The observed direct connection between General Mitchell International Airport (MKE) and Chicago Midway International Airport (MDW) covers approximately 81 mi. The estimated flight time is around 40m. Delta Air Lines and Southwest Airlines have been observed on this connection in the available route data.
Frequently asked questions about this route
How far is Milwaukee from Chicago by air?
The great-circle distance between General Mitchell International Airport and Chicago Midway International Airport is approximately 81 mi.
How long is the flight from Milwaukee to Chicago?
Based on the distance, the estimated flight time is about 40m. This is an estimate, not a schedule.
Is there a direct connection from Milwaukee to Chicago?
Yes, a direct connection between MKE and MDW has been observed in our route data.
Which airlines have been observed on this route?
In the available route data: Delta Air Lines and Southwest Airlines.
How often is there a flight from Milwaukee to Chicago?
On average around 2 flights a day, measured over twelve months (October 2025 to September 2026) in the flight archive, with 625 observed flights. Mainly Southwest Airlines, Delta Air Lines. That is an observation, not a timetable.
What is the current time difference between Milwaukee and Chicago?
Same local time in Milwaukee and Chicago.
Where this data comes from
The route data comes from the flight archive (ADS-B, adsb.lol): which connections actually flew over the last twelve full months and who flew them, combined with our own airport, runway, and airline datasets. It is reference data about observed routes - not a current timetable and no claim about bookability.
The frequency and aircraft on this page come from the flight archive (ADS-B, 12 months, October 2025 to September 2026), summarized per route per month. We do not see every flight, so it is a floor, not a count.