The insect fauna of natural parks in large cities has not been sufficiently studied in Russia. This study represents the first investigation of the seasonal dynamics and species diversity of Drosophilidae in Moscow city. Traps with fermenting liquid were placed on the ground under trees to collect flies from four natural park sites between early May and late September from 2021 to 2023. A total of 26,420 individuals belonging to 11 genera and 33 drosophilid species were identified, with 21 species from 6 genera being new to the fauna of Moscow. Drosophila obscura Fll., D. phalerata Mg., and D. testacea Roser were the most abundant species in the traps. Peaks in the abundance of drosophilids varied between years, but the lowest abundance was always observed in May. In 2022, the highest number of flies was collected (9604 specimens), with slightly fewer in 2023 (8496 specimens), and even fewer in 2021 (8320 specimens). In 2022, the highest species diversity of drosophilids was also recorded—33 species—while 28 species were found in both 2021 and 2023. The high variability in the abundance of individual drosophila species obscures the differences between the studied years due to the effects of the “Month” and “Site” factors. The diversity metrics exhibit similar patterns among drosophila communities inhabiting comparable biotopes. Specific climatic factors, such as the temperature and precipitation, impact the species abundance and community diversity indices primarily through their effects on the preimaginal stages of drosophila development. For several species, the population dynamics in the spring, post-hibernation, are influenced by the conditions preceding winter.