| 3. Round | 06/01/1989 | Hartlepool United | - | Bristol City | 1:0 | ||||
| 4. Round | 27/01/1989 | Hartlepool United | - | AFC Bournemouth | 1:1 | ||||
| 4. Round | 30/01/1989 | AFC Bournemouth | - | Hartlepool United | 5:2 |
| 3. Round | 06/01/1989 | Hartlepool United | - | Bristol City | 1:0 | ||||
| 4. Round | 27/01/1989 | Hartlepool United | - | AFC Bournemouth | 1:1 | ||||
| 4. Round | 30/01/1989 | AFC Bournemouth | - | Hartlepool United | 5:2 |
| Simon Darrell Grayson | |
| Born: | 21.10.1968 |
| Place of birth: |
Sheffield, 
England |
| Nationality: |
England
|