| 1. Round | 14/09/1889 | Derby County | - | West Bromwich Albion | 3:1 | ||||
| 1. Round | 21/09/1889 | Blackburn Rovers | - | Derby County | 4:2 | ||||
| 1. Round | 28/09/1889 | Derby County | - | Notts County | 2:0 | ||||
| 2. Round | 05/10/1889 | Derby County | - | Everton FC | 2:2 | ||||
| 2. Round | 12/10/1889 | Aston Villa | - | Derby County | 7:1 | ||||
| 2. Round | 19/10/1889 | Derby County | - | Preston North End | 2:1 | ||||
| 2. Round | 26/10/1889 | Derby County | - | Stoke City | 2:0 | ||||
| 4. Round | 21/12/1889 | Notts County | - | Derby County | 3:1 | ||||
| 4. Round | 26/12/1889 | Derby County | - | Bolton Wanderers | 3:2 | ||||
| 4. Round | 28/12/1889 | Derby County | - | Aston Villa | 5:0 | ||||
| 5. Round | 04/01/1890 | Derby County | - | Burnley FC | 4:1 | ||||
| 5. Round | 11/01/1890 | Preston North End | - | Derby County | 5:0 | ||||
| 5. Round | 25/01/1890 | Wolverhampton Wanderers | - | Derby County | 2:1 | ||||
| 6. Round | 08/02/1890 | Derby County | - | Blackburn Rovers | 4:0 | ||||
| 6. Round | 15/02/1890 | Derby County | - | Accrington FC | 2:3 | ||||
| 7. Round | 15/03/1890 | Everton FC | - | Derby County | 3:0 |
England