The fair place to meet is Cleveland, OH — the city closest to the midpoint of Detroit and Pittsburgh. From the farther side that’s about 2 hr 52 min of driving.
Recommended midpoint
Cleveland, OH
From Detroit
2 hr 15 min
90 mi to Cleveland
From Pittsburgh
2 hr 52 min
115 mi to Cleveland
Detroit has the shorter trip; the split is off by about 37 min. The alternatives below can even it out. Detroit and Pittsburgh are about 205 miles apart.
Detroit and Pittsburgh are about 205 miles apart by road. Split the difference and you arrive near Cleveland, the city closest to the halfway point between them. That puts roughly 2 hr 15 min of driving on the Detroit side and 2 hr 52 min on the Pittsburgh side — the fairest single meeting point among the cities near the middle.
At this range, Cleveland works for a same-day meetup: close enough from both Detroit and Pittsburgh to meet for lunch or an afternoon and still be home by evening.
If Cleveland doesn't have what you're after, Columbus and Buffalo are also close to the midpoint and worth a look — each keeps the drive reasonably balanced between Detroit and Pittsburgh.
Cleveland is a city in the U.S. state of Ohio and the county seat of Cuyahoga County. Located along the southern shore of Lake Erie, it is situated across the lake from Ontario, Canada, and is approximately 60 miles west of the Ohio–Pennsylvania state line. Read more →
Detroit is the most populous city in the U.S. state of Michigan. It is situated on the bank of the Detroit River across from the Canadian city of Windsor, Ontario. It is the 26th-most populous city in the United States and the largest U.S. Read more →
Pittsburgh is a city in Allegheny County, Pennsylvania, United States, and its county seat. 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.