| Newcastle United FC v Liverpool FC 11/11/1899 | View match | |
| Woolwich Arsenal v The Wednesday 11/11/1899 | View match | |
| Grimsby Town FC v Lincoln City FC 11/11/1899 | View match | |
| Stoke v Aston Villa FC 13/11/1899 | View match | |
| Hibernian FC v Dundee 18/11/1899 | View match | |
| Burnley FC v Newcastle United FC 18/11/1899 | View match | |
| Liverpool FC v Aston Villa FC 18/11/1899 | View match | |
| Glossop North End v Notts County FC 18/11/1899 | View match | |
| Preston North End FC v Sheffield United FC 18/11/1899 | View match | |
| St Mirren FC v Heart Of Midlothian (Hearts) 18/11/1899 | View match | |
| St Bernard`s v Clyde 18/11/1899 | View match | |
| Abercorn v Ayr FC 25/11/1899 | View match |