| Segunda etapa | 19.09.1989 | Grimsby Town | - | Coventry City | 3:1 | ||||
| Segunda etapa | 04.10.1989 | Coventry City | - | Grimsby Town | 3:0 |  |
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| Tercera ronda | 25.10.1989 | Queens Park Rangers | - | Coventry City | 1:2 | ||||
| Octavos de final | 22.11.1989 | Manchester City | - | Coventry City | 0:1 | ||||
| Cuartos de final | 24.01.1990 | Coventry City | - | Sunderland | 5:0 |
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