Its depends what road you get , But if you go straight passing for Pennsylvania then the city half way should be Mckeesport or Pittsburgh located in Pennsylvania
Cleveland
temperance, mi
Unionville, PA
Charleston, West Virginia is the best answer if you are looking for a big city. It is 1 hour and 40 miles closer to Cleveland, OH than to Durham, NC.
Mansfield, OH
North Royalton, OH (a suburb of Cleveland)
lexington ky
Dunkirk NY or Fredonia NY are as close as it gets to a halfway point. The closest large city to the halfway point would be Buffalo NY or Eerie PA. Have fun!
La Porte, IN
Charleston, West Virginia
Mount Hope, WV
Middletown, OH