HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Evansville

$54+ 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 12/26. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — EVV
Jan 1 — Jan 81
Thu 1/1
Thu 1/8
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Kissimmee to Evansville with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap 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 December 2, 2025.

This CheapOair deal was found by Cheapflights users on 11/30. 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 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
Fri 1/212:22 pmEVV - MCO
Nonstop2h 07mBreeze Airways
Deal found 11/30$112
This Kiwi.com deal was found by Cheapflights users on 11/30. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/153:25 pmMCO - EVV
Nonstop2h 30mBreeze Airways
Fri 12/1912:22 pmEVV - MCO
Nonstop2h 07mBreeze Airways
Deal found 11/30$127
This Delta deal was found by Cheapflights users on 11/30. 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.
Fri 12/266:30 pmMCO - EVV
1 stop4h 17mDelta
Wed 12/314:26 pmEVV - MCO
1 stop7h 00mDelta
Deal found 11/30$333
This American Airlines deal was found by Cheapflights users on 11/30. 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.
Fri 12/269:50 amMCO - EVV
2 stops7h 31mAmerican Airlines
Wed 12/316:24 amEVV - MCO
1 stop8h 59mAmerican Airlines
Deal found 11/30$338
This Kiwi.com deal was found by Cheapflights users on 11/30. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/153:25 pmMCO - EVV
Nonstop2h 30mMultiple Airlines
Fri 12/192:47 pmEVV - MCO
2 stops15h 32mMultiple Airlines
Deal found 11/30$362
This Delta deal was found by Cheapflights users on 12/1. 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.
Sat 12/206:15 amMCO - EVV
1 stop4h 11mDelta
Sun 12/284:26 pmEVV - MCO
1 stop3h 54mDelta
Deal found 12/1$388
This Delta deal was found by Cheapflights users on 11/30. 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.
Sun 12/216:15 amMCO - EVV
1 stop4h 11mDelta
Sun 12/284:26 pmEVV - MCO
1 stop7h 00mDelta
Deal found 11/30$407
This American Airlines deal was found by Cheapflights users on 12/1. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/269:50 amMCO - EVV
2 stops7h 31mAmerican Airlines
Fri 1/211:07 amEVV - MCO
1 stop6h 55mAmerican Airlines
Deal found 12/1$451
This American Airlines deal was found by Cheapflights users on 11/30. 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.
Sun 12/219:50 amMCO - EVV
2 stops8h 02mAmerican Airlines
Sun 12/284:51 pmEVV - MCO
1 stop5h 59mAmerican Airlines
Deal found 11/30$607
This American Airlines deal was found by Cheapflights users on 12/1. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/207:55 pmMCO - EVV
1 stop4h 29mAmerican Airlines
Sun 12/2811:07 amEVV - MCO
2 stops6h 52mAmerican Airlines
Deal found 12/1$873

Find flight deals from Kissimmee to Evansville

Keep the following information in mind while searching for Kissimmee to Evansville flight deals. Data was last updated December 2, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$98
(Kiwi.com)

One-way from

$54
(Kiwi.com)

Popular in

January

Cheapest in

November

Average price

$136
Provider with most accurate pricing for Orlando (ORL)-Evansville Dress Regional flight deals.
Search Deals
Provider most trusted by Cheapflights users for Orlando (ORL)-Evansville Dress Regional flights.
Search Deals
From Kissimmee to Evansville Dress Regional
Search Deals
One-way flight from Kissimmee to Evansville Dress Regional
Search Deals
Highest demand for flights based on searches. 4% potential increase in price ($11 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($15 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

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 December 2, 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

Fri 1/23

5:34 pm-7:06 pm

Nonstop2h 32m

Evansville Dress Regional

Mon 1/26

7:46 pm-10:57 pm

Nonstop2h 11m

$97

OrlandoEvansville

MCO - EVV

MCOEVV

Orlando

Fri 12/26

10:12 am-11:42 am

Nonstop2h 30m

Evansville Dress Regional

Fri 1/2

12:22 pm-3:29 pm

Nonstop2h 07m

$112

OrlandoEvansville

MCO - EVV

MCOEVV

Orlando

Mon 12/15

3:25 pm-4:55 pm

Nonstop2h 30m

Evansville Dress Regional

Fri 12/19

12:22 pm-3:29 pm

Nonstop2h 07m

$127

OrlandoEvansville

MCO - EVV

MCOEVV

Orlando

Thu 1/8

8:00 am-10:55 am

1 stop3h 55m

Evansville Dress Regional

Sun 1/11

5:59 pm-12:03 am

1 stop5h 04m

$231

OrlandoEvansville

MCO - EVV

MCOEVV

Orlando

Wed 1/14

4:28 pm-10:50 pm

1 stop7h 22m

Evansville Dress Regional

Wed 1/21

6:13 am-12:12 pm

1 stop4h 59m

$231

OrlandoEvansville

MCO - EVV

MCOEVV

Orlando

Fri 1/23

7:00 am-11:37 am

1 stop5h 37m

Evansville Dress Regional

Sun 1/25

4:51 pm-11:25 pm

1 stop5h 34m

$231

OrlandoEvansville

MCO - EVV

MCOEVV

Orlando

Fri 1/23

10:04 am-4:18 pm

1 stop7h 14m

Evansville Dress Regional

Mon 1/26

3:30 pm-10:56 pm

1 stop6h 26m

$231

OrlandoEvansville

MCO - EVV

MCOEVV

Orlando

Fri 12/26

10:12 am-11:42 am

Nonstop2h 30m

$54

OrlandoEvansville

MCO - EVV

MCOEVV

Orlando

Mon 1/12

6:15 am-10:55 am

1 stop5h 40m

$119

OrlandoEvansville

MCO - EVV

MCOEVV

Orlando

Fri 2/13

6:00 am-10:39 am

1 stop5h 39m

$119

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/29

Showing 1-10 of 19 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 February 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 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 December 2, 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 December 2, 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
8.2
Very good
241 reviews

Boarding

8.3

Food

6.7

Entertainment

6.6

Overall

8.2

Comfort

8.2

Crew

8.8

Reviews

1 / 15
8.0
Excellent

Lyle,Dec 2025

BDL - RSW

Seating was comfortable, crew excellent, no food or entertainment offered.
Breeze Airways
8.2
Very good
241 reviews
Breeze Airways
8.2
Very good
241 reviews

Boarding

8.3

Food

6.7

Entertainment

6.6

Overall

8.2

Comfort

8.2

Crew

8.8

Reviews

1 / 15
8.0
Excellent

Lyle,Dec 2025

BDL - RSW

Seating was comfortable, crew excellent, no food or entertainment offered.
Delta
7.9
Good
8,009 reviews
Breeze Airways
8.2
Very good
241 reviews

Boarding

8.3

Food

6.7

Entertainment

6.6

Overall

8.2

Comfort

8.2

Crew

8.8

Reviews

1 / 15
8.0
Excellent

Lyle,Dec 2025

BDL - RSW

Seating was comfortable, crew excellent, no food or entertainment offered.
American Airlines
7.2
Good
11,040 reviews
Breeze Airways
8.2
Very good
241 reviews

Boarding

8.3

Food

6.7

Entertainment

6.6

Overall

8.2

Comfort

8.2

Crew

8.8

Reviews

1 / 15
8.0
Excellent

Lyle,Dec 2025

BDL - RSW

Seating was comfortable, crew excellent, no food or entertainment offered.

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 32m. The time it takes to get you to your destination can typically vary by up to 1h 23m. 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 airlines to fly from Kissimmee to Evansville one-way?

    The cheapest airline one-way is Breeze Airways, with whom users have recently found tickets for as low as $49. However, be on the lookout for offers from American Airlines and Delta, as they are both options that can get you from Kissimmee to Evansville for a low price.

  • What are the cheapest flights from Kissimmee to Evansville?

    On average you can expect to pay $89 for a flight from Kissimmee to Evansville. The cheapest flight overall is $69 while the most popular route, (Orlando - Evansville Dress Regional) is currently priced at $98.

  • 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 February 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

Traveling to a place near Evansville?

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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Kissimmee to Evansville

See prices for flight routes from nearby airports that may be better suited for you.
Tampa to O'Hare Intl flights
Fort Lauderdale to O'Hare Intl flights
Orlando to Midway flights
Orlando to O'Hare Intl flights
Miami to O'Hare Intl flights
Tampa to Midway flights
West Palm Beach to O'Hare Intl flights
Fort Lauderdale to Midway flights
Miami to Midway flights
Fort Myers to O'Hare Intl flights
Jacksonville to O'Hare Intl flights
Fort Lauderdale to Indianapolis flights
Sarasota to O'Hare Intl flights
Tampa to Cincinnati flights
Orlando to Indianapolis flights
Fort Lauderdale to Cincinnati flights
Tampa to Indianapolis flights
Orlando to Louisville flights
Miami to Indianapolis flights
Orlando to Cincinnati flights
Fort Myers to Cincinnati flights
Fort Myers to Indianapolis flights
Tampa to Louisville flights
Jacksonville to Midway flights
Pensacola to O'Hare Intl flights
West Palm Beach to Midway flights
Sarasota to Midway flights
Miami to Cincinnati flights
Fort Myers to Midway flights
Miami to Louisville flights
Tampa to Dayton flights
Fort Lauderdale to Louisville flights
Jacksonville to Louisville flights
West Palm Beach to Indianapolis flights
Panama City to O'Hare Intl flights
Jacksonville to Cincinnati flights
Orlando Sanford Intl to Rockford flights
Fort Lauderdale to Dayton flights
Sarasota to Indianapolis flights
West Palm Beach to Louisville flights
Gainesville to O'Hare Intl flights
West Palm Beach to Cincinnati flights
St Petersburg to Rockford flights
West Palm Beach to Dayton flights
Orlando Sanford Intl to Indianapolis flights
Pensacola to Louisville flights
Orlando to Dayton flights
Key West to O'Hare Intl flights
Pensacola to Midway flights
Orlando Sanford Intl to Cincinnati flights

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 December 2, 2025.
AirlineCheapestAverageFlexibilityOn-time
Allegiant AirCheapest$92Average$148FlexibilityNo cancel feeOn-time88%
Breeze AirwaysCheapest$98Average$123FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$230Average$395FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$263Average$418FlexibilityNo cancel feeOn-time71%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.