| 34. Round | 06/11/1899 | West Bromwich Albion | - | Sheffield United | 1:2 | ||||
| 14. Round | 02/12/1899 | Glossop North End | - | Sheffield United | 2:2 | ||||
| 17. Round | 23/12/1899 | Sheffield United | - | West Bromwich Albion | 1:1 | ||||
| 26. Round | 03/03/1900 | Aston Villa | - | Sheffield United | 1:1 | ||||
| 27. Round | 10/03/1900 | Sheffield United | - | Liverpool FC | 1:2 | ||||
| 29. Round | 24/03/1900 | Sheffield United | - | Preston North End | 1:0 | ||||
| 25. Round | 26/03/1900 | Sheffield United | - | Newcastle United | 3:1 | ||||
| 30. Round | 31/03/1900 | Nottingham Forest | - | Sheffield United | 4:0 | ||||
| 20. Round | 13/04/1900 | Blackburn Rovers | - | Sheffield United | 3:3 |
England