| Southampton FC v Charlton Athletic FC 09/01/1999 | £2.00 | |
| Charlton Athletic FC v Newcastle United FC 17/01/1999 | ||
| 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 | View match | |
| Derby County FC v Charlton Athletic FC 20/02/1999 | View match | |
| Charlton Athletic FC v Nottingham Forest FC 27/02/1999 | View match | |
| Coventry City FC v Charlton Athletic FC 06/03/1999 | View match | |
| Leicester City FC v Charlton Athletic FC 13/03/1999 | View match | |
| 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 | View match |