| 1. Round | 06/09/1890 | Bolton Wanderers | - | Notts County | 4:2 |  |
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| 1. Round | 13/09/1890 | Bolton Wanderers | - | Derby County | 3:1 | |
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| 1. Round | 20/09/1890 | Bolton Wanderers | - | Everton FC | 0:5 | ||||
| 1. Round | 27/09/1890 | Preston North End | - | Bolton Wanderers | 1:0 | ||||
| 2. Round | 02/10/1890 | Notts County | - | Bolton Wanderers | 3:1 | ||||
| 2. Round | 04/10/1890 | Bolton Wanderers | - | Aston Villa | 4:0 | ||||
| 2. Round | 11/10/1890 | Burnley FC | - | Bolton Wanderers | 1:2 | ||||
| 2. Round | 18/10/1890 | Everton FC | - | Bolton Wanderers | 2:0 | ||||
| 2. Round | 25/10/1890 | Bolton Wanderers | - | Sunderland AFC | 2:5 | ||||
| 3. Round | 15/11/1890 | Bolton Wanderers | - | Preston North End | 1:0 | |
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| 3. Round | 22/11/1890 | Aston Villa | - | Bolton Wanderers | 5:0 | ||||
| 7. Round | 07/03/1891 | Blackburn Rovers | - | Bolton Wanderers | 0:2 | |
England