| Charlton Athletic FC v Aston Villa FC 21/12/1998 | £3.00 | |
| Aston Villa FC v Fulham FC 23/01/1999 | £4.00 | |
| Aston Villa FC v Blackburn Rovers FC 06/02/1999 | £2.50 | |
| Aston Villa FC v Leeds United FC 17/02/1999 | £3.00 | |
| Aston Villa FC v Coventry City FC 27/02/1999 | £3.50 | |
| Tottenham Hotspur FC v Aston Villa FC 13/03/1999 | £4.50 | |
| Tottenham Hotspur FC v Aston Villa FC 13/03/1999 | £2.00 | |
| Aston Villa FC v Chelsea FC 21/03/1999 | £3.50 | |
| Aston Villa FC v Southampton FC 10/04/1999 | £4.00 | |
| Aston Villa FC v Nottingham Forest FC 24/04/1999 | £3.50 | |
| Arsenal FC v Aston Villa FC 16/05/1999 | £2.50 | |
| Aston Villa FC v Everton FC 11/08/1999 | £2.00 |