| 2. Round | 24/09/1990 | Crystal Palace | - | Southend United | 8:0 | ||||
| 2. Round | 09/10/1990 | Southend United | - | Crystal Palace | 1:2 | ||||
| 3. Round | 29/10/1990 | Crystal Palace | - | Leyton Orient | 0:0 | ||||
| 3. Round | 06/11/1990 | Leyton Orient | - | Crystal Palace | 0:1 | ||||
| Round of 16 | 26/11/1990 | Southampton FC | - | Crystal Palace | 2:0 |
England