Enjoy free snacks and non-alcoholic beverages, plus a free drink on special occasions.
Southwest offers free messaging and high-speed Wi-Fi for a fee on most flights.

Most accurate provider | CheapOair 3 stars |
|---|---|
Most trusted provider | CheapOair 3 stars |
Round-trip from | $115 (Kiwi.com) |
One-way from | $40 (Priceline) |
Popular in | October |
Cheapest in | January |
Average price | $338 |
Good round-trip deal | $163 or less |
Good one-way deal | $71 or less |
Fly from
Fly to
Route
Depart
Return
Price
MilwaukeeOrlando
MKE - MCO
MKEMCO
Milwaukee-Mitchell
Wed 1/7
5:30 am-10:55 am
1 stop4h 25m
Orlando
Wed 1/7
4:20 pm-7:58 pm
1 stop4h 38m
MilwaukeeOrlando
MKE - MCO
MKEMCO
Milwaukee-Mitchell
Sat 1/17
9:28 am-5:10 pm
1 stop6h 42m
Orlando
Wed 1/21
4:20 pm-7:57 pm
1 stop4h 37m
MilwaukeeOrlando
MKE - MCO
MKEMCO
Milwaukee-Mitchell
Wed 2/4
11:29 am-7:36 pm
1 stop7h 07m
Orlando
Sat 2/7
6:15 pm-10:56 pm
1 stop5h 41m
MilwaukeeOrlando
MKE - MCO
MKEMCO
Milwaukee-Mitchell
Tue 1/27
4:00 pm-10:00 pm
1 stop5h 00m
Orlando
Thu 1/29
8:15 pm-10:15 pm
Nonstop3h 00m
MilwaukeeOrlando
MKE - MCO
MKEMCO
Milwaukee-Mitchell
Thu 1/29
1:18 pm-9:31 pm
1 stop7h 13m
Orlando
Mon 2/2
7:50 pm-11:46 pm
1 stop4h 56m
MilwaukeeOrlando
MKE - MCO
MKEMCO
Milwaukee-Mitchell
Thu 1/8
5:33 pm-12:03 am
1 stop5h 30m
Orlando
Sat 1/10
6:00 am-12:48 pm
1 stop7h 48m
MilwaukeeOrlando
MKE - MCO
MKEMCO
Milwaukee-Mitchell
Thu 1/15
5:33 pm-11:04 pm
1 stop4h 31m
Orlando
Wed 1/21
7:50 pm-11:46 pm
1 stop4h 56m
MilwaukeeOrlando
MKE - MCO
MKEMCO
Milwaukee-Mitchell
Sun 1/11
3:10 pm-10:50 pm
1 stop6h 40m
Orlando
Thu 1/15
8:50 am-10:45 am
Nonstop2h 55m
MilwaukeeOrlando
MKE - MCO
MKEMCO
Milwaukee-Mitchell
Tue 1/6
6:35 am-1:30 pm
1 stop5h 55m
Orlando
Fri 1/9
2:15 pm-9:10 pm
2 stops7h 55m
MilwaukeeOrlando
MKE - MCO
MKEMCO
Milwaukee-Mitchell
Sat 2/21
5:00 am-12:40 pm
1 stop6h 40m
Orlando
Fri 2/27
7:18 am-12:35 pm
1 stop6h 17m
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*1 star | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*2 stars | |
| Price Accuracy- | Trust Score*1 star | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy1 star | Trust Score*3 stars |
The best time to book flights from Milwaukee to Orlando is 78 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.
Currently, January is the cheapest month in which you can book a flight from Milwaukee to Orlando (average of $59). Flying from Milwaukee to Orlando in June is currently the most expensive (average of $111). 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.
A simple way to save on the total cost of your ticket is to fly from Milwaukee to Orlando in the evening. If you’re flexible enough to do this you can expect to save up to 31% on your trip compared to booking a flight in the afternoon.
Travelers seeking maximum savings on their Milwaukee to Orlando flight should consider departing on Saturday mornings 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.
Chicago (ORD) – chosen by Cheapflights users on 50% of 1-stop itineraries from Milwaukee to Orlando on Cheapflights.
St. Louis (STL) is the most affordable 1-stop option, with an average round-trip price of $434.
Flights via St. Louis (STL) have the shortest average one-way travel time for 1-stop routes: 4h 40m.
Flights via St. Louis (STL) offer the fastest connection on this route, with an average layover time of 0h 50m.
About 13% of weekly flights between Milwaukee and Orlando have experienced delays in the past year, with the average delay time being 144 minutes.
Historically, flights departing at night are less likely to be delayed, whereas flights leaving in the evening tend to experience delays more often.
Tuesday tends to have the lowest number of delays on this route, whereas Monday has historically faced a higher average of delays compared to other days of the week.
Over the last year, Spirit Airlines have had the lowest number of delays on this route, with just 12% of flights being delayed.
Entertainment
Food
Overall
Comfort
Boarding
Crew
Reviews
Thomas,Dec 2025
SEA - DEN
Entertainment
Food
Overall
Comfort
Boarding
Crew
Reviews
Thomas,Dec 2025
SEA - DEN
Entertainment
Food
Overall
Comfort
Boarding
Crew
Reviews
Thomas,Dec 2025
SEA - DEN
Entertainment
Food
Overall
Comfort
Boarding
Crew
Reviews
Thomas,Dec 2025
SEA - DEN
Entertainment
Food
Overall
Comfort
Boarding
Crew
Reviews
Thomas,Dec 2025
SEA - DEN
Entertainment
Food
Overall
Comfort
Boarding
Crew
Reviews
Thomas,Dec 2025
SEA - DEN
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$97 | Average$237 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$98 | Average$184 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$138 | Average$277 | FlexibilityNo cancel fee | On-time83% | |
| Cheapest$150 | Average$452 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$232 | Average$498 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$236 | Average$445 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$259 | Average$432 | FlexibilityNo cancel fee | On-time63% |