Westerby Challenge Cup 1996/97
St. Andrews beat Shepshed Dynamo on penalties.
First Round > Quarter Finals > Semi Finals > Final
Entries – 12 Teams
FA Premier League (1 team)
Leicester City.
Southern Football League (2 teams)
Hinckley Town and Shepshed Dynamo .
Midland Football Alliance (2 teams)
Barwell and Hinckley Athletic.
Leicestershire Senior League (7 teams)
Anstey Nomads, Birstall United, Friar Lane Old Boys, Ibstock Welfare *, Oadby Town, Quorn and St. Andrews .
* Ibstock Welfare replaced Leicester United in September due to Leicester United folding.
First Round
| 17th September 1996 | ||
| Hinckley Town | 2 – 1 | Hinckley Athletic |
| 24th September 1996 | ||
| Barwell | 2 – 0 | Birstall United |
| 28th September 1996 | ||
| Oadby Town | 2 – 1 * | Anstey Nomads |
| 22nd October 1996 | ||
| Quorn | 3 – 1 | Ibstock Welfare |
Byes: Friar Lane Old Boys, Leicester City, Shepshed Dynamo and St. Andrews.
Quarter Finals
| 7th November 1996 | ||
| Hinckley Town | 1 – 4 | Leicester City |
| 26th November 1996 | ||
| Shepshed Dynamo | 4 – 1 | Friar Lane Old Boys |
| 17th December 1996 | ||
| Quorn | 1 – 2 | Barwell |
| 26th December 1996 | ||
| Oadby Town | 0 – 4 | St. Andrews |
Semi Finals
| 24th February 1997 | ||
| Barwell (Midland Football Alliance) | 1 – 1 (5 – 6 pens) | Shepshed Dynamo (Southern Football League – Midland) at Holmes Park, Whetstone. |
| Date unknown. | ||
| Leicester City (FA Premier League) | 1 – 2 | St. Andrews (Leicestershire Senior League – Prem) at Holmes Park, Whetstone. |
Final
| 13th May 1997 | ||
| St. Andrews (Leicestershire Senior League – Prem) | 3 – 3 (4 – 3 pens) | Shepshed Dynamo (Southern Football League – Midland) at Filbert Street, Leicester. |