| 23. Round | 11/12/1998 | Oxford United | - | Birmingham City | 1:7 | ||||
| 24. Round | 18/12/1998 | Birmingham City | - | Sunderland AFC | 0:0 | ||||
| 25. Round | 25/12/1998 | Birmingham City | - | Sheffield United | 1:0 | ||||
| 26. Round | 27/12/1998 | Bury FC | - | Birmingham City | 2:4 | ||||
| 27. Round | 08/01/1999 | Birmingham City | - | Port Vale FC | 1:0 | ||||
| 28. Round | 15/01/1999 | Barnsley FC | - | Birmingham City | 0:0 | ||||
| 29. Round | 30/01/1999 | Birmingham City | - | Bradford City | 2:1 |
England