1. Round | 02/09/1899 | Derby County | - | Notts County | 0:1 | ||||
2. Round | 09/09/1899 | Manchester City | - | Derby County | 4:0 | ||||
3. Round | 16/09/1899 | Derby County | - | Sheffield United | 0:1 | ||||
4. Round | 23/09/1899 | Newcastle United | - | Derby County | 2:0 | ||||
17. Round | 23/12/1899 | Bury FC | - | Derby County | 1:1 | ||||
19. Round | 25/12/1899 | Derby County | - | Liverpool FC | 3:2 |