| Helensburgh v Arthurlie 18/08/1923 | View match | |
| Helensburgh v Dykehead (Shotts) 08/09/1923 | View match | |
| Helensburgh v Galston 13/10/1923 | View match | |
| Helensburgh v Nithdale Wanderers 27/10/1923 | View match | |
| Helensburgh v Beith 10/11/1923 | View match | |
| Helensburgh v Brechin City FC 24/11/1923 | View match | |
| Helensburgh v East Stirlingshire FC 08/12/1923 | View match | |
| Helensburgh v Clackmannan 22/12/1923 | View match | |
| Helensburgh v Mid-Annandale 01/01/1924 | View match | |
| Helensburgh v Solway Star 02/02/1924 | View match | |
| Helensburgh v Dumbarton Harp 09/02/1924 | View match | |
| Helensburgh v Peebles Rovers 23/02/1924 | View match |