Wynn made his footballing debut for Oswestry United in 1906 and scored in the final as the club lifted the Welsh Cup in 1906.

[4] Within weeks of the Welsh Cup final, Wynn had been snapped up by Wrexham, who were playing in the Football Combination at the time.

[2] His final game for Manchester City came shortly after the resumption of competitive football, in a match against Oldham Athletic on 8 September 1919.

[2] He made a solitary appearance for Halifax Town before bringing his career to an end with Cheshire League side Mossley.

[2] Internationally he was capped a total of 12 times by Wales and was a prominent figure for the national team during the pre-Great War period.