| 1. Jornada | 07.08.1999 | Blackburn Rovers | - | Port Vale FC | 0:0 | ||||
| 2. Jornada | 14.08.1999 | Port Vale FC | - | West Bromwich Albion | 1:2 | ||||
| 6. Jornada | 05.09.1999 | Port Vale FC | - | Grimsby Town | 3:1 | ||||
| 7. Jornada | 11.09.1999 | Port Vale FC | - | Fulham FC | 0:2 | ||||
| 9. Jornada | 25.09.1999 | Port Vale FC | - | Swindon Town | 2:0 |
Inglaterra