5. Round | 30/09/1899 | Manchester City | - | Wolverhampton Wanderers | 1:1 | ||||
7. Round | 14/10/1899 | Sheffield United | - | Wolverhampton Wanderers | 5:2 | ||||
9. Round | 28/10/1899 | Newcastle United | - | Wolverhampton Wanderers | 0:1 | ||||
10. Round | 04/11/1899 | Wolverhampton Wanderers | - | West Bromwich Albion | 2:0 | ||||
11. Round | 11/11/1899 | Aston Villa | - | Wolverhampton Wanderers | 0:0 |