Abstract: This article presents the principles of semiotic approach towards examination of the space of a city. The goal of this research implies semiotic analysis of city as a system, which consists in establishment of its conceptual meanings and essences. The characteristic of certain parameters of a city is realized in the context of semiosis of sign system of the urbosphere. Semiotic features of a city, identified sue to determination of the parameters of its concept, structure, and substrate, allowed depicting city as a system with inherent qualities of an open, dialogical, functional and mobile space, autonomous existence, holistic perception of the internal and external purposes, structural conglomerate of environmental components, sustainable development, temporal definition of the existence of a city. Systemic analysis reveals the relevant trends of philosophical cognition of a city in the questions of social relations in city environment, as well as the multiplicity of elements of the substrate state of a city.