| 1. Round | 14/09/1889 | Bolton Wanderers | - | Accrington FC | 2:4 | ||||
| 1. Round | 21/09/1889 | Bolton Wanderers | - | Everton FC | 3:4 | ||||
| 1. Round | 28/09/1889 | Everton FC | - | Bolton Wanderers | 3:0 | ||||
| 6. Round | 24/02/1890 | Bolton Wanderers | - | Wolverhampton Wanderers | 4:1 |  |
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| 7. Round | 15/03/1890 | Wolverhampton Wanderers | - | Bolton Wanderers | 5:1 | ||||
| 7. Round | 17/03/1890 | Bolton Wanderers | - | Burnley FC | 2:2 |
England