HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Kissimmee

$51+ 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 4/21. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — MCO
Mar 31 — Apr 71
Mon 3/31
Mon 4/7
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Milwaukee to Kissimmee with Cheapflights

1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”
2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.
3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheapflights Tip: The best prices from Milwaukee-Mitchell to Kissimmee are usually found in April or August, booked 36 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 March 26, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$121
(Cheapflightsfares)

One-way from

$51
(FlightHub)

Popular in

March

Cheapest in

April

Average price

$316
Provider with most accurate pricing for Milwaukee-Mitchell-Orlando (ORL) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Milwaukee-Mitchell-Orlando (ORL) flights.
Search Deals
From Milwaukee-Mitchell to Kissimmee
Search Deals
One-way flight from Milwaukee-Mitchell to Kissimmee
Search Deals
High demand for flights, 9% potential price rise
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($6 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 2025
Search Deals

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 March 26, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 3/24. 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 4/125:06 pmMKE - MCO
Nonstop2h 51mSpirit Airlines
Fri 4/181:52 pmMCO - MKE
Nonstop2h 54mSpirit Airlines
Deal found 3/24$121
This Cheapflightsfares deal was found by Cheapflights users on 3/25. 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.
Fri 4/185:06 pmMKE - MCO
Nonstop2h 51mMultiple Airlines
Sun 4/2011:25 amMCO - MKE
Nonstop3h 03mMultiple Airlines
Deal found 3/25$122
This CheapOair deal was found by Cheapflights users on 3/24. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/86:37 pmMKE - MCO
Nonstop2h 59mFrontier
Thu 4/174:56 pmMCO - MKE
Nonstop3h 07mFrontier
Deal found 3/24$126
This Sun Country Air deal was found by Cheapflights users on 3/25. 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.
Sat 3/294:48 pmMKE - MCO
Nonstop2h 47mSun Country Air
Sun 4/611:25 amMCO - MKE
Nonstop3h 05mSun Country Air
Deal found 3/25$138
This JetBlue deal was found by Cheapflights users on 3/25. 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 09mJetBlue
Wed 5/78:25 amMCO - MKE
1 stop8h 23mJetBlue
Deal found 3/25$201
This Delta deal was found by Cheapflights users on 3/25. 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.
Mon 5/53:52 pmMKE - MCO
1 stop5h 05mDelta
Thu 5/85:30 amMCO - MKE
1 stop7h 03mDelta
Deal found 3/25$229
This American Airlines deal was found by Cheapflights users on 3/25. 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 4/306:14 pmMKE - MCO
1 stop5h 18mAmerican Airlines
Wed 5/74:08 pmMCO - MKE
1 stop6h 19mAmerican Airlines
Deal found 3/25$260
This Southwest deal was found by Cheapflights users on 3/25. 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.
Sat 5/177:55 pmMKE - MCO
Nonstop2h 40mSouthwest
Wed 5/217:55 amMCO - MKE
1 stop4h 35mSouthwest
Deal found 3/25$261

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 March 26, 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

Sat 4/12

5:06 pm-8:57 pm

Nonstop2h 51m

Orlando

Fri 4/18

1:52 pm-3:46 pm

Nonstop2h 54m

$121

MilwaukeeOrlando

MKE - MCO

MKEMCO

Milwaukee-Mitchell

Fri 4/18

5:06 pm-8:57 pm

Nonstop2h 51m

Orlando

Sun 4/20

11:25 am-1:28 pm

Nonstop3h 03m

$122

MilwaukeeOrlando

MKE - MCO

MKEMCO

Milwaukee-Mitchell

Tue 4/8

6:37 pm-10:36 pm

Nonstop2h 59m

Orlando

Tue 4/15

3:30 pm-5:37 pm

Nonstop3h 07m

$126

MilwaukeeOrlando

MKE - MCO

MKEMCO

Milwaukee-Mitchell

Sat 3/29

4:48 pm-8:35 pm

Nonstop2h 47m

Orlando

Sun 4/6

11:25 am-1:30 pm

Nonstop3h 05m

$138

MilwaukeeOrlando

MKE - MCO

MKEMCO

Milwaukee-Mitchell

Fri 5/2

3:50 pm-11:59 pm

1 stop7h 09m

Orlando

Wed 5/7

8:25 am-3:48 pm

1 stop8h 23m

$201

MilwaukeeOrlando

MKE - MCO

MKEMCO

Milwaukee-Mitchell

Wed 5/28

10:05 am-6:25 pm

1 stop7h 20m

Orlando

Mon 6/2

5:18 pm-11:58 pm

1 stop7h 40m

$229

MilwaukeeOrlando

MKE - MCO

MKEMCO

Milwaukee-Mitchell

Sat 5/3

5:18 pm-11:59 pm

1 stop5h 41m

Orlando

Tue 5/6

7:35 pm-11:54 pm

1 stop5h 19m

$240

MilwaukeeOrlando

MKE - MCO

MKEMCO

Milwaukee-Mitchell

Sat 5/17

7:55 pm-11:35 pm

Nonstop2h 40m

Orlando

Wed 5/21

7:55 am-11:30 am

1 stop4h 35m

$261

MilwaukeeOrlando

MKE - MCO

MKEMCO

Milwaukee-Mitchell

Sat 4/19

5:06 pm-8:57 pm

Nonstop2h 51m

$51

MilwaukeeOrlando

MKE - MCO

MKEMCO

Milwaukee-Mitchell

Tue 4/15

6:37 pm-10:36 pm

Nonstop2h 59m

$58

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/25

Showing 1-10 of 17 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.

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 March 21, 2025.

To ensure you get the cheapest price possible for a flight from Milwaukee to Kissimmee, you should look to book at least 36 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 March 26, 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 March 23, 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. Monday afternoons 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 March 26, 2025.

The most flights from MKE to K1S are scheduled on a Monday (9 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (3 on average).

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 March 26, 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
8.1
Very good
4,273 reviews

Overall

8.1

Boarding

8.2

Comfort

8.1

Entertainment

7.6

Food

7.1

Crew

8.6

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
8.1
Very good
4,273 reviews
Southwest
8.1
Very good
4,273 reviews

Overall

8.1

Boarding

8.2

Comfort

8.1

Entertainment

7.6

Food

7.1

Crew

8.6

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
7,891 reviews
Southwest
8.1
Very good
4,273 reviews

Overall

8.1

Boarding

8.2

Comfort

8.1

Entertainment

7.6

Food

7.1

Crew

8.6

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
8,608 reviews
Southwest
8.1
Very good
4,273 reviews

Overall

8.1

Boarding

8.2

Comfort

8.1

Entertainment

7.6

Food

7.1

Crew

8.6

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.
JetBlue
7.3
Good
2,922 reviews
Southwest
8.1
Very good
4,273 reviews

Overall

8.1

Boarding

8.2

Comfort

8.1

Entertainment

7.6

Food

7.1

Crew

8.6

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
8.1
Very good
4,273 reviews

Overall

8.1

Boarding

8.2

Comfort

8.1

Entertainment

7.6

Food

7.1

Crew

8.6

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 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 6 daily outbound flights to Kissimmee from 7 different airlines.

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

    $51 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 Frontier and Sun Country Air, with prices starting from $58 and $69, 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 (87%), Southwest (75%) or Sun Country Air (30%) 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 $45. On average you can expect to pay $225. The most popular route, (Milwaukee-Mitchell - Orlando), can usually be booked for $103.

  • 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Milwaukee to Kissimmee

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Fort Lauderdale flights
O'Hare Intl to Miami flights
O'Hare Intl to Orlando flights
Minneapolis to Orlando flights
O'Hare Intl to Fort Myers flights
O'Hare Intl to Tampa flights
Minneapolis to Fort Lauderdale flights
Minneapolis to Fort Myers flights
Minneapolis to Miami flights
O'Hare Intl to West Palm Beach flights
O'Hare Intl to Sarasota flights
Minneapolis to Tampa flights
O'Hare Intl to Jacksonville flights
O'Hare Intl to Panama City flights
O'Hare Intl to Pensacola flights
Milwaukee to Orlando flights
O'Hare Intl to Key West flights
Milwaukee to Fort Lauderdale flights
Milwaukee to Fort Myers flights
Appleton to Orlando flights
Milwaukee to Miami flights
Minneapolis to Sarasota flights
Minneapolis to Valparaiso flights
Minneapolis to Jacksonville flights
O'Hare Intl to Valparaiso flights
Minneapolis to Pensacola flights
Appleton to Tampa flights
Appleton to Orlando Sanford Intl flights
Milwaukee to Tampa flights
Appleton to Fort Myers flights
Appleton to St Petersburg flights
Appleton to Sarasota flights
Minneapolis to West Palm Beach flights
Minneapolis to St Petersburg flights
Appleton to Fort Lauderdale flights
Minneapolis to Panama City flights
Minneapolis to Key West flights
Green Bay to Tampa flights
Madison to Fort Myers flights
O'Hare Intl to Daytona Beach flights
Milwaukee to Key West flights
Milwaukee to Sarasota flights
Green Bay to Orlando flights
Madison to Orlando flights
Milwaukee to Jacksonville flights
O'Hare Intl to St Petersburg flights
Milwaukee to Pensacola flights
Madison to Sarasota flights
Milwaukee to Panama City flights
Appleton to Miami flights

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 March 26, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$70Average$229FlexibilityNo cancel feeOn-time65%
FrontierCheapest$87Average$225FlexibilityNo cancel feeOn-time62%
Sun Country AirCheapest$118Average$258FlexibilityNo cancel feeOn-time83%
United AirlinesCheapest$141Average$446FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$180Average$439FlexibilityNo cancel feeOn-time71%
DeltaCheapest$206Average$417FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$294Average$448FlexibilityNo cancel feeOn-time63%
100% Free
Cheapflights is completely free to use, so you can start saving the moment you arrive.
Book with Flexibility
Our users can plan ahead with confidence and find flights with no change fees
Travel Smart
Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.