| 1. Round | 13/08/2000 | Wolverhampton Wanderers | - | Sheffield Wednesday | 1:1 | ||||
| 4. Round | 28/08/2000 | Sheffield Wednesday | - | Blackburn Rovers | 1:1 | ||||
| 10. Round | 30/09/2000 | Gillingham FC | - | Sheffield Wednesday | 2:0 | ||||
| 11. Round | 08/10/2000 | Sheffield Wednesday | - | West Bromwich Albion | 1:2 | ||||
| 12. Round | 14/10/2000 | Portsmouth FC | - | Sheffield Wednesday | 2:1 |
England