| 3. Round | 14/09/1907 | Newcastle United | - | Chelsea FC | 1:0 | ||||
| 4. Round | 21/09/1907 | Nottingham Forest | - | Chelsea FC | 6:0 | ||||
| 22. Round | 23/09/1907 | Chelsea FC | - | Newcastle United | 2:0 | ||||
| 5. Round | 28/09/1907 | Chelsea FC | - | Manchester United | 1:4 | ||||
| 31. Round | 14/03/1908 | Chelsea FC | - | The Wednesday FC | 3:1 | ||||
| 33. Round | 29/04/1908 | Chelsea FC | - | Notts County | 1:2 |
England