Industry 4.0 is a new concept, thus risk assessment is necessary. Several risk assessment methods for Industrial Control System (ICS) and Industry 4.0 have been proposed, however, it is difficult to identify impacts on the physical world caused by cyber attacks against ICS since many of these are based on tabletop analysis or software simulations. Therefore, we focus on the risk assessment using actual machines (ICS testbed) which can help to solve the above problems. In Industry 4.0, autonomous judgment and execution are required for the cyber-physical system, it is based on information exchange using Artificial Intelligence (AI) and cloud technologies. In this research, we evaluate cyber risks through attacks against ICS with AI and cloud using ICS testbed. The proposed method can clarify cyber risks and impacts on the real world, and corresponding countermeasures.