Milwaukee (MKE) to Chicago (MDW) flights
One airline flies nonstop from Milwaukee (MKE) to Chicago (MDW): Southwest Airlines. The two airports are 81 miles (130 km) apart. There are also 5 ways to fly it with one stop, through Detroit, Saint Louis and Minneapolis and more.
Airlines flying nonstop from MKE to MDW
- Southwest AirlinesNot in an allianceWho books it

MKE to MDW with one stop
5 connections, most direct first. 2-stop routings and flight times are in Routes with Pro.
- Via Detroit (DTW)Delta Air Lines the whole way



- Via Saint Louis (STL)Southwest Airlines the whole way


- Via Minneapolis (MSP)Delta Air Lines the whole way




- Via Kansas City (MCI)Southwest Airlines the whole way


- Via Nashville (BNA)Southwest Airlines the whole way


MKE to MDW: common questions
Which airlines fly nonstop from MKE to MDW?
Southwest Airlines flies nonstop from Milwaukee (MKE) to Chicago (MDW).
How far is Milwaukee from Chicago by plane?
Milwaukee (MKE) and Chicago (MDW) are 81 miles (130 km) apart along the great circle, the shortest path a flight can take. Connections add distance on top.
How many miles does MKE to MDW cost?
It depends on the program: each prices the route from its own chart or dynamically. The Award Flight Pricer compares 30+ programs for MKE to MDW with taxes and fees.
Where can I connect between Milwaukee and Chicago?
The most direct connections are through Detroit (DTW), Saint Louis (STL), Minneapolis (MSP), Kansas City (MCI) and Nashville (BNA). On 5 of them the same airline flies both flights, for example Delta Air Lines through Detroit.
More routes
Routes are scheduled nonstop flights. The route data is refreshed monthly; this list was last checked November 11, 2026. Seasonal routes and new launches can be missing or end early, so confirm with the airline before you book. Distances are great-circle, the shortest path between the two airports.