Corporal Littlefield was a member of the 2nd Engineer Combat Battalion, 2nd Infantry Division. He was taken Prisoner of War while fighting the enemy near Kunu-ri, North Korea, on 30 November 1950 and died while a prisoner on 28 February 1951.

Littlefield was awarded the Prisoner of War Medal, the Korean Service Medal, the United Nations Service Medal, the National Defense Service Medal, the Korean Presidential Unit Citation and the Republic of Korea War Service Medal.