| Aston Villa FC v West Ham United FC 02/04/1999 | View match | |
| Leicester City FC v Aston Villa FC 06/04/1999 | View match | |
| Aston Villa FC v Southampton FC 10/04/1999 | £4.00 | |
| Liverpool FC v Aston Villa FC 17/04/1999 | View match | |
| Aston Villa FC v Nottingham Forest FC 24/04/1999 | £3.50 | |
| Manchester United FC v Aston Villa FC 01/05/1999 | View match | |
| Manchester United FC v Aston Villa FC 01/05/1999 | View match | |
| Aston Villa FC v Charlton Athletic FC 08/05/1999 | View match | |
| Arsenal FC v Aston Villa FC 16/05/1999 | £2.50 | |
| Arsenal FC v Aston Villa FC 16/05/1999 | £3.50 | |
| Newcastle United FC v Aston Villa FC 07/08/1999 | View match | |
| Aston Villa FC v Everton FC 11/08/1999 | £2.00 |