| 11. Round | 25/10/1919 | Manchester City | - | The Wednesday FC | 4:2 | ||||
| 12. Round | 01/11/1919 | The Wednesday FC | - | Manchester City | 0:0 | ||||
| 13. Round | 08/11/1919 | Derby County | - | The Wednesday FC | 2:1 | ||||
| 14. Round | 15/11/1919 | The Wednesday FC | - | Derby County | 2:0 | ||||
| 15. Round | 22/11/1919 | West Bromwich Albion | - | The Wednesday FC | 1:3 |  |
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| 16. Round | 29/11/1919 | The Wednesday FC | - | West Bromwich Albion | 0:3 | ||||
| 17. Round | 06/12/1919 | Sunderland AFC | - | The Wednesday FC | 2:1 | |
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| 18. Round | 13/12/1919 | The Wednesday FC | - | Sunderland AFC | 0:2 | ||||
| 19. Round | 20/12/1919 | Arsenal FC | - | The Wednesday FC | 3:1 | ||||
| 20. Round | 25/12/1919 | Bradford City | - | The Wednesday FC | 1:1 | ||||
| 35. Round | 01/01/1920 | Bolton Wanderers | - | The Wednesday FC | 2:0 | ||||
| 28. Round | 14/02/1920 | Preston North End | - | The Wednesday FC | 3:0 | ||||
| 31. Round | 10/03/1920 | Liverpool FC | - | The Wednesday FC | 1:0 | ||||
| 29. Round | 19/04/1920 | The Wednesday FC | - | Bradford Park Avenue | 0:1 |
England