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Kissimmee

$49+ Cheap flights from Milwaukee (MKE) 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 8/30. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — MCO
Aug 4 — Aug 111
Mon 8/4
Mon 8/11
1 adult, Economy
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Cheapflights Tip: The best prices from Milwaukee-Mitchell to Kissimmee are usually found in January or February, booked 49 days in advance, depart on a Tuesday or Thursday and return on a Thursday

Cheap flight deals from Milwaukee to Kissimmee

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

Round-trip from

$105
(CheapOair)

One-way from

$49
(Cheapflightsfares)

Popular in

June

Cheapest in

January

Average price

$284
From Milwaukee-Mitchell to Kissimmee
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One-way flight from Milwaukee-Mitchell to Kissimmee
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Highest demand for flights based on searches. 5% potential increase in price ($18 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($7 potential savings vs. average RT price).
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Average for round-trip flights in July 2025
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Find flight deals from Milwaukee to Kissimmee

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

This Booking.com deal was found by Cheapflights users on 7/29. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/2112:53 pmMKE - MCO
Nonstop2h 46mSpirit Airlines
Thu 9/2510:00 amMCO - MKE
Nonstop2h 58mSpirit Airlines
Deal found 7/29$105
This Priceline deal was found by Cheapflights users on 7/29. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/171:56 pmMKE - MCO
Nonstop2h 44mMultiple Airlines
Tue 12/2311:28 amMCO - MKE
Nonstop3h 02mMultiple Airlines
Deal found 7/29$144

Cheapflights Fare Finder

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

Fly from

Milwaukee

Fly to

Kissimmee

Route

Depart

Return

Price

MilwaukeeOrlando

MKE - MCO

MKEMCO

Milwaukee-Mitchell

Sun 9/21

12:53 pm-4:39 pm

Nonstop2h 46m

Orlando

Thu 9/25

10:00 am-11:58 am

Nonstop2h 58m

$105

MilwaukeeOrlando

MKE - MCO

MKEMCO

Milwaukee-Mitchell

Sat 8/30

6:00 am-9:47 am

Nonstop2h 47m

$49

MilwaukeeOrlando

MKE - MCO

MKEMCO

Milwaukee-Mitchell

Tue 9/23

3:00 pm-6:40 pm

Nonstop2h 40m

$90

MilwaukeeOrlando

MKE - MCO

MKEMCO

Milwaukee-Mitchell

Sun 8/31

7:05 am-2:25 pm

1 stop6h 20m

$100

MilwaukeeOrlando

MKE - MCO

MKEMCO

Milwaukee-Mitchell

Wed 9/3

7:50 am-3:32 pm

2 stops6h 42m

$145

MilwaukeeOrlando

MKE - MCO

MKEMCO

Milwaukee-Mitchell

Mon 8/25

8:02 pm-6:00 am

1 stop8h 58m

$148

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/30

Best time to book a flight from Milwaukee to Kissimmee

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

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

Use this chart to determine the optimal time to book a round-trip flight from Milwaukee to Kissimmee. Price data was last updated on July 25, 2025.

To ensure you get the cheapest price possible for a flight from Milwaukee to Kissimmee, you should look to book at least 49 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

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

Currently, May is the cheapest month in which you can book a flight from Milwaukee to Kissimmee (average of $206). Flying from Milwaukee to Kissimmee in November is currently the most expensive (average of $288). 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 MKE to K1S?

Find hourly flight availability from Milwaukee 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 July 30, 2025.

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

What is the cheapest day to fly from Milwaukee to Kissimmee?

Use this chart to determine the cheapest time to fly round-trip from Milwaukee to Kissimmee. Price data was last updated on July 27, 2025.

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

Weekly flight availability from Milwaukee to Kissimmee

Explore weekly flight availability from Milwaukee to Kissimmee. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated July 30, 2025.

The most flights from MKE to K1S are scheduled on a Monday (4 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (1 on average).

How much does it cost to fly round-trip from Milwaukee to Kissimmee?

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 July 30, 2025.
Read reviews from past customers who have flown Southwest, Delta, and JetBlue from Milwaukee to Kissimmee. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,241 reviews

Food

7.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Overall

8.0

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Southwest
8.0
Very good
4,241 reviews
Southwest
8.0
Very good
4,241 reviews

Food

7.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Overall

8.0

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Delta
8.0
Very good
7,980 reviews
Southwest
8.0
Very good
4,241 reviews

Food

7.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Overall

8.0

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
JetBlue
7.3
Good
2,913 reviews
Southwest
8.0
Very good
4,241 reviews

Food

7.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Overall

8.0

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,241 reviews

Food

7.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Overall

8.0

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Sun Country Air
6.9
Okay
334 reviews
Southwest
8.0
Very good
4,241 reviews

Food

7.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Overall

8.0

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.

Related info for your journey

Find useful and relevant information for your journey from Milwaukee 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 Milwaukee to Kissimmee?

    Located just 6.4 mi from the city center, Milwaukee-Mitchell is the airport most travelers will use when flying to Kissimmee from Milwaukee. Booking flights from Milwaukee-Mitchell (MKE) to Kissimmee should be relatively easy as there are 2 daily outbound flights to Kissimmee from 7 different airlines.

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

    $49 is the cheapest one-way deal found within the past few days, from Spirit Airlines. You may also be able to find cheap deals on Southwest and Delta, with prices starting from $90 and $100, respectively.

  • What are the cheapest flights from Milwaukee to Kissimmee?

    The cheapest flight price from Milwaukee to Kissimmee is $48. On average you can expect to pay $180. The most popular route, (Milwaukee-Mitchell - Orlando), can usually be booked for $87.

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

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

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

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

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

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

    Currently, May is the cheapest month in which you can book a flight from Milwaukee to Kissimmee (average of $206). Flying from Milwaukee to Kissimmee in November is currently the most expensive (average of $288). 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.

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Top 7 airlines flying from Milwaukee to Kissimmee

Discover the top 7 airlines that operate flights from Milwaukee 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 July 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$87Average$228FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$88Average$202FlexibilityNo cancel feeOn-time65%
Sun Country AirCheapest$139Average$280FlexibilityNo cancel feeOn-time83%
American AirlinesCheapest$180Average$446FlexibilityNo cancel feeOn-time71%
DeltaCheapest$196Average$432FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$208Average$447FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$279Average$445FlexibilityNo cancel feeOn-time63%

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