Gunner Checkley was born in Mollington. He was a groom before he enlisted.
He enlisted, aged 21, in the Royal Regiment of Artillery, Royal Field Artillery on 24th August 1914 at Rugby. He was transferred to ‘A’ Battery 49th Brigade on 9th January 1915.
He embarked at Marseille, Frances on 3rd November 1915 and disembarked at Alexandria, Egypt 11th November 1915. He embarked at Alexandria on 27th November 1915 and disembarked at Salonica on 10th December 1915 where he spent the duration of the war. He was struck off strength on 19th January 1919.