 |
 |
| Championship | 07/08/1999 | Walsall FC | - | Swindon Town | 0:0 | 6.437 |
| League Cup | 10/08/1999 | Walsall FC | - | Plymouth Argyle | 4:1 | 3.502 |
| Championship | 21/08/1999 | Walsall FC | - | Crewe Alexandra | 1:4 | 6.238 |
| Championship | 30/08/1999 | Walsall FC | - | Norwich City | 2:2 | 6.187 |
| Championship | 18/09/1999 | Walsall FC | - | Manchester City | 0:1 | 7.260 |
| League Cup | 21/09/1999 | Walsall FC | - | Sunderland AFC | 0:5 | 5.109 |
| Championship | 02/10/1999 | Walsall FC | - | Stockport County | 1:2 | 5.492 |
| Championship | 08/10/1999 | Walsall FC | - | Birmingham City | 1:0 | 7.164 |
| Championship | 23/10/1999 | Walsall FC | - | Ipswich Town | 0:1 | 6.526 |
| Championship | 26/10/1999 | Walsall FC | - | Blackburn Rovers | 1:1 | 6.484 |
| Championship | 12/11/1999 | Walsall FC | - | Port Vale FC | 0:0 | 6.190 |
| Championship | 23/11/1999 | Walsall FC | - | Huddersfield Town | 2:0 | 5.860 |
| Championship | 26/11/1999 | Walsall FC | - | Fulham FC | 1:3 | 5.449 |
| FA Cup | 11/12/1999 | Walsall FC | - | Gillingham FC | 1:1 | 4.314 |
| Championship | 26/12/1999 | Walsall FC | - | Tranmere Rovers | 1:2 | 7.214 |
England