12. Round | 11/10/1958 | Chelsea FC | - | Bolton Wanderers | 0:1 | ||||
13. Round | 18/10/1958 | Bolton Wanderers | - | Blackpool FC | 4:0 | ||||
14. Round | 25/10/1958 | Aston Villa | - | Bolton Wanderers | 2:1 | ||||
15. Round | 01/11/1958 | Bolton Wanderers | - | West Ham United | 0:2 |