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Kissimmee

$44+ 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 7/1. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — MCO
Apr 9 — Apr 161
Wed 4/9
Wed 4/16
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 April 4, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$86
(Cheapflightsfares)

One-way from

$44
(CheapOair)

Popular in

December

Cheapest in

August

Average price

$276
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
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One-way flight from Kentucky to Kissimmee
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Highest demand for flights based on searches. 16% potential increase in price ($48 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 April 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 April 4, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 4/3. 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 5/45:45 amCVG - MCO
Nonstop2h 19mFrontier
Fri 5/910:44 pmMCO - CVG
Nonstop2h 15mFrontier
Deal found 4/3$86
This Mytrip deal was found by Cheapflights users on 4/4. 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 4/111:29 pmTYS - MCO
Nonstop1h 49mAllegiant Air
Mon 4/144:08 pmMCO - TYS
Nonstop1h 51mAllegiant Air
Deal found 4/4$98
This Priceline deal was found by Cheapflights users on 4/3. 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.
Fri 5/167:09 pmEVV - MCO
Nonstop2h 06mBreeze Airways
Mon 5/195:05 pmMCO - EVV
Nonstop2h 24mBreeze Airways
Deal found 4/3$102
This eDestinos deal was found by Cheapflights users on 4/3. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/35:05 amBNA - MCO
Nonstop1h 56mSpirit Airlines
Sat 5/107:38 amMCO - BNA
Nonstop2h 02mSpirit Airlines
Deal found 4/3$102
This Cheapflightsfares deal was found by Cheapflights users on 4/3. 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 5/106:25 pmSDF - MCO
Nonstop2h 17mSpirit Airlines
Sun 5/188:05 amMCO - SDF
Nonstop2h 13mSpirit Airlines
Deal found 4/3$106
This Cheapflightsfares deal was found by Cheapflights users on 4/3. 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 5/299:06 pmBNA - MCO
Nonstop1h 50mMultiple Airlines
Mon 6/28:00 amMCO - BNA
Nonstop2h 08mMultiple Airlines
Deal found 4/3$124
This Mytrip deal was found by Cheapflights users on 4/4. 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 5/126:00 amCVG - MCO
1 stop25h 07mMultiple Airlines
Wed 5/149:42 pmMCO - CVG
1 stop22h 32mMultiple Airlines
Deal found 4/4$137
This Mytrip deal was found by Cheapflights users on 4/4. 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 5/125:15 pmTYS - MCO
1 stop13h 52mMultiple Airlines
Fri 5/1610:30 amMCO - TYS
Nonstop1h 46mMultiple Airlines
Deal found 4/4$140
This American Airlines deal was found by Cheapflights users on 4/3. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/305:54 pmCVG - MCO
1 stop6h 02mAmerican Airlines
Wed 5/712:20 pmMCO - CVG
1 stop5h 33mAmerican Airlines
Deal found 4/3$159
This Mytrip deal was found by Cheapflights users on 4/4. 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.
Sun 5/186:21 pmHTS - MCO
1 stop26h 16mMultiple Airlines
Thu 5/295:55 pmMCO - HTS
1 stop19h 21mMultiple Airlines
Deal found 4/4$162
This Southwest deal was found by Cheapflights users on 4/3. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/24:50 pmCVG - MCO
1 stop4h 40mSouthwest
Wed 6/46:25 amMCO - CVG
1 stop5h 05mSouthwest
Deal found 4/3$163
This Mytrip deal was found by Cheapflights users on 4/3. 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 5/214:02 pmSDF - MCO
1 stop15h 05mMultiple Airlines
Tue 5/279:50 amMCO - SDF
Nonstop2h 13mMultiple Airlines
Deal found 4/3$166

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 April 4, 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

CincinnatiOrlando

CVG - MCO

CVGMCO

Cincinnati Cinci./N. Kentucky

Sun 5/4

5:45 am-8:04 am

Nonstop2h 19m

Orlando

Fri 5/9

10:44 pm-12:59 am

Nonstop2h 15m

$86

EvansvilleOrlando

EVV - MCO

EVVMCO

Evansville Dress Regional

Fri 5/16

7:09 pm-10:15 pm

Nonstop2h 06m

Orlando

Mon 5/19

5:05 pm-6:29 pm

Nonstop2h 24m

$102

NashvilleOrlando

BNA - MCO

BNAMCO

Nashville Intl

Sat 5/3

5:05 am-8:01 am

Nonstop1h 56m

Orlando

Sat 5/10

7:38 am-8:40 am

Nonstop2h 02m

$102

KnoxvilleOrlando

TYS - MCO

TYSMCO

Knoxville McGhee Tyson

Mon 5/12

10:00 am-11:49 am

Nonstop1h 49m

Orlando

Fri 5/16

10:30 am-12:16 pm

Nonstop1h 46m

$103

LouisvilleOrlando

SDF - MCO

SDFMCO

Louisville Intl

Sat 5/10

6:25 pm-8:42 pm

Nonstop2h 17m

Orlando

Sun 5/18

8:05 am-10:18 am

Nonstop2h 13m

$106

NashvilleOrlando

BNA - MCO

BNAMCO

Nashville Intl

Thu 5/29

9:06 pm-11:56 pm

Nonstop1h 50m

Orlando

Mon 6/2

8:00 am-9:08 am

Nonstop2h 08m

$124

CincinnatiOrlando

CVG - MCO

CVGMCO

Cincinnati Cinci./N. Kentucky

Mon 5/12

6:00 am-7:07 am

1 stop25h 07m

Orlando

Wed 5/14

9:42 pm-8:14 pm

1 stop22h 32m

$137

KnoxvilleOrlando

TYS - MCO

TYSMCO

Knoxville McGhee Tyson

Mon 5/12

5:15 pm-7:07 am

1 stop13h 52m

Orlando

Fri 5/16

10:30 am-12:16 pm

Nonstop1h 46m

$140

CincinnatiOrlando

CVG - MCO

CVGMCO

Cincinnati Cinci./N. Kentucky

Mon 6/2

4:50 pm-11:15 pm

1 stop6h 25m

Orlando

Wed 6/4

10:20 am-12:35 pm

Nonstop2h 15m

$153

CincinnatiOrlando

CVG - MCO

CVGMCO

Cincinnati Cinci./N. Kentucky

Wed 4/30

5:54 pm-11:56 pm

1 stop6h 02m

Orlando

Wed 5/7

12:20 pm-5:53 pm

1 stop5h 33m

$159

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/3

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 April 4, 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.

Weekly flight availability from Kentucky to Kissimmee

Explore weekly flight availability from Kentucky to Kissimmee. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated April 4, 2025.

The most flights from USKY to K1S are scheduled on a Monday (4 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (1 on average).

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 April 4, 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
157 reviews

Entertainment

6.6

Overall

8.1

Comfort

8.2

Crew

8.8

Boarding

8.3

Food

6.7

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
157 reviews
Breeze Airways
8.1
Very good
157 reviews

Entertainment

6.6

Overall

8.1

Comfort

8.2

Crew

8.8

Boarding

8.3

Food

6.7

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
9,837 reviews
Breeze Airways
8.1
Very good
157 reviews

Entertainment

6.6

Overall

8.1

Comfort

8.2

Crew

8.8

Boarding

8.3

Food

6.7

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
4,276 reviews
Breeze Airways
8.1
Very good
157 reviews

Entertainment

6.6

Overall

8.1

Comfort

8.2

Crew

8.8

Boarding

8.3

Food

6.7

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
7,899 reviews
Breeze Airways
8.1
Very good
157 reviews

Entertainment

6.6

Overall

8.1

Comfort

8.2

Crew

8.8

Boarding

8.3

Food

6.7

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!
Avelo Airlines
7.5
Good
Breeze Airways
8.1
Very good
157 reviews

Entertainment

6.6

Overall

8.1

Comfort

8.2

Crew

8.8

Boarding

8.3

Food

6.7

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?

    $44 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 $49 and $49, 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 Lexington Blue Grass - Orlando.

  • What are the cheapest flights from Kentucky to Kissimmee?

    The cheapest flight price from Kentucky to Kissimmee is $39. On average you can expect to pay $222. The most popular route, (Cincinnati Cinci./N. Kentucky - Orlando), can usually be booked for $126.

  • 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

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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 April 4, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$55Average$142FlexibilityNo cancel feeOn-time65%
FrontierCheapest$72Average$163FlexibilityNo cancel feeOn-time62%
Allegiant AirCheapest$76Average$166FlexibilityNo cancel feeOn-time88%
Breeze AirwaysCheapest$100Average$157FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$207Average$362FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$209Average$353FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$236Average$391FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$255Average$388FlexibilityNo cancel feeOn-time63%

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