The fair place to meet is Chicago, IL — the city closest to the midpoint of Milwaukee and Minneapolis. From the farther side that’s about 7 hr 26 min of driving.
Recommended midpoint
Chicago, IL
From Milwaukee
2 hr 2 min
81 mi to Chicago
From Minneapolis
7 hr 26 min
355 mi to Chicago
Milwaukee has the shorter trip; the split is off by about 5 hr 24 min. The alternatives below can even it out. Milwaukee and Minneapolis are about 298 miles apart.
Milwaukee and Minneapolis are about 298 miles apart by road. Split the difference and you arrive near Chicago, the city closest to the halfway point between them. That puts roughly 2 hr 2 min of driving on the Milwaukee side and 7 hr 26 min on the Minneapolis side — the fairest single meeting point among the cities near the middle.
At this range, Chicago works for a same-day meetup: close enough from both Milwaukee and Minneapolis to meet for lunch or an afternoon and still be home by evening.
If Chicago doesn't have what you're after, Omaha and Indianapolis are also close to the midpoint and worth a look — each keeps the drive reasonably balanced between Milwaukee and Minneapolis.
Chicago is the most populous city in the U.S. state of Illinois and in the Midwestern United States. Located on the western shore of Lake Michigan, it is the third-most populous city in the United States, with a population of 2.74 million at the 2020 census. Read more →
Milwaukee is the most populous city in the U.S. state of Wisconsin. It is located on the western shore of Lake Michigan at the confluence of the Milwaukee, Menomonee, and Kinnickinnic Rivers. Read more →
Minneapolis is a city in Hennepin County, Minnesota, United States, and its county seat. With a population of 429,954 as of the 2020 census, it is the state's most populous city. Read more →
City descriptions adapted from Wikipedia (CC BY-SA); photos via Wikimedia Commons, credited above.
Estimates use straight-line distance and typical road speeds; real drive times vary with route and traffic.