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Milwaukee is about 85 miles farther away then Chicago.
st louis to milwaukee
st louis to milwaukee
st louis to milwaukee
st louis to milwaukee
st louis to milwaukee
st louis to milwaukee
It is 384 miles according to Google Maps.
St. Louis to Miami is much longer.
By road, the trip from St. Louis to Miami (about 1217 miles) is more than three times as long as the trip to Milwaukee (only about 383 miles).
The driving distance from Saint Louis, Missouri to Milwaukee, Wisconsin is 373 miles and about 5 hours 40 minutes of driving.
Maybe two days or three days.