1. Round | 02/09/1899 | Bury FC | - | Wolverhampton Wanderers | 3:0 | ||||
2. Round | 09/09/1899 | Wolverhampton Wanderers | - | Nottingham Forest | 2:2 | ||||
3. Round | 16/09/1899 | Notts County | - | Wolverhampton Wanderers | 0:0 | ||||
19. Round | 18/09/1899 | Stoke City | - | Wolverhampton Wanderers | 1:3 | ||||
21. Round | 13/01/1900 | Wolverhampton Wanderers | - | Notts County | 2:2 | ||||
22. Round | 20/01/1900 | Glossop North End | - | Wolverhampton Wanderers | 2:3 | ||||
28. Round | 16/04/1900 | Wolverhampton Wanderers | - | Aston Villa | 0:1 | ||||
24. Round | 17/04/1900 | Wolverhampton Wanderers | - | Sheffield United | 1:2 | ||||
34. Round | 28/04/1900 | Preston North End | - | Wolverhampton Wanderers | 2:0 |