1. Round | 02/09/1899 | Bury FC | - | Wolverhampton Wanderers | 3:0 | ||||
13. Round | 25/11/1899 | Liverpool FC | - | Wolverhampton Wanderers | 1:1 | ||||
14. Round | 02/12/1899 | Wolverhampton Wanderers | - | Blackburn Rovers | 4:0 | ||||
15. Round | 09/12/1899 | Burnley FC | - | Wolverhampton Wanderers | 0:1 | ||||
16. Round | 16/12/1899 | Derby County | - | Wolverhampton Wanderers | 0:2 | ||||
17. Round | 23/12/1899 | Wolverhampton Wanderers | - | Preston North End | 1:3 | ||||
8. Round | 26/12/1899 | Wolverhampton Wanderers | - | Sunderland AFC | 1:0 | ||||
18. Round | 30/12/1899 | Wolverhampton Wanderers | - | Bury FC | 1:0 | ||||
25. Round | 01/01/1900 | Sunderland AFC | - | Wolverhampton Wanderers | 1:2 |