3. Round | 20/08/1998 | Barnsley FC | - | Stockport County | 1:1 | ||||
18. Round | 07/11/1998 | Stockport County | - | Port Vale FC | 4:2 | ||||
19. Round | 13/11/1998 | Stockport County | - | Watford FC | 1:1 | ||||
27. Round | 08/01/1999 | Stockport County | - | Bradford City | 1:2 | ||||
29. Round | 29/01/1999 | Stockport County | - | Wolverhampton Wanderers | 1:2 | ||||
30. Round | 05/02/1999 | Norwich City | - | Stockport County | 0:2 | ||||
31. Round | 12/02/1999 | Stockport County | - | Birmingham City | 1:0 | ||||
32. Round | 19/02/1999 | Crewe Alexandra | - | Stockport County | 0:2 | ||||
37. Round | 12/03/1999 | Port Vale FC | - | Stockport County | 1:1 |