Direct flights from Milwaukee to Chicago
All flights from MKE to MDW non-stop. There are direct flights from General Mitchell International (MKE), Wisconsin, USA to Chicago Midway International (MDW), Illinois, USA with Southwest Airlines. 14 weekly departures are currently scheduled on this route. Departure times range from 05:25 to 18:40 depending on the schedule period. The flight distance is 81 miles (130 km). Flight time ranges from 45 minutes to 1 hour and 5 minutes.
Flight schedule from Milwaukee to Chicago with Southwest Airlines
This is a weekly direct flight schedule for Southwest Airlines. Use the arrows or click on the date to change week. Click on any flight departure time to show more information and check availability.
Flight
The timetable & schedule information was updated at 2026-07-13
Milwaukee to Chicago scheduled departures
Select a date to see every published non-stop departure between MKE and MDW.
MKE - MDW route facts
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Distance81 miles (130 km)
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Flight time45 minutes to 1 hour and 5 minutes
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Airline
Southwest -
Airline alliancesLow-cost carrier
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CabinsEconomy
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AircraftBoeing 737MAX 8 Passenger, Boeing 737-800 (winglets) Passenger/BBJ2 and Boeing 737-700 Passenger (Scimitar Winglets)
Route FAQ
Direct flights from Milwaukee to IL, USA
From Milwaukee to Chicago
ORD Chicago O Hare International
