| 15. Round | 29/11/1998 | Liverpool FC | - | Blackburn Rovers | 2:0 | ||||
| 16. Round | 05/12/1998 | Tottenham Hotspur | - | Liverpool FC | 2:1 | ||||
| 20. Round | 28/12/1998 | Liverpool FC | - | Newcastle United | 4:2 | ||||
| 23. Round | 30/01/1999 | Coventry City | - | Liverpool FC | 2:1 | ||||
| 24. Round | 06/02/1999 | Liverpool FC | - | Middlesbrough FC | 3:1 | ||||
| 25. Round | 13/02/1999 | Charlton Athletic | - | Liverpool FC | 1:0 | ||||
| 29. Round | 13/03/1999 | Derby County | - | Liverpool FC | 3:2 | ||||
| 31. Round | 03/04/1999 | Liverpool FC | - | Everton FC | 3:2 | ||||
| 32. Round | 05/04/1999 | Nottingham Forest | - | Liverpool FC | 2:2 | ||||
| 33. Round | 12/04/1999 | Leeds United | - | Liverpool FC | 0:0 | ||||
| 36. Round | 01/05/1999 | Liverpool FC | - | Tottenham Hotspur | 3:2 | ||||
| 37. Round | 08/05/1999 | Sheffield Wednesday | - | Liverpool FC | 1:0 |  |
England
