| 2. Runde | 27.09.1988 | Birmingham City | - | Aston Villa | 0:2 | ||||
| 2. Runde | 12.10.1988 | Aston Villa | - | Birmingham City | 5:0 | ||||
| 3. Runde | 02.11.1988 | Aston Villa | - | Millwall FC | 3:1 |  |
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| Achtelfinale | 30.11.1988 | Aston Villa | - | Ipswich Town | 6:2 | |
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| Viertelfinale | 18.01.1989 | West Ham United | - | Aston Villa | 2:1 | |
England