| 11. Round | 22/10/1938 | Portsmouth FC | - | Charlton Athletic | 0:2 | ||||
| 13. Round | 05/11/1938 | Blackpool FC | - | Charlton Athletic | 0:0 | ||||
| 14. Round | 12/11/1938 | Charlton Athletic | - | Derby County | 1:0 | ||||
| 15. Round | 19/11/1938 | Grimsby Town | - | Charlton Athletic | 1:1 | ||||
| 16. Round | 26/11/1938 | Charlton Athletic | - | Sunderland AFC | 3:0 | ||||
| 17. Round | 03/12/1938 | Aston Villa | - | Charlton Athletic | 2:0 |
England