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To improve diagnostics and prediction of changes caused by increased impact of anthropogenic activity, it is necessary to increase the comparative analysis of measurements and modeling of ozone—one of the climatically important atmospheric gases due to the decisive influence of stratospheric ozone on the radiation balance of the Earth-atmosphere system and the role of tropospheric ozone, the third most significant anthropogenic factor contributing to the greenhouse effect. This task is particularly relevant for Russia, as its geographical location makes it more vulnerable to climate change than other countries, whereas its regional tendencies in ozone variability have not yet been studied in sufficient detail. An analysis of IKFS-2 tropospheric ozone content (TrOC) measurements for 2015–2022 revealed that in Siberian, Far Eastern, North Caucasian, and Southern federal districts of Russia TrOC maximum, caused by photochemical formation of ground-level ozone, is observed in July (up to 30–35 DU for monthly means in surface-400 hPa layer). In Northwestern federal district, TrOC maximum (up to 25–30 DU), determined by meridional transport, is observed in late spring. No statistically significant linear trends in TrOC are detected. The WRF-Chem model qualitatively describes the seasonal variations of TrOC as well as the anomalous increase in TrOC caused by forest fires. The variability of total ozone content (TOC) is analyzed by OMI (2005–2023) and IKFS-2 (2015–2022) measurements as well as by SOCOLv3 simulations. Ozone negative anomalies in spring (up to 15% for monthly means) are generally observed with positive Arctic oscillation index values and a westerly phase of Quasi-biennial oscillations. For the 2008–2022 period, a statistically significant increase in TOC (+1.6–1.7% per year) is obtained for European Russia and Western and Central Siberia in November.