This thesis delves into the transformative journey of the motorway industry in Italy, spanning the years from 1992 to 2023. Substantial regulatory changes, widespread privatization, and significant technical advancements mark this period. The primary aim of this study is to examine how these factors have collectively influenced the industry's performance and evolution. Employing a mixed-methods approach, this research integrates both qualitative and quantitative data. Data collection was primarily conducted through an exhaustive review of AISCAT documents and the annual balance sheets of motorway companies. The gathered data was meticulously analyzed using advanced econometric software, ensuring robust and precise estimations. The core of the analysis is built upon an original dataset encompassing Italian motorway concessionaires.