| 1. Ronde | 30.08.1919 | The Wednesday FC | - | Middlesbrough FC | 0:1 | ||||
| 2. Ronde | 01.09.1919 | Manchester United | - | The Wednesday FC | 0:0 | ||||
| 3. Ronde | 06.09.1919 | Middlesbrough FC | - | The Wednesday FC | 3:0 | ||||
| 4. Ronde | 08.09.1919 | The Wednesday FC | - | Manchester United | 1:3 |  |
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| 5. Ronde | 13.09.1919 | The Wednesday FC | - | Notts County | 0:0 | ||||
| 9. Ronde | 11.10.1919 | The Wednesday FC | - | Blackburn Rovers | 0:0 | ||||
| 10. Ronde | 18.10.1919 | Blackburn Rovers | - | The Wednesday FC | 1:0 | ||||
| 11. Ronde | 25.10.1919 | Manchester City | - | The Wednesday FC | 4:2 | ||||
| 12. Ronde | 01.11.1919 | The Wednesday FC | - | Manchester City | 0:0 | ||||
| 13. Ronde | 08.11.1919 | Derby County | - | The Wednesday FC | 2:1 | ||||
| 17. Ronde | 06.12.1919 | Sunderland AFC | - | The Wednesday FC | 2:1 | ||||
| 18. Ronde | 13.12.1919 | The Wednesday FC | - | Sunderland AFC | 0:2 | ||||
| 19. Ronde | 20.12.1919 | Arsenal FC | - | The Wednesday FC | 3:1 | ||||
| 28. Ronde | 14.02.1920 | Preston North End | - | The Wednesday FC | 3:0 | ||||
| 31. Ronde | 10.03.1920 | Liverpool FC | - | The Wednesday FC | 1:0 | ||||
| 34. Ronde | 06.04.1920 | The Wednesday FC | - | Chelsea FC | 0:2 | ||||
| 39. Ronde | 17.04.1920 | Aston Villa | - | The Wednesday FC | 3:1 |
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