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Kissimmee

$99+ 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 8/17. Fares are subject to change and may not be available on all flights or dates of travel.
CHO — MCO
Jul 7 — Jul 141
Mon 7/7
Mon 7/14
1 adult, Economy
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Cheapflights Tip: The best prices from Charlottesville Albemarle to Kissimmee are usually found in May or August, booked 9 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 July 2, 2025.

Round-trip from

$167
(American Airlines)

One-way from

$99
(American Airlines)

Popular in

March

Cheapest in

May

Average price

$322
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. 19% potential increase in price ($91 potential increase over avg. RT price).
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Cheapest flight prices on average. 5% potential price decrease ($20 potential savings vs. average RT price).
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Average for round-trip flights in July 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 July 2, 2025.

This American Airlines deal was found by Cheapflights users on 7/2. 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 7/168:07 pmCHO - MCO
1 stop3h 59mAmerican Airlines
Wed 7/237:19 amMCO - CHO
1 stop7h 12mAmerican Airlines
Deal found 7/2$167
This United Airlines deal was found by Cheapflights users on 6/30. 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.
Tue 8/56:10 amCHO - MCO
1 stop4h 23mUnited Airlines
Tue 8/199:00 amMCO - CHO
1 stop4h 52mUnited Airlines
Deal found 6/30$267
This Delta deal was found by Cheapflights users on 7/1. 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 7/25:40 pmCHO - MCO
1 stop6h 34mDelta
Mon 7/73:46 pmMCO - CHO
1 stop7h 46mDelta
Deal found 7/1$379

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 July 2, 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

Wed 7/16

8:07 pm-12:06 am

1 stop3h 59m

Orlando

Wed 7/23

9:28 am-3:12 pm

1 stop5h 44m

$167

CharlottesvilleOrlando

CHO - MCO

CHOMCO

Charlottesville Albemarle

Tue 8/5

6:10 am-10:33 am

1 stop4h 23m

Orlando

Tue 8/19

9:00 am-1:52 pm

1 stop4h 52m

$267

CharlottesvilleOrlando

CHO - MCO

CHOMCO

Charlottesville Albemarle

Sun 8/17

5:00 am-8:50 am

1 stop3h 50m

$99

CharlottesvilleOrlando

CHO - MCO

CHOMCO

Charlottesville Albemarle

Mon 8/25

6:10 am-9:57 pm

2 stops15h 47m

$338

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/1

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 June 27, 2025.

To ensure you get the cheapest price possible for a flight from Charlottesville to Kissimmee, you should look to book at least 9 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 July 2, 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.

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 July 2, 2025.
Peruse reviews from past customers who have flown with 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.
United Airlines
7.4
Good
8,861 reviews

Food

6.6

Overall

7.4

Comfort

7.3

Entertainment

7.0

Crew

8.1

Boarding

7.7

Reviews

1 / 20
2.0
Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!
United Airlines
7.4
Good
8,861 reviews
United Airlines
7.4
Good
8,861 reviews

Food

6.6

Overall

7.4

Comfort

7.3

Entertainment

7.0

Crew

8.1

Boarding

7.7

Reviews

1 / 20
2.0
Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!
American Airlines
7.2
Good
10,000 reviews
United Airlines
7.4
Good
8,861 reviews

Food

6.6

Overall

7.4

Comfort

7.3

Entertainment

7.0

Crew

8.1

Boarding

7.7

Reviews

1 / 20
2.0
Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!

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.

  • 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 July 2, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$176Average$307FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$198Average$395FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$203Average$378FlexibilityNo cancel feeOn-time71%

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