Round 3 |
| Home Team | | Away Team | Venue | Reserves |
| 18 Apr 09 3:00PM | Croydon City Arrows | v | Southern Suburbs | Dorset Recreational Reserve | |
| 18 Apr 09 3:00PM | Noble Park Utd | v | Springvale City | Parkfield Reserve | |
| 18 Apr 09 3:00PM | Sandringham City | v | Nunawading City | RJ Sillitoe Reserve | |
| 18 Apr 09 3:00PM | Brandon Park | v | Boroondara Eagles | Freeway Reserve | |
| 18 Apr 09 3:00PM | Berwick City | v | Waverley Wanderers | Jack Thomas Reserve | |
| 19 Apr 09 3:00PM | Peninsula Strikers | v | North Caulfield | Centenary Park | |
Round 4 |
| Home Team | | Away Team | Venue | Reserves |
| 25 Apr 09 3:00PM | Boroondara Eagles | v | Waverley Wanderers | Macleay Park | |
| 25 Apr 09 3:00PM | Nunawading City | v | Brandon Park | Mahoneys Road Reserve | |
| 25 Apr 09 3:00PM | Springvale City | v | Sandringham City | Ross Reserve | |
| 25 Apr 09 3:00PM | Berwick City | v | Croydon City Arrows | Jack Thomas Reserve | |
| 25 Apr 09 3:00PM | Southern Suburbs | v | Peninsula Strikers | Keeley Park | |
| 26 Apr 09 3:00PM | North Caulfield | v | Noble Park Utd | Caulfield Park | |
Round 5 |
| Home Team | | Away Team | Venue | Reserves |
| 2 May 09 3:00PM | Peninsula Strikers | v | Croydon City Arrows | Centenary Park | |
| 2 May 09 3:00PM | Noble Park Utd | v | Southern Suburbs | Parkfield Reserve | |
| 2 May 09 3:00PM | Brandon Park | v | Springvale City | Freeway Reserve | |
| 2 May 09 3:00PM | Waverley Wanderers | v | Nunawading City | Carlson Ave Reserve | |
| 2 May 09 3:00PM | Boroondara Eagles | v | Berwick City | Macleay Park | |
| 3 May 09 3:00PM | Sandringham City | v | North Caulfield | RJ Sillitoe Reserve | |
Round 6 |
| Home Team | | Away Team | Venue | Reserves |
| 9 May 09 3:00PM | Nunawading City | v | Boroondara Eagles | Mahoneys Road Reserve | |
| 9 May 09 3:00PM | Springvale City | v | Waverley Wanderers | Ross Reserve | |
| 9 May 09 3:00PM | Berwick City | v | Peninsula Strikers | Jack Thomas Reserve | |
| 9 May 09 3:00PM | Southern Suburbs | v | Sandringham City | Keeley Park | |
| 9 May 09 3:00PM | Croydon City Arrows | v | Noble Park Utd | Dorset Recreational Reserve | |
| 10 May 09 3:00PM | North Caulfield | v | Brandon Park | Caulfield Park | |
Round 7 |
| Home Team | | Away Team | Venue | Reserves |
| 16 May 09 3:00PM | Noble Park Utd | v | Peninsula Strikers | Parkfield Reserve | |
| 16 May 09 3:00PM | Sandringham City | v | Croydon City Arrows | RJ Sillitoe Reserve | |
| 16 May 09 3:00PM | Brandon Park | v | Southern Suburbs | Freeway Reserve | |
| 16 May 09 3:00PM | Boroondara Eagles | v | Springvale City | Macleay Park | |
| 16 May 09 3:00PM | Nunawading City | v | Berwick City | Mahoneys Road Reserve | |
| 17 May 09 3:00PM | Waverley Wanderers | v | North Caulfield | Carlson Ave Reserve | |
Round 8 |
| Home Team | | Away Team | Venue | Reserves |
| 23 May 09 3:00PM | Springvale City | v | Nunawading City | Ross Reserve | |
| 23 May 09 3:00PM | Berwick City | v | Noble Park Utd | Jack Thomas Reserve | |
| 23 May 09 3:00PM | Southern Suburbs | v | Waverley Wanderers | Keeley Park | |
| 23 May 09 3:00PM | Croydon City Arrows | v | Brandon Park | Dorset Recreational Reserve | |
| 23 May 09 3:00PM | Peninsula Strikers | v | Sandringham City | Centenary Park | |
| 24 May 09 3:00PM | North Caulfield | v | Boroondara Eagles | Caulfield Park | |
Round 9 |
| Home Team | | Away Team | Venue | Reserves |
| 30 May 09 3:00PM | Sandringham City | v | Noble Park Utd | RJ Sillitoe Reserve | |
| 30 May 09 3:00PM | Brandon Park | v | Peninsula Strikers | Freeway Reserve | |
| 30 May 09 3:00PM | Waverley Wanderers | v | Croydon City Arrows | Carlson Ave Reserve | |
| 30 May 09 3:00PM | Boroondara Eagles | v | Southern Suburbs | Macleay Park | |
| 30 May 09 3:00PM | Springvale City | v | Berwick City | Ross Reserve | |
| 31 May 09 3:00PM | Nunawading City | v | North Caulfield | Mahoneys Road Reserve | |
Round 10 |
| Home Team | | Away Team | Venue | Reserves |
| 13 Jun 09 3:00PM | Sandringham City | v | Berwick City | RJ Sillitoe Reserve | |
| 13 Jun 09 3:00PM | Croydon City Arrows | v | Boroondara Eagles | Dorset Recreational Reserve | |
| 13 Jun 09 3:00PM | Peninsula Strikers | v | Waverley Wanderers | Centenary Park | |
| 13 Jun 09 3:00PM | Noble Park Utd | v | Brandon Park | Parkfield Reserve | |
| 13 Jun 09 3:00PM | Southern Suburbs | v | Nunawading City | Keeley Park | |
| 14 Jun 09 3:00PM | North Caulfield | v | Springvale City | Caulfield Park | |
Round 11 |
| Home Team | | Away Team | Venue | Reserves |
| 20 Jun 09 3:00PM | Brandon Park | v | Sandringham City | Freeway Reserve | |
| 20 Jun 09 3:00PM | Waverley Wanderers | v | Noble Park Utd | Carlson Ave Reserve | |
| 20 Jun 09 3:00PM | Boroondara Eagles | v | Peninsula Strikers | Macleay Park | |
| 20 Jun 09 3:00PM | Nunawading City | v | Croydon City Arrows | Mahoneys Road Reserve | |
| 20 Jun 09 3:00PM | Springvale City | v | Southern Suburbs | Ross Reserve | |
| 21 Jun 09 3:00PM | Berwick City | v | North Caulfield | Jack Thomas Reserve | |
Round 12 |
| Home Team | | Away Team | Venue | Reserves |
| 27 Jun 09 3:00PM | Springvale City | v | Croydon City Arrows | Ross Reserve | |
| 27 Jun 09 3:00PM | Nunawading City | v | Peninsula Strikers | Mahoneys Road Reserve | |
| 27 Jun 09 3:00PM | Boroondara Eagles | v | Noble Park Utd | Macleay Park | |
| 27 Jun 09 3:00PM | Waverley Wanderers | v | Sandringham City | Carlson Ave Reserve | |
| 27 Jun 09 3:00PM | Berwick City | v | Brandon Park | Jack Thomas Reserve | |
| 28 Jun 09 3:00PM | North Caulfield | v | Southern Suburbs | Caulfield Park | |
Round 13 |
| Home Team | | Away Team | Venue | Reserves |
| 4 Jul 09 3:00PM | Waverley Wanderers | v | Brandon Park | Carlson Ave Reserve | |
| 4 Jul 09 3:00PM | Sandringham City | v | Boroondara Eagles | RJ Sillitoe Reserve | |
| 4 Jul 09 3:00PM | Noble Park Utd | v | Nunawading City | Parkfield Reserve | |
| 4 Jul 09 3:00PM | Peninsula Strikers | v | Springvale City | Centenary Park | |
| 4 Jul 09 3:00PM | Berwick City | v | Southern Suburbs | Jack Thomas Reserve | |
| 5 Jul 09 3:00PM | North Caulfield | v | Croydon City Arrows | Caulfield Park | |
Round 14 |
| Home Team | | Away Team | Venue | Reserves |
| 11 Jul 09 3:00PM | Southern Suburbs | v | Croydon City Arrows | Keeley Park | |
| 11 Jul 09 3:00PM | Springvale City | v | Noble Park Utd | Ross Reserve | |
| 11 Jul 09 3:00PM | Nunawading City | v | Sandringham City | Mahoneys Road Reserve | |
| 11 Jul 09 3:00PM | Boroondara Eagles | v | Brandon Park | Macleay Park | |
| 11 Jul 09 3:00PM | Waverley Wanderers | v | Berwick City | Carlson Ave Reserve | |
| 12 Jul 09 3:00PM | North Caulfield | v | Peninsula Strikers | Caulfield Park | |
Round 15 |
| Home Team | | Away Team | Venue | Reserves |
| 18 Jul 09 3:00PM | Waverley Wanderers | v | Boroondara Eagles | Carlson Ave Reserve | |
| 18 Jul 09 3:00PM | Brandon Park | v | Nunawading City | Freeway Reserve | |
| 18 Jul 09 3:00PM | Sandringham City | v | Springvale City | RJ Sillitoe Reserve | |
| 18 Jul 09 3:00PM | Croydon City Arrows | v | Berwick City | Dorset Recreational Reserve | |
| 18 Jul 09 3:00PM | Peninsula Strikers | v | Southern Suburbs | Centenary Park | |
| 19 Jul 09 3:00PM | Noble Park Utd | v | North Caulfield | Parkfield Reserve | |
Round 16 |
| Home Team | | Away Team | Venue | Reserves |
| 25 Jul 09 3:00PM | Croydon City Arrows | v | Peninsula Strikers | Dorset Recreational Reserve | |
| 25 Jul 09 3:00PM | Southern Suburbs | v | Noble Park Utd | Keeley Park | |
| 25 Jul 09 3:00PM | Springvale City | v | Brandon Park | Ross Reserve | |
| 25 Jul 09 3:00PM | Nunawading City | v | Waverley Wanderers | Mahoneys Road Reserve | |
| 25 Jul 09 3:00PM | Berwick City | v | Boroondara Eagles | Jack Thomas Reserve | |
| 26 Jul 09 3:00PM | North Caulfield | v | Sandringham City | Caulfield Park | |
Round 17 |
| Home Team | | Away Team | Venue | Reserves |
| 1 Aug 09 3:00PM | Boroondara Eagles | v | Nunawading City | Macleay Park | |
| 1 Aug 09 3:00PM | Waverley Wanderers | v | Springvale City | Carlson Ave Reserve | |
| 1 Aug 09 3:00PM | Peninsula Strikers | v | Berwick City | Centenary Park | |
| 1 Aug 09 3:00PM | Sandringham City | v | Southern Suburbs | RJ Sillitoe Reserve | |
| 1 Aug 09 3:00PM | Noble Park Utd | v | Croydon City Arrows | Parkfield Reserve | |
| 2 Aug 09 3:00PM | Brandon Park | v | North Caulfield | Freeway Reserve | |
Round 18 |
| Home Team | | Away Team | Venue | Reserves |
| 8 Aug 09 3:00PM | Peninsula Strikers | v | Noble Park Utd | Centenary Park | |
| 8 Aug 09 3:00PM | Croydon City Arrows | v | Sandringham City | Dorset Recreational Reserve | |
| 8 Aug 09 3:00PM | Southern Suburbs | v | Brandon Park | Keeley Park | |
| 8 Aug 09 3:00PM | Springvale City | v | Boroondara Eagles | Ross Reserve | |
| 8 Aug 09 3:00PM | Berwick City | v | Nunawading City | Jack Thomas Reserve | |
| 9 Aug 09 3:00PM | North Caulfield | v | Waverley Wanderers | Caulfield Park | |
Round 19 |
| Home Team | | Away Team | Venue | Reserves |
| 15 Aug 09 3:00PM | Nunawading City | v | Springvale City | Mahoneys Road Reserve | |
| 15 Aug 09 3:00PM | Noble Park Utd | v | Berwick City | Parkfield Reserve | |
| 15 Aug 09 3:00PM | Waverley Wanderers | v | Southern Suburbs | Carlson Ave Reserve | |
| 15 Aug 09 3:00PM | Brandon Park | v | Croydon City Arrows | Freeway Reserve | |
| 15 Aug 09 3:00PM | Sandringham City | v | Peninsula Strikers | RJ Sillitoe Reserve | |
| 16 Aug 09 3:00PM | Boroondara Eagles | v | North Caulfield | Macleay Park | |
Round 20 |
| Home Team | | Away Team | Venue | Reserves |
| 22 Aug 09 3:00PM | Noble Park Utd | v | Sandringham City | Parkfield Reserve | |
| 22 Aug 09 3:00PM | Peninsula Strikers | v | Brandon Park | Centenary Park | |
| 22 Aug 09 3:00PM | Croydon City Arrows | v | Waverley Wanderers | Dorset Recreational Reserve | |
| 22 Aug 09 3:00PM | Southern Suburbs | v | Boroondara Eagles | Keeley Park | |
| 22 Aug 09 3:00PM | Berwick City | v | Springvale City | Jack Thomas Reserve | |
| 23 Aug 09 3:00PM | North Caulfield | v | Nunawading City | Caulfield Park | |
Round 21 |
| Home Team | | Away Team | Venue | Reserves |
| 29 Aug 09 3:00PM | Berwick City | v | Sandringham City | Jack Thomas Reserve | |
| 29 Aug 09 3:00PM | Boroondara Eagles | v | Croydon City Arrows | Macleay Park | |
| 29 Aug 09 3:00PM | Waverley Wanderers | v | Peninsula Strikers | Carlson Ave Reserve | |
| 29 Aug 09 3:00PM | Brandon Park | v | Noble Park Utd | Freeway Reserve | |
| 29 Aug 09 3:00PM | Nunawading City | v | Southern Suburbs | Mahoneys Road Reserve | |
| 30 Aug 09 3:00PM | Springvale City | v | North Caulfield | Ross Reserve | |
Round 22 |
| Home Team | | Away Team | Venue | Reserves |
| 5 Sep 09 3:00PM | Sandringham City | v | Brandon Park | RJ Sillitoe Reserve | |
| 5 Sep 09 3:00PM | Noble Park Utd | v | Waverley Wanderers | Parkfield Reserve | |
| 5 Sep 09 3:00PM | Peninsula Strikers | v | Boroondara Eagles | Centenary Park | |
| 5 Sep 09 3:00PM | Croydon City Arrows | v | Nunawading City | Dorset Recreational Reserve | |
| 5 Sep 09 3:00PM | Southern Suburbs | v | Springvale City | Keeley Park | |
| 6 Sep 09 3:00PM | North Caulfield | v | Berwick City | Caulfield Park | |