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

$44 is the cheapest one-way deal found within the past few days, from Frontier. You may also be able to find cheap deals on American Airlines and Sun Country Air, with prices starting from $79 and $99, respectively.

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.

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).

What are the cheapest flights from Milwaukee to Kissimmee?

The cheapest flight price from Milwaukee to Kissimmee is $69. On average you can expect to pay $321. The most popular route, (Milwaukee-Mitchell - Orlando), can usually be booked for $227.

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 (86%), Volaris (86%) or Southwest (66%) as they are the most reliable in getting you off to your destination on time.

What are the most popular airlines that fly from Milwaukee to Kissimmee?

Frontier, Southwest and Delta are the most popular airlines when flying from Milwaukee to Kissimmee.

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 is 1 daily outbound flight to Kissimmee from 6 different airlines.

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.

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Cheapflights Tip: The best prices from Milwaukee-Mitchell to Kissimmee are usually found in January or February, booked 22 days in advance, depart on a Tuesday or Thursday and return on a Wednesday

Find flight deals from Milwaukee to Kissimmee

Most accurate provider	FlightHub 3 stars
Most trusted provider	FlightHub 3 stars
Popular in	June
Cheapest in	January
Average price	$371

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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Highest demand for flights based on searches. 6% potential increase in price ($25 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 October 2026

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Cheapflights Insights

Everything you need to know about your flight from Milwaukee to Kissimmee

What is the cheapest time of day to fly from MKE to K1S?

It’s typically best to fly out from Milwaukee to Kissimmee in the afternoon. Doing so could potentially save you 21% on the flight price compared to flying in the morning, which is usually more expensive.

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

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

Reviews of airlines servicing Kissimmee

Read reviews from past customers who have flown Southwest,Delta, andAmerican Airlines 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

7.9

Good

4,223 reviews

Reviews

1 / 20

8.0

Excellent

Patricia,Oct 2026

DAL - TPA

I love flying southwest, Both flights were packed full full - so not room for all carry one and bags had to be checked but still good flights.

Southwest

7.9

Good

4,223 reviews

Southwest

7.9

Good

4,223 reviews

Reviews

1 / 20

8.0

Excellent

Patricia,Oct 2026

DAL - TPA

I love flying southwest, Both flights were packed full full - so not room for all carry one and bags had to be checked but still good flights.

Delta

7.8

Good

8,680 reviews

Southwest

7.9

Good

4,223 reviews

Reviews

1 / 20

8.0

Excellent

Patricia,Oct 2026

DAL - TPA

I love flying southwest, Both flights were packed full full - so not room for all carry one and bags had to be checked but still good flights.

American Airlines

7.0

Good

12,193 reviews

Southwest

7.9

Good

4,223 reviews

Reviews

1 / 20

8.0

Excellent

Patricia,Oct 2026

DAL - TPA

I love flying southwest, Both flights were packed full full - so not room for all carry one and bags had to be checked but still good flights.

Sun Country Air

6.7

Okay

308 reviews

Southwest

7.9

Good

4,223 reviews

Reviews

1 / 20

8.0

Excellent

Patricia,Oct 2026

DAL - TPA

I love flying southwest, Both flights were packed full full - so not room for all carry one and bags had to be checked but still good flights.

Frontier

5.5

Fair

2,518 reviews

Southwest

7.9

Good

4,223 reviews

Reviews

1 / 20

8.0

Excellent

Patricia,Oct 2026

DAL - TPA

I love flying southwest, Both flights were packed full full - so not room for all carry one and bags had to be checked but still good flights.

Related info for your journey

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 is 1 daily outbound flight to Kissimmee from 6 different airlines.
What are the cheapest airlines to fly from Milwaukee to Kissimmee one-way?
$44 is the cheapest one-way deal found within the past few days, from Frontier. You may also be able to find cheap deals on American Airlines and Sun Country Air, with prices starting from $79 and $99, 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 (86%), Volaris (86%) or Southwest (66%) 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 $69. On average you can expect to pay $321. The most popular route, (Milwaukee-Mitchell - Orlando), can usually be booked for $227.
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.

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Top 6 airlines flying from Milwaukee to Kissimmee

Airline	Cheapest	Average	Flexibility	On-time
Frontier	Cheapest$83	Average$238	FlexibilityNo cancel fee	On-time62%
Delta	Cheapest$108	Average$481	FlexibilityNo cancel fee	On-timeN/A
Sun Country Air	Cheapest$108	Average$290	FlexibilityNo cancel fee	On-time83%
American Airlines	Cheapest$194	Average$407	FlexibilityNo cancel fee	On-time71%
United Airlines	Cheapest$220	Average$451	FlexibilityNo cancel fee	On-time69%
Southwest	Cheapest$255	Average$456	FlexibilityNo cancel fee	On-time63%

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Cheap flights from Milwaukee (MKE) to Kissimmee, FL

Find cheap flights from Milwaukee to Kissimmee with Cheapflights

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2. Select your favorite providers

3. Compare prices and book

Find flight deals from Milwaukee to Kissimmee

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Popular in

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Cheapflights Insights

What is the cheapest time of day to fly from MKE to K1S?

It’s typically best to fly out from Milwaukee to Kissimmee in the afternoon. Doing so could potentially save you 21% on the flight price compared to flying in the morning, which is usually more expensive.

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

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

Reviews of airlines servicing Kissimmee

Read reviews from past customers who have flown Southwest,Delta, andAmerican Airlines 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.

Related info for your journey

What airport do you fly from for flights from Milwaukee to Kissimmee?

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

What are the most reliable airlines from Milwaukee to Kissimmee?

What are the cheapest flights from Milwaukee to Kissimmee?

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

How can I find direct flights from Milwaukee to Kissimmee?

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

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

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Complete your trip

Complete your trip to Kissimmee by adding a car rental and/or hotel reservation to your travel itinerary.

Search flights from Milwaukee to Kissimmee by cabin class

Find flights from Milwaukee to Kissimmee, based on your preferred cabin class, be it economy, premium economy, business, or first class.

Milwaukee and Kissimmee flights

Browse other Milwaukee and Kissimmee flight options. Last updated on October 26, 2026.

Other flights from Milwaukee

Browse through other flights departing from Milwaukee. Flights are based on user searches made on Cheapflights and were last updated on October 26, 2026.

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Top 6 airlines flying from Milwaukee to Kissimmee

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