The fair place to meet is Detroit, MI — the city closest to the midpoint of Boston and Omaha. From the farther side that’s about 14 hr of driving.
Recommended midpoint
Detroit, MI
From Boston
12 hr 49 min
612 mi to Detroit
From Omaha
14 hr
667 mi to Detroit
Boston has the shorter trip; the split is off by about 1 hr 11 min. The alternatives below can even it out. Boston and Omaha are about 1,279 miles apart.
Boston and Omaha are about 1,279 miles apart by road. Split the difference and you arrive near Detroit, the city closest to the halfway point between them. That puts roughly 12 hr 49 min of driving on the Boston side and 14 hr on the Omaha 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. Detroit still makes a fair, central place for Boston and Omaha to converge, splitting the travel instead of asking one side to cross the country.
If Detroit doesn't have what you're after, Cleveland and Columbus are also close to the midpoint and worth a look — each keeps the drive reasonably balanced between Boston and Omaha.
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 →
Boston is the capital and most populous city of the U.S. state of Massachusetts. It serves as a cultural and financial center of New England, a region of the Northeastern United States. 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 →
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.