"Chester" sortied on 29 August with TG 12.5 for the bombardment of Wake Island (3 September), then arrived at Eniwetok on 6 September. She cruised off Saipan and participated in the bombardment of Marcus Island on 9 October, before joining TG 38.1 for the carrier strikes on Luzon and Samar in support of the Leyte operations, as well as searching for enemy forces after the Battle for Leyte Gulf (25–26 October).