Leicestershire Challenge Cup 1987/88
Leicester United beat Wigston Fields.
Quarter Finals > Semi Finals > Final
Entries – 8 Teams
Football League (1 team)
Leicester City.
Southern Football League (2 teams)
Leicester United and Shepshed Charterhouse.
West Midlands (Regional) League (1 team)
Hinckley Athletic.
Leicestershire Senior League (4 teams)
Birstall United, Holwell Works, Stapenhill and Wigston Fields .
Quarter Finals
| 27th August 1987 | ||
| Wigston Fields | 2 – 0 | Holwell Works |
| 14th September 1987 | ||
| Hinckley Athletic | 0 – 5 | Leicester City |
| 16th September 1987 | ||
| Shepshed Charterhouse | 1 – 1 | Stapenhill |
| 15th October 1987 | ||
| Leicester United | 3 – 1 | Birstall United |
Replay
| 28th March 1988 | ||
| Stapenhill | 2 – 3 | Shepshed Charterhouse |
Semi Finals
| 30th March 1988 | ||
| Leicester City (Football League – Div 2) | 3 – 4 | Leicester United (Southern Football League – Prem) |
| 11th April 1988 | ||
| Wigston Fields (Leicestershire Senior League – Prem) | 1 – 0 | Shepshed Charterhouse (Southern Football League – Prem) |
Final
| 27th April 1988 | ||
| Leicester United (Southern Football League – Prem) | 3 – 2 | Wigston Fields (Leicestershire Senior League – Prem) at Filbert Street, Leicester. |