| 2. Runde | 03.10.1989 | Leeds United | - | Oldham Athletic | 1:2 | ||||
| 3. Runde | 25.10.1989 | Oldham Athletic | - | Scarborough FC | 7:0 | ||||
| Achtelfinale | 22.11.1989 | Oldham Athletic | - | Arsenal FC | 3:1 | ||||
| Viertelfinale | 24.01.1990 | Southampton FC | - | Oldham Athletic | 2:2 | ||||
| Halbfinale | 07.03.1990 | West Ham United | - | Oldham Athletic | 3:0 | ||||
| Finale | 29.04.1990 | Nottingham Forest | - | Oldham Athletic | 1:0 |
England