| Saturday 10th February 1900 | |||
| Aston Villa | 5-1 | Bristol City | |
| Nottingham Forest | 3-0 | Sunderland | |
| Notts County | 0-0 | Bury | |
| Wednesday 14th February 1900 | |||
| Replay | |||
| Bury | 2-0 | Notts County | |
| Saturday 17th February 1900 | |||
| Liverpool | 1-1 | West Bromwich Albion | |
| Preston North End | 1-0 | Blackburn Rovers | |
| Queens Park Rangers | 0-2 | Millwall | |
| Sheffield United | 1-1 | Sheffield Wednesday | |
| Southampton | 4-1 | Newcastle United | |
| Monday 19th February 1900 | |||
| Replay | |||
| Sheffield Wednesday | 0-2 | Sheffield United | |
| Wednesday 21st February 1900 | |||
| Replay | |||
| West Bromwich Albion | 2-1 | Liverpool | |
