| Walsall FC v Blackburn Rovers FC 26/10/1999 | View match | |
| Stockport County FC v Walsall FC 30/10/1999 | View match | |
| Charlton Athletic FC v Walsall FC 06/11/1999 | £4.50 | |
| Walsall FC v Port Vale FC 12/11/1999 | View match | |
| Queens Park Rangers FC v Walsall FC 20/11/1999 | View match | |
| Walsall FC v Huddersfield Town FC 23/11/1999 | View match | |
| Walsall FC v Fulham FC 26/11/1999 | View match | |
| Swindon Town FC v Walsall FC 04/12/1999 | View match | |
| Walsall FC v Gillingham FC 11/12/1999 | View match | |
| Barnsley FC v Walsall FC 18/12/1999 | View match | |
| Walsall FC v Tranmere Rovers FC 26/12/1999 | View match | |
| Crystal Palace FC v Walsall FC 28/12/1999 | View match |