Westerby Challenge Cup 1995/96
Leicester City win against St. Andrews.
First Round > Quarter Finals > Semi Finals > Final
Entries – 12 Teams
Football League Division (1 team)
Leicester City .
Southern Football League (2 teams)
Hinckley Town and Leicester United.
Midland Football Alliance (3 teams)
Barwell, Hinckley Athletic and Shepshed Dynamo.
Leicestershire Senior League (6 teams)
Anstey Nomads, Barrow Town, Friar Lane Old Boys, Holwell Sports, Oadby Town and St. Andrews .
First Round
| 12th September 1995 | ||
| Hinckley Athletic | 0 – 3 | Oadby Town |
| 10th October 1995 | ||
| Anstey Nomads | 0 – 2 | Shepshed Dynamo |
| Holwell Sports | 1 – 4 | Leicester United |
| 11th October 1995 | ||
| Friar Lane Old Boys | 5 – 0 | Barrow Town |
Byes: Barwell, Hinckley Town, Leicester City and St. Andrews.
Quarter Finals
| 21st November 1995 | ||
| Friar Lane Old Boys | 2 – 1 | Leicester United |
| 28th November 1995 | ||
| Shepshed Dynamo | 1 – 0 | Hinckley Town |
| 4th December 1995 | ||
| Leicester City | 5 – 0 | Oadby Town |
| 19th December 1995 | ||
| Barwell | 2 – 3 | St. Andrews |
Semi Finals
| 29th February 1996 | ||
| Friar Lane Old Boys (Leicestershire Senior League – Prem) | 0 – 6 | Leicester City (Football League – Div 1) at Holmes Park, Whetstone. |
| 20th March 1996 | ||
| St. Andrews (Leicestershire Senior League – Prem) | 3 – 1 | Shepshed Dynamo (Midland Football Alliance) at Holmes Park, Whetstone. |
Final
| 22nd April 1996 | ||
| Leicester City (Football League – Div 1) | 2 – 1 | St. Andrews (Leicestershire Senior League – Prem) at Filbert Street, Leicester. |