1918: The Last Time Kyiv Fell to Soviet Forces

Ukrainian-Soviet War, 1917–21. A military struggle for control of Ukraine waged intermittently in 1917–21 by Ukrainian independentist forces and pro-Bolshevik elements seeking to establish Soviet rule. The struggle began shortly after the October Revolution of 1917. Notwithstanding the creation of the Ukrainian National Republic (UNR) on 20 November 1917, the Bolsheviks planned to seize power in Ukraine with the aid of Russian or Russified urban elements, Russian garrisons, and army units stationed near the front. Their armed uprising in Kyiv on 11 December 1917 was unsuccessful, however, and the Bolshevized army units were deported from Ukraine in stages. A pro-Bolshevik force under Yevheniia Bosh moving in on Kyiv was also disarmed by Ukrainian troops under Pavlo Skoropadsky near Zhmerynka and then sent off to Russia.
December 1917 to April 1918. Hostilities broke out in Ukraine after a series of diplomatic maneuvers. On 17 December 1917 the Petrograd-based Council of People's Commissars issued an ultimatum demanding that Bolshevik troops be granted the legal right to be stationed on Ukrainian soil. The ultimatum was rejected by the UNR. The Bolsheviks countered by proclaiming their own Ukrainian government (see the People's Secretariat) based in Kharkiv on 25 December, and then proceeded with a campaign to establish effective military control over Ukraine. The Ukrainian forces at that time consisted of a small volunteer detachment and several battalions of the Free Cossacks. The pro-Soviet forces in Ukraine included Russian army regulars stationed at the front, a number of garrisoned units, and Red Guard detachments composed of laborers from Kharkiv gubernia and the Donbas. Their main strength, however, lay in a large force of Red Guards from Russia, which had been stationed along the Ukrainian border. On 25 December that 30,000-strong army, led by Volodymyr Antonov-Ovsiienko, set off in four groups from Homel and Briansk toward Chernihiv–Bakhmach, Hlukhiv–Konotop, and Kharkiv–Poltava–Lozova.
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