| 1. Round | 07/08/1999 | Blackburn Rovers | - | Port Vale FC | 0:0 | ||||
| 3. Round | 21/08/1999 | Blackburn Rovers | - | Barnsley FC | 1:2 | ||||
| 4. Round | 28/08/1999 | Norwich City | - | Blackburn Rovers | 0:2 | ||||
| 7. Round | 11/09/1999 | Blackburn Rovers | - | Tranmere Rovers | 2:0 | ||||
| 8. Round | 18/09/1999 | West Bromwich Albion | - | Blackburn Rovers | 2:2 | ||||
| 12. Round | 16/10/1999 | Blackburn Rovers | - | Grimsby Town | 1:1 |  |
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| 13. Round | 20/10/1999 | Blackburn Rovers | - | Crystal Palace | 1:1 | ||||
| 14. Round | 23/10/1999 | Manchester City | - | Blackburn Rovers | 2:0 |  |
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| 15. Round | 26/10/1999 | Walsall FC | - | Blackburn Rovers | 1:1 | ||||
| 20. Round | 23/11/1999 | Crewe Alexandra | - | Blackburn Rovers | 0:0 | ||||
| 37. Round | 18/03/2000 | Fulham FC | - | Blackburn Rovers | 2:2 | ||||
| 38. Round | 22/03/2000 | Blackburn Rovers | - | Birmingham City | 1:0 | ||||
| 39. Round | 25/03/2000 | Nottingham Forest | - | Blackburn Rovers | 0:1 | ||||
| 42. Round | 15/04/2000 | Blackburn Rovers | - | Portsmouth FC | 1:1 | ||||
| 44. Round | 24/04/2000 | Blackburn Rovers | - | Charlton Athletic | 1:1 | ||||
| 45. Round | 29/04/2000 | Crystal Palace | - | Blackburn Rovers | 2:1 |
Happy birthday! 
England