The fair place to meet is Indianapolis, IN — the city closest to the midpoint of Cleveland and Oklahoma City. From the farther side that’s about 14 hr 26 min of driving.
Recommended midpoint
Indianapolis, IN
From Cleveland
5 hr 31 min
263 mi to Indianapolis
From Oklahoma City
14 hr 26 min
688 mi to Indianapolis
Cleveland has the shorter trip; the split is off by about 8 hr 55 min. The alternatives below can even it out. Cleveland and Oklahoma City are about 950 miles apart.
Cleveland and Oklahoma City are about 950 miles apart by road. Split the difference and you arrive near Indianapolis, the city closest to the halfway point between them. That puts roughly 5 hr 31 min of driving on the Cleveland side and 14 hr 26 min on the Oklahoma City 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. Indianapolis still makes a fair, central place for Cleveland and Oklahoma City to converge, splitting the travel instead of asking one side to cross the country.
If Indianapolis doesn't have what you're after, Louisville and Nashville are also close to the midpoint and worth a look — each keeps the drive reasonably balanced between Cleveland and Oklahoma City.
Indianapolis, colloquially known as Indy, is the capital and most populous city of the U.S. state of Indiana and the county seat of Marion County. Indianapolis is situated in the state's central till plain region along the west fork of the White River. Read more →
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 →
Oklahoma City, often shortened to OKC, is the capital and most populous city in the U.S. state of Oklahoma. It is the 21st-most populous U.S. city and 8th largest in the Southern United States, with a population of 681,054 at the 2020 census. 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.