| 2. Round | 27/08/1928 | Huddersfield Town | - | Bolton Wanderers | 4:1 | ||||
| 3. Round | 01/09/1928 | Arsenal FC | - | Bolton Wanderers | 2:0 | ||||
| 30. Round | 23/02/1929 | Portsmouth FC | - | Bolton Wanderers | 4:4 | ||||
| 36. Round | 30/03/1929 | Bolton Wanderers | - | Liverpool FC | 0:0 | ||||
| 37. Round | 01/04/1929 | Bolton Wanderers | - | Manchester City | 1:1 | ||||
| 40. Round | 20/04/1929 | Burnley FC | - | Bolton Wanderers | 3:1 | ||||
| 34. Round | 29/04/1929 | Leeds United | - | Bolton Wanderers | 2:2 | ||||
| 29. Round | 01/05/1929 | Bury FC | - | Bolton Wanderers | 3:4 | ||||
| 42. Round | 04/05/1929 | Leicester City | - | Bolton Wanderers | 6:1 |
Wales