| 1. Round | 09/08/1969 | Crystal Palace | - | Manchester United | 2:2 | ||||
| 2. Round | 13/08/1969 | Manchester United | - | Everton FC | 0:2 | ||||
| 3. Round | 16/08/1969 | Manchester United | - | Southampton FC | 1:4 | ||||
| 5. Round | 23/08/1969 | Wolverhampton Wanderers | - | Manchester United | 0:0 | ||||
| 18. Round | 01/11/1969 | Manchester United | - | Stoke City | 1:1 | ||||
| 19. Round | 08/11/1969 | Coventry City | - | Manchester United | 1:2 |  |
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| 20. Round | 15/11/1969 | Manchester City | - | Manchester United | 4:0 | ||||
| 37. Round | 17/03/1970 | Manchester United | - | Burnley FC | 3:3 | |
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| 38. Round | 21/03/1970 | Chelsea FC | - | Manchester United | 2:1 | ||||
| 40. Round | 28/03/1970 | Manchester United | - | Manchester City | 1:2 | ||||
| 39. Round | 30/03/1970 | Manchester United | - | Coventry City | 1:1 |
Scotland
