| 4. Jornada | 03.09.1958 | Wolverhampton Wanderers | - | West Ham United | 1:1 | ||||
| 6. Jornada | 08.09.1958 | Aston Villa | - | Wolverhampton Wanderers | 1:3 |  |
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| 7. Jornada | 13.09.1958 | Blackburn Rovers | - | Wolverhampton Wanderers | 1:2 | ||||
| 8. Jornada | 17.09.1958 | Wolverhampton Wanderers | - | Aston Villa | 4:0 | ||||
| 9. Jornada | 20.09.1958 | Wolverhampton Wanderers | - | Newcastle United | 1:3 | ||||
| 22. Jornada | 20.12.1958 | Nottingham Forest | - | Wolverhampton Wanderers | 1:3 | ||||
| 23. Jornada | 26.12.1958 | Portsmouth FC | - | Wolverhampton Wanderers | 3:5 | |
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| 24. Jornada | 27.12.1958 | Wolverhampton Wanderers | - | Portsmouth FC | 7:0 | |
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| 25. Jornada | 03.01.1959 | Wolverhampton Wanderers | - | Chelsea | 1:2 | ||||
| 39. Jornada | 11.04.1959 | Bolton Wanderers | - | Wolverhampton Wanderers | 2:2 | |
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| 40. Jornada | 18.04.1959 | Wolverhampton Wanderers | - | Luton Town | 5:0 | |
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| 41. Jornada | 22.04.1959 | Wolverhampton Wanderers | - | Leicester City | 3:0 | ||||
| 42. Jornada | 25.04.1959 | Everton | - | Wolverhampton Wanderers | 0:1 |
Inglaterra