Kissimmee

$109+ 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 5/11. Fares are subject to change and may not be available on all flights or dates of travel.
CHO — MCO
May 9 — May 161
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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 April 9, 2026.

This Delta deal was found by Cheapflights users on 4/6. 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 5/64:31 pm
CHO
-
MCO
1 stop6h 09m
Delta
Wed 5/137:05 am
MCO
-
CHO
1 stop6h 29m
Delta
Deal found 4/6$197
This Delta deal was found by Cheapflights users on 4/4. 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.
Thu 4/234:31 pm
CHO
-
MCO
1 stop6h 09m
Delta
Mon 4/277:00 am
MCO
-
CHO
1 stop4h 17m
Delta
Deal found 4/4$212
This Delta deal was found by Cheapflights users on 4/7. 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 5/44:31 pm
CHO
-
MCO
1 stop6h 09m
Delta
Tue 5/126:15 am
MCO
-
CHO
1 stop5h 10m
Delta
Deal found 4/7$217
This Delta deal was found by Cheapflights users on 4/6. 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 4/204:31 pm
CHO
-
MCO
1 stop6h 09m
Delta
Fri 4/245:59 pm
MCO
-
CHO
1 stop5h 06m
Delta
Deal found 4/6$227
This Delta deal was found by Cheapflights users on 4/6. 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.
Thu 6/42:29 pm
CHO
-
MCO
1 stop8h 10m
Delta
Tue 6/97:05 am
MCO
-
CHO
1 stop6h 51m
Delta
Deal found 4/6$228
This United Airlines deal was found by Cheapflights users on 4/7. 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.
Sun 4/268:25 pm
CHO
-
MCO
1 stop4h 20m
United Airlines
Tue 4/286:32 pm
MCO
-
CHO
1 stop6h 21m
United Airlines
Deal found 4/7$232
This United Airlines deal was found by Cheapflights users on 4/6. 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 7/236:30 am
CHO
-
MCO
1 stop8h 33m
United Airlines
Wed 7/299:37 am
MCO
-
CHO
1 stop4h 16m
United Airlines
Deal found 4/6$242
This Delta deal was found by Cheapflights users on 4/7. 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.
Tue 4/215:54 pm
CHO
-
MCO
1 stop5h 06m
Delta
Sat 4/255:30 am
MCO
-
CHO
1 stop5h 47m
Delta
Deal found 4/7$247
This Delta deal was found by Cheapflights users on 4/7. 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 5/85:48 am
CHO
-
MCO
1 stop3h 59m
Delta
Wed 5/137:05 am
MCO
-
CHO
1 stop6h 29m
Delta
Deal found 4/7$248
This United Airlines deal was found by Cheapflights users on 4/7. 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 4/216:20 am
CHO
-
MCO
2 stops7h 30m
United Airlines
Sat 4/256:54 pm
MCO
-
CHO
1 stop4h 35m
United Airlines
Deal found 4/7$252
This Delta deal was found by Cheapflights users on 4/6. 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 4/175:54 pm
CHO
-
MCO
1 stop6h 12m
Delta
Wed 4/228:50 am
MCO
-
CHO
1 stop7h 01m
Delta
Deal found 4/6$257

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 April 9, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$197
(Delta)

One-way from

$109
(American Airlines)

Popular in

April

Cheapest in

September

Average price

$685
Provider with most accurate pricing for Charlottesville Albemarle-Orlando (ORL) flight deals.
Provider most trusted by Cheapflights users for Charlottesville Albemarle-Orlando (ORL) flights.
From Charlottesville Albemarle to Kissimmee
One-way flight from Charlottesville Albemarle to Kissimmee
Highest demand for flights based on searches. 21% potential increase in price ($110 potential increase over avg. RT price).
Cheapest flight prices on average. 7% potential price decrease ($27 potential savings vs. average RT price).
Average for round-trip flights in April 2026

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 April 9, 2026.
Use the filters below to find and compare flights from Charlottesville to Kissimmee that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

CharlottesvilleOrlando

CHO - MCO

CHOMCO

Charlottesville Albemarle

Wed 5/6

4:31 pm-10:40 pm

1 stop6h 09m

Orlando

Wed 5/13

7:05 am-1:34 pm

1 stop6h 29m

$197

CharlottesvilleOrlando

CHO - MCO

CHOMCO

Charlottesville Albemarle

Thu 6/4

2:29 pm-8:49 pm

1 stop6h 20m

Orlando

Tue 6/9

7:05 am-1:56 pm

1 stop6h 51m

$197
Quickest round-trip

CharlottesvilleOrlando

CHO - MCO

CHOMCO

Charlottesville Albemarle

Sat 5/9

6:00 am-10:18 am

1 stop4h 18m

Orlando

Wed 5/13

7:05 am-1:34 pm

1 stop6h 29m

$217

CharlottesvilleOrlando

CHO - MCO

CHOMCO

Charlottesville Albemarle

Mon 5/4

4:31 pm-10:40 pm

1 stop6h 09m

Orlando

Tue 5/12

6:15 am-11:25 am

1 stop5h 10m

$217

CharlottesvilleOrlando

CHO - MCO

CHOMCO

Charlottesville Albemarle

Thu 4/23

4:31 pm-10:40 pm

1 stop6h 09m

Orlando

Mon 4/27

8:50 am-3:51 pm

1 stop7h 01m

$222

CharlottesvilleOrlando

CHO - MCO

CHOMCO

Charlottesville Albemarle

Mon 4/20

4:31 pm-10:40 pm

1 stop6h 09m

Orlando

Fri 4/24

5:59 pm-11:05 pm

1 stop5h 06m

$227

CharlottesvilleOrlando

CHO - MCO

CHOMCO

Charlottesville Albemarle

Sat 8/29

2:49 pm-9:58 pm

1 stop7h 09m

Orlando

Wed 9/2

9:37 am-1:26 pm

1 stop3h 49m

$322

CharlottesvilleOrlando

CHO - MCO

CHOMCO

Charlottesville Albemarle

Mon 4/20

2:49 pm-9:58 pm

1 stop7h 09m

Orlando

Fri 4/24

6:32 pm-12:53 am

1 stop6h 21m

$337

CharlottesvilleOrlando

CHO - MCO

CHOMCO

Charlottesville Albemarle

Thu 5/7

8:23 pm-12:59 am

1 stop4h 36m

Orlando

Mon 5/11

6:10 pm-12:38 am

1 stop6h 28m

$407
Cheapest one-way

CharlottesvilleOrlando

CHO - MCO

CHOMCO

Charlottesville Albemarle

Mon 5/11

2:29 pm-8:49 pm

1 stop6h 20m

$109

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/6

Showing 1-10 of 20 resultsSorted by cheapest first
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, December is the cheapest month in which you can book a flight from Charlottesville to Kissimmee (average of $40). 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.

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 April 9, 2026.
Peruse reviews from past customers who have flown with Delta,United Airlines, andAmerican 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.

Crew

8.5

Overall

7.9

Comfort

7.9

Entertainment

7.8

Boarding

8.1

Food

7.2

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.

Crew

8.5

Overall

7.9

Comfort

7.9

Entertainment

7.8

Boarding

8.1

Food

7.2

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.

Crew

8.5

Overall

7.9

Comfort

7.9

Entertainment

7.8

Boarding

8.1

Food

7.2

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.

Crew

8.5

Overall

7.9

Comfort

7.9

Entertainment

7.8

Boarding

8.1

Food

7.2

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 6h 09m. Delta provides one of the quickest options available for as low as $197. 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, December is the cheapest month in which you can book a flight from Charlottesville to Kissimmee (average of $40). 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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Alternative routes for Charlottesville to Kissimmee

See prices for flight routes from nearby airports that may be better suited for you.

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 April 9, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$177Average$357FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$196Average$378FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$206Average$354FlexibilityNo cancel feeOn-time71%

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