| 15. Round | 29/10/1949 | Blackpool FC | - | Bolton Wanderers | 2:0 | ||||
| 22. Round | 17/12/1949 | Stoke City | - | Bolton Wanderers | 3:2 | ||||
| 23. Round | 24/12/1949 | Bolton Wanderers | - | Burnley FC | 0:1 | ||||
| 31. Round | 25/02/1950 | Huddersfield Town | - | Bolton Wanderers | 2:0 | ||||
| 40. Round | 15/04/1950 | Bolton Wanderers | - | Blackpool FC | 0:0 |
England