Integrated information systems in sports have the potential to improve the efficiency of data management and support the managers’ decision-making. However, this implementation faces challenges such as inefficiency, data duplicity, and time demands. This study represents a comparative analysis of sports information systems’ implementation in four countries—Slovakia, Czech Republic, England, and Denmark. The originality of this study stems from the fact that there is currently no research background examining this issue to the same extent. This study’s methodology focuses on the identification of the benefits and challenges occurring while implementing sports information systems and performing data management and analysis. This study also focuses on the potential of these systems to support managerial decision-making in this area. Data were collected from national sports databases and other relevant sources. Verification of the hypotheses showed that the implementation of sports information systems in Slovakia is inefficient in terms of costs and technology. Nevertheless, the systems that were implemented support managerial decision-making and their success is comparable to other EU countries within the aspects studied. Following the results, the main recommendation is to ensure transparency, automation, and strategic planning in the implementation of sports information systems. Future research directions include ethical and legal issues related to the utilization of technology in sports and the improvement of the user experience.