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Kissimmee

$39+ 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 1/14. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — MCO
Dec 26 — Jan 21
Fri 12/26
Fri 1/2
1 adult, Economy
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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 November 26, 2025.

This Kiwi.com deal was found by Cheapflights users on 11/25. 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 12/295:45 amBNA - MCO
Nonstop1h 56mSpirit Airlines
Thu 1/83:38 pmMCO - BNA
Nonstop2h 11mSpirit Airlines
Deal found 11/25$89
This Kiwi.com deal was found by Cheapflights users on 11/25. 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.
Wed 12/245:23 pmBNA - MCO
Nonstop2h 02mSpirit Airlines
Thu 1/83:38 pmMCO - BNA
Nonstop2h 11mSpirit Airlines
Deal found 11/25$93
This Super.com deal was found by Cheapflights users on 11/25. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/1612:00 pmBNA - MCO
Nonstop2h 00mSpirit Airlines
Sat 12/2010:09 pmMCO - BNA
Nonstop2h 05mSpirit Airlines
Deal found 11/25$100
This Kiwi.com deal was found by Cheapflights users on 11/25. 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 12/295:23 pmBNA - MCO
Nonstop2h 02mSpirit Airlines
Sun 1/117:20 amMCO - BNA
Nonstop2h 09mSpirit Airlines
Deal found 11/25$101
This Mytrip deal was found by Cheapflights users on 11/24. 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.
Mon 12/151:05 pmTYS - MCO
Nonstop1h 40mAllegiant Air
Fri 12/198:08 pmMCO - TYS
Nonstop1h 45mAllegiant Air
Deal found 11/24$103
This Priceline deal was found by Cheapflights users on 11/25. 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.
Tue 12/911:57 amCVG - MCO
Nonstop2h 18mFrontier
Thu 12/188:29 amMCO - CVG
Nonstop2h 23mFrontier
Deal found 11/25$104
This Kiwi.com deal was found by Cheapflights users on 11/25. 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.
Wed 12/245:45 amBNA - MCO
Nonstop1h 56mSpirit Airlines
Sun 1/117:20 amMCO - BNA
Nonstop2h 09mSpirit Airlines
Deal found 11/25$106
This Frontier deal was found by Cheapflights users on 11/25. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/1311:57 amCVG - MCO
Nonstop2h 18mFrontier
Thu 12/188:29 amMCO - CVG
Nonstop2h 23mFrontier
Deal found 11/25$107
This Kiwi.com deal was found by Cheapflights users on 11/24. 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 12/226:00 pmTRI - MCO
Nonstop1h 50mBreeze Airways
Fri 12/2611:15 amMCO - TRI
Nonstop1h 55mBreeze Airways
Deal found 11/24$107
This Kiwi.com deal was found by Cheapflights users on 11/24. 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.
Wed 12/2411:14 amBNA - MCO
1 stop5h 15mSpirit Airlines
Sat 1/103:38 pmMCO - BNA
Nonstop2h 11mSpirit Airlines
Deal found 11/24$108
This Super.com deal was found by Cheapflights users on 11/26. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/75:05 amCVG - MCO
Nonstop2h 14mFrontier
Wed 12/103:20 pmMCO - CVG
Nonstop2h 24mFrontier
Deal found 11/26$111
This Kiwi.com deal was found by Cheapflights users on 11/24. 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.
Wed 12/1712:00 pmBNA - MCO
Nonstop2h 00mSpirit Airlines
Tue 12/3010:09 pmMCO - BNA
Nonstop2h 05mSpirit Airlines
Deal found 11/24$112

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 November 26, 2025.

Most accurate provider

Justfly.com
3 stars

Most trusted provider

Justfly.com
3 stars

Round-trip from

$83
(Kiwi.com)

One-way from

$39
(Kiwi.com)

Popular in

December

Cheapest in

September

Average price

$277
Provider with most accurate pricing for Louisville Intl-Orlando (ORL) flight deals.
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Provider most trusted by Cheapflights users for Louisville Intl-Orlando (ORL) flights.
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From Kentucky to Kissimmee
Search Deals
One-way flight from Kentucky to Kissimmee
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Highest demand for flights based on searches. 16% potential increase in price ($46 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($8 potential savings vs. average RT price).
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Average for round-trip flights in November 2025
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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 November 26, 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

NashvilleOrlando

BNA - MCO

BNAMCO

Nashville Intl

Mon 12/29

5:45 am-8:41 am

Nonstop1h 56m

Orlando

Wed 1/7

10:20 pm-11:25 pm

Nonstop2h 05m

$89

NashvilleOrlando

BNA - MCO

BNAMCO

Nashville Intl

Wed 12/24

5:45 am-8:41 am

Nonstop1h 56m

Orlando

Mon 1/12

6:05 pm-7:17 pm

Nonstop2h 12m

$93

BlountvilleOrlando

TRI - MCO

TRIMCO

Blountville Tri Cities TN/VA

Fri 1/9

5:08 pm-7:03 pm

Nonstop1h 55m

Orlando

Mon 1/12

10:18 am-12:13 pm

Nonstop1h 55m

$98

BlountvilleOrlando

TRI - MCO

TRIMCO

Blountville Tri Cities TN/VA

Mon 1/5

5:50 pm-7:40 pm

Nonstop1h 50m

Orlando

Fri 1/9

10:18 am-12:13 pm

Nonstop1h 55m

$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

$103

BlountvilleOrlando

TRI - MCO

TRIMCO

Blountville Tri Cities TN/VA

Mon 12/22

6:00 pm-7:50 pm

Nonstop1h 50m

Orlando

Fri 12/26

11:15 am-1:10 pm

Nonstop1h 55m

$107

LouisvilleOrlando

SDF - MCO

SDFMCO

Louisville Intl

Mon 1/26

1:55 pm-4:09 pm

Nonstop2h 14m

Orlando

Thu 1/29

6:00 am-2:33 pm

1 stop8h 33m

$121

EvansvilleOrlando

EVV - MCO

EVVMCO

Evansville Dress Regional

Mon 12/1

5:35 pm-8:42 pm

Nonstop2h 07m

Orlando

Fri 12/5

3:25 pm-4:55 pm

Nonstop2h 30m

$122

EvansvilleOrlando

EVV - MCO

EVVMCO

Evansville Dress Regional

Mon 12/22

12:22 pm-3:29 pm

Nonstop2h 07m

Orlando

Mon 12/29

10:12 am-11:42 am

Nonstop2h 30m

$132

BlountvilleOrlando

TRI - MCO

TRIMCO

Blountville Tri Cities TN/VA

Mon 1/5

2:00 pm-12:33 am

1 stop10h 33m

Orlando

Fri 1/9

10:18 am-12:13 pm

Nonstop1h 55m

$135

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/24

Showing 1-10 of 60 results
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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, August is the cheapest month in which you can book a flight from Kentucky to Kissimmee (average of $52). Flying from Kentucky to Kissimmee in November is currently the most expensive (average of $109). 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 November 26, 2025.

A simple way to save on the total cost of your ticket is to fly from Kentucky to Kissimmee in the evening. If you’re flexible enough to do this you can expect to save up to 18% on your trip compared to booking a flight in the morning.

What is the cheapest day to fly from Kentucky to Kissimmee?

Use this chart to determine the cheapest time to fly round-trip from Kentucky to Kissimmee. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Kentucky to Kissimmee flight should consider departing on Thursday at noon when fares are most often at their lowest. Tuesday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

How much does it cost to fly round-trip from Kentucky to Kissimmee?

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 55m. Spirit Airlines provides one of the quickest options available for as low as $98. The distance between Kentucky and Kissimmee is about 559 mi. Both multi-stop and nonstop flights can be found to your destination and back.

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

    $40 is the cheapest one-way deal found within the past few days, from Spirit Airlines. You may also be able to find cheap deals on Southwest and Allegiant Air, with prices starting from $59 and $59, 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 $86. On average you can expect to pay $344. The most popular route, (Cincinnati Cinci./N. Kentucky - Orlando), can usually be booked for $111.

  • 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, August is the cheapest month in which you can book a flight from Kentucky to Kissimmee (average of $52). Flying from Kentucky to Kissimmee in November is currently the most expensive (average of $109). 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 Kentucky to Kissimmee

See prices for flight routes from nearby airports that may be better suited for you.
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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 November 26, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$65Average$145FlexibilityNo cancel feeOn-time65%
FrontierCheapest$72Average$166FlexibilityNo cancel feeOn-time62%
Allegiant AirCheapest$77Average$181FlexibilityNo cancel feeOn-time88%
Breeze AirwaysCheapest$104Average$168FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$176Average$351FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$181Average$386FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$212Average$366FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$213Average$381FlexibilityNo cancel feeOn-time63%

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