| Newton Heath v Burslem Port Vale 02/12/1899 | View match | |
| Small Heath v Barnsley FC 02/12/1899 | View match | |
| Preston North End FC v Aston Villa FC 02/12/1899 | View match | |
| Burnley FC v Liverpool FC 02/12/1899 | View match | |
| Sunderland FC v Notts County FC 02/12/1899 | View match | |
| Everton FC v Derby County FC 02/12/1899 | View match | |
| The Wednesday v Luton Town FC 02/12/1899 | View match | |
| Leith Athletic v Ayr FC 02/12/1899 | View match | |
| Partick Thistle FC v Hamilton Academicals 02/12/1899 | View match | |
| Clyde v Dundee 02/12/1899 | View match | |
| St Mirren FC v Rangers (Glasgow) FC 02/12/1899 | View match | |
| Morton FC v Airdrieonians (Old) 02/12/1899 | View match |