Cloud computing has recently become a popular information technology in China. Several China’s enterprises tend to move from client/server enterprise information systems (EISs) to cloud EISs. However, few studies have addressed the switching issues. This study aims to investigate factors that affect switching behavior from client/server EISs to cloud EISs. The research model draws from technology-organization-environment framework. We collected data from top managers and owners of China’s enterprises to analyze six hypotheses. The results show that technological context (perceived security and compatibility), and environmental context (supplier support and consultant support) significantly influence switching behavior. The findings are useful for understanding switching issues from client/server EISs to cloud EISs.