Chesterfield FC was officially established in 1866 though it would be the third incarnation of that name that turned professional in 1891 and changed its name to Chesterfield Town. Town entered the FA Cup for the first time the following year, and competed in the Sheffield & District League and Sheffield & Hallamshire Senior Cup, before joining the Midland League in 1896–97. A third-place finish in 1898–99 resulted in a successful application to the Football League Second Division for the following season. After ten seasons in the Second Division they failed to gain re-election to the League and returned to the Midland League in 1909, as champions in 1909–10. The club entered liquidation in 1915, and were reformed as Chesterfield Municipal in April 1919. They again rejoined the Midland League and finished as champions in 1919–20.