| Charlton Athletic FC v Tottenham Hotspur FC 20/04/1999 | £4.50 | |
| Charlton Athletic FC v Tottenham Hotspur FC 20/04/1999 | £4.00 | |
| Charlton Athletic FC v Blackburn Rovers FC 01/05/1999 | £4.00 | |
| Charlton Athletic FC v Sheffield Wednesday FC 16/05/1999 | £3.00 | |
| Charlton Athletic FC v West Ham United FC 30/07/1999 | £6.00 | |
| Charlton Athletic FC v Barnsley FC 07/08/1999 | £5.50 | |
| Charlton Athletic FC v Norwich City FC 21/08/1999 | £4.00 | |
| Fulham FC v Charlton Athletic FC 28/08/1999 | £4.00 | |
| Charlton Athletic FC v Bolton Wanderers FC 11/09/1999 | £4.50 | |
| Charlton Athletic FC v AFC Bournemouth 14/09/1999 | £5.50 | |
| Charlton Athletic FC v Stockport County FC 28/09/1999 | £4.00 | |
| Charlton Athletic FC v Birmingham City FC 02/10/1999 | £3.00 |