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Kissimmee

$51+ 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 8/9. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — MCO
Jun 23 — Jun 301
Mon 6/23
Mon 6/30
1 adult, Economy
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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 June 18, 2025.

Round-trip from

$93
(Mytrip)

One-way from

$51
(FlightHub)

Popular in

December

Cheapest in

August

Average price

$189
From Kentucky to Kissimmee
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One-way flight from Kentucky to Kissimmee
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Highest demand for flights based on searches. 15% potential increase in price ($45 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($11 potential savings vs. average RT price).
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Average for round-trip flights in June 2025
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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 June 18, 2025.

This Booking.com deal was found by Cheapflights users on 6/18. 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.
Wed 7/27:01 pmTYS - MCO
Nonstop1h 37mAllegiant Air
Fri 7/48:27 amMCO - TYS
Nonstop1h 44mAllegiant Air
Deal found 6/18$93
This Breeze Airways deal was found by Cheapflights users on 6/17. 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.
Mon 8/117:19 pmEVV - MCO
Nonstop2h 05mBreeze Airways
Fri 8/155:15 pmMCO - EVV
Nonstop2h 24mBreeze Airways
Deal found 6/17$98
This Cheapflightsfares deal was found by Cheapflights users on 6/18. 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 8/215:45 amCVG - MCO
Nonstop2h 16mFrontier
Mon 9/110:31 pmMCO - CVG
Nonstop2h 22mFrontier
Deal found 6/18$98
This Cheapflightsfares deal was found by Cheapflights users on 6/18. 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 9/69:06 amSDF - MCO
Nonstop2h 09mSpirit Airlines
Sun 9/146:00 amMCO - SDF
Nonstop2h 11mSpirit Airlines
Deal found 6/18$104
This Cheapflightsfares deal was found by Cheapflights users on 6/18. 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.
Sun 7/67:10 amBNA - MCO
Nonstop1h 57mSpirit Airlines
Fri 7/115:54 pmMCO - BNA
Nonstop2h 03mSpirit Airlines
Deal found 6/18$107
This Mytrip deal was found by Cheapflights users on 6/16. 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.
Wed 7/239:46 amSDF - MCO
1 stop9h 29mMultiple Airlines
Sun 7/273:42 pmMCO - SDF
Nonstop2h 16mMultiple Airlines
Deal found 6/16$140
This Mytrip deal was found by Cheapflights users on 6/17. 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.
Thu 7/179:03 amBNA - MCO
1 stop9h 12mMultiple Airlines
Tue 7/2211:55 amMCO - BNA
Nonstop1h 58mMultiple Airlines
Deal found 6/17$140
This Mytrip deal was found by Cheapflights users on 6/18. 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 7/288:52 amTYS - MCO
1 stop10h 23mMultiple Airlines
Fri 8/18:27 amMCO - TYS
Nonstop1h 44mMultiple Airlines
Deal found 6/18$141
This Mytrip deal was found by Cheapflights users on 6/18. 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 7/158:11 amCVG - MCO
1 stop11h 04mMultiple Airlines
Tue 7/226:50 amMCO - CVG
1 stop7h 16mMultiple Airlines
Deal found 6/18$158
This Mytrip deal was found by Cheapflights users on 6/17. 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.
Thu 7/178:56 pmLEX - MCO
1 stop13h 01mMultiple Airlines
Thu 7/246:50 amMCO - LEX
1 stop13h 16mMultiple Airlines
Deal found 6/17$172
This Mytrip deal was found by Cheapflights users on 6/17. 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.
Thu 7/107:56 pmHTS - MCO
1 stop14h 01mMultiple Airlines
Thu 7/176:50 amMCO - HTS
1 stop12h 16mMultiple Airlines
Deal found 6/17$175
This Delta deal was found by Cheapflights users on 6/16. 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 8/317:10 amSDF - MCO
1 stop6h 14mDelta
Fri 9/55:50 pmMCO - SDF
1 stop6h 06mDelta
Deal found 6/16$179

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 June 18, 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

Wed 7/2

7:01 pm-8:38 pm

Nonstop1h 37m

Orlando

Fri 7/4

8:27 am-10:11 am

Nonstop1h 44m

$93

EvansvilleOrlando

EVV - MCO

EVVMCO

Evansville Dress Regional

Mon 8/11

7:19 pm-10:24 pm

Nonstop2h 05m

Orlando

Fri 8/15

5:15 pm-6:39 pm

Nonstop2h 24m

$98

CincinnatiOrlando

CVG - MCO

CVGMCO

Cincinnati Cinci./N. Kentucky

Thu 7/31

5:10 am-7:26 am

Nonstop2h 16m

Orlando

Mon 8/4

3:34 pm-6:01 pm

Nonstop2h 27m

$98

LouisvilleOrlando

SDF - MCO

SDFMCO

Louisville Intl

Sat 7/26

9:43 pm-11:58 pm

Nonstop2h 15m

Orlando

Sat 8/2

6:31 pm-8:48 pm

Nonstop2h 17m

$104

NashvilleOrlando

BNA - MCO

BNAMCO

Nashville Intl

Sun 7/6

7:10 am-10:07 am

Nonstop1h 57m

Orlando

Thu 7/10

12:14 pm-1:16 pm

Nonstop2h 02m

$107

LouisvilleOrlando

SDF - MCO

SDFMCO

Louisville Intl

Wed 7/23

9:46 am-7:15 pm

1 stop9h 29m

Orlando

Sun 7/27

3:42 pm-5:58 pm

Nonstop2h 16m

$140

NashvilleOrlando

BNA - MCO

BNAMCO

Nashville Intl

Thu 7/17

9:03 am-7:15 pm

1 stop9h 12m

Orlando

Tue 7/22

11:55 am-12:53 pm

Nonstop1h 58m

$140

KnoxvilleOrlando

TYS - MCO

TYSMCO

Knoxville McGhee Tyson

Mon 7/14

8:52 am-7:15 pm

1 stop10h 23m

Orlando

Fri 7/18

8:27 am-10:11 am

Nonstop1h 44m

$141

CincinnatiOrlando

CVG - MCO

CVGMCO

Cincinnati Cinci./N. Kentucky

Tue 7/8

8:11 am-8:24 pm

1 stop12h 13m

Orlando

Wed 7/9

6:50 am-7:43 pm

1 stop12h 53m

$168

LexingtonOrlando

LEX - MCO

LEXMCO

Lexington Blue Grass

Thu 7/17

8:56 pm-9:57 am

1 stop13h 01m

Orlando

Thu 7/24

6:50 am-8:06 pm

1 stop13h 16m

$172

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/18

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 June 18, 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.

Rainfall in Kissimmee by month

Plan your trip to Kissimmee by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Kissimmee ranges from 2.4 - 8.7 inches per month. June is typically the wettest month, when rainfall can reach 8.7 in. November is typically the driest time to visit Kissimmee when rainfall is around 2.4 in.

Temperature in Kissimmee by month

Plan your trip to Kissimmee by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Kissimmee, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 84.2 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 60.8 F).

Reviews of airlines servicing Kissimmee

Get insights into the airlines that provide service to Kissimmee. 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 Kissimmee. Reviews last updated June 18, 2025.
To help decide which airline to fly from Kentucky to Kissimmee, see what other customers have to say about Breeze Airways, Alaska Airlines and Southwest. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Breeze Airways
8.1
Very good
182 reviews

Entertainment

6.6

Comfort

8.2

Food

6.8

Boarding

8.4

Crew

8.8

Overall

8.1

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
Breeze Airways
8.1
Very good
182 reviews
Breeze Airways
8.1
Very good
182 reviews

Entertainment

6.6

Comfort

8.2

Food

6.8

Boarding

8.4

Crew

8.8

Overall

8.1

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
Alaska Airlines
8.0
Very good
10,000 reviews
Breeze Airways
8.1
Very good
182 reviews

Entertainment

6.6

Comfort

8.2

Food

6.8

Boarding

8.4

Crew

8.8

Overall

8.1

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
Southwest
8.0
Very good
4,280 reviews
Breeze Airways
8.1
Very good
182 reviews

Entertainment

6.6

Comfort

8.2

Food

6.8

Boarding

8.4

Crew

8.8

Overall

8.1

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
Delta
8.0
Very good
7,964 reviews
Breeze Airways
8.1
Very good
182 reviews

Entertainment

6.6

Comfort

8.2

Food

6.8

Boarding

8.4

Crew

8.8

Overall

8.1

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
United Airlines
7.4
Good
8,810 reviews
Breeze Airways
8.1
Very good
182 reviews

Entertainment

6.6

Comfort

8.2

Food

6.8

Boarding

8.4

Crew

8.8

Overall

8.1

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!

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?

    $51 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 Frontier and Allegiant Air, with prices starting from $60 and $64, 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 $46. On average you can expect to pay $180. The most popular route, (Cincinnati Cinci./N. Kentucky - Orlando), can usually be booked for $101.

  • 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.

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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 June 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$66Average$143FlexibilityNo cancel feeOn-time65%
FrontierCheapest$72Average$159FlexibilityNo cancel feeOn-time62%
Allegiant AirCheapest$76Average$177FlexibilityNo cancel feeOn-time88%
Breeze AirwaysCheapest$104Average$157FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$198Average$354FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$203Average$353FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$236Average$401FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$256Average$382FlexibilityNo cancel feeOn-time63%

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