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Midland

$131+ Cheap flights from Kissimmee, FL to Midland (MAF)

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 11/19. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — MAF
Nov 29 — Dec 61
Sat 11/29
Sat 12/6
1 adult, Economy
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Find flight deals from Kissimmee to Midland

Cheapest flights from Kissimmee to Midland
Explore the most affordable flight options available from Kissimmee to Midland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 30, 2025.

This United Airlines deal was found by Cheapflights users on 10/29. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/195:10 pmMCO - MAF
1 stop5h 32mUnited Airlines
Tue 12/25:00 amMAF - MCO
1 stop4h 43mUnited Airlines
Deal found 10/29$261
This Southwest deal was found by Cheapflights users on 10/29. 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 11/196:25 amMCO - MAF
2 stops8h 20mSouthwest
Wed 11/193:35 pmMAF - MCO
1 stop5h 35mSouthwest
Deal found 10/29$325
This American Airlines deal was found by Cheapflights users on 10/30. 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.
Mon 12/225:00 amMCO - MAF
1 stop7h 43mAmerican Airlines
Mon 12/296:04 pmMAF - MCO
1 stop5h 40mAmerican Airlines
Deal found 10/30$350
This United Airlines deal was found by Cheapflights users on 10/29. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/197:05 pmMCO - MAF
1 stop5h 10mUnited Airlines
Sun 11/2312:05 pmMAF - MCO
1 stop4h 45mUnited Airlines
Deal found 10/29$364
This United Airlines deal was found by Cheapflights users on 10/30. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/223:15 pmMCO - MAF
1 stop7h 27mUnited Airlines
Tue 12/23:00 pmMAF - MCO
1 stop5h 59mUnited Airlines
Deal found 10/30$365
This Southwest deal was found by Cheapflights users on 10/30. 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 11/2411:40 amMCO - MAF
1 stop5h 50mSouthwest
Tue 12/22:25 pmMAF - MCO
1 stop4h 50mSouthwest
Deal found 10/30$394
This United Airlines deal was found by Cheapflights users on 10/29. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/127:05 amMCO - MAF
1 stop7h 52mUnited Airlines
Tue 12/25:00 amMAF - MCO
1 stop4h 43mUnited Airlines
Deal found 10/29$404
This United Airlines deal was found by Cheapflights users on 10/30. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/187:05 pmMCO - MAF
1 stop5h 10mUnited Airlines
Tue 12/25:00 amMAF - MCO
1 stop5h 53mUnited Airlines
Deal found 10/30$405

Cheap flight deals from Kissimmee to Midland

Keep the following information in mind while searching for Kissimmee to Midland flight deals. Data was last updated October 30, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$261
(United Airlines)

One-way from

$131
(United Airlines)

Popular in

April

Cheapest in

August

Average price

$434
Provider with most accurate pricing for Orlando (ORL)-Midland Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Orlando (ORL)-Midland Intl flights.
Search Deals
From Kissimmee to Midland Intl
Search Deals
One-way flight from Kissimmee to Midland Intl
Search Deals
Highest demand for flights based on searches. 13% potential increase in price ($77 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 8% potential price decrease ($39 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Kissimmee to Midland 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 October 30, 2025.
Use the filters below to find and compare flights from Kissimmee to Midland that are best for you.

Fly from

Kissimmee

Fly to

Midland

Route

Depart

Return

Price

OrlandoMidland

MCO - MAF

MCOMAF

Orlando

Wed 11/19

7:40 am-12:30 pm

1 stop5h 50m

Midland Intl

Wed 11/19

2:25 pm-10:15 pm

1 stop6h 50m

$261

OrlandoMidland

MCO - MAF

MCOMAF

Orlando

Wed 11/19

5:10 pm-9:42 pm

1 stop5h 32m

Midland Intl

Tue 12/2

5:00 am-10:43 am

1 stop4h 43m

$261

OrlandoMidland

MCO - MAF

MCOMAF

Orlando

Wed 11/19

7:05 pm-11:15 pm

1 stop5h 10m

Midland Intl

Sun 11/23

12:05 pm-5:50 pm

1 stop4h 45m

$364

OrlandoMidland

MCO - MAF

MCOMAF

Orlando

Tue 11/25

7:05 pm-11:15 pm

1 stop5h 10m

Midland Intl

Tue 12/2

5:00 am-10:43 am

1 stop4h 43m

$365

OrlandoMidland

MCO - MAF

MCOMAF

Orlando

Sun 11/23

3:15 pm-9:42 pm

1 stop7h 27m

Midland Intl

Tue 12/2

12:03 pm-8:20 pm

1 stop7h 17m

$365

OrlandoMidland

MCO - MAF

MCOMAF

Orlando

Sat 11/22

3:15 pm-9:42 pm

1 stop7h 27m

Midland Intl

Tue 12/2

3:00 pm-9:59 pm

1 stop5h 59m

$365

OrlandoMidland

MCO - MAF

MCOMAF

Orlando

Mon 11/24

11:40 am-4:30 pm

1 stop5h 50m

Midland Intl

Tue 12/2

2:25 pm-8:15 pm

1 stop4h 50m

$394

OrlandoMidland

MCO - MAF

MCOMAF

Orlando

Tue 3/10

3:20 pm-10:06 pm

1 stop7h 46m

Midland Intl

Wed 3/11

5:00 am-11:51 am

1 stop5h 51m

$401

OrlandoMidland

MCO - MAF

MCOMAF

Orlando

Wed 11/19

7:05 pm-11:15 pm

1 stop5h 10m

$131

OrlandoMidland

MCO - MAF

MCOMAF

Orlando

Sat 11/22

7:40 pm-1:20 am

1 stop6h 40m

$160

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/29

Showing 1-10 of 16 results
1
2

Best time to book a flight from Kissimmee to Midland

Have a flexible travel schedule? Discover the best time to fly to Midland from Kissimmee 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 Kissimmee to Midland

What is the cheapest month to book a flight from Kissimmee to Midland?

Currently, August is the cheapest month in which you can book a flight from Kissimmee to Midland (average of $94). Flying from Kissimmee to Midland in April is currently the most expensive (average of $935). 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 K1S to MAF?

Find hourly flight availability from Kissimmee to Midland. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 30, 2025.

It’s optimal to fly from Kissimmee to Midland in the evening. By choosing this option you can save up to 19% on the cost of your flight, compared to a flight at noon.

Reviews of airlines servicing Midland

Get insights into the airlines that provide service to Midland. 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 Midland. Reviews last updated October 30, 2025.
See what other customers who have flown with Southwest, United Airlines, and American Airlines from Kissimmee to Midland have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,243 reviews

Food

7.0

Comfort

8.0

Entertainment

7.5

Crew

8.6

Overall

8.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,243 reviews
Southwest
8.0
Very good
4,243 reviews

Food

7.0

Comfort

8.0

Entertainment

7.5

Crew

8.6

Overall

8.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
United Airlines
7.4
Good
8,998 reviews
Southwest
8.0
Very good
4,243 reviews

Food

7.0

Comfort

8.0

Entertainment

7.5

Crew

8.6

Overall

8.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
American Airlines
7.2
Good
11,035 reviews
Southwest
8.0
Very good
4,243 reviews

Food

7.0

Comfort

8.0

Entertainment

7.5

Crew

8.6

Overall

8.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

Related info for your journey

Find useful and relevant information for your journey from Kissimmee to Midland. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Midland from Kissimmee?

    Located just 8.2 mi from the city center, Midland Intl is the airport most travelers will use when flying to Midland from Kissimmee. Booking flights from Kissimmee to Midland Intl (MAF) should be relatively easy as there are 0 daily inbound flights from Kissimmee from 3 different airlines.

  • How long is the flight from Kissimmee to Midland?

    Southwest and United Airlines can get you from Kissimmee to Midland in just under 5h 32m. Your travel time can differ by up to 18m. Kissimmee and Midland are separated by a distance of 1268 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Kissimmee to Midland 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 Kissimmee to Midland?

    Currently, August is the cheapest month in which you can book a flight from Kissimmee to Midland (average of $94). Flying from Kissimmee to Midland in April is currently the most expensive (average of $935). 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

Traveling to a place near Midland?

Book flights to Midland if you plan to visit one of these locations
Fort Stockton
Barstow
Big Spring

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Top 3 airlines flying from Kissimmee to Midland

Discover the top 3 airlines that operate flights from Kissimmee to Midland. 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 October 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$94Average$377FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$133Average$412FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$241Average$434FlexibilityNo cancel feeOn-time69%

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