Cheap flights from Milwaukee to Orlando from $49

The cheapest month to fly to Orlando Airport from Milwaukee is in January. Flight prices, which tend to average around $217, are often lower during this time because this is during the off-season. If you aren’t able to travel during the month of January, then book flights to Orlando Airport from Milwaukee during August instead. Flights to Orlando Airport in August, while not as cheap as those in January, still average around $274.

The cheapest day to depart from Milwaukee to Orlando Airport is on a Tuesday. Travelers who choose to depart for Orlando Airport on a Tuesday will often find tickets for as low as $307. The most expensive day to fly to Orlando Airport is Wednesday, with ticket prices averaging around $380.

In the evening is the cheapest time of day to fly from Milwaukee to Orlando Airport when you can find flight prices for as low as $255. Flying to Orlando Airport in the evening is an ideal time because this is during off-peak travel hours. Flights in the morning are often more expensive with an average ticket price of $393.

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

You are more likely to see cheaper flights to Orlando Airport from Milwaukee when booking weeks ahead of your departure date. In general, you can expect to find flights to Orlando Airport for around $335 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Orlando Airport from Milwaukee for as low as $229 on momondo.

There is only 1 cabin class available to choose from on Milwaukee to Orlando Airport 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 Airport from Milwaukee according to our data. Frontier is the first choice among our users, with 30% of people opting to fly with this airline when traveling to Orlando Airport. Keep in mind that there are 8 different airlines that fly to Orlando Airport 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 141 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.

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

According to our data, Spirit Airlines have had the least number of delays on this route over the last 12 months; with about 13% of their flights experiencing any sort of delay.

Atlanta (ATL) was the most common stop: 75% of momondo users choosing 1-stop flights on this route connected there.

Flights via Charlotte (CLT) offer the lowest average round-trip price of $428.

Flights connecting via Charlotte (CLT) have the shortest average one-way travel time: 4h 17m.

Charlotte (CLT) has the shortest average layover time for this route: 0h 30m.

As of June 2026, 2 flights take off from Milwaukee and land in Orlando Airport each day. The most common flight departure time for this route is 12:00PM, with 40% of daily flights taking off in the afternoon.

The number of flights available between Milwaukee and Orlando Airport is 18 per week as of June 2026. The most frequent departure day is Tue, with 28% of weekly flights leaving on this day.