Kissimmee

$47+ 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 9/14. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — MCO
Aug 19 — Aug 261
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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 August 14, 2025.

Round-trip from

$84
(Mytrip)

One-way from

$47
(Cheapflightsfares)

Popular in

December

Cheapest in

September

Average price

$208
From Kentucky to Kissimmee
One-way flight from Kentucky to Kissimmee
Highest demand for flights based on searches. 13% potential increase in price ($38 potential increase over avg. RT price).
Cheapest flight prices on average. 3% potential price decrease ($9 potential savings vs. average RT price).
Average for round-trip flights in August 2025

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 August 14, 2025.

This Mytrip deal was found by Cheapflights users on 8/14. 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.
Fri 8/221:22 pmTYS - MCO
Nonstop1h 40mAllegiant Air
Mon 8/253:52 pmMCO - TYS
Nonstop1h 46mAllegiant Air
Deal found 8/14$83
This FlightHub deal was found by Cheapflights users on 8/14. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/117:43 pmBNA - MCO
Nonstop2h 02mSpirit Airlines
Mon 9/1510:18 pmMCO - BNA
Nonstop2h 05mSpirit Airlines
Deal found 8/14$88
This Mytrip deal was found by Cheapflights users on 8/14. 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 8/251:22 pmTYS - MCO
Nonstop1h 40mAllegiant Air
Fri 8/296:55 pmMCO - TYS
Nonstop1h 46mAllegiant Air
Deal found 8/14$89
This Cheapflightsfares deal was found by Cheapflights users on 8/14. 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.
Mon 9/155:05 amBNA - MCO
Nonstop1h 55mSpirit Airlines
Thu 9/1810:18 pmMCO - BNA
Nonstop2h 05mSpirit Airlines
Deal found 8/14$89
This Expedia deal was found by Cheapflights users on 8/14. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/265:55 pmBNA - MCO
Nonstop2h 02mSpirit Airlines
Mon 9/2910:18 pmMCO - BNA
Nonstop2h 05mSpirit Airlines
Deal found 8/14$90
This Mytrip deal was found by Cheapflights users on 8/13. 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.
Sat 9/277:43 pmBNA - MCO
Nonstop2h 02mSpirit Airlines
Sat 10/410:18 pmMCO - BNA
Nonstop2h 05mSpirit Airlines
Deal found 8/13$91
This FlightHub deal was found by Cheapflights users on 8/13. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/25:05 amBNA - MCO
Nonstop1h 57mSpirit Airlines
Tue 9/25:46 pmMCO - BNA
Nonstop2h 01mSpirit Airlines
Deal found 8/13$92
This FlightHub deal was found by Cheapflights users on 8/14. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/145:05 amBNA - MCO
Nonstop1h 55mSpirit Airlines
Mon 11/1711:26 amMCO - BNA
Nonstop2h 05mSpirit Airlines
Deal found 8/14$93
This Cheapflightsfares deal was found by Cheapflights users on 8/14. 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 9/134:50 pmBNA - MCO
1 stop5h 38mSpirit Airlines
Sat 9/205:40 pmMCO - BNA
Nonstop2h 08mSpirit Airlines
Deal found 8/14$94
This Priceline deal was found by Cheapflights users on 8/13. 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.
Thu 9/47:43 pmBNA - MCO
Nonstop2h 02mSpirit Airlines
Sun 9/710:18 pmMCO - BNA
Nonstop2h 05mSpirit Airlines
Deal found 8/13$95
This Kiwi.com deal was found by Cheapflights users on 8/13. 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.
Tue 9/27:42 pmBNA - MCO
Nonstop2h 05mMultiple Airlines
Mon 9/85:10 pmMCO - BNA
Nonstop2h 12mMultiple Airlines
Deal found 8/13$96
This Cheapflightsfares deal was found by Cheapflights users on 8/13. 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 9/1310:14 amSDF - MCO
Nonstop2h 04mSpirit Airlines
Wed 9/177:00 amMCO - SDF
Nonstop2h 19mSpirit Airlines
Deal found 8/13$97

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 August 14, 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

KnoxvilleOrlando

TYS - MCO

TYSMCO

Knoxville McGhee Tyson

Fri 9/26

1:22 pm-3:03 pm

Nonstop1h 41m

Orlando

Fri 10/3

10:00 pm-11:36 pm

Nonstop1h 36m

$84

NashvilleOrlando

BNA - MCO

BNAMCO

Nashville Intl

Fri 11/7

5:05 am-8:00 am

Nonstop1h 55m

Orlando

Sat 11/15

7:15 am-8:23 am

Nonstop2h 08m

$88

NashvilleOrlando

BNA - MCO

BNAMCO

Nashville Intl

Tue 9/9

7:43 pm-10:45 pm

Nonstop2h 02m

Orlando

Sun 9/14

4:47 pm-6:01 pm

Nonstop2h 14m

$88

NashvilleOrlando

BNA - MCO

BNAMCO

Nashville Intl

Tue 9/16

5:05 am-8:00 am

Nonstop1h 55m

Orlando

Sat 9/20

5:40 pm-6:48 pm

Nonstop2h 08m

$88

NashvilleOrlando

BNA - MCO

BNAMCO

Nashville Intl

Wed 9/24

7:43 pm-10:45 pm

Nonstop2h 02m

Orlando

Sun 9/28

10:18 pm-11:23 pm

Nonstop2h 05m

$88

NashvilleOrlando

BNA - MCO

BNAMCO

Nashville Intl

Fri 10/17

5:00 am-7:48 am

Nonstop1h 48m

Orlando

Sun 10/19

10:18 pm-11:20 pm

Nonstop2h 02m

$88

NashvilleOrlando

BNA - MCO

BNAMCO

Nashville Intl

Sun 10/26

5:00 am-7:50 am

Nonstop1h 50m

Orlando

Sat 11/1

9:44 am-10:48 am

Nonstop2h 04m

$88

NashvilleOrlando

BNA - MCO

BNAMCO

Nashville Intl

Fri 9/26

5:05 am-8:00 am

Nonstop1h 55m

Orlando

Tue 9/30

10:18 pm-11:23 pm

Nonstop2h 05m

$88

NashvilleOrlando

BNA - MCO

BNAMCO

Nashville Intl

Sun 11/9

5:05 am-8:00 am

Nonstop1h 55m

Orlando

Fri 11/14

8:05 pm-9:12 pm

Nonstop2h 07m

$88

NashvilleOrlando

BNA - MCO

BNAMCO

Nashville Intl

Mon 9/15

5:05 am-8:00 am

Nonstop1h 55m

Orlando

Thu 10/2

5:40 pm-6:48 pm

Nonstop2h 08m

$88

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/14

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, 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 August 14, 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.
  • What are the cheapest airlines to fly from Kentucky to Kissimmee one-way?

    $47 is the cheapest one-way deal found within the past few days, from Frontier. You may also be able to find cheap deals on Spirit Airlines and Allegiant Air, with prices starting from $48 and $59, respectively.

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

  • What are the cheapest flights from Kentucky to Kissimmee?

    The cheapest flight price from Kentucky to Kissimmee is $48. On average you can expect to pay $150. The most popular route, (Cincinnati Cinci./N. Kentucky - Orlando), can usually be booked for $84.

  • 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

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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.

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 August 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$65Average$147FlexibilityNo cancel feeOn-time65%
FrontierCheapest$72Average$163FlexibilityNo cancel feeOn-time62%
Allegiant AirCheapest$77Average$171FlexibilityNo cancel feeOn-time88%
Breeze AirwaysCheapest$99Average$161FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$169Average$376FlexibilityNo cancel feeOn-time63%
DeltaCheapest$176Average$377FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$181Average$369FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$236Average$417FlexibilityNo cancel feeOn-time69%

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