1. Round | 07/08/1999 | Walsall FC | - | Swindon Town | 0:0 | ||||
2. Round | 14/08/1999 | Sheffield United | - | Walsall FC | 1:1 | ||||
3. Round | 21/08/1999 | Walsall FC | - | Crewe Alexandra | 1:4 | ||||
4. Round | 28/08/1999 | Wolverhampton Wanderers | - | Walsall FC | 1:2 | ||||
5. Round | 30/08/1999 | Walsall FC | - | Norwich City | 2:2 | ||||
6. Round | 04/09/1999 | Nottingham Forest | - | Walsall FC | 4:1 | ||||
7. Round | 11/09/1999 | Grimsby Town | - | Walsall FC | 1:0 |