This research focused on the sustainable design of a regional transport system, by considering the trends of the aging society and shrinking city into its design process. Most developed counties shrink and age, especially Japan, which has major impact towards transportation and land use. Applied is a backcasting approach, which includes these both trends and evaluates their impact along the transport dynamics within an adjusted ‘land use and transport feedback loop’. The outcome shows that with regulative policies towards motorization and population densities a sustainable development can be initiated. Required is a change in the design of streets, public transportation and urban structures in order to maintain social integration, environmental protection and stable independent economy.