| 22. Jornada | 04.12.1999 | Stockport County | - | Grimsby Town | 2:1 | ||||
| 18. Jornada | 08.12.1999 | Manchester City | - | Stockport County | 1:2 | ||||
| 30. Jornada | 05.02.2000 | Stockport County | - | Charlton Athletic | 1:3 |  |
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| 31. Jornada | 12.02.2000 | Queens Park Rangers | - | Stockport County | 1:1 | ||||
| 32. Jornada | 19.02.2000 | Stockport County | - | Blackburn Rovers | 0:1 | ||||
| 33. Jornada | 26.02.2000 | Port Vale FC | - | Stockport County | 1:1 | ||||
| 34. Jornada | 03.03.2000 | Stockport County | - | Barnsley FC | 1:3 | ||||
| 35. Jornada | 07.03.2000 | Fulham FC | - | Stockport County | 4:1 | ||||
| 36. Jornada | 11.03.2000 | Stockport County | - | West Bromwich Albion | 0:1 |
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