| 2. Round | 18/09/1989 | Sunderland AFC | - | Fulham FC | 1:1 | ||||
| 2. Round | 03/10/1989 | Fulham FC | - | Sunderland AFC | 0:3 | ||||
| 3. Round | 24/10/1989 | Sunderland AFC | - | AFC Bournemouth | 1:1 | ||||
| 3. Round | 06/11/1989 | AFC Bournemouth | - | Sunderland AFC | 0:1 | ||||
| Round of 16 | 28/11/1989 | Exeter City | - | Sunderland AFC | 2:2 | ||||
| Round of 16 | 04/12/1989 | Sunderland AFC | - | Exeter City | 5:2 | ||||
| Quarter-finals | 16/01/1990 | Sunderland AFC | - | Coventry City | 0:0 | ||||
| Quarter-finals | 23/01/1990 | Coventry City | - | Sunderland AFC | 5:0 |
England