Drosophila montgomeryi is an endangered species of fly from the lineage of Hawaiian Drosophilidae.

[1] Drosophila montgomeryi was described in 1971 by D. Elmo Hardy and Kenneth Kaneshiro from specimens collected from the Waianae mountains.

[2][3] D. montgomeryi, like other species in the vesciseta subgroup of picture-wing flies,[4] has a mostly rufous thorax and wings with a prominent dark spot in the cell R1.

[1] It can be distinguished from the similar species D. pisonia by a narrow, brown stripe on each side of the thorax, among other characters.

[1] One threat to the conservation of D. montgomeryi is that at least one of its host plants, Urera kaalae, is also very rare and has been listed as federally endangered.