3. Round | 14/08/1999 | Derby County | - | Middlesbrough FC | 1:3 | ||||
4. Round | 21/08/1999 | Coventry City | - | Derby County | 2:0 | ||||
5. Round | 25/08/1999 | Sheffield Wednesday | - | Derby County | 0:2 | ||||
6. Round | 28/08/1999 | Derby County | - | Everton FC | 1:0 | ||||
7. Round | 11/09/1999 | Wimbledon FC | - | Derby County | 2:2 | ||||
8. Round | 18/09/1999 | Derby County | - | Sunderland AFC | 0:5 | ||||
19. Round | 26/12/1999 | Derby County | - | Aston Villa | 0:2 | ||||
20. Round | 28/12/1999 | West Ham United | - | Derby County | 1:1 | ||||
22. Round | 15/01/2000 | Middlesbrough FC | - | Derby County | 1:4 | ||||
23. Round | 22/01/2000 | Derby County | - | Coventry City | 0:0 | ||||
27. Round | 04/03/2000 | Derby County | - | Wimbledon FC | 4:0 | ||||
37. Round | 06/05/2000 | Derby County | - | Newcastle United | 0:0 | ||||
38. Round | 14/05/2000 | Chelsea FC | - | Derby County | 4:0 |