| Bathgate v Helensburgh 28/01/1922 | View match | |
| Helensburgh v Arthurlie 18/08/1923 | View match | |
| Mid-Annandale v Helensburgh 25/08/1923 | View match | |
| Helensburgh v Dykehead (Shotts) 08/09/1923 | View match | |
| Clackmannan v Helensburgh 22/09/1923 | View match | |
| Beith v Helensburgh 06/10/1923 | View match | |
| Helensburgh v Galston 13/10/1923 | View match | |
| Dykehead (Shotts) v Helensburgh 20/10/1923 | View match | |
| Helensburgh v Nithdale Wanderers 27/10/1923 | View match | |
| Helensburgh v Beith 10/11/1923 | View match | |
| Royal Albert FC v Helensburgh 17/11/1923 | View match | |
| Helensburgh v Brechin City FC 24/11/1923 | View match |