1. Round | 12/08/2000 | Gillingham FC | - | Stockport County | 1:3 | ||||
2. Round | 19/08/2000 | Stockport County | - | Wolverhampton Wanderers | 1:1 | ||||
3. Round | 26/08/2000 | Fulham FC | - | Stockport County | 4:1 | ||||
4. Round | 28/08/2000 | Stockport County | - | Huddersfield Town | 0:0 | ||||
5. Round | 01/09/2000 | Tranmere Rovers | - | Stockport County | 2:1 | ||||
8. Round | 16/09/2000 | Preston North End | - | Stockport County | 1:1 |