HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Kissimmee

$43+ Cheap flights from Kentucky 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 10/13. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — MCO
Nov 1 — Nov 81
Sat 11/1
Sat 11/8
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Kentucky to Kissimmee 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 Kentucky to Kissimmee

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

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$81
(Kiwi.com)

One-way from

$43
(Cheapflightsfares)

Popular in

December

Cheapest in

July

Average price

$219
Provider with most accurate pricing for Louisville Intl-Orlando (ORL) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Louisville Intl-Orlando (ORL) flights.
Search Deals
From Kentucky to Kissimmee
Search Deals
One-way flight from Kentucky to Kissimmee
Search Deals
Highest demand for flights based on searches. 10% potential increase in price ($27 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($6 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
Search Deals

Find flight deals from Kentucky to Kissimmee

Cheapest flights from Kentucky to Kissimmee
Explore the most affordable flight options available from Kentucky to Kissimmee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 2, 2025.

This Priceline 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/275:25 pmBNA - MCO
Nonstop2h 03mFrontier
Sun 11/29:05 amMCO - BNA
Nonstop2h 10mFrontier
Deal found 10/2$82
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/275:25 pmBNA - MCO
Nonstop2h 03mMultiple Airlines
Thu 10/3010:18 pmMCO - BNA
Nonstop2h 02mMultiple Airlines
Deal found 10/1$83
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/2511:43 amBNA - MCO
Nonstop1h 54mSpirit Airlines
Tue 11/47:00 pmMCO - BNA
Nonstop2h 05mSpirit Airlines
Deal found 10/1$84
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/66:45 amBNA - MCO
Nonstop1h 47mSpirit Airlines
Mon 11/104:25 pmMCO - BNA
Nonstop2h 05mSpirit Airlines
Deal found 9/30$85
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/146:45 amBNA - MCO
Nonstop1h 47mSpirit Airlines
Mon 11/174:25 pmMCO - BNA
Nonstop2h 05mSpirit Airlines
Deal found 9/30$86
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.
Sat 11/15:05 amBNA - MCO
Nonstop1h 50mMultiple Airlines
Sun 11/29:05 amMCO - BNA
Nonstop2h 10mMultiple Airlines
Deal found 10/2$90
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/283:40 pmBNA - MCO
1 stop16h 05mSpirit Airlines
Sat 11/16:07 pmMCO - BNA
Nonstop2h 03mSpirit Airlines
Deal found 10/1$97
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.
Fri 10/245:35 pmEVV - MCO
Nonstop2h 07mBreeze Airways
Fri 10/313:25 pmMCO - EVV
Nonstop2h 30mBreeze Airways
Deal found 10/2$98
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/265:05 amBNA - MCO
Nonstop1h 50mMultiple Airlines
Mon 11/39:15 amMCO - BNA
Nonstop2h 10mMultiple Airlines
Deal found 10/1$98
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/265:05 amBNA - MCO
Nonstop1h 50mSpirit Airlines
Fri 10/3110:18 pmMCO - BNA
Nonstop2h 02mSpirit Airlines
Deal found 10/1$99
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/254:00 pmCVG - MCO
Nonstop2h 15mFrontier
Mon 11/39:53 pmMCO - CVG
Nonstop2h 18mFrontier
Deal found 9/30$102
This Booking.com 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/278:45 amTYS - MCO
Nonstop1h 37mAllegiant Air
Fri 10/3110:42 amMCO - TYS
Nonstop1h 36mAllegiant Air
Deal found 9/30$103

Cheapflights Fare Finder

 
Customize your flight search to find flights from Kentucky 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 October 2, 2025.
Use the filters below to find and compare flights from Kentucky to Kissimmee that are best for you.

Fly from

Kentucky

Fly to

Kissimmee

Route

Depart

Return

Price

EvansvilleOrlando

EVV - MCO

EVVMCO

Evansville Dress Regional

Fri 10/24

5:35 pm-8:42 pm

Nonstop2h 07m

Orlando

Fri 10/31

3:25 pm-4:55 pm

Nonstop2h 30m

$98

EvansvilleOrlando

EVV - MCO

EVVMCO

Evansville Dress Regional

Fri 1/30

7:46 pm-10:57 pm

Nonstop2h 11m

Orlando

Fri 2/6

5:34 pm-7:06 pm

Nonstop2h 32m

$108

NashvilleOrlando

BNA - MCO

BNAMCO

Nashville Intl

Fri 10/31

11:10 am-2:08 pm

Nonstop1h 58m

Orlando

Sun 11/2

5:00 am-1:47 pm

1 stop9h 47m

$119

NashvilleOrlando

BNA - MCO

BNAMCO

Nashville Intl

Mon 10/13

8:05 pm-10:59 pm

Nonstop1h 54m

Orlando

Wed 10/15

10:00 am-2:35 pm

1 stop5h 35m

$125

NashvilleOrlando

BNA - MCO

BNAMCO

Nashville Intl

Mon 11/10

5:25 am-8:20 am

Nonstop1h 55m

Orlando

Wed 11/12

6:50 am-8:00 am

Nonstop2h 10m

$137

KnoxvilleOrlando

TYS - MCO

TYSMCO

Knoxville McGhee Tyson

Fri 10/10

7:33 pm-9:10 pm

Nonstop1h 37m

Orlando

Mon 10/20

11:27 am-1:03 pm

Nonstop1h 36m

$139

NashvilleOrlando

BNA - MCO

BNAMCO

Nashville Intl

Wed 11/5

2:35 pm-7:45 pm

1 stop4h 10m

Orlando

Fri 11/7

10:05 pm-11:10 pm

Nonstop2h 05m

$155

NashvilleOrlando

BNA - MCO

BNAMCO

Nashville Intl

Fri 10/10

5:05 am-7:55 am

Nonstop1h 50m

Orlando

Mon 10/13

10:18 pm-11:20 pm

Nonstop2h 02m

$155

CincinnatiOrlando

CVG - MCO

CVGMCO

Cincinnati Cinci./N. Kentucky

Thu 11/13

4:15 pm-6:25 pm

Nonstop2h 10m

Orlando

Wed 11/19

7:30 pm-9:45 pm

Nonstop2h 15m

$164

NashvilleOrlando

BNA - MCO

BNAMCO

Nashville Intl

Sat 11/1

2:20 pm-7:30 pm

1 stop4h 10m

Orlando

Sun 11/2

5:10 am-6:20 am

Nonstop2h 10m

$165

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/1

Showing 1-10 of 60 results
1
2
3
...
6

Best time to book a flight from Kentucky to Kissimmee

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

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

Currently, May is the cheapest month in which you can book a flight from Kentucky to Kissimmee (average of $206). Flying from Kentucky 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 KY to K1S?

Find hourly flight availability from Kentucky 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 October 2, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Kentucky to Kissimmee as you normally would.

Related info for your journey

Find useful and relevant information for your journey from Kentucky to Kissimmee. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Kentucky to Kissimmee?

    A quick flight from Kentucky to Kissimmee can take about 1h 54m. Breeze Airways provides one of the quickest options available for as low as $125. The distance between Kentucky and Kissimmee is about 616 mi. Generally, flights for this route are nonstop.

  • What are the cheapest airlines to fly from Kentucky to Kissimmee one-way?

    $65 is the cheapest one-way deal found within the past few days, from Allegiant Air. You may also be able to find cheap deals on Spirit Airlines and Southwest, with prices starting from $69 and $80, respectively.

  • What are the most popular routes from Kentucky to Kissimmee?

    The most popular route from Kentucky to Kissimmee is Cincinnati Cinci./N. Kentucky - Orlando. You may also consider Nashville Intl - Orlando or Louisville Intl - Orlando.

  • What are the cheapest flights from Kentucky to Kissimmee?

    The cheapest flight price from Kentucky to Kissimmee is $49. On average you can expect to pay $199. The most popular route, (Cincinnati Cinci./N. Kentucky - Orlando), can usually be booked for $89.

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

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

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

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

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

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

    Currently, May is the cheapest month in which you can book a flight from Kentucky to Kissimmee (average of $206). Flying from Kentucky 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

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 Kentucky to Kissimmee

See prices for flight routes from nearby airports that may be better suited for you.
John F Kennedy Intl to Miami flights
Newark to Fort Lauderdale flights
LaGuardia to Fort Lauderdale flights
Newark to Miami flights
LaGuardia to Miami flights
John F Kennedy Intl to Orlando flights
Newark to Orlando flights
John F Kennedy Intl to Fort Lauderdale flights
LaGuardia to Orlando flights
Dallas/Fort Worth to Orlando flights
Boston to Orlando flights
John F Kennedy Intl to West Palm Beach flights
Philadelphia to Orlando flights
Dulles Intl to Orlando flights
Dulles Intl to Miami flights
Boston to Fort Lauderdale flights
O'Hare Intl to Orlando flights
John F Kennedy Intl to Tampa flights
Los Angeles to Miami flights
Reagan-National to Miami flights
Los Angeles to Orlando flights
Newark to Tampa flights
Baltimore to Fort Lauderdale flights
Baltimore to Orlando flights
LaGuardia to Tampa flights
Reagan-National to Orlando flights
Boston to Miami flights
Dallas/Fort Worth to Fort Lauderdale flights
Philadelphia to Fort Lauderdale flights
Dallas/Fort Worth to Miami flights
Providence to Orlando flights
Boston to Tampa flights
Los Angeles to Fort Lauderdale flights
O'Hare Intl to Fort Lauderdale flights
Philadelphia to Miami flights
Baltimore to Miami flights
Atlanta to Miami flights
Denver to Orlando flights
Detroit to Fort Lauderdale flights
O'Hare Intl to Miami flights
Hartford to Orlando flights
LaGuardia to West Palm Beach flights
Cleveland to Orlando flights
Cincinnati to Orlando flights
Newark to West Palm Beach flights
Detroit to Miami flights
Islip to Orlando flights
Dulles Intl to Tampa flights
O'Hare Intl to Tampa flights
Seattle to Orlando flights

Top 8 airlines flying from Kentucky to Kissimmee

Discover the top 8 airlines that operate flights from Kentucky 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 October 2, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$64Average$153FlexibilityNo cancel feeOn-time65%
FrontierCheapest$72Average$164FlexibilityNo cancel feeOn-time62%
Allegiant AirCheapest$77Average$173FlexibilityNo cancel feeOn-time88%
Breeze AirwaysCheapest$104Average$168FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$176Average$383FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$181Average$382FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$211Average$380FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$256Average$406FlexibilityNo cancel feeOn-time69%

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.