| 1. Jornada | 23.08.1958 | Manchester United | - | Chelsea | 5:2 |  |
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| 2. Jornada | 27.08.1958 | Nottingham Forest | - | Manchester United | 0:3 | ||||
| 3. Jornada | 30.08.1958 | Blackpool FC | - | Manchester United | 2:1 | ||||
| 4. Jornada | 03.09.1958 | Manchester United | - | Nottingham Forest | 1:1 | ||||
| 7. Jornada | 13.09.1958 | Newcastle United | - | Manchester United | 1:1 | ||||
| 9. Jornada | 20.09.1958 | Manchester United | - | Tottenham Hotspur | 2:2 | ||||
| 41. Jornada | 08.10.1958 | Manchester United | - | Preston North End | 0:2 | ||||
| 14. Jornada | 25.10.1958 | Manchester United | - | West Bromwich Albion | 1:2 | ||||
| 15. Jornada | 01.11.1958 | Leeds United | - | Manchester United | 1:2 | ||||
| 16. Jornada | 08.11.1958 | Manchester United | - | Burnley FC | 1:3 | ||||
| 17. Jornada | 15.11.1958 | Bolton Wanderers | - | Manchester United | 6:3 | |
Escocia