According to "Azuma Kagami" (The Mirror of the East, a chronicle of the early history of the Kamakura Bakufu), Chikayuki joined the Kamakura bakufu army (headed by Yasutoki HOJO) with his father, Chikayuki, and rendered distinguished service of killing one enemy in the Battle of Uji-gawa River, one of the battles during the Jokyu War of 1221.
承久3年（1221年）の承久の乱で父近重と共に鎌倉幕府（北条泰時）軍に従い、宇治川の合戦で敵を1人討ち取る功績をあげたと『吾妻鏡』に記載されている。