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Kissimmee

$80+ Cheap flights from Charlottesville (CHO) 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 9/25. Fares are subject to change and may not be available on all flights or dates of travel.
CHO — MCO
Aug 26 — Sep 21
Tue 8/26
Tue 9/2
1 adult, Economy
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Cheapflights Tip: The best prices from Charlottesville Albemarle to Kissimmee are usually found in May or September, booked 40 days in advance, depart on a Tuesday or Wednesday and return on a Wednesday

Cheap flight deals from Charlottesville to Kissimmee

Keep the following information in mind while searching for Charlottesville to Kissimmee flight deals. Data was last updated August 21, 2025.

Round-trip from

$159
(American Airlines)

One-way from

$80
(American Airlines)

Popular in

March

Cheapest in

May

Average price

$342
From Charlottesville Albemarle to Kissimmee
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One-way flight from Charlottesville Albemarle to Kissimmee
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Highest demand for flights based on searches. 16% potential increase in price ($78 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($18 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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Find flight deals from Charlottesville to Kissimmee

Cheapest flights from Charlottesville to Kissimmee
Explore the most affordable flight options available from Charlottesville to Kissimmee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 21, 2025.

This American Airlines deal was found by Cheapflights users on 8/19. 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 11/16:01 pmCHO - MCO
1 stop4h 10mAmerican Airlines
Mon 11/36:00 amMCO - CHO
1 stop3h 55mAmerican Airlines
Deal found 8/19$159
This American Airlines deal was found by Cheapflights users on 8/19. 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 9/24:04 pmCHO - MCO
1 stop4h 50mAmerican Airlines
Sat 9/68:17 amMCO - CHO
1 stop6h 35mAmerican Airlines
Deal found 8/19$163
This Delta deal was found by Cheapflights users on 8/20. 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.
Wed 9/34:08 pmCHO - MCO
1 stop6h 25mDelta
Sat 9/137:05 amMCO - CHO
1 stop5h 17mDelta
Deal found 8/20$177
This United Airlines deal was found by Cheapflights users on 8/19. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/310:59 amCHO - MCO
1 stop7h 21mUnited Airlines
Sun 9/78:00 amMCO - CHO
1 stop5h 52mUnited Airlines
Deal found 8/19$187
This American Airlines deal was found by Cheapflights users on 8/20. 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.
Mon 9/15:00 amCHO - MCO
1 stop3h 49mAmerican Airlines
Sat 9/68:17 amMCO - CHO
1 stop6h 35mAmerican Airlines
Deal found 8/20$193
This American Airlines deal was found by Cheapflights users on 8/20. 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 9/64:53 pmCHO - MCO
1 stop6h 49mAmerican Airlines
Sat 9/138:17 amMCO - CHO
1 stop6h 35mAmerican Airlines
Deal found 8/20$222
This American Airlines deal was found by Cheapflights users on 8/19. 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 11/16:01 pmCHO - MCO
1 stop4h 10mAmerican Airlines
Thu 11/66:01 amMCO - CHO
1 stop4h 24mAmerican Airlines
Deal found 8/19$223
This Delta deal was found by Cheapflights users on 8/20. 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.
Fri 9/511:00 amCHO - MCO
1 stop6h 36mDelta
Sat 9/137:05 amMCO - CHO
1 stop5h 17mDelta
Deal found 8/20$227
This American Airlines deal was found by Cheapflights users on 8/20. 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.
Wed 9/33:17 pmCHO - MCO
1 stop3h 50mAmerican Airlines
Sat 9/138:05 amMCO - CHO
2 stops8h 02mAmerican Airlines
Deal found 8/20$234
This American Airlines deal was found by Cheapflights users on 8/20. 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 9/22:17 pmCHO - MCO
1 stop4h 25mAmerican Airlines
Mon 9/810:20 amMCO - CHO
1 stop5h 52mAmerican Airlines
Deal found 8/20$256
This United Airlines deal was found by Cheapflights users on 8/21. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/228:29 pmCHO - MCO
1 stop4h 16mUnited Airlines
Wed 10/299:00 amMCO - CHO
1 stop4h 55mUnited Airlines
Deal found 8/21$257

Cheapflights Fare Finder

 
Customize your flight search to find flights from Charlottesville 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 August 21, 2025.
Use the filters below to find and compare flights from Charlottesville to Kissimmee that are best for you.

Fly from

Charlottesville

Fly to

Kissimmee

Route

Depart

Return

Price

CharlottesvilleOrlando

CHO - MCO

CHOMCO

Charlottesville Albemarle

Sat 10/25

7:57 pm-12:08 am

1 stop4h 11m

Orlando

Mon 11/3

6:00 am-11:47 am

1 stop5h 47m

$159

CharlottesvilleOrlando

CHO - MCO

CHOMCO

Charlottesville Albemarle

Wed 9/3

1:23 pm-7:07 pm

1 stop5h 44m

Orlando

Sat 9/6

8:17 am-2:52 pm

1 stop6h 35m

$159

CharlottesvilleOrlando

CHO - MCO

CHOMCO

Charlottesville Albemarle

Sat 11/1

6:01 pm-10:11 pm

1 stop4h 10m

Orlando

Mon 11/3

6:00 am-9:55 am

1 stop3h 55m

$159

CharlottesvilleOrlando

CHO - MCO

CHOMCO

Charlottesville Albemarle

Tue 9/2

4:04 pm-8:54 pm

1 stop4h 50m

Orlando

Sat 9/6

8:17 am-2:52 pm

1 stop6h 35m

$163

CharlottesvilleOrlando

CHO - MCO

CHOMCO

Charlottesville Albemarle

Thu 9/4

12:20 pm-6:50 pm

1 stop6h 30m

Orlando

Sat 9/13

7:05 am-12:22 pm

1 stop5h 17m

$177

CharlottesvilleOrlando

CHO - MCO

CHOMCO

Charlottesville Albemarle

Tue 9/9

7:01 am-2:47 pm

1 stop7h 46m

Orlando

Sat 9/13

7:05 am-12:22 pm

1 stop5h 17m

$177

CharlottesvilleOrlando

CHO - MCO

CHOMCO

Charlottesville Albemarle

Wed 9/3

4:08 pm-10:33 pm

1 stop6h 25m

Orlando

Sat 9/13

7:05 am-12:22 pm

1 stop5h 17m

$177

CharlottesvilleOrlando

CHO - MCO

CHOMCO

Charlottesville Albemarle

Wed 9/3

10:59 am-6:20 pm

1 stop7h 21m

Orlando

Sun 9/7

8:00 am-1:52 pm

1 stop5h 52m

$187

CharlottesvilleOrlando

CHO - MCO

CHOMCO

Charlottesville Albemarle

Sat 10/4

8:29 pm-12:45 am

1 stop4h 16m

Orlando

Wed 10/8

8:00 am-1:53 pm

1 stop5h 53m

$187

CharlottesvilleOrlando

CHO - MCO

CHOMCO

Charlottesville Albemarle

Thu 9/25

5:00 am-8:50 am

1 stop3h 50m

$80

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/20

Showing 1-10 of 18 results
1
2

Best time to book a flight from Charlottesville to Kissimmee

Have a flexible travel schedule? Discover the best time to fly to Kissimmee from Charlottesville 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 Charlottesville to Kissimmee

How far ahead should I book a flight from Charlottesville to Kissimmee?

Use this chart to determine the optimal time to book a round-trip flight from Charlottesville to Kissimmee. Price data was last updated on August 8, 2025.

To ensure you get the cheapest price possible for a flight from Charlottesville to Kissimmee, you should look to book at least 40 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

What is the cheapest month to book a flight from Charlottesville to Kissimmee?

Currently, May is the cheapest month in which you can book a flight from Charlottesville to Kissimmee (average of $206). Flying from Charlottesville to Kissimmee in November is currently the most expensive (average of $289). 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 CHO to K1S?

Find hourly flight availability from Charlottesville 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 August 21, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Charlottesville to Kissimmee as you normally would.

What is the cheapest day to fly from Charlottesville to Kissimmee?

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

Travelers seeking maximum savings on their Charlottesville to Kissimmee flight should consider departing on Wednesday mornings when fares are most often at their lowest. Monday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

How much does it cost to fly round-trip from Charlottesville 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 August 21, 2025.
Peruse reviews from past customers who have flown with Delta, United Airlines, and American Airlines from Charlottesville to Kissimmee to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,981 reviews

Food

7.3

Crew

8.5

Overall

8.0

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Reviews

1 / 20
2.0
Mediocre

Joseph,Aug 2023

MSP - MCO

Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.
Delta
8.0
Very good
7,981 reviews
Delta
8.0
Very good
7,981 reviews

Food

7.3

Crew

8.5

Overall

8.0

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Reviews

1 / 20
2.0
Mediocre

Joseph,Aug 2023

MSP - MCO

Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.
United Airlines
7.4
Good
8,930 reviews
Delta
8.0
Very good
7,981 reviews

Food

7.3

Crew

8.5

Overall

8.0

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Reviews

1 / 20
2.0
Mediocre

Joseph,Aug 2023

MSP - MCO

Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,981 reviews

Food

7.3

Crew

8.5

Overall

8.0

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Reviews

1 / 20
2.0
Mediocre

Joseph,Aug 2023

MSP - MCO

Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.

Related info for your journey

Find useful and relevant information for your journey from Charlottesville 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 Charlottesville to Kissimmee?

    Most people fly from Charlottesville Albemarle (CHO) if they book a flight from Charlottesville to Kissimmee. On average, Albemarle has 0 outbound flights to Kissimmee per day from 3 airlines. Charlottesville Albemarle is conveniently located just 7.6 mi from Charlottesville’s city center.

  • How long is the flight from Charlottesville to Kissimmee?

    A quick flight from Charlottesville to Kissimmee can take about 4h 11m. American Airlines provides one of the quickest options available for as low as $159. The distance between Charlottesville and Kissimmee is about 690 mi.

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

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

  • How can I find direct flights from Charlottesville to Kissimmee?

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

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

    Yes. Cheapflights offers flight deals from Charlottesville 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 Charlottesville to Kissimmee?

    Currently, May is the cheapest month in which you can book a flight from Charlottesville to Kissimmee (average of $206). Flying from Charlottesville to Kissimmee in November is currently the most expensive (average of $289). 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 3 airlines flying from Charlottesville to Kissimmee

Discover the top 3 airlines that operate flights from Charlottesville 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 August 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$176Average$299FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$206Average$389FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$216Average$416FlexibilityNo cancel feeOn-time69%

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