| 1. Round | 25/08/1934 | Derby County | - | Chelsea FC | 3:0 | ||||
| 2. Round | 29/08/1934 | Chelsea FC | - | Sheffield Wednesday | 1:2 | ||||
| 3. Round | 01/09/1934 | Chelsea FC | - | Leicester City | 3:1 | ||||
| 4. Round | 03/09/1934 | Sheffield Wednesday | - | Chelsea FC | 3:1 | ||||
| 5. Round | 08/09/1934 | Sunderland AFC | - | Chelsea FC | 4:0 | ||||
| 6. Round | 15/09/1934 | Chelsea FC | - | Tottenham Hotspur | 1:3 | ||||
| 7. Round | 22/09/1934 | Preston North End | - | Chelsea FC | 2:0 | ||||
| 8. Round | 29/09/1934 | Chelsea FC | - | Grimsby Town | 2:0 |  |
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| 9. Round | 06/10/1934 | Everton FC | - | Chelsea FC | 3:2 | |
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| 10. Round | 13/10/1934 | Chelsea FC | - | Huddersfield Town | 2:1 | ||||
| 11. Round | 20/10/1934 | Birmingham FC | - | Chelsea FC | 0:1 | ||||
| 12. Round | 27/10/1934 | Chelsea FC | - | Stoke City | 0:2 | ||||
| 25. Round | 19/01/1935 | Chelsea FC | - | Sunderland AFC | 2:2 | |
England