The organizational errors of Syrian urban planning have been a major cause of the escalation of the Syrian crisis and its continuation. Syrian cities, including Damascus and its environs, have suffered from the fragility of social security, which is manifested in the form of cohesive human groups in closed communities, influenced by religion, culture, family, class, place of origin of the population, occupation, etc. This article examines the fragility of security during the crisis of 2011–18, with the aim of clarifying the impact of the organizational problems and the processing delay that has generated social security fragility because these closed communities are looking for their own security and safety outside the control of local administrations. The article proposes that the inherent fragility of security in Damascus and its environs should be associated with poverty, organizational errors and slums as a model for the fragility of all Syrian cities.