This paper presents a self-organizing method for reconstruction of complex groove of milling insert. The local rule of Cellular Automata is proposed to design and optimize the groove of milling insert. The states of cells are modified according to the local rule applied. The state of the entire system is updated based on the state of the cell and its neighboring cell, and these cells’ states define the state of the entire domain, and the groove can be reconstructed. The reconstructed groove is tested by a FEM simulation. The simulation results show that the reconstructed groove has a satisfied performance on the stress field and temperature field.