$169+ 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 8/11. Fares are subject to change and may not be available on all flights or dates of travel.
CHO — MCO
Aug 27 — Sep 31
Round-trip
1 adult, Economy
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1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Charlottesville to Kissimmee
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Cheapest flights from Charlottesville to KissimmeeExplore 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 28, 2026.
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 28, 2026.
This American Airlines deal was found by Cheapflights users on 7/23. 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 8/228:12 am
CHO
- MCO
1 stop7h 19m
American Airlines
Sat 8/296:00 am
MCO
- CHO
1 stop3h 50m
American Airlines
Deal found 7/23![American Airlines logo]()
$299
This American Airlines deal was found by Cheapflights users on 7/23. 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 9/107:11 pm
CHO
- MCO
1 stop4h 01m
American Airlines
Sat 9/127:00 am
MCO
- CHO
1 stop4h 51m
American Airlines
Deal found 7/23![American Airlines logo]()
$304
This Delta deal was found by Cheapflights users on 7/22. 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 8/256:00 am
CHO
- MCO
1 stop4h 57m
Delta
Sat 8/295:30 am
MCO
- CHO
1 stop6h 02m
Delta
Deal found 7/22![Delta logo]()
$309
This Delta deal was found by Cheapflights users on 7/22. 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 8/2412:17 pm
CHO
- MCO
1 stop4h 23m
Delta
Wed 9/26:15 am
MCO
- CHO
1 stop5h 17m
Delta
Deal found 7/22![Delta logo]()
$314
This Delta deal was found by Cheapflights users on 7/22. 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 8/246:00 am
CHO
- MCO
1 stop3h 58m
Delta
Mon 8/315:30 am
MCO
- CHO
1 stop6h 02m
Delta
Deal found 7/22![Delta logo]()
$319
This American Airlines deal was found by Cheapflights users on 7/26. 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 8/135:16 pm
CHO
- MCO
1 stop3h 48m
American Airlines
Sun 8/165:00 am
MCO
- CHO
1 stop5h 33m
American Airlines
Deal found 7/26![American Airlines logo]()
$328
This Delta deal was found by Cheapflights users on 7/27. 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 10/711:59 am
CHO
- MCO
1 stop4h 33m
Delta
Wed 10/146:35 am
MCO
- CHO
1 stop4h 39m
Delta
Deal found 7/27![Delta logo]()
$334
This American Airlines deal was found by Cheapflights users on 7/26. 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 8/65:16 pm
CHO
- MCO
1 stop3h 48m
American Airlines
Sun 8/95:00 am
MCO
- CHO
1 stop5h 33m
American Airlines
Deal found 7/26![American Airlines logo]()
$335
This Delta deal was found by Cheapflights users on 7/22. 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.
Sun 8/306:00 am
CHO
- MCO
1 stop3h 58m
Delta
Wed 9/25:45 pm
MCO
- CHO
1 stop5h 50m
Delta
Deal found 7/22![Delta logo]()
$337
This Delta deal was found by Cheapflights users on 7/27. 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 10/2211:59 am
CHO
- MCO
1 stop4h 34m
Delta
Fri 10/306:35 am
MCO
- CHO
1 stop4h 39m
Delta
Deal found 7/27![Delta logo]()
$339
This Delta deal was found by Cheapflights users on 7/23. 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 12/45:30 pm
CHO
- MCO
1 stop6h 24m
Delta
Sun 12/65:30 am
MCO
- CHO
1 stop5h 47m
Delta
Deal found 7/23![Delta logo]()
$349
This American Airlines deal was found by Cheapflights users on 7/22. 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 7/236:10 pm
CHO
- MCO
1 stop3h 50m
American Airlines
Tue 8/2510:57 am
MCO
- CHO
1 stop5h 54m
American Airlines
Deal found 7/22![American Airlines logo]()
$355
Best flights from Charlottesville to KissimmeeDiscover carefully curated flight deals from Charlottesville to Kissimmee that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 28, 2026.
Discover carefully curated flight deals from Charlottesville to Kissimmee that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 28, 2026.
This American Airlines deal was found by Cheapflights users on 7/23. 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 8/228:12 am
CHO
- MCO
1 stop7h 19m
American Airlines
Sat 8/296:00 am
MCO
- CHO
1 stop3h 50m
American Airlines
Deal found 7/23![American Airlines logo]()
$299
This Delta deal was found by Cheapflights users on 7/25. 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 12/3111:50 am
CHO
- MCO
1 stop4h 45m
Delta
Tue 1/56:45 am
MCO
- CHO
1 stop4h 32m
Delta
Deal found 7/25![Delta logo]()
$314
This United Airlines deal was found by Cheapflights users on 7/23. 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 10/147:59 pm
CHO
- MCO
1 stop5h 00m
United Airlines
Tue 10/208:45 am
MCO
- CHO
1 stop5h 27m
United Airlines
Deal found 7/23![United Airlines logo]()
$379
This Delta deal was found by Cheapflights users on 7/23. 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 9/175:38 pm
CHO
- MCO
1 stop4h 28m
Delta
Mon 9/218:05 am
MCO
- CHO
1 stop5h 45m
Delta
Deal found 7/23![Delta logo]()
$319
This Delta deal was found by Cheapflights users on 7/26. 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 8/276:00 am
CHO
- MCO
1 stop3h 58m
Delta
Sun 8/305:30 am
MCO
- CHO
1 stop6h 02m
Delta
Deal found 7/26![Delta logo]()
$319
This Delta deal was found by Cheapflights users on 7/23. 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 12/45:30 pm
CHO
- MCO
1 stop6h 24m
Delta
Sun 12/65:30 am
MCO
- CHO
1 stop5h 47m
Delta
Deal found 7/23![Delta logo]()
$339
This United Airlines deal was found by Cheapflights users on 7/26. 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.
Sat 11/76:15 am
CHO
- MCO
2 stops9h 47m
United Airlines
Sat 11/148:00 am
MCO
- CHO
1 stop6h 11m
United Airlines
Deal found 7/26![United Airlines logo]()
$414
Last-minute flights from Charlottesville to KissimmeeDiscover last-minute flight deals from Charlottesville to Kissimmee. Data last updated July 28, 2026 and is based on user searches.
Discover last-minute flight deals from Charlottesville to Kissimmee. Data last updated July 28, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 7/25. 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 7/292:40 pm
CHO
- MCO
1 stop5h 08m
Delta
Sat 8/17:05 am
MCO
- CHO
1 stop4h 22m
Delta
Deal found 7/25![Delta logo]()
$359
This American Airlines deal was found by Cheapflights users on 7/26. 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 8/65:16 pm
CHO
- MCO
1 stop3h 48m
American Airlines
Sun 8/95:00 am
MCO
- CHO
1 stop5h 33m
American Airlines
Deal found 7/26![American Airlines logo]()
$335
This American Airlines deal was found by Cheapflights users on 7/26. 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 8/135:16 pm
CHO
- MCO
1 stop3h 48m
American Airlines
Sun 8/165:00 am
MCO
- CHO
1 stop5h 33m
American Airlines
Deal found 7/26![American Airlines logo]()
$328
This American Airlines deal was found by Cheapflights users on 7/23. 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 8/228:12 am
CHO
- MCO
1 stop7h 19m
American Airlines
Sat 8/296:00 am
MCO
- CHO
1 stop3h 50m
American Airlines
Deal found 7/23![American Airlines logo]()
$299
This Delta deal was found by Cheapflights users on 7/22. 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 8/242:40 pm
CHO
- MCO
1 stop5h 08m
Delta
Tue 9/19:05 am
MCO
- CHO
1 stop4h 47m
Delta
Deal found 7/22![Delta logo]()
$314
This Delta deal was found by Cheapflights users on 7/22. 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 8/246:00 am
CHO
- MCO
1 stop3h 58m
Delta
Mon 8/315:30 am
MCO
- CHO
1 stop6h 02m
Delta
Deal found 7/22![Delta logo]()
$319
This Delta deal was found by Cheapflights users on 7/22. 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 8/2412:17 pm
CHO
- MCO
1 stop4h 23m
Delta
Sun 8/307:00 am
MCO
- CHO
1 stop4h 32m
Delta
Deal found 7/22![Delta logo]()
$339
This Delta deal was found by Cheapflights users on 7/22. 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 8/2512:17 pm
CHO
- MCO
1 stop5h 30m
Delta
Wed 9/26:55 pm
MCO
- CHO
1 stop4h 40m
Delta
Deal found 7/22![Delta logo]()
$309
This Delta deal was found by Cheapflights users on 7/22. 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 8/256:00 am
CHO
- MCO
1 stop3h 58m
Delta
Sun 8/307:00 am
MCO
- CHO
1 stop6h 52m
Delta
Deal found 7/22![Delta logo]()
$334
This Delta deal was found by Cheapflights users on 7/27. 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 8/294:26 pm
CHO
- MCO
1 stop4h 09m
Delta
Sun 9/66:15 am
MCO
- CHO
1 stop9h 09m
Delta
Deal found 7/27![Delta logo]()
$362
This Delta deal was found by Cheapflights users on 7/22. 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.
Sun 8/306:00 am
CHO
- MCO
1 stop3h 58m
Delta
Wed 9/25:45 pm
MCO
- CHO
1 stop5h 50m
Delta
Deal found 7/22![Delta logo]()
$337
This Delta deal was found by Cheapflights users on 7/27. 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 8/314:30 pm
CHO
- MCO
1 stop4h 05m
Delta
Sun 9/66:15 am
MCO
- CHO
1 stop9h 09m
Delta
Deal found 7/27![Delta logo]()
$367
One-way flights from Charlottesville to KissimmeeSearch for one-way flight options from Charlottesville to Kissimmee. Find affordable one-way fares based on user searches. Data last updated July 28, 2026.
Search for one-way flight options from Charlottesville to Kissimmee. Find affordable one-way fares based on user searches. Data last updated July 28, 2026.
This Delta deal was found by Cheapflights users on 7/25. 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 8/66:00 am
CHO
- MCO
1 stop3h 58m
Delta
Deal found 7/25![Delta logo]()
$169
This Delta deal was found by Cheapflights users on 7/24. 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 12/166:00 am
CHO
- MCO
1 stop4h 16m
Delta
Deal found 7/24![Delta logo]()
$174
This KAYAK deal was found by Cheapflights users on 7/23. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/306:00 am
CHO
- MCO
1 stop3h 58m
Delta
Deal found 7/23![Delta logo]()
$189
This American Airlines deal was found by Cheapflights users on 7/23. 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 11/58:07 pm
CHO
- MCO
1 stop4h 14m
American Airlines
Deal found 7/23![American Airlines logo]()
$201
This United Airlines deal was found by Cheapflights users on 7/22. 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.
Sat 11/217:55 pm
CHO
- MCO
1 stop5h 05m
United Airlines
Deal found 7/22![United Airlines logo]()
$235
This KAYAK deal was found by Cheapflights users on 7/23. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/305:00 am
CHO
- MCO
2 stops10h 04m
American Airlines
Deal found 7/23![American Airlines logo]()
$283
This United Airlines deal was found by Cheapflights users on 7/24. 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 12/36:30 am
CHO
- MCO
2 stops7h 18m
United Airlines
Deal found 7/24![United Airlines logo]()
$315
This United Airlines deal was found by Cheapflights users on 7/24. 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 8/126:25 am
CHO
- MCO
2 stops7h 51m
United Airlines
Deal found 7/24![United Airlines logo]()
$355
This United Airlines deal was found by Cheapflights users on 7/23. 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 8/116:25 am
CHO
- MCO
2 stops7h 51m
United Airlines
Deal found 7/23![United Airlines logo]()
$360
This United Airlines deal was found by Cheapflights users on 7/23. 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 11/56:15 am
CHO
- MCO
2 stops9h 39m
United Airlines
Deal found 7/23![United Airlines logo]()
$374
This United Airlines deal was found by Cheapflights users on 7/24. 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 12/66:30 am
CHO
- MCO
2 stops7h 18m
United Airlines
Deal found 7/24![United Airlines logo]()
$383
This United Airlines deal was found by Cheapflights users on 7/24. 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 12/166:30 am
CHO
- MCO
2 stops7h 18m
United Airlines
Deal found 7/24![United Airlines logo]()
$387
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 July 28, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $299 (American Airlines) |
One-way from | $169 (Delta) |
Popular in | April |
Cheapest in | August |
Average price | $372 |
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 28, 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
Cheapest round-trip
CharlottesvilleOrlando
CHO - MCO
CHOMCO
Charlottesville Albemarle
Sat 8/22
8:12 am-3:31 pm
1 stop7h 19m
Orlando
Sat 8/29
6:00 am-9:50 am
1 stop3h 50m
$299
Quickest round-trip
CharlottesvilleOrlando
CHO - MCO
CHOMCO
Charlottesville Albemarle
Thu 12/31
11:50 am-4:35 pm
1 stop4h 45m
Orlando
Tue 1/5
6:45 am-11:17 am
1 stop4h 32m
$314
CharlottesvilleOrlando
CHO - MCO
CHOMCO
Charlottesville Albemarle
Thu 9/17
5:38 pm-10:06 pm
1 stop4h 28m
Orlando
Mon 9/21
8:05 am-1:50 pm
1 stop5h 45m
$319
CharlottesvilleOrlando
CHO - MCO
CHOMCO
Charlottesville Albemarle
Thu 8/27
6:00 am-9:58 am
1 stop3h 58m
Orlando
Sun 8/30
5:30 am-11:32 am
1 stop6h 02m
$319
CharlottesvilleOrlando
CHO - MCO
CHOMCO
Charlottesville Albemarle
Fri 12/4
5:30 pm-11:54 pm
1 stop6h 24m
Orlando
Sun 12/6
5:30 am-11:17 am
1 stop5h 47m
$339
CharlottesvilleOrlando
CHO - MCO
CHOMCO
Charlottesville Albemarle
Wed 10/14
7:59 pm-12:59 am
1 stop5h 00m
Orlando
Tue 10/20
8:45 am-2:12 pm
1 stop5h 27m
$379
CharlottesvilleOrlando
CHO - MCO
CHOMCO
Charlottesville Albemarle
Sat 11/7
6:15 am-4:02 pm
2 stops9h 47m
Orlando
Sat 11/14
8:00 am-2:11 pm
1 stop6h 11m
$414
Cheapest one-way
CharlottesvilleOrlando
CHO - MCO
CHOMCO
Charlottesville Albemarle
Tue 8/11
5:38 pm-12:24 am
1 stop6h 46m
$169
Quickest one-way
CharlottesvilleOrlando
CHO - MCO
CHOMCO
Charlottesville Albemarle
Wed 8/12
7:21 pm-11:14 pm
1 stop3h 53m
$169
CharlottesvilleOrlando
CHO - MCO
CHOMCO
Charlottesville Albemarle
Thu 12/3
10:52 am-5:42 pm
1 stop6h 50m
$169
Showing 1-10 of 19 resultsSorted by cheapest first
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.
CHO-MCO
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
CHO-K1S
CHO-MCO
How much does it cost to fly round-trip from Charlottesville to Kissimmee?
Airfare is typical for this route at the moment.
Charlottesville to Kissimmee flights typically cost between $246 and $317 in August.The cheapest round-trip price found within the last 5 days was $299 on American Airlines (Aug 22-Aug 29).
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 28, 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.
Entertainment
7.8
Crew
8.5
Comfort
7.8
Food
7.2
Overall
7.8
Boarding
8.1
Reviews
1 / 20
4.0
OkayJoel,May 2026
ATL - JAX
Entertainment
7.8
Crew
8.5
Comfort
7.8
Food
7.2
Overall
7.8
Boarding
8.1
Reviews
1 / 20
4.0
OkayJoel,May 2026
ATL - JAX
Entertainment
7.8
Crew
8.5
Comfort
7.8
Food
7.2
Overall
7.8
Boarding
8.1
Reviews
1 / 20
4.0
OkayJoel,May 2026
ATL - JAX
Entertainment
7.8
Crew
8.5
Comfort
7.8
Food
7.2
Overall
7.8
Boarding
8.1
Reviews
1 / 20
4.0
OkayJoel,May 2026
ATL - JAX
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.
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Charlottesville and Kissimmee flights
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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 28, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$196 | Average$357 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$206 | Average$413 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$223 | Average$384 | FlexibilityNo cancel fee | On-time71% |