| 2. Round | 18/09/1989 | Grimsby Town | - | Coventry City | 3:1 | ||||
| 2. Round | 04/10/1989 | Coventry City | - | Grimsby Town | 3:0 | ||||
| 3. Round | 25/10/1989 | Queens Park Rangers | - | Coventry City | 1:2 | ||||
| Round of 16 | 22/11/1989 | Manchester City | - | Coventry City | 0:1 | ||||
| Quarter-finals | 16/01/1990 | Sunderland AFC | - | Coventry City | 0:0 | ||||
| Quarter-finals | 23/01/1990 | Coventry City | - | Sunderland AFC | 5:0 | ||||
| Semi-finals | 11/02/1990 | Nottingham Forest | - | Coventry City | 2:1 | ||||
| Semi-finals | 25/02/1990 | Coventry City | - | Nottingham Forest | 0:0 |
England