| 1er tour | 10.08.1999 | Birmingham City | - | Exeter City | 3:0 | ||||
| 1er tour | 24.08.1999 | Exeter City | - | Birmingham City | 1:2 | ||||
| 2e tour | 21.09.1999 | Bristol Rovers | - | Birmingham City | 0:1 | ||||
| 3e tour | 12.10.1999 | Birmingham City | - | Newcastle United | 2:0 |  |
|||
| tour des 16 | 30.11.1999 | Birmingham City | - | West Ham United | 2:3 |  |
Angleterre