The article is devoted to the study of spatial planning structures of cities on the basis of configuration analysis of the network of public spaces. The authors propose a research methodology based on the methods of spatial analysis and syntax, which identified the basic theoretical models of public space: a) centric; b) linear-axial; differing in the nature of spatial connections and social content. The analysis of the city center of Kyiv showed that the structure of its public spaces changed - from a linear axial, typical of ancient Russian cities, to a radial-circular, with a gradual departure from the Dnieper. During the twentieth century, Kyiv was constantly losing pedestrian public spaces. A comparative spatial analysis of the central squares of Kyiv found that they are accessible, but not pedestrian-friendly. Today, they are essentially transport interchanges. The authors have identified significant potential for unused areas that can be turned into attractive public spaces. Given the importance of public space as a carrier of identity and social function, identified the need to consider it as part of the historical and cultural heritage and cultural landscape of the city as a whole. Public spaces should form an integral, continuous pedestrian network that connects the main squares, recreation areas, cultural and memorial sites. It is possible to return the pedestrian function to the center by organizing, in particular, transport tunnels - on the European Square, on St. Michael's, etc. The authors provide examples of possible areas of urban regeneration of the historic city center.