| 1. Jornada | 07.08.1999 | Walsall FC | - | Swindon Town | 0:0 | ||||
| 2. Jornada | 14.08.1999 | Sheffield United | - | Walsall FC | 1:1 | ||||
| 3. Jornada | 21.08.1999 | Walsall FC | - | Crewe Alexandra | 1:4 | ||||
| 4. Jornada | 28.08.1999 | Wolverhampton Wanderers | - | Walsall FC | 1:2 | ||||
| 5. Jornada | 30.08.1999 | Walsall FC | - | Norwich City | 2:2 | ||||
| 6. Jornada | 04.09.1999 | Nottingham Forest | - | Walsall FC | 4:1 | ||||
| 7. Jornada | 11.09.1999 | Grimsby Town | - | Walsall FC | 1:0 |
Inglaterra