4. Round | 19/09/1908 | Manchester City | - | Manchester United | 1:2 | ||||
12. Round | 14/11/1908 | Blackburn Rovers | - | Manchester United | 1:3 | ||||
15. Round | 05/12/1908 | Everton FC | - | Manchester United | 3:2 | ||||
16. Round | 12/12/1908 | Manchester United | - | Leicester Fosse | 4:2 |