This study integrates web quality (system quality, information quality, and service quality), customization, and playfulness into D&M model to explore the critical success factors of online shopping. An online questionnaire survey was conducted (n=578). The findings demonstrate that web quality has significantly positive influences on usage intention and user satisfaction. Furthermore, web quality and customization both have significantly positive influences on playfulness. Finally, playfulness determines online customers’ usage intention and user satisfaction. The implications of proposed online shopping success model are discussed.