| 2. Round | 03/10/1989 | Leeds United | - | Oldham Athletic | 1:2 | ||||
| Quarter-finals | 23/01/1990 | Southampton FC | - | Oldham Athletic | 2:2 | ||||
| Quarter-finals | 30/01/1990 | Oldham Athletic | - | Southampton FC | 2:0 | ||||
| Semi-finals | 13/02/1990 | Oldham Athletic | - | West Ham United | 6:0 | ||||
| Semi-finals | 06/03/1990 | West Ham United | - | Oldham Athletic | 3:0 |
England