Four new species of three genera in the family Cimbrophlebiidae, Telobittacus decorus sp. nov., Bellicimbrophlebia heteroneura sp. nov., Cimbrophlebia amoena sp. nov., and Cimbrophlebia gracilenta sp. nov., are described and illustrated based on eleven well-preserved fossil specimens. These specimens were collected from the latest Middle Jurassic Jiulongshan Formation of Daohugou, Inner Mongolia, China. This is the first record of the genus Cimbrophlebia in the Jurassic extending its age from the Lower Cretaceous to the Middle Jurassic. Due to same venational characters, we propose that an undescribed fossil specimen of Cimbrophlebiidae from the Jurassic of Germany is attributed to C. gracilenta sp. nov. Our new findings demonstrate an evolutionary trend of venational change from 185 to 50 Ma that the level of the bifurcation of Rs is gradually moving toward the base of wing in reference to the bifurcation of M.