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Kissimmee

$109+ Cheap flights from Midland (MAF) 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 7/5. Fares are subject to change and may not be available on all flights or dates of travel.
MAF — MCO
Jun 21 — Jun 281
Sat 6/21
Sat 6/28
1 adult, Economy
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Cheapflights Tip: The best prices from Midland Intl to Kissimmee are usually found in September or July, booked 76 days in advance, depart on a Thursday or Monday and return on a Thursday

Cheap flight deals from Midland to Kissimmee

Keep the following information in mind while searching for Midland to Kissimmee flight deals. Data was last updated June 16, 2025.

Round-trip from

$217
(Southwest)

One-way from

$109
(Delta)

Popular in

October

Cheapest in

September

Average price

$497
From Midland Intl to Kissimmee
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One-way flight from Midland Intl to Kissimmee
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High demand for flights, 3% potential price rise
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Cheapest flight prices on average. 2% potential price decrease ($10 potential savings vs. average RT price).
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Average for round-trip flights in June 2025
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Find flight deals from Midland to Kissimmee

Cheapest flights from Midland to Kissimmee
Explore the most affordable flight options available from Midland to Kissimmee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 16, 2025.

This Southwest deal was found by Cheapflights users on 6/16. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/1812:55 pmMAF - MCO
1 stop5h 30mSouthwest
Mon 7/215:25 pmMCO - MAF
1 stop7h 20mSouthwest
Deal found 6/16$217
This American Airlines deal was found by Cheapflights users on 6/15. 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.
Wed 7/306:18 pmMAF - MCO
1 stop5h 06mAmerican Airlines
Wed 8/67:30 amMCO - MAF
1 stop5h 11mAmerican Airlines
Deal found 6/15$218
This Delta deal was found by Cheapflights users on 6/15. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/65:30 amMAF - MCO
1 stop5h 32mDelta
Tue 7/85:30 amMCO - MAF
2 stops7h 27mDelta
Deal found 6/15$222
This United Airlines deal was found by Cheapflights users on 6/15. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/179:20 amMAF - MCO
1 stop9h 21mUnited Airlines
Mon 7/212:08 pmMCO - MAF
1 stop5h 02mUnited Airlines
Deal found 6/15$297

Cheapflights Fare Finder

Customize your flight search to find flights from Midland 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 June 16, 2025.
Use the filters below to find and compare flights from Midland to Kissimmee that are best for you.

Fly from

Midland

Fly to

Kissimmee

Route

Depart

Return

Price

MidlandOrlando

MAF - MCO

MAFMCO

Midland Intl

Fri 7/18

12:55 pm-7:25 pm

1 stop5h 30m

Orlando

Mon 7/21

5:25 pm-11:45 pm

1 stop7h 20m

$217

MidlandOrlando

MAF - MCO

MAFMCO

Midland Intl

Wed 7/30

6:18 pm-12:24 am

1 stop5h 06m

Orlando

Wed 8/6

7:30 am-11:41 am

1 stop5h 11m

$218

MidlandOrlando

MAF - MCO

MAFMCO

Midland Intl

Sun 7/6

5:30 am-12:02 pm

1 stop5h 32m

Orlando

Thu 7/10

6:15 am-4:32 pm

2 stops11h 17m

$222

MidlandOrlando

MAF - MCO

MAFMCO

Midland Intl

Thu 7/17

9:20 am-7:41 pm

1 stop9h 21m

Orlando

Mon 7/21

2:08 pm-6:10 pm

1 stop5h 02m

$297

MidlandOrlando

MAF - MCO

MAFMCO

Midland Intl

Sat 7/5

5:30 am-12:02 pm

1 stop5h 32m

$109

MidlandOrlando

MAF - MCO

MAFMCO

Midland Intl

Mon 6/30

6:17 pm-12:25 am

1 stop5h 08m

$160

MidlandOrlando

MAF - MCO

MAFMCO

Midland Intl

Mon 6/30

10:55 am-8:30 pm

2 stops8h 35m

$165

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/14

Best time to book a flight from Midland to Kissimmee

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

How far ahead should I book a flight from Midland to Kissimmee?

Use this chart to determine the optimal time to book a round-trip flight from Midland to Kissimmee. Price data was last updated on June 13, 2025.

The best time to book flights from Midland to Kissimmee is 36 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

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

Currently, May is the cheapest month in which you can book a flight from Midland to Kissimmee (average of $206). Flying from Midland 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.

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 June 16, 2025.
Southwest
8.0
Very good
4,278 reviews

Crew

8.6

Entertainment

7.6

Comfort

8.0

Food

7.1

Overall

8.0

Boarding

8.2

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
4,278 reviews
Southwest
8.0
Very good
4,278 reviews

Crew

8.6

Entertainment

7.6

Comfort

8.0

Food

7.1

Overall

8.0

Boarding

8.2

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.
Delta
8.0
Very good
7,963 reviews
Southwest
8.0
Very good
4,278 reviews

Crew

8.6

Entertainment

7.6

Comfort

8.0

Food

7.1

Overall

8.0

Boarding

8.2

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
8,801 reviews
Southwest
8.0
Very good
4,278 reviews

Crew

8.6

Entertainment

7.6

Comfort

8.0

Food

7.1

Overall

8.0

Boarding

8.2

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
10,000 reviews
Southwest
8.0
Very good
4,278 reviews

Crew

8.6

Entertainment

7.6

Comfort

8.0

Food

7.1

Overall

8.0

Boarding

8.2

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 Midland to Kissimmee. 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 from for flights from Midland to Kissimmee?

    Midland Intl (MAF), located 8.2 mi from the city center, is the airport you fly out of when you book flights from Midland to Kissimmee. 4 airlines have flights from Midland Intl to Kissimmee on a regular basis. Booking flights from Midland Intl to Kissimmee should not be difficult; the airport handles an average of 0 outbound flights to Kissimmee per day.

  • What are the cheapest airlines to fly from Midland to Kissimmee one-way?

    The cheapest airline one-way is Delta, with whom users have recently found tickets for as low as $109. However, be on the lookout for offers from American Airlines and Southwest, as they are both options that can get you from Midland to Kissimmee for a low price.

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

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

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

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

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

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

    Currently, May is the cheapest month in which you can book a flight from Midland to Kissimmee (average of $206). Flying from Midland 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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Top 4 airlines flying from Midland to Kissimmee

Discover the top 4 airlines that operate flights from Midland 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 June 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$213Average$390FlexibilityNo cancel feeOn-time69%
DeltaCheapest$216Average$303FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$235Average$391FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$242Average$536FlexibilityNo cancel feeOn-time63%

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