| 4. Round | 05/09/1938 | Stoke City | - | Leeds United | 1:1 | ||||
| 5. Round | 10/09/1938 | Leeds United | - | Bolton Wanderers | 1:2 | ||||
| 28. Round | 11/02/1939 | Leeds United | - | Middlesbrough FC | 0:1 | ||||
| 29. Round | 18/02/1939 | Wolverhampton Wanderers | - | Leeds United | 4:1 | ||||
| 30. Round | 25/02/1939 | Leeds United | - | Everton FC | 1:2 |
Scotland