| 2. Ronde | 15.08.1998 | Stockport County | - | Norwich City | 0:2 | ||||
| 3. Ronde | 21.08.1998 | Barnsley FC | - | Stockport County | 1:1 |  |
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| 4. Ronde | 29.08.1998 | Stockport County | - | Crystal Palace | 1:1 | ||||
| 5. Ronde | 31.08.1998 | Wolverhampton Wanderers | - | Stockport County | 2:2 | ||||
| 10. Ronde | 26.09.1998 | Stockport County | - | West Bromwich Albion | 2:2 | ||||
| 11. Ronde | 29.09.1998 | Stockport County | - | Huddersfield Town | 1:1 | ||||
| 12. Ronde | 03.10.1998 | Swindon Town | - | Stockport County | 2:3 | |
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| 14. Ronde | 17.10.1998 | Bury FC | - | Stockport County | 1:1 | |
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| 15. Ronde | 20.10.1998 | Sheffield United | - | Stockport County | 1:1 | ||||
| 16. Ronde | 24.10.1998 | Stockport County | - | Ipswich Town | 0:1 | ||||
| 17. Ronde | 31.10.1998 | Tranmere Rovers | - | Stockport County | 1:1 | ||||
| 18. Ronde | 08.11.1998 | Stockport County | - | Port Vale FC | 4:2 | ||||
| 19. Ronde | 14.11.1998 | Stockport County | - | Watford FC | 1:1 | ||||
| 20. Ronde | 21.11.1998 | Bristol City | - | Stockport County | 1:1 |
Engeland