18. Round | 07/11/1998 | Stockport County | - | Port Vale FC | 4:2 | ||||
19. Round | 13/11/1998 | Stockport County | - | Watford FC | 1:1 | ||||
20. Round | 20/11/1998 | Bristol City | - | Stockport County | 1:1 | ||||
13. Round | 23/11/1998 | Stockport County | - | Bolton Wanderers | 0:1 | ||||
21. Round | 27/11/1998 | Stockport County | - | Portsmouth FC | 2:0 | ||||
22. Round | 04/12/1998 | Sunderland AFC | - | Stockport County | 1:0 | ||||
23. Round | 11/12/1998 | Watford FC | - | Stockport County | 4:2 | ||||
24. Round | 18/12/1998 | Stockport County | - | Oxford United | 2:0 | ||||
25. Round | 25/12/1998 | Stockport County | - | Barnsley FC | 0:1 | ||||
26. Round | 27/12/1998 | Grimsby Town | - | Stockport County | 1:0 | ||||
27. Round | 08/01/1999 | Stockport County | - | Bradford City | 1:2 | ||||
28. Round | 15/01/1999 | Crystal Palace | - | Stockport County | 2:2 | ||||
29. Round | 29/01/1999 | Stockport County | - | Wolverhampton Wanderers | 1:2 |