| 2. Round | 25/10/1890 | Bolton Wanderers | - | Sunderland AFC | 2:5 | ||||
| 3. Round | 03/11/1890 | West Bromwich Albion | - | Bolton Wanderers | 2:4 | ||||
| 3. Round | 08/11/1890 | Wolverhampton Wanderers | - | Bolton Wanderers | 1:0 | ||||
| 3. Round | 22/11/1890 | Aston Villa | - | Bolton Wanderers | 5:0 | ||||
| 4. Round | 13/12/1890 | Bolton Wanderers | - | Accrington FC | 6:0 | ||||
| 4. Round | 26/12/1890 | Derby County | - | Bolton Wanderers | 1:1 | ||||
| 4. Round | 29/12/1890 | Bolton Wanderers | - | Wolverhampton Wanderers | 6:0 |  |
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| 5. Round | 10/01/1891 | Accrington FC | - | Bolton Wanderers | 2:1 | ||||
| 6. Round | 10/02/1891 | Sunderland AFC | - | Bolton Wanderers | 2:0 | ||||
| 7. Round | 14/03/1891 | Bolton Wanderers | - | West Bromwich Albion | 7:1 | ||||
| 7. Round | 21/03/1891 | Bolton Wanderers | - | Burnley FC | 1:0 | ||||
| 7. Round | 28/03/1891 | Bolton Wanderers | - | Blackburn Rovers | 2:0 |
Scotland