| 1. Jornada | 08.08.1998 | Portsmouth FC | - | Watford FC | 1:2 | ||||
| 2. Jornada | 15.08.1998 | Tranmere Rovers | - | Portsmouth FC | 1:1 |  |
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| 7. Jornada | 08.09.1998 | Bury FC | - | Portsmouth FC | 2:1 | ||||
| 9. Jornada | 19.09.1998 | Port Vale FC | - | Portsmouth FC | 0:2 | ||||
| 11. Jornada | 29.09.1998 | Portsmouth FC | - | Birmingham City | 0:1 | ||||
| 16. Jornada | 24.10.1998 | Barnsley FC | - | Portsmouth FC | 2:1 | ||||
| 18. Jornada | 07.11.1998 | Crystal Palace | - | Portsmouth FC | 4:1 | ||||
| 30. Jornada | 06.02.1999 | Portsmouth FC | - | Tranmere Rovers | 1:1 |
Inglaterra