| Oxford United FC v Cardiff City FC 14/08/1999 | View match | |
| Cardiff City FC v Wrexham FC 20/08/1999 | View match | |
| Queens Park Rangers FC v Cardiff City FC 25/08/1999 | View match | |
| Luton Town FC v Cardiff City FC 28/08/1999 | £5.00 | |
| Cardiff City FC v Scunthorpe United FC 30/08/1999 | View match | |
| Wycombe Wanderers FC v Cardiff City FC 11/09/1999 | View match | |
| Cardiff City FC v Wimbledon 14/09/1999 | View match | |
| Cardiff City FC v Notts County FC 18/09/1999 | View match | |
| Wimbledon v Cardiff City FC 21/09/1999 | View match | |
| Cardiff City FC v Wigan Athletic FC 25/09/1999 | View match | |
| Brentford FC v Cardiff City FC 28/09/1999 | View match | |
| Bury FC v Cardiff City FC 02/10/1999 | View match |