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This research compares and contrasts the evolution of smart cities using a comparative analysis based on the Data-Driven Smart City Index. The study includes four important tables: the Digital City Development Index, which shows City D as a model smart city because of its high Infrastructure, Data Utilization, and Connectivity Scores, offers a thorough summary of the development of smart cities. The three components of the Data-Driven Smart City Index are Environmental Sustainability, Governance, and Quality of Life. City D excels in all three areas. The importance of big data analytics, IoT adoption, and open data usage—all of which City D leads—is emphasized in Data Utilization in Digital City Development. Lastly, Connectivity Infrastructure in Digital Cities emphasizes the significance of cutting-edge technology, with City D leading the way in terms of availability of public Wi-Fi, 5G network connectivity, and fiber broadband coverage. These results provide insightful information that will help stakeholders, politicians, and urban planners advance cities into the digital age and improve the quality of life for citizens.