| Aston Villa FC v Manchester City FC 06/12/1958 | View match | |
| Arsenal FC v Aston Villa FC 13/12/1958 | View match | |
| Birmingham City FC v Aston Villa FC 20/12/1958 | View match | |
| Manchester United FC v Aston Villa FC 26/12/1958 | £13.00 | |
| Aston Villa FC v Manchester United FC 27/12/1958 | View match | |
| Aston Villa FC v British Army XI 01/01/1959 | View match | |
| Aston Villa FC v West Ham United FC 03/01/1959 | View match | |
| Aston Villa FC v Rotherham United FC 10/01/1959 | View match | |
| Chelsea FC v Aston Villa FC 24/01/1959 | £3.50 | |
| Chelsea FC v Aston Villa FC 24/01/1959 | £7.50 | |
| Aston Villa FC v Chelsea FC 31/01/1959 | View match | |
| Blackpool FC v Aston Villa FC 07/02/1959 | View match |