Leicestershire Challenge Cup 1958/59
Hinckley Athletic win against Anstey Nomads.
Entries – 3 Teams
Birmingham & District League (2 teams)
Brush Sports and Hinckley Athletic .
Central Alliance (1 team)
Anstey Nomads .
Semi Finals
| 7th March 1959 | ||
| Brush Sports (Birmingham & District League – Div 1) | 0 – 1 | Anstey Nomads (Central Alliance – Div 1 North) |
Byes: Hinckley Athletic.
Final
| 20th April 1959 | ||
| Hinckley Athletic (Birmingham & District League – Div 1) | 1 – 0 | Anstey Nomads (Central Alliance – Div 1 North) at Filbert Street, Leicester. |