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Kissimmee

$69+ 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 4/20. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — MCO
Feb 25 — Mar 41
Tue 2/25
Tue 3/4
1 adult, Economy
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The best prices from Milwaukee-Mitchell to Kissimmee are usually found in April or August, booked 12 days in advance, depart on a Tuesday or Monday 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 February 20, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$130
(Cheapflightsfares)

One-way from

$69
(Sun Country Air)

Popular in

June

Cheapest in

April

Average price

$227
Provider with most accurate pricing for Milwaukee-Mitchell-Orlando (ORL) flight deals.
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Provider most trusted by Cheapflights users for Milwaukee-Mitchell-Orlando (ORL) flights.
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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 ($14 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($5 potential savings vs. average RT price).
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Average for round-trip flights in February 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 February 20, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 2/20. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/121:19 pmMKE - MCO
Nonstop3h 00mMultiple Airlines
Wed 3/267:05 amMCO - MKE
Nonstop3h 04mMultiple Airlines
Deal found 2/20$130
This Cheapflightsfares deal was found by Cheapflights users on 2/19. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/81:19 pmMKE - MCO
Nonstop3h 00mFrontier
Tue 3/1110:02 amMCO - MKE
Nonstop3h 17mFrontier
Deal found 2/19$131
This FlightHub deal was found by Cheapflights users on 2/20. 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.
Mon 3/105:34 pmMKE - MCO
1 stop5h 25mSpirit Airlines
Wed 3/197:52 amMCO - MKE
1 stop8h 08mSpirit Airlines
Deal found 2/20$132
This Cheapflightsfares deal was found by Cheapflights users on 2/20. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/12:50 pmMKE - MCO
Nonstop2h 45mSun Country Air
Sun 5/411:50 amMCO - MKE
Nonstop3h 03mSun Country Air
Deal found 2/20$136
This JetBlue deal was found by Cheapflights users on 2/19. 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.
Fri 5/23:50 pmMKE - MCO
1 stop7h 16mJetBlue
Tue 5/66:00 amMCO - MKE
1 stop9h 53mJetBlue
Deal found 2/19$201
This Delta deal was found by Cheapflights users on 2/20. 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.
Sat 4/125:18 pmMKE - MCO
1 stop5h 41mDelta
Fri 4/185:30 amMCO - MKE
1 stop4h 44mDelta
Deal found 2/20$281
This American Airlines deal was found by Cheapflights users on 2/19. 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.
Sat 5/31:48 pmMKE - MCO
2 stops7h 01mAmerican Airlines
Sat 5/105:15 pmMCO - MKE
1 stop7h 44mAmerican Airlines
Deal found 2/19$286

Find flights from Milwaukee to Kissimmee within your budget

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 February 20, 2025.

Fly from

Milwaukee

Fly to

Kissimmee

Route

Depart

Return

Price

MilwaukeeOrlando

MKE - MCO

MKEMCO

Milwaukee-Mitchell

Wed 3/12

5:34 pm-11:59 pm

1 stop5h 25m

Orlando

Wed 3/26

7:05 am-9:09 am

Nonstop3h 04m

$130

MilwaukeeOrlando

MKE - MCO

MKEMCO

Milwaukee-Mitchell

Thu 3/13

1:19 pm-5:19 pm

Nonstop3h 00m

Orlando

Fri 4/4

12:56 pm-3:02 pm

Nonstop3h 06m

$131

MilwaukeeOrlando

MKE - MCO

MKEMCO

Milwaukee-Mitchell

Thu 3/13

1:19 pm-5:19 pm

Nonstop3h 00m

Orlando

Fri 3/21

7:05 am-9:09 am

Nonstop3h 04m

$132

MilwaukeeOrlando

MKE - MCO

MKEMCO

Milwaukee-Mitchell

Sun 3/9

2:00 pm-5:47 pm

Nonstop2h 47m

Orlando

Sat 3/22

9:35 pm-11:38 pm

Nonstop3h 03m

$178

MilwaukeeOrlando

MKE - MCO

MKEMCO

Milwaukee-Mitchell

Fri 5/2

3:50 pm-12:06 am

1 stop7h 16m

Orlando

Tue 5/6

6:00 am-2:53 pm

1 stop9h 53m

$201

MilwaukeeOrlando

MKE - MCO

MKEMCO

Milwaukee-Mitchell

Sun 4/20

7:53 pm-11:53 pm

Nonstop3h 00m

$69

MilwaukeeOrlando

MKE - MCO

MKEMCO

Milwaukee-Mitchell

Tue 5/6

1:00 pm-9:15 am

1 stop19h 15m

$74

MilwaukeeOrlando

MKE - MCO

MKEMCO

Milwaukee-Mitchell

Sun 4/13

2:30 pm-6:15 pm

Nonstop2h 45m

$79

MilwaukeeOrlando

MKE - MCO

MKEMCO

Milwaukee-Mitchell

Fri 5/2

3:50 pm-12:06 am

1 stop7h 16m

$101

MilwaukeeOrlando

MKE - MCO

MKEMCO

Milwaukee-Mitchell

Wed 4/2

4:05 pm-4:33 pm

3 stops23h 28m

$123

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/18

Showing 1-10 of 14 results
1
2

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.

Travel insights for flights from Milwaukee to Kissimmee

Get recent, data-driven insights about flights from Milwaukee to Kissimmee including ideal travel times, pricing trends, and more.

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 February 14, 2025.

To ensure you get the cheapest price possible for a flight from Milwaukee to Kissimmee, you should look to book at least 12 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 February 20, 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 February 16, 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 February 20, 2025.
Read reviews from past customers who have flown Southwest, Delta and JetBlue 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
8.1
Very good
4,411 reviews

Comfort

8.1

Entertainment

7.6

Food

7.1

Overall

8.1

Crew

8.7

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Southwest
8.1
Very good
4,411 reviews
Southwest
8.1
Very good
4,411 reviews

Comfort

8.1

Entertainment

7.6

Food

7.1

Overall

8.1

Crew

8.7

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Delta
8.0
Very good
8,219 reviews
Southwest
8.1
Very good
4,411 reviews

Comfort

8.1

Entertainment

7.6

Food

7.1

Overall

8.1

Crew

8.7

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

JetBlue
7.4
Good
3,070 reviews
Southwest
8.1
Very good
4,411 reviews

Comfort

8.1

Entertainment

7.6

Food

7.1

Overall

8.1

Crew

8.7

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

United Airlines
7.4
Good
8,765 reviews
Southwest
8.1
Very good
4,411 reviews

Comfort

8.1

Entertainment

7.6

Food

7.1

Overall

8.1

Crew

8.7

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

American Airlines
7.2
Good
10,000 reviews
Southwest
8.1
Very good
4,411 reviews

Comfort

8.1

Entertainment

7.6

Food

7.1

Overall

8.1

Crew

8.7

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

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 8 different airlines.

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

    $69 is the cheapest one-way deal found within the past few days, from Sun Country Air. You may also be able to find cheap deals on Frontier and Spirit Airlines, with prices starting from $71 and $78, 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 Frontier (76%), Southwest (76%) or Sun Country Air (67%) 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 $54. On average you can expect to pay $231. The most popular route, (Milwaukee-Mitchell - Orlando), can usually be booked for $109.

  • 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 8 airlines flying from Milwaukee to Kissimmee

Discover the top 8 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 February 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$64Average$217FlexibilityNo cancel feeOn-time65%
FrontierCheapest$87Average$219FlexibilityNo cancel feeOn-time62%
Sun Country AirCheapest$118Average$263FlexibilityNo cancel feeOn-time83%
United AirlinesCheapest$141Average$444FlexibilityNo cancel feeOn-time69%
JetBlueCheapest$161Average$244FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$180Average$432FlexibilityNo cancel feeOn-time71%
DeltaCheapest$207Average$417FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$291Average$449FlexibilityNo cancel feeOn-time63%
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