| 18. Round | 31/12/1898 | Bury FC | - | Derby County | 0:0 | ||||
| 20. Round | 07/01/1899 | Derby County | - | West Bromwich Albion | 4:1 | ||||
| 21. Round | 14/01/1899 | Blackburn Rovers | - | Derby County | 3:0 | ||||
| 22. Round | 21/01/1899 | Derby County | - | The Wednesday FC | 9:0 |  |
|||
| 23. Round | 04/02/1899 | Derby County | - | Wolverhampton Wanderers | 6:2 | |
|||
| 24. Round | 18/02/1899 | Derby County | - | Notts County | 4:2 | |
|||
| 26. Round | 04/03/1899 | Derby County | - | Aston Villa | 1:1 | ||||
| 27. Round | 11/03/1899 | Burnley FC | - | Derby County | 2:1 | ||||
| 34. Round | 31/03/1899 | Bolton Wanderers | - | Derby County | 2:1 | |
England