Leicestershire Challenge Cup 1955/56
Leicester City beat Hinckley Athletic in the final.
Entries – 4 Teams
Football League (1 team)
Leicester City .
Birmingham & District League (3 teams)
Brush Sports, Hinckley Athletic and Whitwick Colliery.
Semi Finals
| 25th February 1956 | ||
| Brush Sports (Birmingham & District League – Div 1) | 2 – 3 | Hinckley Athletic (Birmingham & District League – Div 1) |
| 8th March 1956 | ||
| Leicester City (Football League – Div 2) | 8 – 1 | Whitwick Colliery (Birmingham & District League – Div 1) |
Final
| 24th March 1956 | ||
| Leicester City (Football League – Div 2) | 4 – 0 | Hinckley Athletic (Birmingham & District League – Div 1) at Filbert Street, Leicester. |