| Saturday, 26/03/1966 | Moorabbin City - Glenroy United | 1:3 | ||||||
| Saturday, 09/04/1966 | Moorabbin City - Princes Park Hercules | 1:6 | ||||||
| Saturday, 16/04/1966 | South Yarra - Moorabbin City | 1:3 | ||||||
| Saturday, 23/04/1966 | Moorabbin City - Essendon | 0:0 | ||||||
| Saturday, 30/04/1966 | Bayswater United - Moorabbin City | 3:0 | ||||||
| Saturday, 07/05/1966 | Moorabbin City - Albion Rovers | 1:3 | ||||||
| Saturday, 14/05/1966 | Flinders Naval Depot - Moorabbin City | 1:3 | ||||||
| Saturday, 21/05/1966 | Heidelberg - Moorabbin City | 3:0 | ||||||
| Saturday, 28/05/1966 | Moorabbin City - Ajax | 2:2 | ||||||
| Saturday, 04/06/1966 | Waverley City - Moorabbin City | 2:2 | ||||||
| Saturday, 11/06/1966 | Glenroy United - Moorabbin City | 2:1 | ||||||
| Saturday, 25/06/1966 | Princes Park Hercules - Moorabbin City | 2:0 | ||||||
| Saturday, 02/07/1966 | Moorabbin City - South Yarra | 0:1 | ||||||
| Saturday, 09/07/1966 | Essendon - Moorabbin City | 2:1 | ||||||
| Saturday, 16/07/1966 | Moorabbin City - Bayswater United | 4:2 | ||||||
| Saturday, 23/07/1966 | Albion Rovers - Moorabbin City | 4:1 | ||||||
| Saturday, 30/07/1966 | Moorabbin City - Flinders Naval Depot | 3:1 | ||||||
| Saturday, 06/08/1966 | Moorabbin City - Heidelberg | 0:0 | ||||||
| Saturday, 13/08/1966 | Ajax - Moorabbin City | 0:2 | ||||||
| Saturday, 20/08/1966 | Moorabbin City - Waverley City | 2:4 |