The purpose of this study is to investigate the differences in riding characteristics and helmet wearing conditions between bicycle and PMV riders so that the basis data necessary for the development of suitable helmets for each group is provided. For this purpose, riding characteristics and helmet wearing conditions of bicycle and PMV users were investigated using online survey method and then the survey results were interpreted by in-depth interview conducted for bicycle and PMV users. The online survey results showed that the PMV group showed shorter driving distance and more driving frequency than bicycle group. This short driving distance was due to the limitation of battery capacity of PMVs. Helmet wearing rate was significantly lower in PMV group than in bicycle group, which was associated with relatively low chances to drive long distance on the motorway. In the PMV group, the ‘urban helmets’ were mainly used, in which the appearance of helmet was priorized, but in the bicycle group, the ‘road cycle helmets’ were mainly used, in which the light weight or ventilation were priorized. Urban helmets caused stronger pain and more fitting problems than road cycle helmets because the head shapes of Koreans were not properly applied to the helmet design. Since the fitting problem and pain intensity were the important causes that making PMV users not wear the helmets, it is necessary to develop the urban helmets reflecting the head shapes of Koreans in order to increase the helmet wearing rate of the PMV users.