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Kissimmee

$79+ 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 6/30. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — MCO
jun. 17 — jun. 241
mar. 6/17
mar. 6/24
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 Tuesday

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 junio 12, 2025.

Round-trip from

$132
(FlightHub)

One-way from

$79
(FlightHub)

Popular in

September

Cheapest in

January

Average price

$304
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. 1% potential increase in price ($4 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($5 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 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 junio 12, 2025.

This FlightHub deal was found by Cheapflights users on 6/12. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 8/156:00 amMKE - MCO
Nonstop2h 47mSpirit Airlines
sáb. 8/239:16 pmMCO - MKE
Nonstop2h 56mSpirit Airlines
Deal found 6/12$132
This Sun Country Air deal was found by Cheapflights users on 6/10. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 12/238:00 amMKE - MCO
Nonstop2h 55mSun Country Air
sáb. 12/2712:05 pmMCO - MKE
Nonstop3h 02mSun Country Air
Deal found 6/10$178
This FlightHub deal was found by Cheapflights users on 6/10. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 7/27:14 pmMKE - MCO
Nonstop2h 44mMultiple Airlines
dom. 7/68:30 amMCO - MKE
1 stop10h 23mMultiple Airlines
Deal found 6/10$199
This American Airlines deal was found by Cheapflights users on 6/10. 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.
mié. 7/167:05 amMKE - MCO
1 stop6h 35mAmerican Airlines
mar. 7/225:17 pmMCO - MKE
1 stop7h 47mAmerican Airlines
Deal found 6/10$215
This JetBlue deal was found by Cheapflights users on 6/11. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 7/94:03 pmMKE - MCO
1 stop7h 34mJetBlue
mié. 7/169:00 amMCO - MKE
1 stop7h 08mJetBlue
Deal found 6/11$221
This Delta deal was found by Cheapflights users on 6/10. 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.
mié. 7/166:45 amMKE - MCO
1 stop6h 42mDelta
mar. 7/226:15 amMCO - MKE
1 stop6h 23mDelta
Deal found 6/10$245
This Southwest deal was found by Cheapflights users on 6/11. 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.
mié. 10/158:15 amMKE - MCO
1 stop6h 40mSouthwest
lun. 10/207:20 amMCO - MKE
1 stop6h 40mSouthwest
Deal found 6/11$305

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 junio 12, 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

sáb. 7/19

4:37 pm-8:21 pm

Nonstop2h 44m

Orlando

mié. 7/30

1:57 pm-3:42 pm

Nonstop2h 45m

$137

MilwaukeeOrlando

MKE - MCO

MKEMCO

Milwaukee-Mitchell

mié. 7/16

4:37 pm-8:21 pm

Nonstop2h 44m

Orlando

dom. 7/20

8:30 am-5:35 pm

1 stop10h 05m

$198

MilwaukeeOrlando

MKE - MCO

MKEMCO

Milwaukee-Mitchell

mié. 7/9

4:03 pm-12:37 am

1 stop7h 34m

Orlando

mié. 7/16

9:00 am-3:08 pm

1 stop7h 08m

$221

MilwaukeeOrlando

MKE - MCO

MKEMCO

Milwaukee-Mitchell

vie. 7/25

2:22 pm-10:00 pm

1 stop6h 38m

Orlando

mar. 7/29

5:17 pm-12:04 am

1 stop7h 47m

$235

MilwaukeeOrlando

MKE - MCO

MKEMCO

Milwaukee-Mitchell

mié. 7/16

6:45 am-2:27 pm

1 stop6h 42m

Orlando

mar. 7/22

6:15 am-11:38 am

1 stop6h 23m

$245

MilwaukeeOrlando

MKE - MCO

MKEMCO

Milwaukee-Mitchell

mié. 10/15

8:15 am-3:55 pm

1 stop6h 40m

Orlando

lun. 10/20

7:20 am-1:00 pm

1 stop6h 40m

$305

MilwaukeeOrlando

MKE - MCO

MKEMCO

Milwaukee-Mitchell

lun. 6/30

12:02 pm-9:47 pm

1 stop8h 45m

$79

MilwaukeeOrlando

MKE - MCO

MKEMCO

Milwaukee-Mitchell

mar. 7/1

2:33 pm-8:53 pm

1 stop5h 20m

$108

MilwaukeeOrlando

MKE - MCO

MKEMCO

Milwaukee-Mitchell

lun. 8/4

8:40 pm-12:25 am

Nonstop2h 45m

$113

MilwaukeeOrlando

MKE - MCO

MKEMCO

Milwaukee-Mitchell

sáb. 7/12

4:33 pm-11:58 pm

1 stop6h 25m

$121

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/11

Showing 1-10 of 15 results
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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 June 9, 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 $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.

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 junio 12, 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 June 8, 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. Wednesday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

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 junio 12, 2025.
Read reviews from past customers who have flown Southwest, Delta and United Airlines from Milwaukee to Kissimmee. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,287 reviews

Food

7.1

Boarding

8.2

Entertainment

7.6

Overall

8.0

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Southwest
8.0
Very good
4,287 reviews
Southwest
8.0
Very good
4,287 reviews

Food

7.1

Boarding

8.2

Entertainment

7.6

Overall

8.0

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Delta
8.0
Very good
7,950 reviews
Southwest
8.0
Very good
4,287 reviews

Food

7.1

Boarding

8.2

Entertainment

7.6

Overall

8.0

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
United Airlines
7.4
Good
8,790 reviews
Southwest
8.0
Very good
4,287 reviews

Food

7.1

Boarding

8.2

Entertainment

7.6

Overall

8.0

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
JetBlue
7.3
Good
2,925 reviews
Southwest
8.0
Very good
4,287 reviews

Food

7.1

Boarding

8.2

Entertainment

7.6

Overall

8.0

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,287 reviews

Food

7.1

Boarding

8.2

Entertainment

7.6

Overall

8.0

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

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?

    $79 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 American Airlines and Southwest, with prices starting from $108 and $113, respectively.

  • What are the most reliable airlines from Milwaukee to Kissimmee?

    No one likes to see their flight delayed. When booking a flight from Milwaukee to Kissimmee consider choosing Spirit Airlines (99%), Sun Country Air (92%) or Frontier (86%) as they are the most reliable in getting you off to your destination on time.

  • What are the cheapest flights from Milwaukee to Kissimmee?

    The cheapest flight price from Milwaukee to Kissimmee is $57. On average you can expect to pay $229. The most popular route, (Milwaukee-Mitchell - Orlando), can usually be booked for $98.

  • 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 $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 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 junio 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$77Average$235FlexibilityNo cancel feeOn-time65%
FrontierCheapest$87Average$228FlexibilityNo cancel feeOn-time62%
Sun Country AirCheapest$131Average$274FlexibilityNo cancel feeOn-time83%
American AirlinesCheapest$180Average$443FlexibilityNo cancel feeOn-time71%
DeltaCheapest$196Average$424FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$208Average$449FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$297Average$447FlexibilityNo cancel feeOn-time63%

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