| 10. Jornada | 27.09.1958 | Newcastle United | - | Portsmouth FC | 2:0 | ||||
| 11. Jornada | 04.10.1958 | Portsmouth FC | - | Tottenham Hotspur | 1:1 | ||||
| 12. Jornada | 11.10.1958 | Portsmouth FC | - | Leeds United | 2:0 | ||||
| 13. Jornada | 18.10.1958 | Manchester City | - | Portsmouth FC | 3:2 |  |
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| 14. Jornada | 25.10.1958 | Portsmouth FC | - | Luton Town | 2:2 | ||||
| 15. Jornada | 01.11.1958 | Birmingham City | - | Portsmouth FC | 2:2 | ||||
| 16. Jornada | 08.11.1958 | Portsmouth FC | - | Leicester City | 4:1 | ||||
| 17. Jornada | 15.11.1958 | Preston North End | - | Portsmouth FC | 3:1 | ||||
| 18. Jornada | 22.11.1958 | Portsmouth FC | - | Burnley FC | 4:2 | ||||
| 19. Jornada | 29.11.1958 | Bolton Wanderers | - | Portsmouth FC | 2:1 | ||||
| 21. Jornada | 13.12.1958 | Everton | - | Portsmouth FC | 2:1 | ||||
| 22. Jornada | 20.12.1958 | West Ham United | - | Portsmouth FC | 6:0 | ||||
| 30. Jornada | 21.02.1959 | Tottenham Hotspur | - | Portsmouth FC | 4:4 | ||||
| 32. Jornada | 07.03.1959 | Portsmouth FC | - | Manchester City | 3:4 | ||||
| 29. Jornada | 11.03.1959 | Portsmouth FC | - | Newcastle United | 1:5 |
Inglaterra