| 11. Round | 11/11/1899 | Aston Villa | - | Wolverhampton Wanderers | 0:0 | ||||
| 34. Round | 13/11/1899 | Stoke City | - | Aston Villa | 0:2 | ||||
| 12. Round | 18/11/1899 | Liverpool FC | - | Aston Villa | 3:3 | ||||
| 13. Round | 25/11/1899 | Aston Villa | - | Burnley FC | 2:0 | ||||
| 14. Round | 02/12/1899 | Preston North End | - | Aston Villa | 0:5 | ||||
| 15. Round | 09/12/1899 | Aston Villa | - | Nottingham Forest | 2:2 | ||||
| 16. Round | 16/12/1899 | Glossop North End | - | Aston Villa | 1:0 |
England