The fair place to meet is Chicago, IL — the city closest to the midpoint of Omaha and Pittsburgh. From the farther side that’s about 9 hr 3 min of driving.
Recommended midpoint
Chicago, IL
From Omaha
9 hr 3 min
431 mi to Chicago
From Pittsburgh
8 hr 35 min
409 mi to Chicago
Pittsburgh has the shorter trip; the split is off by about 28 min. The alternatives below can even it out. Omaha and Pittsburgh are about 834 miles apart.
Omaha and Pittsburgh are about 834 miles apart by road. Split the difference and you arrive near Chicago, the city closest to the halfway point between them. That puts roughly 9 hr 3 min of driving on the Omaha side and 8 hr 35 min on the Pittsburgh side — the fairest single meeting point among the cities near the middle.
Over this distance most people will fly rather than drive the whole way. Chicago still makes a fair, central place for Omaha and Pittsburgh to converge, splitting the travel instead of asking one side to cross the country.
If Chicago doesn't have what you're after, Indianapolis and Milwaukee are also close to the midpoint and worth a look — each keeps the drive reasonably balanced between Omaha and Pittsburgh.
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 →
Omaha is the most populous city in the U.S. state of Nebraska. It is located in the Midwestern United States along the Missouri River, about 10 mi (15 km) north of the mouth of the Platte River. 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.