| 13. Round | 09/10/1968 | Tottenham Hotspur | - | Manchester United | 2:2 | ||||
| 14. Round | 12/10/1968 | Liverpool FC | - | Manchester United | 2:0 | ||||
| 15. Round | 19/10/1968 | Manchester United | - | Southampton FC | 1:2 | ||||
| 18. Round | 09/11/1968 | Sunderland AFC | - | Manchester United | 1:1 | ||||
| 20. Round | 23/11/1968 | Stoke City | - | Manchester United | 0:0 | ||||
| 21. Round | 30/11/1968 | Manchester United | - | Wolverhampton Wanderers | 2:0 | ||||
| 22. Round | 07/12/1968 | Leicester City | - | Manchester United | 2:1 | ||||
| 23. Round | 14/12/1968 | Manchester United | - | Liverpool FC | 1:0 | ||||
| 24. Round | 21/12/1968 | Southampton FC | - | Manchester United | 2:0 | ||||
| 25. Round | 26/12/1968 | Arsenal FC | - | Manchester United | 3:0 | ||||
| 27. Round | 11/01/1969 | Leeds United | - | Manchester United | 2:1 | ||||
| 28. Round | 18/01/1969 | Manchester United | - | Sunderland AFC | 4:1 | ||||
| 30. Round | 15/02/1969 | Wolverhampton Wanderers | - | Manchester United | 2:2 |
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