In Taiwan, urbanization has led to an increase in impermeable pavements, which subsequently causes the urban heat island effect and aggravates the influences of global warming. Hence, the frequency of the short-duration precipitations is increased such that the loadings of the urban drainage system become more intense. The urban drainage system consists of several key elements, i.e., drainage inlets of gully systems, gully systems, connected pipes between gully and sewer systems, sewer systems including pumping stations, and other regional drainage systems, etc. Each element varies according to the concentration time and size of its drainage area. Recently, more and more short-term inundations happen due to short-duration heavy rainfalls, which dumped massive rainfall in a very short period such that road flooding occurs because the inlets and connected pipes of the drainage systems are unable to handle the resulting excessive runoffs. To discover such a cause of road flooding in urban areas, the present study adopts the National Taiwan University Cellular Automata Rapid Flooding Model (NTU-CAFIM) to assess the causes of road flooding in the Gongguan business district in Taipei city. From the simulated results, there are inundations once the rainfall intensity exceeds a rainfall intensity threshold of 18.33 mm/10 minutes, which is about 75% of the standard drainage capacities of a gully system or a connected pipe. When the rainfall intensity of a rainstorm is greater than the derived threshold, the area of inundation is proportional to the rainfall intensity.