| Cowdenbeath FC v Leith Athletic 19/08/1905 | View match | |
| Cowdenbeath FC v East Stirlingshire FC 26/08/1905 | View match | |
| Albion Rovers FC v Cowdenbeath FC 09/09/1905 | View match | |
| Cowdenbeath FC v St Bernard`s 16/09/1905 | View match | |
| Cowdenbeath FC v Abercorn 23/09/1905 | View match | |
| Cowdenbeath FC v Hamilton Academicals 07/10/1905 | View match | |
| Raith Rovers FC v Cowdenbeath FC 14/10/1905 | View match | |
| Vale Of Leven v Cowdenbeath FC 21/10/1905 | View match | |
| Cowdenbeath FC v Clyde 04/11/1905 | View match | |
| Arthurlie v Cowdenbeath FC 11/11/1905 | View match | |
| Cowdenbeath FC v Ayr FC 18/11/1905 | View match | |
| Leith Athletic v Cowdenbeath FC 25/11/1905 | View match |