In recent years, we have witnessed the emergence of the implementation and integration of significant working solutions in transportation, especially within the smart city concept. A lot of cities in Europe and around the world support this initiative of making their cities smarter for enhanced mobility and a sustainable environment. In this paper, we present a case study of Tartu city, where we developed and designed a daily real-time system for extracting and performing a modal split analysis. Our web-based platform relied on an optimization approach for calibrating our simulation in order to perform the analysis with the use of real data streams from IoT devices installed around the city. The results obtained from our system demonstrated acceptable performance versus the quality of the available data source. In addition, our platform provides downloadable OD matrices for each mode of mobility for the community.