| 5. Round | 13/09/1919 | The Wednesday FC | - | Notts County | 0:0 | ||||
| 6. Round | 20/09/1919 | Notts County | - | The Wednesday FC | 3:1 | ||||
| 7. Round | 27/09/1919 | The Wednesday FC | - | Sheffield United | 2:1 | ||||
| 8. Round | 04/10/1919 | Sheffield United | - | The Wednesday FC | 3:0 | ||||
| 9. Round | 11/10/1919 | The Wednesday FC | - | Blackburn Rovers | 0:0 | ||||
| 10. Round | 18/10/1919 | Blackburn Rovers | - | The Wednesday FC | 1:0 | ||||
| 15. Round | 22/11/1919 | West Bromwich Albion | - | The Wednesday FC | 1:3 | ||||
| 16. Round | 29/11/1919 | The Wednesday FC | - | West Bromwich Albion | 0:3 | ||||
| 23. Round | 03/01/1920 | Everton FC | - | The Wednesday FC | 1:1 | ||||
| 26. Round | 17/02/1920 | Burnley FC | - | The Wednesday FC | 2:0 | ||||
| 30. Round | 28/02/1920 | Bradford Park Avenue | - | The Wednesday FC | 3:0 |
England