| Middlesbrough FC v Aston Villa FC 09/01/1999 | View match | |
| Aston Villa FC v Everton FC 18/01/1999 | View match | |
| Aston Villa FC v Fulham FC 23/01/1999 | £4.00 | |
| Newcastle United FC v Aston Villa FC 30/01/1999 | View match | |
| Aston Villa FC v Blackburn Rovers FC 06/02/1999 | £2.50 | |
| Aston Villa FC v Leeds United FC 17/02/1999 | £3.00 | |
| Wimbledon v Aston Villa FC 21/02/1999 | View match | |
| Aston Villa FC v Coventry City FC 27/02/1999 | £3.50 | |
| Derby County FC v Aston Villa FC 10/03/1999 | View match | |
| Tottenham Hotspur FC v Aston Villa FC 13/03/1999 | £2.00 | |
| Tottenham Hotspur FC v Aston Villa FC 13/03/1999 | £4.50 | |
| Aston Villa FC v Chelsea FC 21/03/1999 | £3.50 |