| 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 | |
| Charlton Athletic FC v Liverpool FC 13/02/1999 | £3.00 | |
| Charlton Athletic FC v Chelsea FC 03/04/1999 | £4.00 | |
| Charlton Athletic FC v Chelsea FC 03/04/1999 | £3.50 | |
| West Ham United FC v Charlton Athletic FC 05/04/1999 | £6.00 | |
| Middlesbrough FC v Charlton Athletic FC 10/04/1999 | £4.00 | |
| Charlton Athletic FC v Leeds United FC 17/04/1999 | £3.00 | |
| Charlton Athletic FC v Tottenham Hotspur FC 20/04/1999 | £4.00 |