| 16. Jornada | 30.10.1999 | Stockport County | - | Walsall FC | 1:1 | ||||
| 6. Jornada | 02.11.1999 | Stockport County | - | Queens Park Rangers | 3:3 | ||||
| 24. Jornada | 26.12.1999 | Stockport County | - | Wolverhampton Wanderers | 3:2 | ||||
| 25. Jornada | 28.12.1999 | Ipswich Town | - | Stockport County | 1:0 | ||||
| 27. Jornada | 15.01.2000 | Tranmere Rovers | - | Stockport County | 0:0 | ||||
| 28. Jornada | 22.01.2000 | Stockport County | - | Portsmouth FC | 1:1 | ||||
| 29. Jornada | 29.01.2000 | Birmingham City | - | Stockport County | 2:1 | ||||
| 30. Jornada | 05.02.2000 | Stockport County | - | Charlton Athletic | 1:3 | ||||
| 31. Jornada | 12.02.2000 | Queens Park Rangers | - | Stockport County | 1:1 | ||||
| 32. Jornada | 19.02.2000 | Stockport County | - | Blackburn Rovers | 0:1 |
Inglaterra