| 1. Round | 06/09/1890 | Bolton Wanderers | - | Notts County | 4:2 | ||||
| 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 | ||||
| 2. Round | 11/10/1890 | Burnley FC | - | Bolton Wanderers | 1:2 | |
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| 2. Round | 18/10/1890 | Everton FC | - | Bolton Wanderers | 2:0 | ||||
| 3. Round | 03/11/1890 | West Bromwich Albion | - | Bolton Wanderers | 2:4 | |
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| 3. Round | 08/11/1890 | Wolverhampton Wanderers | - | Bolton Wanderers | 1:0 | ||||
| 3. Round | 15/11/1890 | Bolton Wanderers | - | Preston North End | 1:0 | ||||
| 3. Round | 22/11/1890 | Aston Villa | - | Bolton Wanderers | 5:0 | ||||
| 4. Round | 13/12/1890 | Bolton Wanderers | - | Accrington FC | 6:0 | |
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| 4. Round | 26/12/1890 | Derby County | - | Bolton Wanderers | 1:1 | ||||
| 4. Round | 29/12/1890 | Bolton Wanderers | - | Wolverhampton Wanderers | 6:0 | ||||
| 5. Round | 10/01/1891 | Accrington FC | - | Bolton Wanderers | 2:1 | ||||
| 6. Round | 10/02/1891 | Sunderland AFC | - | Bolton Wanderers | 2:0 |
Scotland