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Kissimmee

$59+ Cheap flights from Hobby (HOU) 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 1/6. Fares are subject to change and may not be available on all flights or dates of travel.
HOU — MCO
Dec 3 — Dec 101
Wed 12/3
Wed 12/10
1 adult, Economy
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Cheapflights Tip: The best prices from Houston Hobby to Kissimmee are usually found in September or February, booked 85 days in advance, depart on a Saturday or Monday and return on a Thursday

Find flight deals from Hobby to Kissimmee

Cheapest flights from Hobby to Kissimmee
Explore the most affordable flight options available from Hobby to Kissimmee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 3, 2025.

This Southwest deal was found by Cheapflights users on 11/3. 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.
Wed 12/35:00 pmHOU - MCO
Nonstop2h 15mSouthwest
Wed 12/1012:55 pmMCO - HOU
Nonstop2h 40mSouthwest
Deal found 11/3$157
This Southwest deal was found by Cheapflights users on 11/2. 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.
Tue 12/95:00 pmHOU - MCO
Nonstop2h 15mSouthwest
Fri 12/127:20 pmMCO - HOU
Nonstop2h 40mSouthwest
Deal found 11/2$177
This Southwest deal was found by Cheapflights users on 11/1. 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.
Tue 12/97:00 pmHOU - MCO
Nonstop2h 15mSouthwest
Thu 12/116:25 amMCO - HOU
1 stop5h 50mSouthwest
Deal found 11/1$187
This Southwest deal was found by Cheapflights users on 11/1. 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.
Sun 12/78:15 pmHOU - MCO
Nonstop2h 15mSouthwest
Fri 12/128:50 pmMCO - HOU
Nonstop2h 40mSouthwest
Deal found 11/1$197
This American Airlines deal was found by Cheapflights users on 11/2. 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.
Tue 12/94:25 pmHOU - MCO
1 stop4h 59mAmerican Airlines
Fri 12/125:13 amMCO - HOU
1 stop7h 32mAmerican Airlines
Deal found 11/2$202
This Delta deal was found by Cheapflights users on 11/2. 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 12/910:39 amHOU - MCO
1 stop5h 48mDelta
Thu 12/115:30 amMCO - HOU
1 stop5h 04mDelta
Deal found 11/2$206
This Delta deal was found by Cheapflights users on 11/2. 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 12/72:32 pmHOU - MCO
1 stop4h 18mDelta
Tue 12/95:30 amMCO - HOU
1 stop5h 04mDelta
Deal found 11/2$207
This Southwest deal was found by Cheapflights users on 11/1. 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.
Sat 12/1310:50 amHOU - MCO
1 stop3h 35mSouthwest
Mon 12/152:55 pmMCO - HOU
1 stop3h 50mSouthwest
Deal found 11/1$208

Cheap flight deals from Hobby to Kissimmee

Keep the following information in mind while searching for Hobby to Kissimmee flight deals. Data was last updated November 3, 2025.

Round-trip from

$117
(Southwest)

One-way from

$59
(Southwest)

Popular in

March

Cheapest in

September

Average price

$257
From Houston Hobby to Kissimmee
Search Deals
One-way flight from Houston Hobby to Kissimmee
Search Deals
Highest demand for flights based on searches. 3% potential increase in price ($7 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($9 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 2025
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Hobby 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 November 3, 2025.
Use the filters below to find and compare flights from Houston Hobby Airport to Kissimmee that are best for you.

Fly from

Hobby

Fly to

Kissimmee

Route

Depart

Return

Price

HoustonOrlando

HOU - MCO

HOUMCO

Houston Hobby

Fri 1/30

6:40 pm-9:55 pm

Nonstop2h 15m

Orlando

Sat 1/31

6:05 am-7:55 am

Nonstop2h 50m

$117

HoustonOrlando

HOU - MCO

HOUMCO

Houston Hobby

Fri 2/13

8:15 pm-11:25 pm

Nonstop2h 10m

Orlando

Fri 2/20

7:50 pm-9:35 pm

Nonstop2h 45m

$117

HoustonOrlando

HOU - MCO

HOUMCO

Houston Hobby

Sun 12/7

5:30 pm-10:40 pm

1 stop4h 10m

Orlando

Tue 12/9

6:10 am-7:55 am

Nonstop2h 45m

$183

HoustonOrlando

HOU - MCO

HOUMCO

Houston Hobby

Sun 12/7

8:15 pm-11:30 pm

Nonstop2h 15m

Orlando

Fri 12/12

8:50 pm-10:30 pm

Nonstop2h 40m

$197

HoustonOrlando

HOU - MCO

HOUMCO

Houston Hobby

Fri 1/30

6:40 pm-9:55 pm

Nonstop2h 15m

Orlando

Sun 2/1

7:00 am-8:50 am

Nonstop2h 50m

$197

HoustonOrlando

HOU - MCO

HOUMCO

Houston Hobby

Tue 12/9

10:39 am-5:27 pm

1 stop5h 48m

Orlando

Thu 12/11

5:30 am-9:34 am

1 stop5h 04m

$206

HoustonOrlando

HOU - MCO

HOUMCO

Houston Hobby

Fri 12/5

1:40 pm-7:55 pm

1 stop5h 15m

Orlando

Mon 12/8

8:55 am-12:35 pm

1 stop4h 40m

$217

HoustonOrlando

HOU - MCO

HOUMCO

Houston Hobby

Sat 12/6

6:05 pm-9:20 pm

Nonstop2h 15m

Orlando

Sun 12/7

7:00 am-11:55 am

1 stop5h 55m

$227

HoustonOrlando

HOU - MCO

HOUMCO

Houston Hobby

Fri 2/27

8:15 pm-11:25 pm

Nonstop2h 10m

Orlando

Mon 3/2

9:45 am-11:30 am

Nonstop2h 45m

$237

HoustonOrlando

HOU - MCO

HOUMCO

Houston Hobby

Mon 1/19

6:50 pm-10:05 pm

Nonstop2h 15m

$59

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/1

Showing 1-10 of 19 results
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Best time to book a flight from Hobby to Kissimmee

Have a flexible travel schedule? Discover the best time to fly to Kissimmee from Hobby 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 Houston Hobby Airport to Kissimmee

How far ahead should I book a flight from Houston Hobby Airport to Kissimmee?

Use this chart to determine the optimal time to book a round-trip flight from Hobby to Kissimmee. Price data was last updated on October 31, 2025.

The price you pay for your flight from Houston Hobby Airport to Kissimmee may vary depending on when you book. For the best chance of a lower fare, look to book 85 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

What is the cheapest month to book a flight from Houston Hobby Airport to Kissimmee?

Currently, May is the cheapest month in which you can book a flight from Houston Hobby Airport to Kissimmee (average of $36). Flying from Houston Hobby Airport to Kissimmee in December is currently the most expensive (average of $93). 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 HOU to K1S?

Find hourly flight availability from Hobby 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 November 3, 2025.

A simple way to save on the total cost of your ticket is to fly from Houston Hobby Airport to Kissimmee in the evening. If you’re flexible enough to do this you can expect to save up to 59% on your trip compared to booking a flight at noon.

What is the cheapest day to fly from Houston Hobby Airport to Kissimmee?

Use this chart to determine the cheapest time to fly round-trip from Hobby to Kissimmee. Price data was last updated on November 2, 2025.

Travelers seeking maximum savings on their Houston Hobby Airport to Kissimmee flight should consider departing on Tuesday evenings when fares are most often at their lowest. Monday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

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 November 3, 2025.
Peruse reviews from past customers who have flown with Southwest, United Airlines, and American Airlines from Houston Hobby Airport to Kissimmee to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,238 reviews

Comfort

8.0

Food

7.0

Overall

8.0

Crew

8.6

Entertainment

7.5

Boarding

8.1

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Southwest
8.0
Very good
4,238 reviews
Southwest
8.0
Very good
4,238 reviews

Comfort

8.0

Food

7.0

Overall

8.0

Crew

8.6

Entertainment

7.5

Boarding

8.1

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
United Airlines
7.4
Good
8,997 reviews
Southwest
8.0
Very good
4,238 reviews

Comfort

8.0

Food

7.0

Overall

8.0

Crew

8.6

Entertainment

7.5

Boarding

8.1

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
American Airlines
7.2
Good
11,038 reviews
Southwest
8.0
Very good
4,238 reviews

Comfort

8.0

Food

7.0

Overall

8.0

Crew

8.6

Entertainment

7.5

Boarding

8.1

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Spirit Airlines
6.3
Okay
8,115 reviews
Southwest
8.0
Very good
4,238 reviews

Comfort

8.0

Food

7.0

Overall

8.0

Crew

8.6

Entertainment

7.5

Boarding

8.1

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Frontier
5.8
Fair
3,117 reviews
Southwest
8.0
Very good
4,238 reviews

Comfort

8.0

Food

7.0

Overall

8.0

Crew

8.6

Entertainment

7.5

Boarding

8.1

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

Related info for your journey

Find useful and relevant information for your journey from Hobby 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 Houston Hobby Airport to Kissimmee?

    A quick flight from Houston Hobby Airport to Kissimmee can take about 2h 15m. Southwest provides one of the quickest options available for as low as $117. There are 847 mi between Houston Hobby Airport and Kissimmee. Generally, flights for this route are nonstop.

  • What are the cheapest flights from Houston Hobby Airport to Kissimmee?

    While on average a flight from Houston Hobby Airport to Kissimmee is generally $334, our data shows the cheapest flight currently is $98. When looking at the most popular route, (Houston Hobby - Orlando), you can expect to pay $66 for that flight.

  • Can I find deals for flights from Hobby to Kissimmee that include hotel bookings?

    Yes. In addition to deals on Hobby to Kissimmee flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Hobby to Kissimmee?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Hobby to Kissimmee.

  • Can I find deals for business class flights from Hobby to Kissimmee?

    Yes. Cheapflights offers flight deals from Hobby 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 Houston Hobby Airport to Kissimmee?

    Currently, May is the cheapest month in which you can book a flight from Houston Hobby Airport to Kissimmee (average of $36). Flying from Houston Hobby Airport to Kissimmee in December is currently the most expensive (average of $93). 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 Hobby to Kissimmee

See prices for flight routes from nearby airports that may be better suited for you.
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Top 6 airlines flying from Hobby to Kissimmee

Discover the top 6 airlines that operate flights from Hobby 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 November 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$62Average$147FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$78Average$157FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$159Average$335FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$169Average$329FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$176Average$291FlexibilityNo cancel feeOn-time71%
DeltaCheapest$307Average$464FlexibilityNo cancel feeOn-timeN/A

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