| Walsall FC v Plymouth Argyle FC 10/08/1999 | View match | |
| Sheffield United FC v Walsall FC 14/08/1999 | View match | |
| Walsall FC v Crewe Alexandra FC 21/08/1999 | View match | |
| Plymouth Argyle FC v Walsall FC 24/08/1999 | View match | |
| Wolverhampton Wanderers FC v Walsall FC 28/08/1999 | View match | |
| Walsall FC v Norwich City FC 30/08/1999 | View match | |
| Nottingham Forest FC v Walsall FC 04/09/1999 | View match | |
| Grimsby Town FC v Walsall FC 11/09/1999 | View match | |
| Sunderland FC v Walsall FC 14/09/1999 | View match | |
| Walsall FC v Manchester City FC 18/09/1999 | £8.00 | |
| Walsall FC v Sunderland FC 21/09/1999 | View match | |
| Blackburn Rovers FC v Walsall FC 25/09/1999 | View match |