| 1. Round | 06/09/1890 | Bolton Wanderers | - | Notts County | 4:2 | ||||
| 1. Round | 13/09/1890 | Bolton Wanderers | - | Derby County | 3:1 | ||||
| 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 | ||||
| 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 | |
|||
| 5. Round | 10/01/1891 | Accrington FC | - | Bolton Wanderers | 2:1 | |
|||
| 6. Round | 10/02/1891 | Sunderland AFC | - | Bolton Wanderers | 2:0 | ||||
| 7. Round | 07/03/1891 | Blackburn Rovers | - | Bolton Wanderers | 0:2 | ||||
| 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