| 2. Round | 09/09/1905 | Notts County | - | Bolton Wanderers | 3:3 | ||||
| 3. Round | 16/09/1905 | Bolton Wanderers | - | Stoke City | 1:2 | ||||
| 21. Round | 02/01/1906 | Bolton Wanderers | - | Aston Villa | 4:1 | ||||
| 22. Round | 03/02/1906 | Bolton Wanderers | - | Notts County | 2:0 | ||||
| 27. Round | 17/02/1906 | Bolton Wanderers | - | Sunderland AFC | 6:2 | ||||
| 30. Round | 10/03/1906 | Derby County | - | Bolton Wanderers | 0:1 | ||||
| 31. Round | 17/03/1906 | Bolton Wanderers | - | The Wednesday FC | 1:0 | ||||
| 32. Round | 24/03/1906 | Nottingham Forest | - | Bolton Wanderers | 4:0 | ||||
| 28. Round | 26/03/1906 | Birmingham FC | - | Bolton Wanderers | 2:5 | ||||
| 33. Round | 31/03/1906 | Bolton Wanderers | - | Manchester City | 1:3 | ||||
| 26. Round | 02/04/1906 | Blackburn Rovers | - | Bolton Wanderers | 4:1 | ||||
| 34. Round | 07/04/1906 | Bury FC | - | Bolton Wanderers | 2:1 | ||||
| 35. Round | 14/04/1906 | Bolton Wanderers | - | Middlesbrough FC | 2:1 | ||||
| 36. Round | 16/04/1906 | Bolton Wanderers | - | Liverpool FC | 3:2 | ||||
| 37. Round | 21/04/1906 | Preston North End | - | Bolton Wanderers | 3:0 | ||||
| 38. Round | 28/04/1906 | Bolton Wanderers | - | Newcastle United | 1:1 |
England