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Kissimmee

$33+ 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 4/28. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — MCO
Feb 25 — Mar 41
Tue 2/25
Tue 3/4
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 February 20, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$73
(Frontier)

One-way from

$33
(Cheapflightsfares)

Popular in

December

Cheapest in

May

Average price

$349
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. 27% potential increase in price ($99 potential increase over avg. RT price).
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Cheapest flight prices on average. 5% potential price decrease ($13 potential savings vs. average RT price).
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Average for round-trip flights in February 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 February 20, 2025.

This Frontier deal was found by Cheapflights users on 2/20. 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 5/155:45 amCVG - MCO
Nonstop2h 19mFrontier
Mon 5/1910:44 pmMCO - CVG
Nonstop2h 15mFrontier
Deal found 2/20$73
This Kiwi.com deal was found by Cheapflights users on 2/20. 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 3/199:50 pmBNA - MCO
1 stop10h 24mSpirit Airlines
Wed 3/2610:47 pmMCO - BNA
Nonstop2h 09mSpirit Airlines
Deal found 2/20$97
This Priceline deal was found by Cheapflights users on 2/18. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/108:55 amBNA - MCO
1 stop7h 47mMultiple Airlines
Wed 3/127:10 amMCO - BNA
Nonstop2h 17mMultiple Airlines
Deal found 2/18$99
This Mytrip deal was found by Cheapflights users on 2/20. 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 5/511:04 amEVV - MCO
Nonstop2h 06mBreeze Airways
Fri 5/95:09 pmMCO - EVV
Nonstop2h 24mBreeze Airways
Deal found 2/20$101
This Cheapflightsfares deal was found by Cheapflights users on 2/20. 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 4/71:22 pmSDF - MCO
Nonstop2h 16mSpirit Airlines
Fri 4/113:00 pmMCO - SDF
Nonstop2h 17mSpirit Airlines
Deal found 2/20$106
This Frontier deal was found by Cheapflights users on 2/18. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/62:35 pmBNA - MCO
1 stop10h 05mFrontier
Mon 3/106:40 amMCO - BNA
Nonstop2h 15mFrontier
Deal found 2/18$107
This Cheapflightsfares deal was found by Cheapflights users on 2/20. 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 3/121:30 pmTYS - MCO
Nonstop1h 49mAllegiant Air
Fri 3/143:44 pmMCO - TYS
Nonstop1h 51mAllegiant Air
Deal found 2/20$117
This Mytrip deal was found by Cheapflights users on 2/20. 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 3/187:30 amCVG - MCO
1 stop23h 39mMultiple Airlines
Tue 3/258:37 pmMCO - CVG
1 stop24h 33mMultiple Airlines
Deal found 2/20$131
This Mytrip deal was found by Cheapflights users on 2/20. 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 4/141:29 pmTYS - MCO
Nonstop1h 49mMultiple Airlines
Wed 4/166:00 amMCO - TYS
1 stop11h 53mMultiple Airlines
Deal found 2/20$134
This Delta deal was found by Cheapflights users on 2/20. 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.
Tue 4/87:00 amCVG - MCO
Nonstop2h 07mDelta
Tue 4/1510:25 amMCO - CVG
Nonstop2h 10mDelta
Deal found 2/20$139
This Mytrip deal was found by Cheapflights users on 2/20. 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 5/179:06 amSDF - MCO
Nonstop2h 09mMultiple Airlines
Sat 5/248:29 amMCO - SDF
1 stop7h 28mMultiple Airlines
Deal found 2/20$158
This Southwest deal was found by Cheapflights users on 2/20. 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 4/75:50 pmCVG - MCO
1 stop6h 20mSouthwest
Thu 4/1012:35 pmMCO - CVG
Nonstop2h 15mSouthwest
Deal found 2/20$169

Find flights from Kentucky to Kissimmee within your budget

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 February 20, 2025.

Fly from

Kentucky

Fly to

Kissimmee

Route

Depart

Return

Price

CincinnatiOrlando

CVG - MCO

CVGMCO

Cincinnati Cinci./N. Kentucky

Thu 5/15

5:45 am-8:04 am

Nonstop2h 19m

Orlando

Mon 5/19

10:44 pm-12:59 am

Nonstop2h 15m

$73

NashvilleOrlando

BNA - MCO

BNAMCO

Nashville Intl

Wed 3/19

9:50 pm-9:14 am

1 stop10h 24m

Orlando

Wed 3/26

10:47 pm-11:56 pm

Nonstop2h 09m

$97

NashvilleOrlando

BNA - MCO

BNAMCO

Nashville Intl

Mon 3/10

8:55 am-5:42 pm

1 stop7h 47m

Orlando

Wed 3/12

7:10 am-8:27 am

Nonstop2h 17m

$99

EvansvilleOrlando

EVV - MCO

EVVMCO

Evansville Dress Regional

Mon 5/5

11:04 am-2:10 pm

Nonstop2h 06m

Orlando

Fri 5/9

5:09 pm-6:33 pm

Nonstop2h 24m

$101

LouisvilleOrlando

SDF - MCO

SDFMCO

Louisville Intl

Mon 4/7

5:33 pm-7:52 pm

Nonstop2h 19m

Orlando

Fri 4/11

3:00 pm-5:17 pm

Nonstop2h 17m

$106

NashvilleOrlando

BNA - MCO

BNAMCO

Nashville Intl

Thu 3/6

2:35 pm-1:40 am

1 stop10h 05m

Orlando

Mon 3/10

6:40 am-7:55 am

Nonstop2h 15m

$107

KnoxvilleOrlando

TYS - MCO

TYSMCO

Knoxville McGhee Tyson

Wed 3/12

1:30 pm-3:19 pm

Nonstop1h 49m

Orlando

Fri 3/14

3:44 pm-5:35 pm

Nonstop1h 51m

$117

CincinnatiOrlando

CVG - MCO

CVGMCO

Cincinnati Cinci./N. Kentucky

Tue 3/18

7:30 am-7:09 am

1 stop23h 39m

Orlando

Tue 3/25

8:37 pm-9:10 pm

1 stop24h 33m

$131

KnoxvilleOrlando

TYS - MCO

TYSMCO

Knoxville McGhee Tyson

Mon 4/14

1:29 pm-3:18 pm

Nonstop1h 49m

Orlando

Wed 4/16

6:00 am-5:53 pm

1 stop11h 53m

$134

CincinnatiOrlando

CVG - MCO

CVGMCO

Cincinnati Cinci./N. Kentucky

Tue 4/8

7:00 am-9:07 am

Nonstop2h 07m

Orlando

Tue 4/15

10:25 am-12:35 pm

Nonstop2h 10m

$139

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/19

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.

Travel insights for flights from Kentucky to Kissimmee

Get recent, data-driven insights about flights from Kentucky to Kissimmee including ideal travel times, pricing trends, and more.

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 February 20, 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 February 20, 2025.

The most flights from USKY to K1S are scheduled on a Monday (3 on average). You will have fewer flight options on Friday, 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 February 20, 2025.
To help decide which airline to fly from Kentucky to Kissimmee, see what other customers have to say about Southwest, Breeze Airways and Alaska Airlines. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,411 reviews

Crew

8.7

Food

7.1

Comfort

8.1

Overall

8.1

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Southwest
8.1
Very good
4,411 reviews
Southwest
8.1
Very good
4,411 reviews

Crew

8.7

Food

7.1

Comfort

8.1

Overall

8.1

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Breeze Airways
8.1
Very good
150 reviews
Southwest
8.1
Very good
4,411 reviews

Crew

8.7

Food

7.1

Comfort

8.1

Overall

8.1

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Alaska Airlines
8.0
Very good
9,692 reviews
Southwest
8.1
Very good
4,411 reviews

Crew

8.7

Food

7.1

Comfort

8.1

Overall

8.1

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Delta
8.0
Very good
8,220 reviews
Southwest
8.1
Very good
4,411 reviews

Crew

8.7

Food

7.1

Comfort

8.1

Overall

8.1

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

JetBlue
7.4
Good
3,070 reviews
Southwest
8.1
Very good
4,411 reviews

Crew

8.7

Food

7.1

Comfort

8.1

Overall

8.1

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

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?

    $33 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 $47 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 Louisville Intl - Orlando.

  • What are the cheapest flights from Kentucky to Kissimmee?

    The cheapest flight price from Kentucky to Kissimmee is $42. On average you can expect to pay $247. The most popular route, (Cincinnati Cinci./N. Kentucky - Orlando), can usually be booked for $62.

  • 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 February 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$49Average$148FlexibilityNo cancel feeOn-time65%
FrontierCheapest$72Average$171FlexibilityNo cancel feeOn-time62%
Allegiant AirCheapest$76Average$168FlexibilityNo cancel feeOn-time88%
Breeze AirwaysCheapest$98Average$162FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$197Average$355FlexibilityNo cancel feeOn-time71%
DeltaCheapest$198Average$367FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$236Average$391FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$239Average$385FlexibilityNo cancel feeOn-time63%
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