| 17. Round | 18/12/1909 | Bolton Wanderers | - | Preston North End | 3:1 | ||||
| 31. Round | 25/12/1909 | Liverpool FC | - | Bolton Wanderers | 3:0 | ||||
| 20. Round | 01/01/1910 | Bolton Wanderers | - | Notts County | 3:4 | ||||
| 21. Round | 08/01/1910 | Aston Villa | - | Bolton Wanderers | 3:1 | ||||
| 22. Round | 22/01/1910 | Bolton Wanderers | - | Sheffield United | 1:0 | ||||
| 24. Round | 05/02/1910 | Bolton Wanderers | - | Middlesbrough FC | 1:1 | ||||
| 25. Round | 12/02/1910 | Bolton Wanderers | - | Chelsea FC | 5:2 | ||||
| 32. Round | 19/02/1910 | Bolton Wanderers | - | Bradford City | 1:1 | ||||
| 27. Round | 26/02/1910 | Bolton Wanderers | - | Nottingham Forest | 2:1 | ||||
| 28. Round | 05/03/1910 | Sunderland AFC | - | Bolton Wanderers | 3:0 | ||||
| 29. Round | 12/03/1910 | Bolton Wanderers | - | Everton FC | 0:1 | ||||
| 30. Round | 19/03/1910 | Manchester United | - | Bolton Wanderers | 5:0 | ||||
| 38. Round | 30/04/1910 | Preston North End | - | Bolton Wanderers | 1:0 |
Scotland