| Burslem Port Vale v Small Heath 23/12/1899 | View match | |
| Luton Town FC v New Brighton Tower 23/12/1899 | View match | |
| Hibernian FC v Clyde 23/12/1899 | View match | |
| Motherwell FC v Linthouse 23/12/1899 | View match | |
| Celtic (Glasgow) FC v Dundee 23/12/1899 | View match | |
| Bury FC v Derby County FC 23/12/1899 | View match | |
| Newcastle United FC v Sunderland FC 23/12/1899 | View match | |
| Third Lanark v Heart Of Midlothian (Hearts) 23/12/1899 | View match | |
| Middlesbrough FC v The Wednesday 23/12/1899 | View match | |
| Leicester Fosse v Grimsby Town FC 23/12/1899 | View match | |
| Walsall FC v Lincoln City FC 23/12/1899 | View match | |
| Walsall FC v Barnsley FC 25/12/1899 | View match |