| 2. Round | 05/10/1889 | Derby County | - | Everton FC | 2:2 | ||||
| 2. Round | 12/10/1889 | Aston Villa | - | Derby County | 7:1 |  |
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| 3. Round | 09/11/1889 | West Bromwich Albion | - | Derby County | 2:3 | |
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| 3. Round | 16/11/1889 | Accrington FC | - | Derby County | 6:1 | ||||
| 3. Round | 23/11/1889 | Derby County | - | Wolverhampton Wanderers | 3:3 | ||||
| 3. Round | 30/11/1889 | Bolton Wanderers | - | Derby County | 7:1 |
England