| 1. Round | 07/08/1999 | Blackburn Rovers | - | Port Vale FC | 0:0 | ||||
| 2. Round | 13/08/1999 | Huddersfield Town | - | Blackburn Rovers | 3:2 | ||||
| 4. Round | 28/08/1999 | Norwich City | - | Blackburn Rovers | 0:2 | ||||
| 9. Round | 25/09/1999 | Blackburn Rovers | - | Walsall FC | 2:0 | ||||
| 6. Round | 28/09/1999 | Swindon Town | - | Blackburn Rovers | 2:1 |
Scotland