| 2. Round | 22/09/1987 | Swindon Town | - | Portsmouth FC | 3:1 | ||||
| 2. Round | 07/10/1987 | Portsmouth FC | - | Swindon Town | 1:3 | ||||
| 3. Round | 28/10/1987 | Swindon Town | - | Watford FC | 1:1 | ||||
| 3. Round | 03/11/1987 | Watford FC | - | Swindon Town | 4:2 |
| 2. Round | 22/09/1987 | Swindon Town | - | Portsmouth FC | 3:1 | ||||
| 2. Round | 07/10/1987 | Portsmouth FC | - | Swindon Town | 1:3 | ||||
| 3. Round | 28/10/1987 | Swindon Town | - | Watford FC | 1:1 | ||||
| 3. Round | 03/11/1987 | Watford FC | - | Swindon Town | 4:2 |
| Kieran Michael O'Regan | |
| Born: | 09.11.1963 |
| Place of birth: |
Cork, 
Ireland |
| Nationality: |
Ireland
|