ISW: Ukrainian troops continue advancing within and near Kupiansk

Ukrainian forces continue advancing within and near Kupiansk, Kharkiv Oblast, while heavy fighting continues near the city, the Institute for the Study of War (ISW) reports. New geolocated footage and Ukrainian reporting show gains inside the city and nearby settlements. Russian sources acknowledge some losses but dispute the scope of Ukrainian progress despite available evidence.
Ukrainian advances confirmed by geolocated footage: Yuvileynyi neighborhood seized, fighting continues
ISW reported on 13 December that Ukrainian forces advanced in central Kupiansk while conducting clearing operations. Footage published on 12 December shows Ukrainian units moving through central districts and pushing southeast of Petropavlivka, east of Kupiansk. Additional footage from 12 and 13 December indicates Russian infiltration groups remain in northern and western Kupiansk.
Ukrainian military observer Yurii Butusov reported that Ukrainian forces fully seized Yuvileynyi Microraion ("micro-district") in southwestern Kupiansk. He assessed that losing this area likely prevents Russian forces from sustaining remaining positions in southern Kupiansk. Butusov also said Ukrainian units continue clearing operations across the city.
Russian infiltration attempts persist
The chief of staff of a Ukrainian drone battalion reported that Russian forces still attempt to penetrate Kupiansk. He said Russian troops primarily move on foot during these efforts. ISW noted that these infiltration attempts continue despite Ukrainian advances and ongoing clearance.

Russian milbloggers acknowledge losses
Russian milbloggers acknowledged Ukrainian advances into Yuvileynyi Microraion and northwest of Kupiansk. They reported heavy fighting near Myrove and Radkivka, both northwest to north of the city. One milblogger admitted Russia lost Radkivka and two defensive positions south and east of the settlement. Many Russian milbloggers continued rejecting Ukrainian reports despite evidence supporting Ukrainian claims.
Kupiansk counteroffensive
Ukrainian forces launched their counteroffensive in the Kupiansk area in September 2025 following rapid Russian advances during the summer. By early August, Russian troops had infiltrated Kupiansk, and by late August, the Russian military command began publicly presenting these infiltrations as significant gains. According to Butusov, Russian assault units from the 121st and 122nd motorized rifle regiments, the 27th Motorized Rifle Brigade, and the 1855th Battalion had established entrenched positions in the city and seized a key elevation north of Kupiansk, putting Ukraine in a critical situation by mid-September.
Ukraine says its troops encircled remaining Russians in Kupiansk and freed nearby villages (VIDEO, MAP)
Butusov reported that Ukrainian forces later liberated Tyshchenkivka, Kindrashivka, and Radkivka, enabling a breakthrough in Russian defenses. By 21 October, they reached the west bank of the Oskil River and severed Russian supply lines to Kupiansk from the north. Despite facing a Russian-created drone “kill zone,” Ukrainian units adapted and regained the initiative.
"The Kremlin has been leveraging its claims of advances in and near Kupiansk for a cognitive warfare effort designed to portray the Ukrainian lines as on the verge of collapse," ISW noted, adding that "the Ukrainian counterattacks in the Kupiansk direction continue to demonstrate that this narrative is false."
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