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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 4/20. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — MCO
Apr 26 — May 31
Sun 4/26
Sun 5/3
1 adult, Economy
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Cheap 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 March 27, 2026.

This Expedia deal was found by Cheapflights users on 3/24. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/2311:13 am
BNA
-
MCO
Nonstop2h 02m
Multiple Airlines
Tue 4/2810:49 pm
MCO
-
BNA
1 stop10h 46m
Multiple Airlines
Deal found 3/24$102
This Expedia deal was found by Cheapflights users on 3/25. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/1612:19 pm
BNA
-
MCO
1 stop9h 32m
Frontier
Sat 4/183:46 pm
MCO
-
BNA
Nonstop2h 12m
Frontier
Deal found 3/25$104
This Spirit deal was found by Cheapflights users on 3/26. 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 Spirit is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/256:43 pm
BNA
-
MCO
Nonstop1h 58m
Spirit Airlines
Tue 4/2810:49 pm
MCO
-
BNA
1 stop10h 46m
Spirit Airlines
Deal found 3/26$105
This Cheapflightsfares deal was found by Cheapflights users on 3/23. 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 4/106:15 am
BNA
-
MCO
Nonstop1h 52m
Spirit Airlines
Sat 4/184:34 pm
MCO
-
BNA
Nonstop2h 03m
Spirit Airlines
Deal found 3/23$106
This Kiwi.com deal was found by Cheapflights users on 3/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/95:02 pm
BNA
-
MCO
Nonstop2h 13m
Frontier
Mon 5/1111:58 am
MCO
-
BNA
Nonstop2h 13m
Frontier
Deal found 3/26$107
This Frontier deal was found by Cheapflights users on 3/26. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/145:02 pm
BNA
-
MCO
Nonstop2h 13m
Frontier
Mon 5/1811:58 am
MCO
-
BNA
Nonstop2h 13m
Frontier
Deal found 3/26$108
This Cheapflightsfares deal was found by Cheapflights users on 3/25. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/226:43 pm
BNA
-
MCO
Nonstop1h 58m
Spirit Airlines
Wed 4/294:34 pm
MCO
-
BNA
Nonstop2h 03m
Spirit Airlines
Deal found 3/25$109
This Frontier deal was found by Cheapflights users on 3/25. 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.
Mon 4/1311:06 am
BNA
-
MCO
Nonstop2h 02m
Frontier
Thu 4/165:50 am
MCO
-
BNA
1 stop6h 44m
Frontier
Deal found 3/25$110
This Cheapflightsfares deal was found by Cheapflights users on 3/24. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/216:43 pm
BNA
-
MCO
Nonstop1h 58m
Spirit Airlines
Tue 4/281:15 pm
MCO
-
BNA
Nonstop2h 03m
Spirit Airlines
Deal found 3/24$111
This Priceline deal was found by Cheapflights users on 3/25. 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.
Sat 8/224:29 pm
EVV
-
MCO
Nonstop2h 09m
Breeze Airways
Sat 8/292:24 pm
MCO
-
EVV
Nonstop2h 25m
Breeze Airways
Deal found 3/25$112
This Kiwi.com deal was found by Cheapflights users on 3/24. 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.
Tue 3/3111:36 am
BNA
-
MCO
Nonstop1h 58m
Multiple Airlines
Tue 4/76:40 pm
MCO
-
BNA
Nonstop2h 06m
Multiple Airlines
Deal found 3/24$113
This CheapOair deal was found by Cheapflights users on 3/25. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/299:30 am
BNA
-
MCO
Nonstop1h 50m
Multiple Airlines
Sun 5/33:09 pm
MCO
-
BNA
Nonstop2h 12m
Multiple Airlines
Deal found 3/25$114

Find flight deals from Kentucky to Kissimmee

Keep the following information in mind while searching for Kentucky to Kissimmee flight deals. Data was last updated March 27, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$102
(CheapOair)

One-way from

$39
(Kiwi.com)

Popular in

December

Cheapest in

September

Average price

$309
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. 15% potential increase in price ($45 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($8 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 2026
Search Deals

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 March 27, 2026.
Use the filters below to find and compare flights from Kentucky to Kissimmee that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

NashvilleOrlando

BNA - MCO

BNAMCO

Nashville Intl

Tue 4/21

6:43 pm-9:41 pm

Nonstop1h 58m

Orlando

Tue 4/28

4:34 pm-5:37 pm

Nonstop2h 03m

$112

EvansvilleOrlando

EVV - MCO

EVVMCO

Evansville Dress Regional

Fri 4/10

7:46 pm-10:57 pm

Nonstop2h 11m

Orlando

Fri 4/17

5:34 pm-7:06 pm

Nonstop2h 32m

$128

BlountvilleOrlando

TRI - MCO

TRIMCO

Blountville Tri Cities TN/VA

Mon 4/27

5:08 pm-7:03 pm

Nonstop1h 55m

Orlando

Fri 5/8

10:12 am-12:07 pm

Nonstop1h 55m

$147

EvansvilleOrlando

EVV - MCO

EVVMCO

Evansville Dress Regional

Fri 4/24

7:46 pm-10:57 pm

Nonstop2h 11m

Orlando

Mon 4/27

5:34 pm-7:06 pm

Nonstop2h 32m

$191

CincinnatiOrlando

CVG - MCO

CVGMCO

Cincinnati Cinci./N. Kentucky

Thu 5/28

4:00 pm-9:15 pm

1 stop5h 15m

Orlando

Tue 6/2

4:40 pm-10:55 pm

1 stop6h 15m

$193

OwensboroOrlando

OWB - MCO

OWBMCO

Owensboro Daviess County

Mon 4/27

2:15 pm-1:03 pm

1 stop21h 48m

Orlando

Thu 4/30

11:44 am-6:50 pm

1 stop8h 06m

$201

OwensboroOrlando

OWB - MCO

OWBMCO

Owensboro Daviess County

Thu 4/9

2:15 pm-6:33 pm

1 stop27h 18m

Orlando

Mon 4/13

6:00 am-12:55 pm

1 stop7h 55m

$215

NashvilleOrlando

BNA - MCO

BNAMCO

Nashville Intl

Tue 5/12

9:40 am-2:08 pm

1 stop3h 28m

Orlando

Wed 5/13

11:00 am-4:05 pm

1 stop6h 05m

$233
Quickest round-trip

KnoxvilleOrlando

TYS - MCO

TYSMCO

Knoxville McGhee Tyson

Fri 4/17

12:15 pm-1:55 pm

Nonstop1h 40m

Orlando

Tue 4/21

3:25 pm-5:10 pm

Nonstop1h 45m

$238

NashvilleOrlando

BNA - MCO

BNAMCO

Nashville Intl

Sat 5/9

4:50 pm-7:45 pm

Nonstop1h 55m

Orlando

Tue 5/12

8:45 pm-9:50 pm

Nonstop2h 05m

$250

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/25

Showing 1-10 of 60 resultsSorted by cheapest first
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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, June is the cheapest month in which you can book a flight from Kentucky to Kissimmee (average of $52). Flying from Kentucky to Kissimmee in March is currently the most expensive (average of $111). 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 March 27, 2026.

A simple way to save on the total cost of your ticket is to fly from Kentucky to Kissimmee at noon. If you’re flexible enough to do this you can expect to save up to 30% 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 March 23, 2026.

Travelers seeking maximum savings on their Kentucky to Kissimmee flight should consider departing on Thursday evenings when fares are most often at their lowest. Friday afternoons 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 58m. Spirit Airlines provides one of the quickest options available for as low as $112. The distance between Kentucky and Kissimmee is about 616 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?

    $47 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 American Airlines and United Airlines, with prices starting from $103 and $106, 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 most reliable airlines from Kentucky to Kissimmee?

    Looking for the most reliable airlines to get you to your destination on time? Our data shows these are most likely to get you from Kentucky to Kissimmee on time: KLM (100%), Spirit Airlines (85%), Southwest (66%).

  • What are the cheapest flights from Kentucky to Kissimmee?

    The cheapest flight price from Kentucky to Kissimmee is $66. On average you can expect to pay $279. The most popular route, (Cincinnati Cinci./N. Kentucky - Orlando), can usually be booked for $56.

  • 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, June is the cheapest month in which you can book a flight from Kentucky to Kissimmee (average of $52). Flying from Kentucky to Kissimmee in March is currently the most expensive (average of $111). 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 March 27, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$29Average$175FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$43Average$148FlexibilityNo cancel feeOn-time65%
Breeze AirwaysCheapest$58Average$165FlexibilityNo cancel feeOn-timeN/A
Allegiant AirCheapest$74Average$172FlexibilityNo cancel feeOn-time88%
DeltaCheapest$124Average$408FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$150Average$367FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$178Average$390FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$198Average$376FlexibilityNo cancel feeOn-time63%

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