| 2e Ronde | 20.09.1989 | York City | - | Southampton FC | 0:1 | ||||
| 2e Ronde | 03.10.1989 | Southampton FC | - | York City | 2:0 | ||||
| 3e Ronde | 24.10.1989 | Southampton FC | - | Charlton Athletic | 1:0 | ||||
| Achtste finale | 29.11.1989 | Swindon Town | - | Southampton FC | 0:0 | ||||
| Achtste finale | 16.01.1990 | Southampton FC | - | Swindon Town | 4:2 n.v. | ||||
| Kwartfinale | 31.01.1990 | Oldham Athletic | - | Southampton FC | 2:0 |
Engeland