| 1. Jornada | 07.08.1999 | Portsmouth FC | - | Sheffield United | 2:0 | ||||
| 18. Jornada | 14.11.1999 | West Bromwich Albion | - | Portsmouth FC | 3:2 | ||||
| 19. Jornada | 20.11.1999 | Portsmouth FC | - | Crewe Alexandra | 0:2 | ||||
| 20. Jornada | 24.11.1999 | Nottingham Forest | - | Portsmouth FC | 2:0 | ||||
| 21. Jornada | 27.11.1999 | Portsmouth FC | - | Bolton Wanderers | 0:0 | ||||
| 22. Jornada | 04.12.1999 | Sheffield United | - | Portsmouth FC | 1:0 | ||||
| 23. Jornada | 18.12.1999 | Portsmouth FC | - | Port Vale FC | 0:0 | ||||
| 24. Jornada | 26.12.1999 | Swindon Town | - | Portsmouth FC | 1:1 | ||||
| 25. Jornada | 28.12.1999 | Portsmouth FC | - | Blackburn Rovers | 1:2 | ||||
| 38. Jornada | 21.03.2000 | Portsmouth FC | - | West Bromwich Albion | 2:0 |
Inglaterra