| 40. Round | 01/04/1999 | Crewe Alexandra | - | Birmingham City | 0:0 | ||||
| 41. Round | 04/04/1999 | Birmingham City | - | Watford FC | 1:2 | ||||
| 43. Round | 16/04/1999 | Birmingham City | - | Wolverhampton Wanderers | 0:1 | ||||
| 39. Round | 19/04/1999 | Birmingham City | - | Queens Park Rangers | 1:0 | ||||
| 44. Round | 23/04/1999 | Bristol City | - | Birmingham City | 1:2 | ||||
| 45. Round | 01/05/1999 | Birmingham City | - | Ipswich Town | 1:0 | ||||
| 46. Round | 08/05/1999 | Sunderland AFC | - | Birmingham City | 2:1 |  |
England