The goal of this research is to develop a tool that employs intelligent technologies to
capture the patterns of urban change driven by a diverse set of context factors. Data
mining provides opportunities and knowledge embedded in the urban structure, which
complement and extend the data previously obtained with other approaches. A case
study is in place to investigate the modeling and predictive capabilities of the tool. A
number of simulations have revealed distinctive local patterns of urban change in the city
of Skopje, shaped by local urban spatial and institutional structures. This study shows the
possibilities of intelligent technologies in the interpretation of the historical evidence of
urban development and better understanding of the urban phenomenon.