| Regular Season | Saturday, 15/04/1939 | Cheltenham - Ascot Park | 3:1 | ||||||
| Regular Season | Saturday, 22/04/1939 | Ascot Park - Kingswood Albion | 3:2 | ||||||
| Regular Season | Saturday, 06/05/1939 | Prospect United (1941) - Ascot Park | 2:0 | ||||||
| Regular Season | Saturday, 13/05/1939 | Ascot Park - Park Albion | 0:1 | ||||||
| Regular Season | Saturday, 20/05/1939 | University - Ascot Park | 5:2 | ||||||
| Regular Season | Saturday, 27/05/1939 | Ascot Park - Pennington Rovers | 0:1 | ||||||
| Regular Season | Saturday, 03/06/1939 | Ascot Park - Port Adelaide | 0:1 | ||||||
| Regular Season | Saturday, 17/06/1939 | Port Adelaide - Ascot Park | 7:0 | ||||||
| Regular Season | Saturday, 01/07/1939 | Ascot Park - University | 2:4 | ||||||
| Regular Season | Saturday, 08/07/1939 | Pennington Rovers - Ascot Park | 1:0 | ||||||
| Regular Season | Saturday, 15/07/1939 | Park Albion - Ascot Park | 5:1 | ||||||
| Regular Season | Saturday, 22/07/1939 | Ascot Park - Prospect United (1941) | 1:2 | ||||||
| Regular Season | Saturday, 29/07/1939 | Kingswood Albion - Ascot Park | 4:2 | ||||||
| Regular Season | Saturday, 05/08/1939 | Ascot Park - Cheltenham | 0:1 |