| Charlton Athletic FC v West Ham United FC 24/10/1998 | £4.00 | |
| Charlton Athletic FC v Leicester City FC 27/10/1998 | £4.00 | |
| Tottenham Hotspur FC v Charlton Athletic FC 02/11/1998 | £2.00 | |
| Tottenham Hotspur FC v Charlton Athletic FC 02/11/1998 | £4.50 | |
| Charlton Athletic FC v Leicester City FC 07/11/1998 | £4.00 | |
| Charlton Athletic FC v Middlesbrough FC 14/11/1998 | £4.00 | |
| Charlton Athletic FC v Everton FC 28/11/1998 | £3.00 | |
| Charlton Athletic FC v Aston Villa FC 21/12/1998 | £3.00 | |
| Charlton Athletic FC v Arsenal FC 28/12/1998 | £4.00 | |
| Southampton FC v Charlton Athletic FC 09/01/1999 | £2.00 | |
| Charlton Athletic FC v Manchester United FC 31/01/1999 | £11.50 | |
| Charlton Athletic FC v Wimbledon 08/02/1999 | £3.00 |