At the start of World War I, Skoropadsky was put in charge of the reorganized 1st Brigade of the 1st Cavalry Guard Division (General Nikolai Kaznakov) as part of the 1st Army commanded by General Paul von Rennenkampf. Skoropadsky already worked for von Rennenkampf during the Russo-Japanese War when the last was commanding Trans-Baikal Cossack Host. On August 6, 1914, his regiment distinguished itself in battles near Kraupishken as part of the Russian invasion of East Prussia. Later he was appointed as a commander of the United Cavalry Guard Division which distinguished near Kaushen. General Skoropadsky also commanded the 5th Cavalry Division. On April 2, 1916, he was promoted to Lieutenant General and was commissioned the 1st Cavalry Guard Division. From January 22 to July 2, 1917, he is in charge of the 34th Army Corps. In July 1917 the decommissioned 34th Army Corps was transformed into the 1st Ukrainian Corps. In October 1917 at the first Congress of the Free Cossacks he was awarded a title of the honorary Otaman. From October to November 1917 his 60,000-man Army Corps successfully defended the railway corridor stretching through Podolie to Polissya, Vapniarka – Zhmerynka – Koziatyn – Shepetivka and defended against the attacks from the Romanian front particularly the 2nd Guard Corps that was headed by Yevgenia Bosch.