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Midland

$341+ Cheap flights from Kissimmee, FL to Midland (MAF)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 2/18. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — MAF
Jan 17 — Jan 241
Sat 1/17
Sat 1/24
1 adult, Economy
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Cheap 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 December 18, 2025.

This United Airlines deal was found by Cheapflights users on 12/16. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/317:00 pmMCO - MAF
1 stop5h 25mUnited Airlines
Sun 1/47:00 amMAF - MCO
1 stop6h 22mUnited Airlines
Deal found 12/16$421
This United Airlines deal was found by Cheapflights users on 12/16. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/225:05 pmMCO - MAF
1 stop7h 20mUnited Airlines
Mon 12/291:06 pmMAF - MCO
1 stop9h 37mUnited Airlines
Deal found 12/16$937
This American Airlines deal was found by Cheapflights users on 12/17. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/215:51 pmMCO - MAF
1 stop7h 07mAmerican Airlines
Tue 12/2310:19 amMAF - MCO
1 stop5h 42mAmerican Airlines
Deal found 12/17$1,037
This Southwest deal was found by Cheapflights users on 12/17. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/217:45 amMCO - MAF
2 stops8h 35mSouthwest
Tue 12/2312:30 pmMAF - MCO
1 stop6h 20mSouthwest
Deal found 12/17$1,042

Find flight deals from Kissimmee to Midland

Keep the following information in mind while searching for Kissimmee to Midland flight deals. Data was last updated December 18, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$341
(United Airlines)

Popular in

April

Cheapest in

August

Average price

$360
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
Highest demand for flights based on searches. 20% potential increase in price ($121 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 11% potential price decrease ($48 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 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 December 18, 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 2/18

6:59 pm-11:15 pm

1 stop5h 16m

Midland Intl

Sat 2/21

5:00 am-11:52 am

1 stop5h 52m

$341

OrlandoMidland

MCO - MAF

MCOMAF

Orlando

Wed 12/31

7:00 pm-11:25 pm

1 stop5h 25m

Midland Intl

Sun 1/4

7:00 am-2:22 pm

1 stop6h 22m

$421

OrlandoMidland

MCO - MAF

MCOMAF

Orlando

Thu 1/1

6:20 am-10:35 am

1 stop5h 15m

Midland Intl

Sat 1/3

5:45 am-12:35 pm

1 stop5h 50m

$541

OrlandoMidland

MCO - MAF

MCOMAF

Orlando

Mon 2/2

8:50 pm-9:54 pm

1 stop26h 04m

Midland Intl

Fri 2/6

5:35 pm-11:14 pm

1 stop4h 39m

$552

OrlandoMidland

MCO - MAF

MCOMAF

Orlando

Mon 2/2

7:15 pm-4:35 pm

2 stops22h 20m

$366

OrlandoMidland

MCO - MAF

MCOMAF

Orlando

Mon 2/2

8:10 am-4:25 pm

1 stop9h 15m

$375

OrlandoMidland

MCO - MAF

MCOMAF

Orlando

Sun 12/28

7:08 am-11:51 am

1 stop5h 43m

$419

OrlandoMidland

MCO - MAF

MCOMAF

Orlando

Sun 12/28

4:30 pm-8:56 am

2 stops17h 26m

$562

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/17

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 December 18, 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 December 18, 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
7.9
Good
4,250 reviews

Entertainment

7.5

Food

7.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Overall

7.9

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
7.9
Good
4,250 reviews
Southwest
7.9
Good
4,250 reviews

Entertainment

7.5

Food

7.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Overall

7.9

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
9,091 reviews
Southwest
7.9
Good
4,250 reviews

Entertainment

7.5

Food

7.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Overall

7.9

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
11,054 reviews
Southwest
7.9
Good
4,250 reviews

Entertainment

7.5

Food

7.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Overall

7.9

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?

    United Airlines can get you from Kissimmee to Midland in just under 5h 16m. Your travel time can differ by up to . Kissimmee and Midland are separated by a distance of 1268 mi.

  • 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

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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 December 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$94Average$372FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$133Average$437FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$260Average$434FlexibilityNo cancel feeOn-time69%

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