| 28. Round | 28/02/1914 | Bolton Wanderers | - | Middlesbrough FC | 1:1 | ||||
| 30. Round | 14/03/1914 | Bolton Wanderers | - | Derby County | 3:1 |  |
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| 32. Round | 28/03/1914 | Bolton Wanderers | - | Bradford City | 3:0 | ||||
| 33. Round | 04/04/1914 | Blackburn Rovers | - | Bolton Wanderers | 3:2 | ||||
| 29. Round | 06/04/1914 | Sheffield United | - | Bolton Wanderers | 2:0 | ||||
| 20. Round | 10/04/1914 | Tottenham Hotspur | - | Bolton Wanderers | 3:0 | ||||
| 34. Round | 13/04/1914 | Chelsea FC | - | Bolton Wanderers | 2:1 |
England