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Kissimmee

$51+ 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 10/17. Fares are subject to change and may not be available on all flights or dates of travel.
EVV — MCO
nov. 1 — nov. 81
sáb. 11/1
sáb. 11/8
1 adult, Economy
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Cheapflights Tip: The best prices from Evansville Dress Regional to Kissimmee are usually found in February or September, booked 70 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 octubre 2, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$98
(Breeze Airways)

One-way from

$51
(Priceline)

Popular in

April

Cheapest in

February

Average price

$328
Provider with most accurate pricing for Evansville Dress Regional-Orlando (ORL) flight deals.
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Provider most trusted by Cheapflights users for Evansville Dress Regional-Orlando (ORL) flights.
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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. 12% potential increase in price ($42 potential increase over avg. RT price).
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Cheapest flight prices on average. 5% potential price decrease ($15 potential savings vs. average RT price).
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Average for round-trip flights in October 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 octubre 2, 2025.

This Breeze Airways deal was found by Cheapflights users on 10/2. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 10/245:35 pmEVV - MCO
Nonstop2h 07mBreeze Airways
vie. 10/313:25 pmMCO - EVV
Nonstop2h 30mBreeze Airways
Deal found 10/2$98
This Priceline deal was found by Cheapflights users on 9/30. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 12/2212:22 pmEVV - MCO
Nonstop2h 07mBreeze Airways
vie. 12/2610:12 amMCO - EVV
Nonstop2h 30mBreeze Airways
Deal found 9/30$158
This Breeze Airways deal was found by Cheapflights users on 10/2. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 12/155:35 pmEVV - MCO
Nonstop2h 07mBreeze Airways
vie. 12/1910:12 amMCO - EVV
Nonstop2h 30mBreeze Airways
Deal found 10/2$178
This Breeze Airways deal was found by Cheapflights users on 10/2. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 10/35:35 pmEVV - MCO
Nonstop2h 07mBreeze Airways
lun. 10/63:25 pmMCO - EVV
Nonstop2h 30mBreeze Airways
Deal found 10/2$208
This Delta deal was found by Cheapflights users on 10/2. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 11/42:00 pmEVV - MCO
1 stop6h 51mDelta
mié. 11/126:15 amMCO - EVV
1 stop4h 15mDelta
Deal found 10/2$259
This American Airlines deal was found by Cheapflights users on 9/30. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 11/46:43 amEVV - MCO
2 stops9h 48mAmerican Airlines
mié. 11/122:47 pmMCO - EVV
1 stop8h 15mAmerican Airlines
Deal found 9/30$264
This Kiwi.com deal was found by Cheapflights users on 10/2. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 10/65:35 pmEVV - MCO
Nonstop2h 07mBreeze Airways
vie. 10/103:25 pmMCO - EVV
Nonstop2h 30mBreeze Airways
Deal found 10/2$268
This Delta deal was found by Cheapflights users on 9/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 10/282:00 pmEVV - MCO
1 stop5h 48mDelta
mar. 11/45:30 amMCO - EVV
1 stop5h 10mDelta
Deal found 9/30$294
This American Airlines deal was found by Cheapflights users on 9/30. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 10/2812:03 pmEVV - MCO
2 stops7h 20mAmerican Airlines
mar. 11/48:00 amMCO - EVV
1 stop4h 25mAmerican Airlines
Deal found 9/30$299
This Delta deal was found by Cheapflights users on 10/1. 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.
sáb. 11/155:55 pmEVV - MCO
1 stop4h 53mDelta
dom. 11/235:30 amMCO - EVV
1 stop5h 00mDelta
Deal found 10/1$324
This Delta deal was found by Cheapflights users on 10/1. 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.
sáb. 10/182:35 pmEVV - MCO
1 stop6h 16mDelta
sáb. 10/255:45 amMCO - EVV
1 stop4h 55mDelta
Deal found 10/1$329

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 octubre 2, 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

vie. 10/24

5:35 pm-8:42 pm

Nonstop2h 07m

Orlando

vie. 10/31

3:25 pm-4:55 pm

Nonstop2h 30m

$98

EvansvilleOrlando

EVV - MCO

EVVMCO

Evansville Dress Regional

vie. 1/30

7:46 pm-10:57 pm

Nonstop2h 11m

Orlando

vie. 2/6

5:34 pm-7:06 pm

Nonstop2h 32m

$108

EvansvilleOrlando

EVV - MCO

EVVMCO

Evansville Dress Regional

lun. 12/15

5:35 pm-8:42 pm

Nonstop2h 07m

Orlando

vie. 12/19

10:12 am-11:42 am

Nonstop2h 30m

$178

EvansvilleOrlando

EVV - MCO

EVVMCO

Evansville Dress Regional

lun. 3/2

7:46 pm-10:57 pm

Nonstop2h 11m

Orlando

vie. 3/6

5:34 pm-7:06 pm

Nonstop2h 32m

$260

EvansvilleOrlando

EVV - MCO

EVVMCO

Evansville Dress Regional

mar. 10/28

2:00 pm-8:48 pm

1 stop5h 48m

Orlando

mar. 11/4

5:30 am-9:40 am

1 stop5h 10m

$294

EvansvilleOrlando

EVV - MCO

EVVMCO

Evansville Dress Regional

mar. 10/28

6:03 am-3:32 pm

1 stop8h 29m

Orlando

mar. 11/4

2:47 pm-6:53 pm

1 stop5h 06m

$294

EvansvilleOrlando

EVV - MCO

EVVMCO

Evansville Dress Regional

mié. 10/29

6:02 am-12:14 pm

1 stop5h 12m

Orlando

mié. 11/5

7:00 am-12:43 pm

1 stop6h 43m

$294

EvansvilleOrlando

EVV - MCO

EVVMCO

Evansville Dress Regional

vie. 2/13

7:46 pm-10:57 pm

Nonstop2h 11m

Orlando

lun. 2/16

5:34 pm-7:06 pm

Nonstop2h 32m

$297

EvansvilleOrlando

EVV - MCO

EVVMCO

Evansville Dress Regional

lun. 11/24

5:55 pm-10:49 pm

1 stop3h 54m

$119

EvansvilleOrlando

EVV - MCO

EVVMCO

Evansville Dress Regional

lun. 10/20

6:02 pm-11:59 pm

1 stop4h 57m

$119

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/1

Showing 1-10 of 18 results
1
2

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 September 26, 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 octubre 2, 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 octubre 2, 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
7,962 reviews

Overall

8.0

Crew

8.5

Food

7.3

Boarding

8.2

Comfort

7.9

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
7,962 reviews
Delta
8.0
Very good
7,962 reviews

Overall

8.0

Crew

8.5

Food

7.3

Boarding

8.2

Comfort

7.9

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
211 reviews
Delta
8.0
Very good
7,962 reviews

Overall

8.0

Crew

8.5

Food

7.3

Boarding

8.2

Comfort

7.9

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
11,033 reviews
Delta
8.0
Very good
7,962 reviews

Overall

8.0

Crew

8.5

Food

7.3

Boarding

8.2

Comfort

7.9

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
698 reviews
Delta
8.0
Very good
7,962 reviews

Overall

8.0

Crew

8.5

Food

7.3

Boarding

8.2

Comfort

7.9

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.

  • How long is the flight from Evansville to Kissimmee?

    Departing from Evansville to Kissimmee will take you 2h 07m. There are 754 mi between Evansville and Kissimmee. Most flights are nonstop.

  • What are the cheapest flights from Evansville to Kissimmee?

    Looking at all options, your cheapest flight can be booked for $64. While the most popular route (Evansville Dress Regional - Orlando) can be booked for $108 on average, our data indicates $114 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 octubre 2, 2025.
AirlineCheapestAverageFlexibilityOn-time
Allegiant AirCheapest$55Average$125FlexibilityNo cancel feeOn-time88%
Breeze AirwaysCheapest$80Average$134FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$267Average$439FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$323Average$468FlexibilityNo cancel feeOn-time71%

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