| 1. Round | 27/08/1938 | Leicester City | - | Stoke City | 2:2 | ||||
| 2. Round | 29/08/1938 | Wolverhampton Wanderers | - | Leicester City | 0:0 | ||||
| 3. Round | 03/09/1938 | Chelsea FC | - | Leicester City | 3:0 | ||||
| 42. Round | 07/09/1938 | Birmingham FC | - | Leicester City | 2:1 | ||||
| 5. Round | 10/09/1938 | Leicester City | - | Preston North End | 2:1 | ||||
| 4. Round | 12/09/1938 | Leicester City | - | Birmingham FC | 2:1 | ||||
| 6. Round | 17/09/1938 | Charlton Athletic | - | Leicester City | 1:0 |
England