| 3. Round | 06/09/1919 | Oldham Athletic | - | West Bromwich Albion | 2:1 | ||||
| 17. Round | 06/12/1919 | Oldham Athletic | - | Burnley FC | 1:0 | ||||
| 18. Round | 13/12/1919 | Burnley FC | - | Oldham Athletic | 2:1 | ||||
| 22. Round | 27/12/1919 | Oldham Athletic | - | Aston Villa | 0:3 | ||||
| 20. Round | 01/01/1920 | Oldham Athletic | - | Chelsea FC | 1:0 | ||||
| 23. Round | 03/01/1920 | Newcastle United | - | Oldham Athletic | 0:1 | ||||
| 24. Round | 17/01/1920 | Oldham Athletic | - | Newcastle United | 1:0 |  |
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| 25. Round | 24/01/1920 | Sunderland AFC | - | Oldham Athletic | 3:0 | ||||
| 27. Round | 07/02/1920 | Arsenal FC | - | Oldham Athletic | 3:2 | ||||
| 35. Round | 02/04/1920 | Oldham Athletic | - | Liverpool FC | 1:1 |
England