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Evansville

$58+ 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 11/7. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — EVV
nov. 20 — nov. 271
jue. 11/20
jue. 11/27
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 octubre 21, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$117
(Priceline)

One-way from

$58
(Vakatrip)

Popular in

January

Cheapest in

November

Average price

$234
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 ($14 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 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 octubre 21, 2025.

This Priceline deal was found by Cheapflights users on 10/20. 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. 12/13:25 pmMCO - EVV
Nonstop2h 30mBreeze Airways
lun. 12/85:35 pmEVV - MCO
Nonstop2h 07mBreeze Airways
Deal found 10/20$117
This Delta deal was found by Cheapflights users on 10/18. 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. 12/235:30 amMCO - EVV
1 stop4h 56mDelta
jue. 1/14:26 pmEVV - MCO
1 stop7h 00mDelta
Deal found 10/18$259
This Delta deal was found by Cheapflights users on 10/20. 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.
vie. 11/215:30 amMCO - EVV
1 stop5h 00mDelta
mié. 11/265:55 pmEVV - MCO
1 stop4h 53mDelta
Deal found 10/20$324
This Delta deal was found by Cheapflights users on 10/20. 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. 11/186:15 amMCO - EVV
1 stop4h 15mDelta
mié. 12/35:55 pmEVV - MCO
1 stop4h 52mDelta
Deal found 10/20$329
This American Airlines deal was found by Cheapflights users on 10/20. 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. 11/183:01 pmMCO - EVV
2 stops8h 50mAmerican Airlines
mié. 12/312:06 pmEVV - MCO
1 stop5h 46mAmerican Airlines
Deal found 10/20$344
This American Airlines deal was found by Cheapflights users on 10/20. 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.
lun. 12/16:38 pmMCO - EVV
1 stop5h 47mAmerican Airlines
lun. 12/83:45 pmEVV - MCO
1 stop5h 39mAmerican Airlines
Deal found 10/20$353
This Delta deal was found by Cheapflights users on 10/20. 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. 11/55:30 amMCO - EVV
1 stop5h 10mDelta
dom. 11/95:55 pmEVV - MCO
1 stop3h 55mDelta
Deal found 10/20$396
This American Airlines deal was found by Cheapflights users on 10/21. 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. 11/256:01 amMCO - EVV
1 stop5h 35mAmerican Airlines
lun. 12/17:00 amEVV - MCO
1 stop5h 53mAmerican Airlines
Deal found 10/21$404
This American Airlines deal was found by Cheapflights users on 10/20. 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. 11/511:10 amMCO - EVV
2 stops8h 35mAmerican Airlines
dom. 11/95:10 amEVV - MCO
1 stop6h 53mAmerican Airlines
Deal found 10/20$411

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 octubre 21, 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

lun. 12/1

3:25 pm-4:55 pm

Nonstop2h 30m

Evansville Dress Regional

lun. 12/8

5:35 pm-8:42 pm

Nonstop2h 07m

$117

OrlandoEvansville

MCO - EVV

MCOEVV

Orlando

mar. 12/23

5:30 am-9:26 am

1 stop4h 56m

Evansville Dress Regional

jue. 1/1

4:26 pm-12:26 am

1 stop7h 00m

$259

OrlandoEvansville

MCO - EVV

MCOEVV

Orlando

vie. 11/21

5:30 am-9:30 am

1 stop5h 00m

Evansville Dress Regional

mié. 11/26

5:55 pm-11:48 pm

1 stop4h 53m

$324

OrlandoEvansville

MCO - EVV

MCOEVV

Orlando

mar. 11/18

6:15 am-9:30 am

1 stop4h 15m

Evansville Dress Regional

mié. 12/3

5:55 pm-11:47 pm

1 stop4h 52m

$329

OrlandoEvansville

MCO - EVV

MCOEVV

Orlando

mar. 11/25

6:15 am-9:30 am

1 stop4h 15m

Evansville Dress Regional

lun. 12/1

5:55 pm-10:49 pm

1 stop3h 54m

$354

OrlandoEvansville

MCO - EVV

MCOEVV

Orlando

mié. 11/5

5:30 am-9:40 am

1 stop5h 10m

Evansville Dress Regional

dom. 11/9

5:55 pm-10:50 pm

1 stop3h 55m

$396

OrlandoEvansville

MCO - EVV

MCOEVV

Orlando

mar. 11/25

6:01 am-10:36 am

1 stop5h 35m

Evansville Dress Regional

lun. 12/1

7:00 am-1:53 pm

1 stop5h 53m

$404

OrlandoEvansville

MCO - EVV

MCOEVV

Orlando

mié. 11/5

11:10 am-6:45 pm

2 stops8h 35m

Evansville Dress Regional

dom. 11/9

5:10 am-1:03 pm

1 stop6h 53m

$411

OrlandoEvansville

MCO - EVV

MCOEVV

Orlando

lun. 12/1

6:59 pm-11:54 pm

1 stop5h 55m

Evansville Dress Regional

lun. 12/8

6:45 am-2:27 pm

2 stops6h 42m

$434

OrlandoEvansville

MCO - EVV

MCOEVV

Orlando

vie. 11/7

5:30 am-9:40 am

1 stop5h 10m

$119

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/20

Showing 1-10 of 21 results
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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 $57). 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 octubre 21, 2025.

Unlike in the evening, when flights are generally more expensive, you can save up to 23% on flights from Kissimmee to Evansville by exploring options for tickets at noon.

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 octubre 21, 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
219 reviews

Overall

8.1

Food

6.7

Crew

8.7

Boarding

8.3

Entertainment

6.6

Comfort

8.1

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
219 reviews
Breeze Airways
8.1
Very good
219 reviews

Overall

8.1

Food

6.7

Crew

8.7

Boarding

8.3

Entertainment

6.6

Comfort

8.1

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
7,979 reviews
Breeze Airways
8.1
Very good
219 reviews

Overall

8.1

Food

6.7

Crew

8.7

Boarding

8.3

Entertainment

6.6

Comfort

8.1

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
11,028 reviews
Breeze Airways
8.1
Very good
219 reviews

Overall

8.1

Food

6.7

Crew

8.7

Boarding

8.3

Entertainment

6.6

Comfort

8.1

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 Breeze Airways and Delta fly from Kissimmee to Evansville in about 2h 30m. The time it takes to get you to your destination can typically vary by up to 2h 26m. Kissimmee and Evansville are separated by a distance of 754 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • 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 $117.

  • 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 $57). 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 octubre 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
Allegiant AirCheapest$68Average$145FlexibilityNo cancel feeOn-time88%
Breeze AirwaysCheapest$98Average$123FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$230Average$416FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$258Average$446FlexibilityNo cancel feeOn-time71%

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