| 1. Jornada | 08.08.1998 | Portsmouth FC | - | Watford FC | 1:2 | ||||
| 2. Jornada | 15.08.1998 | Tranmere Rovers | - | Portsmouth FC | 1:1 | ||||
| 4. Jornada | 29.08.1998 | Huddersfield Town | - | Portsmouth FC | 3:3 | ||||
| 5. Jornada | 31.08.1998 | Portsmouth FC | - | Queens Park Rangers | 3:0 | ||||
| 6. Jornada | 06.09.1998 | Oxford United | - | Portsmouth FC | 3:0 | ||||
| 10. Jornada | 26.09.1998 | Portsmouth FC | - | Sunderland | 1:1 | ||||
| 11. Jornada | 29.09.1998 | Portsmouth FC | - | Birmingham City | 0:1 | ||||
| 12. Jornada | 03.10.1998 | Sheffield United | - | Portsmouth FC | 2:1 | ||||
| 13. Jornada | 10.10.1998 | Bristol City | - | Portsmouth FC | 2:2 | ||||
| 23. Jornada | 13.12.1998 | Portsmouth FC | - | Grimsby Town | 0:1 | ||||
| 24. Jornada | 19.12.1998 | Bolton Wanderers | - | Portsmouth FC | 3:1 | ||||
| 25. Jornada | 26.12.1998 | Ipswich Town | - | Portsmouth FC | 3:0 |  |
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| 26. Jornada | 28.12.1998 | Portsmouth FC | - | Oxford United | 2:2 | ||||
| 27. Jornada | 09.01.1999 | Watford FC | - | Portsmouth FC | 0:0 | ||||
| 28. Jornada | 16.01.1999 | Portsmouth FC | - | Huddersfield Town | 1:0 | ||||
| 30. Jornada | 06.02.1999 | Portsmouth FC | - | Tranmere Rovers | 1:1 |
Inglaterra