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Kissimmee

$49+ 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 1/9. Fares are subject to change and may not be available on all flights or dates of travel.
EVV — MCO
dic. 17 — dic. 241
mié. 12/17
mié. 12/24
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 Tuesday 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 noviembre 17, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$98
(Breeze Airways)

One-way from

$49
(Breeze Airways)

Popular in

April

Cheapest in

February

Average price

$395
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. 13% potential increase in price ($43 potential increase over avg. RT price).
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Cheapest flight prices on average. 6% potential price decrease ($18 potential savings vs. average RT price).
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Average for round-trip flights in November 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 noviembre 17, 2025.

This Priceline deal was found by Cheapflights users on 11/16. 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. 12/15:35 pmEVV - MCO
Nonstop2h 07mBreeze Airways
vie. 12/53:25 pmMCO - EVV
Nonstop2h 30mBreeze Airways
Deal found 11/16$102
This Breeze Airways deal was found by Cheapflights users on 11/16. 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. 11/215:35 pmEVV - MCO
Nonstop2h 07mBreeze Airways
vie. 11/283:25 pmMCO - EVV
Nonstop2h 30mBreeze Airways
Deal found 11/16$128
This Kiwi.com deal was found by Cheapflights users on 11/16. 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.
vie. 11/215:35 pmEVV - MCO
Nonstop2h 07mBreeze Airways
lun. 11/243:25 pmMCO - EVV
Nonstop2h 30mBreeze Airways
Deal found 11/16$146
This Kiwi.com deal was found by Cheapflights users on 11/16. 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. 12/2212:22 pmEVV - MCO
Nonstop2h 07mBreeze Airways
vie. 12/2610:12 amMCO - EVV
Nonstop2h 30mBreeze Airways
Deal found 11/16$157
This Kiwi.com deal was found by Cheapflights users on 11/16. 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.
mié. 11/268:32 pmEVV - MCO
2 stops36h 33mMultiple Airlines
lun. 12/83:25 pmMCO - EVV
Nonstop2h 30mMultiple Airlines
Deal found 11/16$269
This Breeze Airways deal was found by Cheapflights users on 11/16. 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. 12/2612:22 pmEVV - MCO
Nonstop2h 07mBreeze Airways
lun. 12/2910:12 amMCO - EVV
Nonstop2h 30mBreeze Airways
Deal found 11/16$278
This American Airlines deal was found by Cheapflights users on 11/16. 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.
mié. 11/2611:03 amEVV - MCO
2 stops8h 01mAmerican Airlines
lun. 12/86:00 amMCO - EVV
1 stop6h 41mAmerican Airlines
Deal found 11/16$308
This Justfly.com deal was found by Cheapflights users on 11/16. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 11/175:35 pmEVV - MCO
Nonstop2h 07mBreeze Airways
lun. 11/243:25 pmMCO - EVV
Nonstop2h 30mBreeze Airways
Deal found 11/16$318
This Delta deal was found by Cheapflights users on 11/16. 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.
lun. 12/224:26 pmEVV - MCO
1 stop7h 00mDelta
jue. 12/254:20 pmMCO - EVV
1 stop5h 27mDelta
Deal found 11/16$324
This Kiwi.com deal was found by Cheapflights users on 11/17. 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. 11/245:35 pmEVV - MCO
Nonstop2h 07mMultiple Airlines
mié. 11/268:56 amMCO - EVV
2 stops11h 46mMultiple Airlines
Deal found 11/17$339
This Delta deal was found by Cheapflights users on 11/16. 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.
mié. 11/2610:10 amEVV - MCO
1 stop5h 17mDelta
mar. 12/211:11 amMCO - EVV
1 stop7h 00mDelta
Deal found 11/16$369

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 noviembre 17, 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

lun. 2/16

7:46 pm-10:57 pm

Nonstop2h 11m

Orlando

vie. 2/20

5:34 pm-7:06 pm

Nonstop2h 32m

$98

EvansvilleOrlando

EVV - MCO

EVVMCO

Evansville Dress Regional

lun. 12/1

5:35 pm-8:42 pm

Nonstop2h 07m

Orlando

vie. 12/5

3:25 pm-4:55 pm

Nonstop2h 30m

$102

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

vie. 3/6

7:46 pm-10:57 pm

Nonstop2h 11m

Orlando

lun. 3/16

5:34 pm-7:06 pm

Nonstop2h 32m

$123

EvansvilleOrlando

EVV - MCO

EVVMCO

Evansville Dress Regional

vie. 1/30

4:51 pm-11:27 pm

1 stop5h 36m

Orlando

vie. 2/6

8:00 am-11:37 am

1 stop4h 37m

$234

EvansvilleOrlando

EVV - MCO

EVVMCO

Evansville Dress Regional

lun. 2/2

12:02 pm-5:58 pm

1 stop4h 56m

Orlando

vie. 2/6

7:00 am-11:37 am

1 stop5h 37m

$237

EvansvilleOrlando

EVV - MCO

EVVMCO

Evansville Dress Regional

vie. 1/9

7:46 pm-10:57 pm

Nonstop2h 11m

$49

EvansvilleOrlando

EVV - MCO

EVVMCO

Evansville Dress Regional

vie. 1/30

7:46 pm-10:57 pm

Nonstop2h 11m

$54

EvansvilleOrlando

EVV - MCO

EVVMCO

Evansville Dress Regional

lun. 2/2

7:46 pm-10:57 pm

Nonstop2h 11m

$60

EvansvilleOrlando

EVV - MCO

EVVMCO

Evansville Dress Regional

vie. 2/6

7:46 pm-10:57 pm

Nonstop2h 11m

$60

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/16

Showing 1-10 of 17 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 November 14, 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, August is the cheapest month in which you can book a flight from Evansville to Kissimmee (average of $52). Flying from Evansville to Kissimmee in November is currently the most expensive (average of $105). 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 noviembre 17, 2025.

A simple way to save on the total cost of your ticket is to fly from Evansville to Kissimmee in the evening. If you’re flexible enough to do this you can expect to save up to 57% on your trip compared to booking a flight at noon.

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 noviembre 17, 2025.
Read through reviews of airlines operating flights from Evansville to Kissimmee, such as Breeze Airways, Delta, and American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Breeze Airways
8.1
Very good
232 reviews

Entertainment

6.6

Crew

8.8

Food

6.7

Overall

8.1

Boarding

8.3

Comfort

8.2

Reviews

1 / 14
10.0
Excellent

Kim,Nov 2025

PWM - RSW

You guys did a great job getting us here. Thank you!!
Breeze Airways
8.1
Very good
232 reviews
Breeze Airways
8.1
Very good
232 reviews

Entertainment

6.6

Crew

8.8

Food

6.7

Overall

8.1

Boarding

8.3

Comfort

8.2

Reviews

1 / 14
10.0
Excellent

Kim,Nov 2025

PWM - RSW

You guys did a great job getting us here. Thank you!!
Delta
7.9
Good
8,006 reviews
Breeze Airways
8.1
Very good
232 reviews

Entertainment

6.6

Crew

8.8

Food

6.7

Overall

8.1

Boarding

8.3

Comfort

8.2

Reviews

1 / 14
10.0
Excellent

Kim,Nov 2025

PWM - RSW

You guys did a great job getting us here. Thank you!!
American Airlines
7.2
Good
11,046 reviews
Breeze Airways
8.1
Very good
232 reviews

Entertainment

6.6

Crew

8.8

Food

6.7

Overall

8.1

Boarding

8.3

Comfort

8.2

Reviews

1 / 14
10.0
Excellent

Kim,Nov 2025

PWM - RSW

You guys did a great job getting us here. Thank you!!
Allegiant Air
7.2
Good
700 reviews
Breeze Airways
8.1
Very good
232 reviews

Entertainment

6.6

Crew

8.8

Food

6.7

Overall

8.1

Boarding

8.3

Comfort

8.2

Reviews

1 / 14
10.0
Excellent

Kim,Nov 2025

PWM - RSW

You guys did a great job getting us here. Thank you!!

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 11m. 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 $74. While the most popular route (Evansville Dress Regional - Orlando) can be booked for $98 on average, our data indicates $144 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, August is the cheapest month in which you can book a flight from Evansville to Kissimmee (average of $52). Flying from Evansville to Kissimmee in November is currently the most expensive (average of $105). 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 Evansville to Kissimmee

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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 noviembre 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
Allegiant AirCheapest$55Average$126FlexibilityNo cancel feeOn-time88%
Breeze AirwaysCheapest$80Average$137FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$267Average$440FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$323Average$460FlexibilityNo cancel feeOn-time71%

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