4. Round | 23/09/1899 | Wolverhampton Wanderers | - | Glossop North End | 4:0 | ||||
5. Round | 30/09/1899 | Manchester City | - | Wolverhampton Wanderers | 1:1 | ||||
6. Round | 07/10/1899 | Wolverhampton Wanderers | - | Stoke City | 0:2 | ||||
22. Round | 20/01/1900 | Glossop North End | - | Wolverhampton Wanderers | 2:3 | ||||
27. Round | 10/03/1900 | West Bromwich Albion | - | Wolverhampton Wanderers | 3:2 | ||||
30. Round | 31/03/1900 | Wolverhampton Wanderers | - | Liverpool FC | 0:1 |