| 1. Round | 25/08/1923 | Blackburn Rovers | - | Chelsea FC | 3:0 | ||||
| 11. Round | 20/10/1923 | Chelsea FC | - | West Ham United | 0:0 | ||||
| 36. Round | 05/04/1924 | Manchester City | - | Chelsea FC | 1:0 | ||||
| 37. Round | 12/04/1924 | Newcastle United | - | Chelsea FC | 2:1 | ||||
| 38. Round | 18/04/1924 | Chelsea FC | - | Liverpool FC | 2:1 | ||||
| 39. Round | 19/04/1924 | Chelsea FC | - | Newcastle United | 1:0 | ||||
| 41. Round | 26/04/1924 | Chelsea FC | - | Sunderland AFC | 4:1 | ||||
| 35. Round | 30/04/1924 | Chelsea FC | - | Manchester City | 3:1 |
Scotland