Amidst the heightening urgency of climate change impacts, underpass roadways are particularly susceptible to the intensifying and unpredictable weather events, with flooding being a primary concern. This paper highlights the dire need for sophisticated safety assessment technologies specifically catered to these critical infrastructures. Herein, we present a pioneering risk assessment model that holistically incorporates environmental variables along with urban developmental factors to yield an exhaustive evaluation of flood vulnerability. Our proposed methodological framework offers a robust scientific foundation for the identification of high-risk areas, which is crucial for effective emergency response planning, optimized resource allocation, and enhancing the adaptive capacity of urban environments to weather extremes. The adoption of such advanced assessment tools is not just beneficial but becomes essential for informed urban planning and safeguarding the populace against the dire consequences of flood events.