| 3. Round | 09/09/1988 | Everton FC | - | Nottingham Forest | 1:1 | ||||
| 5. Round | 23/09/1988 | Everton FC | - | Luton Town | 0:2 | ||||
| 9. Round | 22/10/1988 | Aston Villa | - | Everton FC | 2:0 | ||||
| 10. Round | 29/10/1988 | Everton FC | - | Manchester United | 1:1 | ||||
| 11. Round | 04/11/1988 | Sheffield Wednesday | - | Everton FC | 1:1 | ||||
| 12. Round | 11/11/1988 | Charlton Athletic | - | Everton FC | 1:2 | ||||
| 13. Round | 18/11/1988 | Everton FC | - | Norwich City | 1:1 | ||||
| 14. Round | 25/11/1988 | West Ham United | - | Everton FC | 0:1 | ||||
| 15. Round | 02/12/1988 | Everton FC | - | Tottenham Hotspur | 1:0 | ||||
| 16. Round | 10/12/1988 | Liverpool FC | - | Everton FC | 1:1 | ||||
| 20. Round | 01/01/1989 | Nottingham Forest | - | Everton FC | 2:0 | ||||
| 23. Round | 03/02/1989 | Everton FC | - | Wimbledon FC | 1:1 | ||||
| 24. Round | 10/02/1989 | Southampton FC | - | Everton FC | 1:1 | ||||
| 31. Round | 26/03/1989 | Middlesbrough FC | - | Everton FC | 3:3 | ||||
| 26. Round | 09/05/1989 | Manchester United | - | Everton FC | 1:2 | ||||
| 38. Round | 12/05/1989 | Everton FC | - | West Ham United | 3:1 | ||||
| 8. Round | 14/05/1989 | Everton FC | - | Derby County | 1:0 |  |
Scotland