| 1. Round | 30/08/1919 | Everton FC | - | Chelsea FC | 2:3 | ||||
| 2. Round | 03/09/1919 | Bradford Park Avenue | - | Everton FC | 0:2 | ||||
| 4. Round | 08/09/1919 | Everton FC | - | Bradford Park Avenue | 2:0 | ||||
| 5. Round | 13/09/1919 | West Bromwich Albion | - | Everton FC | 4:3 |  |
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| 8. Round | 04/10/1919 | Everton FC | - | Sunderland AFC | 1:3 | ||||
| 13. Round | 08/11/1919 | Everton FC | - | Bradford City | 4:1 | ||||
| 14. Round | 15/11/1919 | Bradford City | - | Everton FC | 3:3 | ||||
| 15. Round | 22/11/1919 | Everton FC | - | Bolton Wanderers | 3:3 | ||||
| 20. Round | 25/12/1919 | Manchester City | - | Everton FC | 1:1 | ||||
| 21. Round | 26/12/1919 | Everton FC | - | Manchester City | 2:0 | ||||
| 22. Round | 27/12/1919 | Liverpool FC | - | Everton FC | 3:1 | ||||
| 23. Round | 03/01/1920 | Everton FC | - | The Wednesday FC | 1:1 |
England