| 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 | |
| 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 | £4.50 | |
| Charlton Athletic FC v Tottenham Hotspur FC 20/04/1999 | £4.00 | |
| Everton FC v Charlton Athletic FC 24/04/1999 | View match | |
| Charlton Athletic FC v Blackburn Rovers FC 01/05/1999 | £4.00 | |
| Aston Villa FC v Charlton Athletic FC 08/05/1999 | View match |