| 18. Round | 19/12/1998 | West Ham United | - | Everton FC | 2:1 | ||||
| 19. Round | 26/12/1998 | Everton FC | - | Derby County | 0:0 | ||||
| 22. Round | 18/01/1999 | Aston Villa | - | Everton FC | 3:0 | ||||
| 23. Round | 30/01/1999 | Everton FC | - | Nottingham Forest | 0:1 | ||||
| 27. Round | 27/02/1999 | Everton FC | - | Wimbledon FC | 1:1 | ||||
| 28. Round | 10/03/1999 | Blackburn Rovers | - | Everton FC | 1:2 | ||||
| 31. Round | 03/04/1999 | Liverpool FC | - | Everton FC | 3:2 |
England