| 4. Round | 26/12/1889 | Derby County | - | Bolton Wanderers | 3:2 |  |
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| 4. Round | 28/12/1889 | Derby County | - | Aston Villa | 5:0 | ||||
| 5. Round | 04/01/1890 | Derby County | - | Burnley FC | 4:1 | |
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| 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 | |
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| 6. Round | 15/02/1890 | Derby County | - | Accrington FC | 2:3 | ||||
| 7. Round | 08/03/1890 | Burnley FC | - | Derby County | 2:0 | ||||
| 7. Round | 15/03/1890 | Everton FC | - | Derby County | 3:0 |
England