| 3. Runde | 02.11.1988 | Scarborough FC | - | Southampton FC | 2:2 | ||||
| 3. Runde | 22.11.1988 | Southampton FC | - | Scarborough FC | 1:0 | ||||
| Achtelfinale | 29.11.1988 | Southampton FC | - | Tottenham Hotspur | 2:1 | ||||
| Viertelfinale | 18.01.1989 | Luton Town | - | Southampton FC | 1:1 | ||||
| Viertelfinale | 25.01.1989 | Southampton FC | - | Luton Town | 1:2 n.V. |  |
 |
England