| 5. Jornada | 06.09.1958 | Manchester United | - | Blackburn Rovers | 6:1 |  |
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| 6. Jornada | 08.09.1958 | West Ham United | - | Manchester United | 3:2 | |
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| 7. Jornada | 13.09.1958 | Newcastle United | - | Manchester United | 1:1 | ||||
| 8. Jornada | 17.09.1958 | Manchester United | - | West Ham United | 4:1 | |
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| 9. Jornada | 20.09.1958 | Manchester United | - | Tottenham Hotspur | 2:2 | |
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| 10. Jornada | 27.09.1958 | Manchester City | - | Manchester United | 1:1 | ||||
| 11. Jornada | 04.10.1958 | Wolverhampton Wanderers | - | Manchester United | 4:0 |
Gales