| Leicester City FC v Blackpool FC 01/11/1958 | View match | |
| Portsmouth FC v Leicester City FC 08/11/1958 | View match | |
| Leicester City FC v Aston Villa FC 15/11/1958 | View match | |
| West Ham United FC v Leicester City FC 22/11/1958 | View match | |
| Leicester City FC v Raith Rovers FC 26/11/1958 | View match | |
| Leicester City FC v Nottingham Forest FC 29/11/1958 | View match | |
| Manchester United FC v Leicester City FC 06/12/1958 | £8.50 | |
| Leicester City FC v Wolverhampton Wanderers FC 13/12/1958 | £9.50 | |
| Everton FC v Leicester City FC 20/12/1958 | View match | |
| Leicester City FC v Burnley FC 26/12/1958 | View match | |
| Burnley FC v Leicester City FC 27/12/1958 | View match | |
| Leicester City FC v Arsenal FC 03/01/1959 | View match |