A Russian jet-powered drone set homes on fire in Kharkiv’s Osnovianskyi district during the night, Ukraine’s State Emergency Service (SES) reported. A small child was among the people hurt. Around 13:00 on 28 October, another Russian drone hit the same district, starting a fire, killing one person and injuring two, Kharkiv Mayor Ihor Terekhov said.

Of the 88 Shahed-type drones Russia launched from 18:00 on 27 October, 38 were jet-powered, the Air Force reported. By its preliminary count at 08:00, defenses had downed or jammed 31 of those 38. Several drones were still in the air. Russia also fired an Iskander-M or S-400 ballistic missile from Taganrog. Even so, Russian weapons hit eight locations, and debris fell on two more.

One strike, a casualty count that shifted

Kharkiv Oblast head Oleh Syniehubov reported a drone strike on the district at 22:42 on 27 October. At 23:12, he clarified that a child hurt in the strike had acute stress reaction. At 23:39, he listed four people hurt: women aged 32 and 65, a 56-year-old man, and a 4-year-old boy. Three went to hospital. Eight minutes later, he added that a 65-year-old woman had acute stress reaction. His morning summary of the day’s strikes lists two 65-year-old women in Kharkiv, one wounded and one with acute stress.

The SES put the number of people hurt at five, including the child. Rescuers said a jet-powered drone struck the area, starting a 2,500 m² fire.

Kharkiv’s last two days

The Osnovianskyi fire was part of a run of Russian strikes on Kharkiv and the area around it. On the evening of 26 October, Russian multiple rocket launchers hit the city’s Novobavarskyi district, killing two people and hurting four. That night, jet drones struck three places in Kharkiv district, which surrounds the city. One hit, in the settlement of Vilshany, left people hurt. The SES counted three injured that night.

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During the day on 27 October, another Russian jet drone hit a warehouse in the city’s Slobidskyi district. Preliminary reports showed no casualties. Drones also hit the Shevchenkivskyi district that afternoon, wounding one person, Terekhov said. Another hit damaged an administrative building in the Kholodnohirskyi district, he added. Hours later came the strike on Osnovianskyi. Across Kharkiv Oblast, 14 people were hurt over the past day, including a child, Syniehubov’s morning summary shows. In Osnovianskyi, rescuers were again working under the threat of repeat strikes.

Russian troops are trying to drag Radkivka, a village on the northern edge of Kupiansk in Kharkiv Oblast, into the gray zone so their infiltration groups can keep reaching the city, Viktor Trehubov, spokesperson for Ukraine’s Joint Forces Grouping, said on national television on 27 October, Ukrinform reported. Russian forces made three attempts to advance toward Radkivka on 26 October, Ukraine’s General Staff reported.

Russia has tried for more than a year to retake Kupiansk, a city on the Oskil River, largely by slipping small groups through a disused gas pipeline under the river. They kept using it even after Ukraine said in September 2025 that it had flooded three of the four pipe strings, until Ukrainian troops went into the pipes themselves in Operation Veles, announced on 22 October.

Russian groups now have to move above ground

The pipe Russian groups used to seep toward Kupiansk has been put out of action, so they now have to go through Radkivka or neighboring Holubivka, Trehubov said. They move along the bank of the Oskil and a nearby tree line, but the foliage will soon be gone, which will make that much harder.

On the western bank of the Oskil, Russian forces took losses from Ukraine’s Khartiia Corps and in Operation Veles, and their logistics have “suffered noticeably,” Trehubov said. Advancing there is now harder for them than it was a month ago, he added.

Everything now depends on how the fights for Holubivka and Radkivka end, Trehubov said.

“If Ukrainian control can finally be established there, the Russians will have nowhere much to crawl through,” he said.

Several dozen Russian soldiers remain in low-rise buildings in northern Kupiansk, and Ukrainian forces are working to cut off their rotations, Trehubov said on 23 October.

Each side wants the other off its bank of the Oskil

On the eastern bank, Russian forces keep pushing toward the village of Podoly and Kupiansk-Vuzlovyi, a railway junction town southeast of Kupiansk, aiming to wipe out Ukraine’s foothold there, Trehubov said. Ukraine wants to destroy the Russian foothold on the western bank.

“For that, we will need to at least somehow throw them out of Dvorichna,” Trehubov said, referring to a town north of Kupiansk.

The US-based Institute for the Study of War (ISW) assessed that Russian forces conducted no offensive operations on the Kupiansk axis on 26 October, likely because Ukraine now controls the pipeline, a view at odds with the General Staff’s report for that day.

Ukraine reported confident control of Kupiansk as early as February, yet Russian groups kept slipping into the city for months afterward. Trehubov’s latest assessment stops short of declaring that threat over: Russia will still try to advance, he said.