The relationships between planning and performance of road construction in Okayama city are discussed from a viewpoint of the leading systems of city planning. In City Planning with the Act in 1919, the Local Committee of City Planning had the right of permission of the planning. However, the planners of the road construction were the technocrats belonging to the Okayama City Bureau and Okayama Prefecture. And the fundamental issues were decided in the City Assembly without National subsidy. Roads around the city area were constructed independently with the City Planning. The purpose of the City Planning in Okayama city that become “Industrial City” was not performed conclusively.