| Round of 16 | 17/02/1990 | Oldham Athletic | - | Everton FC | 2:2 | ||||
| Round of 16 | 21/02/1990 | Everton FC | - | Oldham Athletic | 1:1 aet | ||||
| Round of 16 | 10/03/1990 | Oldham Athletic | - | Everton FC | 2:1 aet | ||||
| Quarter-finals | 13/03/1990 | Oldham Athletic | - | Aston Villa | 3:0 | ||||
| Semi-finals | 08/04/1990 | Manchester United | - | Oldham Athletic | 3:3 aet | ||||
| Semi-finals | 11/04/1990 | Manchester United | - | Oldham Athletic | 2:1 aet |
England