Cheap flights from Milwaukee to Orlando from $53

The month of January is, on average, the cheapest month to fly to Orlando from Milwaukee, with most prices found around $214. If you’re not able to fly to Orlando in January, then February is your next best option. Flight prices from Milwaukee to Orlando during February average around $283.

Our data shows that Tuesday is the least expensive day to fly to Orlando. Tickets to fly out on this day can be as low as $305. On the other hand, Wednesday is the most expensive day to depart from Milwaukee because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $380.

The cheapest time of day to fly to Orlando is in the evening when flights can be purchased for as low as $255. In contrast, the most expensive time of day to depart to Orlando is in the morning when prices are around $390.

Fly from Milwaukee-Mitchell to Orlando for the best Milwaukee-Mitchell - Orlando flight prices

You are more likely to see cheaper flights to Orlando from Milwaukee when booking weeks ahead of your departure date. In general, you can expect to find flights to Orlando for around $348 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Orlando from Milwaukee for as low as $237 on momondo.

There are 4 cabin classes available to choose from on Milwaukee to Orlando flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Southwest and Delta are the most popular carriers operating from Milwaukee-Mitchell to Orlando

Frontier, United Airlines and American Airlines are the top three most popular airlines that fly to Orlando from Milwaukee according to our data. Frontier is the first choice among our users, with 31% of people opting to fly with this airline when traveling to Orlando. Keep in mind that there are 8 different airlines that fly to Orlando on a routine basis, so you have a few additional options to choose from.

Historically, on average around 15% of flights between Milwaukee and Orlando have experienced a delay on any given week. The average delay length over the past 12 months has been 140 minutes.

Generally, flights departing at night tend to experience fewer delays. Flights in the evening have, in the past, seen delays more frequently in comparison.

Tuesday is statistically the day of the week which experiences the fewest number of delays on this flight route. Sunday has historically seen more delays on average compared to the rest of the week.

According to our data, Southwest have had the least number of delays on this route over the last 12 months; with about 14% of their flights experiencing any sort of delay.

Atlanta (ATL) was the most common stop: 71% of momondo users choosing 1-stop flights on this route connected there.

Flights via Charlotte (CLT) offer the lowest average round-trip price of $218.

Flights connecting via Charlotte (CLT) have the shortest average one-way travel time: 4h 20m.

Atlanta (ATL) has the shortest average layover time for this route: 1h 04m.

As of August 2026, there are 2 flights per day flying from Milwaukee to Orlando. The most common time of day flights depart is 1:00PM, with 38% of flights taking off in the afternoon.

As of August 2026, there are 18 flights per week flying from Milwaukee to Orlando. The most common day of the week flights depart is Sun, with 28% of flights taking off on this day.