1. Round | 15/08/1998 | Manchester United | - | Leicester City | 2:2 | ||||
2. Round | 22/08/1998 | West Ham United | - | Manchester United | 0:0 | ||||
4. Round | 08/09/1998 | Manchester United | - | Charlton Athletic | 4:1 | ||||
5. Round | 12/09/1998 | Manchester United | - | Coventry City | 2:0 | ||||
6. Round | 20/09/1998 | Arsenal FC | - | Manchester United | 3:0 | ||||
15. Round | 29/11/1998 | Manchester United | - | Leeds United | 3:2 | ||||
17. Round | 12/12/1998 | Tottenham Hotspur | - | Manchester United | 2:2 | ||||
19. Round | 26/12/1998 | Manchester United | - | Nottingham Forest | 3:0 | ||||
21. Round | 10/01/1999 | Manchester United | - | West Ham United | 4:1 | ||||
22. Round | 16/01/1999 | Leicester City | - | Manchester United | 2:6 | ||||
23. Round | 31/01/1999 | Charlton Athletic | - | Manchester United | 0:1 | ||||
26. Round | 20/02/1999 | Coventry City | - | Manchester United | 0:1 | ||||
27. Round | 27/02/1999 | Manchester United | - | Southampton FC | 2:1 | ||||
29. Round | 13/03/1999 | Newcastle United | - | Manchester United | 1:2 | ||||
30. Round | 21/03/1999 | Manchester United | - | Everton FC | 3:1 | ||||
31. Round | 03/04/1999 | Wimbledon FC | - | Manchester United | 1:1 |