One of the main problems of highly urbanized areas is progressively degrading land. This process is mainly caused by the closure of enterprises that have failed to adapt to the realities of the economy and the lack of investment. Post-industrial areas are usually large, diverse, and polluted complexes that may have historical and locational value. Currently, there is a growing interest among European city authorities in this type of land, which can be revitalized to create, i.e., leisure and recreation areas. The need to preserve cultural values, while adapting the space to the new reality, requires verification of risk factors affecting the urban regeneration process. In this article, the authors attempt to create a ranking of the risk factors of post-industrial area urban regeneration. A statistical analysis was conducted preceded by the collection of data in the form of assessments of the probability and severity of the identified urban regeneration risk factors. This ranking was created to identify the key factors for urban regeneration risk estimation. The analysis conducted revealed that the most significant urban regeneration risk factors are related to, i.e., poor technical condition of buildings and structures, environmental degradation, as well as logistical problems.