| 1. Round | 02/09/1899 | Derby County | - | Notts County | 0:1 | ||||
| 2. Round | 09/09/1899 | Manchester City | - | Derby County | 4:0 | ||||
| 22. Round | 20/01/1900 | Derby County | - | Newcastle United | 2:1 | ||||
| 28. Round | 17/03/1900 | Stoke City | - | Derby County | 1:1 |  |
|||
| 12. Round | 21/03/1900 | Sunderland AFC | - | Derby County | 2:0 | ||||
| 29. Round | 24/03/1900 | Derby County | - | Sunderland AFC | 2:0 | ||||
| 30. Round | 31/03/1900 | West Bromwich Albion | - | Derby County | 0:0 |
England