We describe two new species of the genus Glaucocharis from the Ogasawara Islands of Japan: G. triochellaris Matsui, Yagi & Hirowatari, sp. nov. and G. plumbofascialis Matsui, Yagi & Hirowatari, sp. nov. The new species with remarkable morphological characters are easily distinguished from congeneric species. We provide photographs of adult, male and female genitalia. Molecular phylogenetic analysis revealed a sister relationship between the two new species and the monophyly of Glaucocharis.