The characteristics of stress distribution and fatigue life have been investigated in the road mower head system using FEM(Finite Element Method). There is high stress distribution around the coupling part with non-uniform load from the irregular road surface. Maximum equivalent stress especially occurs in the fixed plate and the pillar of the head device with maximum deformation at the rotation axis frame of the mower system. Fatigue life tests were also performed with SAE bracket history, SAE transmission, and sample history conditions. SAE bracket history and SAE transmission predicted the possibility of high damage while Sample history showed a stable trend. These results will be applicable in optimal design for various systems equipped with mower head system.