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Evansville

$56+ Cheap flights from Kissimmee, FL to Evansville (EVV)

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 12/1. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — EVV
Dec 10 — Dec 171
Wed 12/10
Wed 12/17
1 adult, Economy
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Cheap flight deals from Kissimmee to Evansville

Keep the following information in mind while searching for Kissimmee to Evansville flight deals. Data was last updated November 10, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$244
(CheapOair)

One-way from

$56
(Vakatrip)

Popular in

January

Cheapest in

November

Average price

$107
Provider with most accurate pricing for Orlando (ORL)-Evansville Dress Regional flight deals.
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Provider most trusted by Cheapflights users for Orlando (ORL)-Evansville Dress Regional flights.
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From Kissimmee to Evansville Dress Regional
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One-way flight from Kissimmee to Evansville Dress Regional
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Highest demand for flights based on searches. 4% potential increase in price ($11 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 November 2025
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Find flight deals from Kissimmee to Evansville

Cheapest flights from Kissimmee to Evansville
Explore the most affordable flight options available from Kissimmee to Evansville. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 10, 2025.

This CheapOair deal was found by Cheapflights users on 11/8. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/2610:12 amMCO - EVV
Nonstop2h 30mBreeze Airways
Mon 12/2912:22 pmEVV - MCO
Nonstop2h 07mBreeze Airways
Deal found 11/8$244
This American Airlines deal was found by Cheapflights users on 11/9. 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 12/2411:46 amMCO - EVV
1 stop6h 43mAmerican Airlines
Sun 12/284:51 pmEVV - MCO
1 stop5h 59mAmerican Airlines
Deal found 11/9$324
This Delta deal was found by Cheapflights users on 11/8. 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 11/186:35 pmMCO - EVV
1 stop4h 33mDelta
Wed 12/35:55 pmEVV - MCO
1 stop4h 52mDelta
Deal found 11/8$369
This American Airlines deal was found by Cheapflights users on 11/8. 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.
Tue 11/1811:10 amMCO - EVV
2 stops8h 43mAmerican Airlines
Wed 12/310:33 amEVV - MCO
1 stop8h 33mAmerican Airlines
Deal found 11/8$374
This Delta deal was found by Cheapflights users on 11/8. 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 11/295:30 amMCO - EVV
1 stop5h 00mDelta
Sat 12/65:55 pmEVV - MCO
1 stop3h 55mDelta
Deal found 11/8$388
This American Airlines deal was found by Cheapflights users on 11/7. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/227:11 pmMCO - EVV
1 stop5h 26mAmerican Airlines
Thu 1/15:10 amEVV - MCO
1 stop4h 36mAmerican Airlines
Deal found 11/7$389
This American Airlines deal was found by Cheapflights users on 11/9. 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 12/46:39 pmMCO - EVV
1 stop6h 00mAmerican Airlines
Sun 12/712:54 pmEVV - MCO
1 stop6h 45mAmerican Airlines
Deal found 11/9$409
This American Airlines deal was found by Cheapflights users on 11/10. 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.
Tue 11/255:15 amMCO - EVV
1 stop5h 52mAmerican Airlines
Sat 11/2911:03 amEVV - MCO
1 stop6h 43mAmerican Airlines
Deal found 11/10$435
This Delta deal was found by Cheapflights users on 11/10. 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 11/215:30 amMCO - EVV
1 stop5h 00mDelta
Wed 11/265:55 pmEVV - MCO
1 stop4h 53mDelta
Deal found 11/10$436

Cheapflights Fare Finder

 
Customize your flight search to find flights from Kissimmee to Evansville 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 November 10, 2025.
Use the filters below to find and compare flights from Kissimmee to Evansville that are best for you.

Fly from

Kissimmee

Fly to

Evansville

Route

Depart

Return

Price

OrlandoEvansville

MCO - EVV

MCOEVV

Orlando

Thu 2/26

6:00 am-10:40 am

1 stop5h 40m

Evansville Dress Regional

Mon 3/2

4:18 pm-10:59 pm

1 stop5h 41m

$301

OrlandoEvansville

MCO - EVV

MCOEVV

Orlando

Wed 12/24

11:46 am-5:29 pm

1 stop6h 43m

Evansville Dress Regional

Sun 12/28

4:51 pm-11:50 pm

1 stop5h 59m

$324

OrlandoEvansville

MCO - EVV

MCOEVV

Orlando

Sat 11/29

5:30 am-9:30 am

1 stop5h 00m

Evansville Dress Regional

Sat 12/6

5:55 pm-10:50 pm

1 stop3h 55m

$388

OrlandoEvansville

MCO - EVV

MCOEVV

Orlando

Mon 12/22

7:11 pm-11:37 pm

1 stop5h 26m

Evansville Dress Regional

Thu 1/1

5:10 am-10:46 am

1 stop4h 36m

$389

OrlandoEvansville

MCO - EVV

MCOEVV

Orlando

Thu 12/4

6:39 pm-11:39 pm

1 stop6h 00m

Evansville Dress Regional

Sun 12/7

12:54 pm-8:39 pm

1 stop6h 45m

$409

OrlandoEvansville

MCO - EVV

MCOEVV

Orlando

Tue 11/25

5:15 am-10:07 am

1 stop5h 52m

Evansville Dress Regional

Sat 11/29

11:03 am-6:46 pm

1 stop6h 43m

$435

OrlandoEvansville

MCO - EVV

MCOEVV

Orlando

Fri 1/2

10:12 am-11:42 am

Nonstop2h 30m

$175

OrlandoEvansville

MCO - EVV

MCOEVV

Orlando

Mon 2/2

5:34 pm-7:06 pm

Nonstop2h 32m

$289

OrlandoEvansville

MCO - EVV

MCOEVV

Orlando

Tue 2/10

1:10 pm-5:19 pm

1 stop5h 09m

$309

OrlandoEvansville

MCO - EVV

MCOEVV

Orlando

Mon 2/2

5:30 am-10:55 am

1 stop6h 25m

$309

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/9

Showing 1-10 of 16 results
1
2

Best time to book a flight from Kissimmee to Evansville

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

What is the cheapest month to book a flight from Kissimmee to Evansville?

Currently, May is the cheapest month in which you can book a flight from Kissimmee to Evansville (average of $55). Flying from Kissimmee to Evansville in January is currently the most expensive (average of $121). 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 K1S to EVV?

Find hourly flight availability from Kissimmee to Evansville. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated November 10, 2025.

When flying from Kissimmee to Evansville, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Reviews of airlines servicing Evansville

Get insights into the airlines that provide service to Evansville. 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 Evansville. Reviews last updated November 10, 2025.
Read reviews from past customers who have flown Breeze Airways, Delta, and American Airlines from Kissimmee to Evansville. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Breeze Airways
8.1
Very good
227 reviews

Overall

8.1

Entertainment

6.6

Food

6.7

Boarding

8.3

Crew

8.7

Comfort

8.2

Reviews

1 / 13
8.0
Excellent

Anonymous,Jul 2025

RIC - BDL

All went smoothly but the announcements from the crew were way to fast--approaching inaudible. Pilot announcements were perfect!
Breeze Airways
8.1
Very good
227 reviews
Breeze Airways
8.1
Very good
227 reviews

Overall

8.1

Entertainment

6.6

Food

6.7

Boarding

8.3

Crew

8.7

Comfort

8.2

Reviews

1 / 13
8.0
Excellent

Anonymous,Jul 2025

RIC - BDL

All went smoothly but the announcements from the crew were way to fast--approaching inaudible. Pilot announcements were perfect!
Delta
7.9
Good
8,004 reviews
Breeze Airways
8.1
Very good
227 reviews

Overall

8.1

Entertainment

6.6

Food

6.7

Boarding

8.3

Crew

8.7

Comfort

8.2

Reviews

1 / 13
8.0
Excellent

Anonymous,Jul 2025

RIC - BDL

All went smoothly but the announcements from the crew were way to fast--approaching inaudible. Pilot announcements were perfect!
American Airlines
7.2
Good
11,047 reviews
Breeze Airways
8.1
Very good
227 reviews

Overall

8.1

Entertainment

6.6

Food

6.7

Boarding

8.3

Crew

8.7

Comfort

8.2

Reviews

1 / 13
8.0
Excellent

Anonymous,Jul 2025

RIC - BDL

All went smoothly but the announcements from the crew were way to fast--approaching inaudible. Pilot announcements were perfect!

Related info for your journey

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

    Evansville Dress Regional (EVV) is the airport you will fly into if you book a flight from Kissimmee to Evansville. You should not have trouble finding flights to Dress Regional from Kissimmee; the airport handles an average of 0 inbound flights from Kissimmee per day. You should also have plenty of airline options to choose from since 4 airlines have flights to the Evansville airport from Kissimmee. It is only a 4.4 mi journey from Dress Regional (EVV) to Evansville’s city center.

  • How long is the flight from Kissimmee to Evansville?

    Airlines like American Airlines fly from Kissimmee to Evansville in about 5h 40m. The time it takes to get you to your destination can typically vary by up to . Kissimmee and Evansville are separated by a distance of 754 mi.

  • What are the cheapest flights from Kissimmee to Evansville?

    On average you can expect to pay $136 for a flight from Kissimmee to Evansville. The cheapest flight overall is $98 while the most popular route, (Orlando - Evansville Dress Regional) is currently priced at $369.

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

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

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

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

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

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

    Currently, May is the cheapest month in which you can book a flight from Kissimmee to Evansville (average of $55). Flying from Kissimmee to Evansville in January is currently the most expensive (average of $121). 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

Traveling to a place near Evansville?

Book flights to Evansville if you plan to visit one of these locations
Vincennes
Jasper

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Top 4 airlines flying from Kissimmee to Evansville

Discover the top 4 airlines that operate flights from Kissimmee to Evansville. 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 November 10, 2025.
AirlineCheapestAverageFlexibilityOn-time
Allegiant AirCheapest$68Average$138FlexibilityNo cancel feeOn-time88%
Breeze AirwaysCheapest$98Average$123FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$230Average$416FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$263Average$446FlexibilityNo cancel feeOn-time71%

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