:48 pm-7:35 pm

1 stop6h 47m

$484

CharlestonOrlando

CRW - MCO

CRWMCO

Charleston Yeager

Thu 6/18

6:55 pm-12:59 am

1 stop6h 04m

Orlando

Fri 6/26

5:30 am-10:24 am

1 stop4h 54m

$503

CharlestonOrlando

CRW - MCO

CRWMCO

Charleston Yeager

Sun 5/17

2:45 pm-4:53 pm

Nonstop2h 08m

Orlando

Thu 5/21

7:05 am-9:16 am

Nonstop2h 11m

$508

CharlestonOrlando

CRW - MCO

CRWMCO

Charleston Yeager

Sat 8/8

11:00 am-5:57 pm

1 stop6h 57m

Orlando

Fri 8/14

7:40 am-1:16 pm

1 stop5h 36m

$519
Cheapest one-way
Quickest one-way

CharlestonOrlando

CRW - MCO

CRWMCO

Charleston Yeager

Thu 6/4

2:45 pm-4:53 pm

Nonstop2h 08m

$139

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/10

Showing 1-10 of 13 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 May 14, 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 57% 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 May 14, 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
8.1
Very good
284 reviews

Entertainment

6.7

Crew

8.7

Overall

8.1

Boarding

8.3

Comfort

8.2

Food

6.7

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
8.1
Very good
284 reviews
Breeze Airways
8.1
Very good
284 reviews

Entertainment

6.7

Crew

8.7

Overall

8.1

Boarding

8.3

Comfort

8.2

Food

6.7

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
8,453 reviews
Breeze Airways
8.1
Very good
284 reviews

Entertainment

6.7

Crew

8.7

Overall

8.1

Boarding

8.3

Comfort

8.2

Food

6.7

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
11,666 reviews
Breeze Airways
8.1
Very good
284 reviews

Entertainment

6.7

Crew

8.7

Overall

8.1

Boarding

8.3

Comfort

8.2

Food

6.7

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. Breeze Airways provides one of the quickest options available for as low as $253. 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 $109 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 May 14, 2026.
AirlineCheapestAverageFlexibilityOn-time
Breeze AirwaysCheapest$97Average$186FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$124Average$350FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$226Average$344FlexibilityNo cancel feeOn-time71%

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