| 5. Jornada | 30.08.1999 | Ipswich Town | - | Barnsley FC | 6:1 |  |
|||
| 6. Jornada | 03.09.1999 | Barnsley FC | - | Tranmere Rovers | 3:0 | |
|||
| 12. Jornada | 16.10.1999 | Barnsley FC | - | Wolverhampton Wanderers | 1:2 | ||||
| 17. Jornada | 06.11.1999 | Barnsley FC | - | Sheffield United | 2:0 | ||||
| 19. Jornada | 20.11.1999 | Barnsley FC | - | Birmingham City | 2:1 | ||||
| 20. Jornada | 24.11.1999 | Manchester City | - | Barnsley FC | 3:1 | ||||
| 24. Jornada | 26.12.1999 | Grimsby Town | - | Barnsley FC | 0:3 | ||||
| 11. Jornada | 08.01.2000 | Norwich City | - | Barnsley FC | 2:2 | ||||
| 27. Jornada | 15.01.2000 | Crystal Palace | - | Barnsley FC | 0:2 | ||||
| 32. Jornada | 19.02.2000 | Barnsley FC | - | Queens Park Rangers | 1:1 |
Inglaterra