| Brechin City FC v Montrose FC 18/08/1923 | View match | |
| Queen Of The South FC v Dykehead (Shotts) 18/08/1923 | View match | |
| East Stirlingshire FC v Beith 18/08/1923 | View match | |
| Peebles Rovers v Mid-Annandale 18/08/1923 | View match | |
| Clackmannan v Nithdale Wanderers 18/08/1923 | View match | |
| Galston v Solway Star 18/08/1923 | View match | |
| Helensburgh v Arthurlie 18/08/1923 | View match | |
| Arthurlie v East Stirlingshire FC 25/08/1923 | View match | |
| Dykehead (Shotts) v Galston 25/08/1923 | View match | |
| Nithdale Wanderers v Brechin City FC 25/08/1923 | View match | |
| Beith v Royal Albert FC 25/08/1923 | View match | |
| Mid-Annandale v Helensburgh 25/08/1923 | View match |