| 2. Round | 27/09/1988 | Birmingham City | - | Aston Villa | 0:2 | ||||
| 2. Round | 12/10/1988 | Aston Villa | - | Birmingham City | 5:0 | ||||
| 3. Round | 01/11/1988 | Aston Villa | - | Millwall FC | 3:1 | ||||
| Round of 16 | 29/11/1988 | Aston Villa | - | Ipswich Town | 6:2 | ||||
| Quarter-finals | 18/01/1989 | West Ham United | - | Aston Villa | 2:1 |
England