| 1 | Park Rangers - Chelsea | 4:1 | |||||||
| 2 | Mooroolbark United - University of Melbourne Blues | 5:1 | |||||||
| 3 | Springvale City - Glenroy United | 3:0 | |||||||
| 4 | Bayswater United - North Carlton Olympic | 5:1 | |||||||
| 5 | Brighton - Frankston City | 2:0 | |||||||
| 6 | St. Albans - Prahran City | 3:2 | |||||||
| 7 | Ballarat - Moreland Thistle | 2:1 | |||||||
| 8 | Monash University - Rosebud | 4:2 | |||||||
| 9 | Yallourn - East Melbourne Helvetic | 3:1 | |||||||
| 10 | Waverley City - Moorabbin City | 2:0 | |||||||
| 11 | Albion Rovers - Coburg | 4:2 | |||||||
| 12 | Green Gully Ajax - Sunshine City | 2:0 | |||||||
| 13 | Croydon City - Heidelberg | 1:0 | |||||||
| 14 | Newport - Eltham | 4:1 |
| 15 | Park Rangers - Mooroolbark United | 3:2 | |||||||
| 16 | Springvale City - Bayswater United | 3:1 | |||||||
| 17 | Brighton - St. Albans | 3:1 | |||||||
| 18 | Ballarat - Monash University | 1:0 | |||||||
| 19 | Yallourn - Waverley City | 2:1 | |||||||
| 20 | Albion Rovers - Green Gully Ajax | 1:0 | |||||||
| 21 | Croydon City - Newport | 4:4 | a.e.t. | ||||||
| 22 | Altona City - Dandenong City | 2:1 |
| 23 | Newport - Croydon City | 2:1 |
| 24 | Park Rangers - Springvale City | 0:6 | |||||||
| 25 | Brighton - Ballarat | 1:1 | a.e.t. | ||||||
| 26 | Yallourn - Albion Rovers | 0:2 | |||||||
| 27 | Newport - Altona City | 1:3 |
| 28 | Ballarat - Brighton | 2:2 | a.e.t. |
| 29 | Ballarat - Brighton | 3:1 |
| 30 | Springvale City - Ballarat | 3:1 | |||||||
| 31 | Albion Rovers - Altona City | 1:2 |
| 32 | Saturday, 06/09/1969 | Altona City - Springvale City | 3:1 | a.e.t. |