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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 3/2. Fares are subject to change and may not be available on all flights or dates of travel.
CHO — MCO
Jan 14 — Jan 211
Wed 1/14
Wed 1/21
1 adult, Economy
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Cheap 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 December 15, 2025.

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.
Wed 12/173:11 pmCHO - MCO
1 stop5h 54mAmerican Airlines
Thu 12/185:31 pmMCO - CHO
1 stop4h 21mAmerican Airlines
Deal found 12/13$327
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/156:05 pmCHO - MCO
1 stop4h 46mDelta
Fri 12/194:33 pmMCO - CHO
1 stop6h 13mDelta
Deal found 12/14$332
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/186:49 amCHO - MCO
1 stop6h 24mUnited Airlines
Sat 12/209:26 amMCO - CHO
1 stop7h 36mUnited Airlines
Deal found 12/14$363
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.
Mon 12/1510:22 amCHO - MCO
2 stops7h 21mAmerican Airlines
Fri 12/193:03 pmMCO - CHO
1 stop6h 49mAmerican Airlines
Deal found 12/14$387
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/248:15 pmCHO - MCO
1 stop4h 30mUnited Airlines
Tue 12/309:57 amMCO - CHO
1 stop7h 05mUnited Airlines
Deal found 12/14$410
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.
Sun 12/216:01 pmCHO - MCO
1 stop6h 28mAmerican Airlines
Sun 12/282:04 pmMCO - CHO
1 stop5h 28mAmerican Airlines
Deal found 12/13$437
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.
Fri 12/264:01 pmCHO - MCO
1 stop5h 59mAmerican Airlines
Mon 12/293:03 pmMCO - CHO
1 stop6h 49mAmerican Airlines
Deal found 12/14$467
This American Airlines deal was found by Cheapflights users on 12/12. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/266:01 pmCHO - MCO
1 stop6h 28mAmerican Airlines
Wed 12/313:03 pmMCO - CHO
1 stop4h 29mAmerican Airlines
Deal found 12/12$482
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/2011:15 amCHO - MCO
1 stop7h 07mDelta
Sun 12/283:39 pmMCO - CHO
1 stop6h 29mDelta
Deal found 12/13$499
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.
Wed 12/316:01 pmCHO - MCO
1 stop3h 59mAmerican Airlines
Sun 1/45:31 pmMCO - CHO
1 stop4h 21mAmerican Airlines
Deal found 12/13$543
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.
Thu 12/183:26 pmCHO - MCO
2 stops6h 34mAmerican Airlines
Sat 12/204:09 pmMCO - CHO
1 stop5h 43mAmerican Airlines
Deal found 12/14$552

Find flight deals from Charlottesville to Kissimmee

Keep the following information in mind while searching for Charlottesville to Kissimmee flight deals. Data was last updated December 15, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$159
(American Airlines)

One-way from

$80
(American Airlines)

Popular in

March

Cheapest in

September

Average price

$338
Provider with most accurate pricing for Charlottesville Albemarle-Orlando (ORL) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Charlottesville Albemarle-Orlando (ORL) flights.
Search Deals
From Charlottesville Albemarle to Kissimmee
Search Deals
One-way flight from Charlottesville Albemarle to Kissimmee
Search Deals
Highest demand for flights based on searches. 14% potential increase in price ($65 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($17 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 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 December 15, 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 1/17

3:13 pm-9:06 pm

1 stop5h 53m

Orlando

Tue 1/20

6:00 am-9:59 am

1 stop3h 59m

$159

CharlottesvilleOrlando

CHO - MCO

CHOMCO

Charlottesville Albemarle

Sun 1/11

7:09 pm-11:45 pm

1 stop4h 36m

Orlando

Sun 1/18

5:00 am-9:59 am

1 stop4h 59m

$159

CharlottesvilleOrlando

CHO - MCO

CHOMCO

Charlottesville Albemarle

Sat 1/3

7:57 pm-12:51 am

1 stop4h 54m

Orlando

Wed 1/7

5:00 am-9:59 am

1 stop4h 59m

$159

CharlottesvilleOrlando

CHO - MCO

CHOMCO

Charlottesville Albemarle

Sat 1/31

5:20 pm-11:58 pm

1 stop6h 38m

Orlando

Wed 2/4

8:00 am-11:58 am

1 stop3h 58m

$159

CharlottesvilleOrlando

CHO - MCO

CHOMCO

Charlottesville Albemarle

Thu 1/8

3:13 pm-8:14 pm

1 stop5h 01m

Orlando

Mon 1/12

5:00 am-9:59 am

1 stop4h 59m

$223

CharlottesvilleOrlando

CHO - MCO

CHOMCO

Charlottesville Albemarle

Thu 2/19

1:41 pm-8:42 pm

1 stop7h 01m

Orlando

Mon 2/23

6:57 pm-11:55 pm

1 stop4h 58m

$267

CharlottesvilleOrlando

CHO - MCO

CHOMCO

Charlottesville Albemarle

Sun 1/11

5:39 pm-12:01 am

1 stop6h 22m

Orlando

Thu 1/15

10:00 am-1:54 pm

1 stop3h 54m

$287

CharlottesvilleOrlando

CHO - MCO

CHOMCO

Charlottesville Albemarle

Wed 2/18

7:17 pm-11:48 pm

1 stop4h 31m

Orlando

Sun 2/22

6:00 am-1:09 pm

1 stop7h 09m

$298

CharlottesvilleOrlando

CHO - MCO

CHOMCO

Charlottesville Albemarle

Thu 2/19

1:41 pm-8:42 pm

1 stop7h 01m

Orlando

Sun 2/22

6:00 am-1:09 pm

1 stop7h 09m

$317

CharlottesvilleOrlando

CHO - MCO

CHOMCO

Charlottesville Albemarle

Mon 1/12

2:41 pm-7:44 pm

1 stop5h 03m

Orlando

Mon 1/19

9:00 am-1:54 pm

1 stop4h 54m

$355

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 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

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

Currently, February is the cheapest month in which you can book a flight from Charlottesville to Kissimmee (average of $31). Flying from Charlottesville to Kissimmee in August is currently the most expensive (average of $78). 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 December 15, 2025.

A simple way to save on the total cost of your ticket is to fly from Charlottesville to Kissimmee in the evening. If you’re flexible enough to do this you can expect to save up to 12% on your trip compared to booking a flight at noon.

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 Saturday evenings when fares are most often at their lowest. Saturday at noon 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 15, 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
7.9
Good
8,008 reviews

Food

7.3

Comfort

7.9

Overall

7.9

Entertainment

7.9

Boarding

8.1

Crew

8.5

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
7.9
Good
8,008 reviews
Delta
7.9
Good
8,008 reviews

Food

7.3

Comfort

7.9

Overall

7.9

Entertainment

7.9

Boarding

8.1

Crew

8.5

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
9,092 reviews
Delta
7.9
Good
8,008 reviews

Food

7.3

Comfort

7.9

Overall

7.9

Entertainment

7.9

Boarding

8.1

Crew

8.5

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
11,051 reviews
Delta
7.9
Good
8,008 reviews

Food

7.3

Comfort

7.9

Overall

7.9

Entertainment

7.9

Boarding

8.1

Crew

8.5

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 5h 53m. 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, February is the cheapest month in which you can book a flight from Charlottesville to Kissimmee (average of $31). Flying from Charlottesville to Kissimmee in August is currently the most expensive (average of $78). 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 December 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$196Average$367FlexibilityNo cancel feeOn-time69%
DeltaCheapest$196Average$331FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$197Average$392FlexibilityNo cancel feeOn-time71%

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