Urban areas play a crucial role in sustainable development, as they concentrate both wealth and population while increasingly facing vulnerability to climate change. To align with the United Nations’ 2030 Agenda, enhancing urban resilience through ecosystem restoration has become one of the priorities. In this regard, Ecosystem Services (ES) offer key ecological, social, and economic benefits, with regulating services playing a critical role in mitigating climate-related risks. Concurrently, Space Syntax (SS) provides tools for understanding how urban spatial configurations influence human movement and exposure to environmental hazards. By analyzing spatial accessibility and connectivity, SS supports the identification of critical routes and potential bottlenecks relevant to risk management and emergency response. This study investigates the concurrent use of ES assessment and SS metrics to explore urban vulnerabilities in the municipality of Perugia, Italy. The goal is to determine whether combining these approaches can uncover spatial correspondences, synergies, or conflicts that affect urban resilience. By mapping and comparing ES values with SS-derived spatial characteristics, the research aims to support more informed and adaptive urban planning strategies. This integrated approach demonstrates potential for enhancing the spatial precision of vulnerability assessments and guiding sustainable urban development.