| 6. Round | 27/09/1913 | Burnley FC | - | Chelsea FC | 6:1 | ||||
| 10. Round | 25/10/1913 | Aston Villa | - | Chelsea FC | 1:2 | ||||
| 11. Round | 01/11/1913 | Chelsea FC | - | Middlesbrough FC | 3:2 |  |
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| 20. Round | 26/12/1913 | The Wednesday FC | - | Chelsea FC | 3:0 | ||||
| 22. Round | 03/01/1914 | Chelsea FC | - | Oldham Athletic | 2:1 | ||||
| 27. Round | 18/03/1914 | Liverpool FC | - | Chelsea FC | 3:0 | ||||
| 37. Round | 18/04/1914 | Sunderland AFC | - | Chelsea FC | 2:0 |
Scotland