| Segunda etapa | 19.09.1989 | Birmingham City | - | West Ham United | 1:2 |  |
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| Segunda etapa | 04.10.1989 | West Ham United | - | Birmingham City | 1:1 | ||||
| Tercera ronda | 25.10.1989 | Aston Villa | - | West Ham United | 0:0 | ||||
| Tercera ronda | 08.11.1989 | West Ham United | - | Aston Villa | 1:0 | ||||
| Octavos de final | 22.11.1989 | West Ham United | - | Wimbledon FC | 1:0 | ||||
| Cuartos de final | 17.01.1990 | West Ham United | - | Derby County | 1:1 | ||||
| Cuartos de final | 24.01.1990 | Derby County | - | West Ham United | 0:0 pró. | ||||
| Cuartos de final | 31.01.1990 | West Ham United | - | Derby County | 2:1 | |
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| Semifinales | 14.02.1990 | Oldham Athletic | - | West Ham United | 6:0 | ||||
| Semifinales | 07.03.1990 | West Ham United | - | Oldham Athletic | 3:0 |
Inglaterra