2. Round | 05/09/1908 | Preston North End | - | Manchester United | 0:3 | ||||
24. Round | 07/09/1908 | Manchester United | - | Bury FC | 2:1 | ||||
3. Round | 12/09/1908 | Manchester United | - | Middlesbrough FC | 6:3 | ||||
10. Round | 31/10/1908 | Sunderland AFC | - | Manchester United | 6:1 |