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Kissimmee

$119+ Cheap flights from Evansville (EVV) 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 10/4. Fares are subject to change and may not be available on all flights or dates of travel.
EVV — MCO
Aug 19 — Aug 261
Tue 8/19
Tue 8/26
1 adult, Economy
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Cheapflights Tip: The best prices from Evansville Dress Regional to Kissimmee are usually found in August or February, booked 71 days in advance, depart on a Monday or Wednesday and return on a Wednesday

Cheap flight deals from Evansville to Kissimmee

Keep the following information in mind while searching for Evansville to Kissimmee flight deals. Data was last updated August 14, 2025.

Round-trip from

$237
(American Airlines)

One-way from

$119
(American Airlines)

Popular in

April

Cheapest in

August

Average price

$111
From Evansville Dress Regional to Kissimmee
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One-way flight from Evansville Dress Regional to Kissimmee
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Highest demand for flights based on searches. 17% potential increase in price ($58 potential increase over avg. RT price).
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Cheapest flight prices on average. 6% potential price decrease ($16 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 Evansville to Kissimmee

Cheapest flights from Evansville to Kissimmee
Explore the most affordable flight options available from Evansville to Kissimmee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 14, 2025.

This American Airlines deal was found by Cheapflights users on 8/13. 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 8/271:37 pmEVV - MCO
1 stop6h 33mAmerican Airlines
Sat 8/308:30 amMCO - EVV
1 stop5h 37mAmerican Airlines
Deal found 8/13$237
This Priceline deal was found by Cheapflights users on 8/13. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/1512:22 pmEVV - MCO
Nonstop2h 07mBreeze Airways
Fri 9/1910:12 amMCO - EVV
Nonstop2h 30mBreeze Airways
Deal found 8/13$241
This American Airlines deal was found by Cheapflights users on 8/12. 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.
Wed 8/201:37 pmEVV - MCO
1 stop6h 33mAmerican Airlines
Wed 8/277:30 amMCO - EVV
1 stop4h 58mAmerican Airlines
Deal found 8/12$247
This American Airlines deal was found by Cheapflights users on 8/13. 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 8/175:30 amEVV - MCO
1 stop5h 07mAmerican Airlines
Tue 8/1911:30 amMCO - EVV
1 stop6h 11mAmerican Airlines
Deal found 8/13$257
This American Airlines deal was found by Cheapflights users on 8/14. 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.
Sat 9/201:07 pmEVV - MCO
1 stop6h 15mAmerican Airlines
Sat 9/278:17 amMCO - EVV
1 stop6h 14mAmerican Airlines
Deal found 8/14$259
This American Airlines deal was found by Cheapflights users on 8/13. 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.
Thu 8/1411:03 amEVV - MCO
1 stop6h 41mAmerican Airlines
Sun 8/175:37 pmMCO - EVV
1 stop7h 06mAmerican Airlines
Deal found 8/13$274
This KAYAK deal was found by Cheapflights users on 8/14. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/257:19 pmEVV - MCO
Nonstop2h 05mBreeze Airways
Fri 8/295:15 pmMCO - EVV
Nonstop2h 24mBreeze Airways
Deal found 8/14$276
This FlightHub deal was found by Cheapflights users on 8/14. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/1512:22 pmEVV - MCO
Nonstop2h 07mBreeze Airways
Fri 12/2610:12 amMCO - EVV
Nonstop2h 30mBreeze Airways
Deal found 8/14$277

Cheapflights Fare Finder

 
Customize your flight search to find flights from Evansville 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 14, 2025.
Use the filters below to find and compare flights from Evansville to Kissimmee that are best for you.

Fly from

Evansville

Fly to

Kissimmee

Route

Depart

Return

Price

EvansvilleOrlando

EVV - MCO

EVVMCO

Evansville Dress Regional

Tue 11/4

6:00 am-2:56 pm

1 stop7h 56m

Orlando

Wed 11/12

12:52 pm-6:35 pm

1 stop6h 43m

$237

EvansvilleOrlando

EVV - MCO

EVVMCO

Evansville Dress Regional

Wed 10/29

12:03 pm-8:13 pm

1 stop7h 10m

Orlando

Thu 11/6

6:01 am-10:36 am

1 stop5h 35m

$237

EvansvilleOrlando

EVV - MCO

EVVMCO

Evansville Dress Regional

Wed 9/10

1:07 pm-8:22 pm

1 stop6h 15m

Orlando

Wed 9/17

7:20 am-12:37 pm

1 stop6h 17m

$237

EvansvilleOrlando

EVV - MCO

EVVMCO

Evansville Dress Regional

Sat 9/13

1:07 pm-9:27 pm

1 stop7h 20m

Orlando

Sun 9/14

7:00 am-12:23 pm

1 stop6h 23m

$237

EvansvilleOrlando

EVV - MCO

EVVMCO

Evansville Dress Regional

Wed 8/27

1:37 pm-9:10 pm

1 stop6h 33m

Orlando

Sat 8/30

8:30 am-1:07 pm

1 stop5h 37m

$237

EvansvilleOrlando

EVV - MCO

EVVMCO

Evansville Dress Regional

Mon 9/15

1:07 pm-9:27 pm

1 stop7h 20m

Orlando

Fri 9/19

6:30 am-12:37 pm

1 stop7h 07m

$237

EvansvilleOrlando

EVV - MCO

EVVMCO

Evansville Dress Regional

Sun 9/7

1:08 pm-9:27 pm

1 stop7h 19m

Orlando

Sat 9/13

9:25 am-1:31 pm

1 stop5h 06m

$237

EvansvilleOrlando

EVV - MCO

EVVMCO

Evansville Dress Regional

Fri 9/19

1:56 pm-9:14 pm

1 stop6h 18m

Orlando

Mon 9/22

2:59 pm-8:28 pm

1 stop6h 29m

$237

EvansvilleOrlando

EVV - MCO

EVVMCO

Evansville Dress Regional

Sat 8/30

1:37 pm-9:10 pm

1 stop6h 33m

Orlando

Sun 8/31

6:30 am-1:07 pm

1 stop7h 37m

$237

EvansvilleOrlando

EVV - MCO

EVVMCO

Evansville Dress Regional

Mon 9/1

11:03 am-5:34 pm

1 stop5h 31m

Orlando

Wed 10/15

11:32 am-4:51 pm

1 stop6h 19m

$237

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/12

Showing 1-10 of 19 results
1
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Best time to book a flight from Evansville to Kissimmee

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

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

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

To ensure you get the cheapest price possible for a flight from Evansville to Kissimmee, you should look to book at least 67 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 Evansville to Kissimmee?

Currently, May is the cheapest month in which you can book a flight from Evansville to Kissimmee (average of $206). Flying from Evansville 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 EVV to K1S?

Find hourly flight availability from Evansville 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 14, 2025.

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

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 14, 2025.
Read through reviews of airlines operating flights from Evansville to Kissimmee, such as Delta, Breeze Airways, and American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,980 reviews

Crew

8.5

Food

7.3

Boarding

8.2

Comfort

7.9

Overall

8.0

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,980 reviews
Delta
8.0
Very good
7,980 reviews

Crew

8.5

Food

7.3

Boarding

8.2

Comfort

7.9

Overall

8.0

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Breeze Airways
8.0
Very good
192 reviews
Delta
8.0
Very good
7,980 reviews

Crew

8.5

Food

7.3

Boarding

8.2

Comfort

7.9

Overall

8.0

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,980 reviews

Crew

8.5

Food

7.3

Boarding

8.2

Comfort

7.9

Overall

8.0

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Allegiant Air
7.2
Good
701 reviews
Delta
8.0
Very good
7,980 reviews

Crew

8.5

Food

7.3

Boarding

8.2

Comfort

7.9

Overall

8.0

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

Related info for your journey

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

    For a flight from Evansville to Kissimmee, you will be flying from Dress Regional. Evansville Dress Regional (EVV) is just 4.4 mi from the center of the city. Dress Regional is the only Evansville airport and it handles 0 outbound flights to Kissimmee per day. 4 airlines have flights to Kissimmee from Evansville Dress Regional on a regular basis.

  • What are the cheapest flights from Evansville to Kissimmee?

    Looking at all options, your cheapest flight can be booked for $49. While the most popular route (Evansville Dress Regional - Orlando) can be booked for $215 on average our data indicates $108 when flying from Evansville to Kissimmee.

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

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

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

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

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

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

    Currently, May is the cheapest month in which you can book a flight from Evansville to Kissimmee (average of $206). Flying from Evansville 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 4 airlines flying from Evansville to Kissimmee

Discover the top 4 airlines that operate flights from Evansville 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 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
Allegiant AirCheapest$78Average$160FlexibilityNo cancel feeOn-time88%
Breeze AirwaysCheapest$80Average$136FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$268Average$448FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$298Average$492FlexibilityNo cancel feeOn-time71%

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