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Midland

$109+ 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 10/11. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — MAF
Oct 16 — Oct 231
Thu 10/16
Thu 10/23
1 adult, Economy
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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 September 16, 2025.

Round-trip from

$259
(American Airlines)

One-way from

$109
(Southwest)

Popular in

April

Cheapest in

August

Average price

$290
From Kissimmee to Midland Intl
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One-way flight from Kissimmee to Midland Intl
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Highest demand for flights based on searches. 13% potential increase in price ($76 potential increase over avg. RT price).
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Cheapest flight prices on average. 8% potential price decrease ($40 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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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 September 16, 2025.

This American Airlines deal was found by Cheapflights users on 9/14. 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 10/298:17 amMCO - MAF
1 stop6h 38mAmerican Airlines
Wed 11/512:25 pmMAF - MCO
1 stop6h 41mAmerican Airlines
Deal found 9/14$259
This Southwest deal was found by Cheapflights users on 9/14. 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.
Fri 10/106:05 amMCO - MAF
1 stop5h 05mSouthwest
Sun 10/1212:20 pmMAF - MCO
1 stop10h 55mSouthwest
Deal found 9/14$323
This United Airlines deal was found by Cheapflights users on 9/14. 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 12/227:00 pmMCO - MAF
1 stop5h 25mUnited Airlines
Mon 12/293:45 pmMAF - MCO
1 stop5h 14mUnited Airlines
Deal found 9/14$396
This American Airlines deal was found by Cheapflights users on 9/15. 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 stop5h 49mAmerican Airlines
Mon 12/294:29 pmMAF - MCO
1 stop7h 15mAmerican Airlines
Deal found 9/15$407
This United Airlines deal was found by Cheapflights users on 9/14. 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 10/2910:25 amMCO - MAF
2 stops12h 38mUnited Airlines
Wed 11/51:55 pmMAF - MCO
2 stops10h 00mUnited Airlines
Deal found 9/14$498
This United Airlines deal was found by Cheapflights users on 9/14. 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.
Fri 10/1011:49 amMCO - MAF
2 stops11h 09mUnited Airlines
Sun 10/129:46 amMAF - MCO
2 stops9h 45mUnited Airlines
Deal found 9/14$574
This American Airlines deal was found by Cheapflights users on 9/16. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/239:39 amMCO - MAF
1 stop5h 20mAmerican Airlines
Tue 9/307:20 amMAF - MCO
1 stop4h 51mAmerican Airlines
Deal found 9/16$605

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 September 16, 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 10/29

8:17 am-1:55 pm

1 stop6h 38m

Midland Intl

Wed 11/5

12:25 pm-8:06 pm

1 stop6h 41m

$259

OrlandoMidland

MCO - MAF

MCOMAF

Orlando

Fri 10/10

6:05 am-10:10 am

1 stop5h 05m

Midland Intl

Sun 10/12

12:20 pm-12:15 am

1 stop10h 55m

$323

OrlandoMidland

MCO - MAF

MCOMAF

Orlando

Mon 12/22

7:00 pm-11:25 pm

1 stop5h 25m

Midland Intl

Mon 12/29

3:45 pm-9:59 pm

1 stop5h 14m

$396

OrlandoMidland

MCO - MAF

MCOMAF

Orlando

Tue 3/10

4:04 pm-10:03 pm

1 stop6h 59m

Midland Intl

Wed 3/11

5:00 am-1:30 pm

1 stop7h 30m

$458

OrlandoMidland

MCO - MAF

MCOMAF

Orlando

Wed 10/29

10:25 am-10:03 pm

2 stops12h 38m

Midland Intl

Wed 11/5

1:55 pm-12:55 am

2 stops10h 00m

$498

OrlandoMidland

MCO - MAF

MCOMAF

Orlando

Sat 10/11

6:05 am-10:05 am

1 stop5h 00m

$109

OrlandoMidland

MCO - MAF

MCOMAF

Orlando

Sat 11/1

7:25 am-12:15 pm

1 stop5h 50m

$109

OrlandoMidland

MCO - MAF

MCOMAF

Orlando

Sat 10/11

7:15 am-4:31 pm

2 stops10h 16m

$154

OrlandoMidland

MCO - MAF

MCOMAF

Orlando

Tue 9/30

10:40 am-2:50 pm

1 stop5h 10m

$218

OrlandoMidland

MCO - MAF

MCOMAF

Orlando

Sat 11/1

7:30 am-10:00 am

3 stops27h 30m

$3,435

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/15

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, April is the cheapest month in which you can book a flight from Kissimmee to Midland (average of $336). Flying from Kissimmee to Midland in March is currently the most expensive (average of $389). 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 September 16, 2025.

When flying from Kissimmee to Midland, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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 September 16, 2025.
See what other customers who have flown with 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.
American Airlines
7.2
Good
10,000 reviews

Boarding

7.5

Crew

8.0

Food

6.4

Comfort

7.2

Entertainment

6.9

Overall

7.2

Reviews

1 / 20
10.0
Excellent

Anonymous,Jan 2025

PIT - DFW

Due to gate changes,we nearly missed our flight. The gate agent reassigned our seats and would NOT give us our assigned seats,but she did honor that same request to the man who arrived after us. Her rudeness and difficulty was not appropriate.
American Airlines
7.2
Good
10,000 reviews
American Airlines
7.2
Good
10,000 reviews

Boarding

7.5

Crew

8.0

Food

6.4

Comfort

7.2

Entertainment

6.9

Overall

7.2

Reviews

1 / 20
10.0
Excellent

Anonymous,Jan 2025

PIT - DFW

Due to gate changes,we nearly missed our flight. The gate agent reassigned our seats and would NOT give us our assigned seats,but she did honor that same request to the man who arrived after us. Her rudeness and difficulty was not appropriate.

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 2 different airlines.

  • How long is the flight from Kissimmee to Midland?

    American Airlines, Southwest, and United Airlines can get you from Kissimmee to Midland in just under 5h 05m. Your travel time can differ by up to 1h 33m. 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, April is the cheapest month in which you can book a flight from Kissimmee to Midland (average of $336). Flying from Kissimmee to Midland in March is currently the most expensive (average of $389). 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 2 airlines flying from Kissimmee to Midland

Discover the top 2 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 September 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$94Average$392FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$228Average$506FlexibilityNo cancel feeOn-time63%

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