Recently, flood damage by frequent localized downpours in cities are on the increase on account of abnormal climate phenomena and growth of impermeable area by urbanization. In this study, we are focused on flooding on roads which is the basis of all means of transportation. To calculate real-time accumulated rainfall on a road link, we use the Coefficient of Correlation Weighting method (CCW) which is one of the revised methods of missing rainfall as we consider a road link as a unobserved rainfall site. CCW and real-time accumulated rainfall entered through the Internet are used to estimate the real-time rainfall on a road link. Together with the real-time accumulated rainfall, flooding history, rainfall range causing flooding of a road link and frequency probability precipitation for road design are used as factors to determine the Flood Risk Index on roads. We simulated two cases in the past, July, 7th, 2009 and July, 15th, 2012 in Busan. As a result, all of road links included in the actual flooded roads at that time got the high level of flood risk index.