| 1. Round | 20/08/1949 | Birmingham City | - | Chelsea FC | 0:3 | ||||
| 5. Round | 03/09/1949 | Birmingham City | - | Burnley FC | 0:1 | ||||
| 7. Round | 10/09/1949 | Sunderland AFC | - | Birmingham City | 1:1 | ||||
| 8. Round | 14/09/1949 | Birmingham City | - | Wolverhampton Wanderers | 1:1 | ||||
| 9. Round | 17/09/1949 | Birmingham City | - | Liverpool FC | 2:3 | ||||
| 13. Round | 15/10/1949 | Huddersfield Town | - | Birmingham City | 1:0 | ||||
| 15. Round | 29/10/1949 | Middlesbrough FC | - | Birmingham City | 1:0 | ||||
| 31. Round | 25/02/1950 | Portsmouth FC | - | Birmingham City | 2:0 |
Scotland