| Date | Stadium | Time |
| Saturday, Apr 02 | | |
| Senior Women | Old Camberwell vs. Williamstown CYMS | Gordon Barnard Reserve | 2:00pm |
| Under 19 Colts | Parkside vs. Williamstown CYMS | Pitcher Park | 2:00pm |
| Under 19 Prem | St Kevins vs. Williamstown CYMS | TH King Oval | 9:20am |
| Reserve Men | Williamstown CYMS vs. Old Carey | Fearon Reserve | 11:40am |
| Prem B Men | Williamstown CYMS vs. Old Carey | Fearon Reserve | 2:00pm |
| Thirds | Williamstown CYMS vs. Marcellin | Loft Reserve | 11:40 AM |
| Fourths | Williamstown CYMS (2) vs. Hampton Rovers | Loft Reserve | 9:20 AM |
| Saturday, Apr 09 | | |
| Senior Women | Williamstown CYMS vs. Beaumaris (Friday 8 April) | Loft Reserve | 6:30pm |
| Under 19 Colts | Williamstown CYMS vs. Old Camberwell | Fearon Reserve | 11:40am |
| Under 19 Prem | Williamstown CYMS vs. Old Melburnians | Fearon Reserve | 2:00pm |
| Reserve Men | St Bedes / Mentone Tigers vs. Williamstown CYMS | Brindisi St Oval | 11:40am |
| Prem B Men | St Bedes / Mentone Tigers vs. Williamstown CYMS | Brindisi St Oval | 2:00pm |
| Thirds | Williamstown CYMS vs. St Bedes/Mentone Tigers | Brindisi St Oval | 9:20 AM |
| Fourths | Williamstown CYMS (2) vs. Richmond Central | Loft Reserve | 2:00 PM |
| Saturday, Apr 23 | | |
| Senior Women | Therry Penola vs. Williamstown CYMS | Oak Park Aquatic Centre | 2:00pm |
| Under 19 Colts | Ormond vs. Williamstown CYMS | E.E Gunn Reserve | 2:00pm |
| Under 19 Prem | Caulfield Grammarians vs. Williamstown CYMS | Glen Huntly Oval | 2:00pm |
| Reserve Men | Fitzroy vs. Williamstown CYMS (Monday 25th April) | Brunswick Street Oval | 11:40am |
| Prem B Men | Fitzroy vs. Williamstown CYMS (Monday 25th April) | Brunswick Street Oval | 2:10pm |
| Thirds | Collegians vs. Williamstown CYMS (Friday 22nd April) | Harry Trott Oval | 7:00pm (TBC) |
| Fourths | Kew FC vs. Williamstown CYMS (2) | Victoria Park – Kew | 9:20 AM |
| Saturday, Apr 30 | | |
| Senior Women | Williamstown CYMS vs. Old Haileybury | Loft Reserve | 9:20am |
| Under 19 Colts | Williamstown CYMS vs. Monash Blues | Loft Reserve | 11:40am |
| Under 19 Prem | Williamstown CYMS vs. Old Brighton | Loft Reserve | 2:00pm |
| Reserve Men | Williamstown CYMS vs. Old Haileybury | Fearon Reserve | 11:40am |
| Prem B Men | Williamstown CYMS vs. Old Haileybury | Fearon Reserve | 2:00pm |
| Thirds | Old Ivanhoe vs. Williamstown CYMS | Chelsworth Park | 12:00 PM |
| Fourths | West Brunswick vs. Williamstown CYMS (2) | Ransford Oval | 9:20 AM |
| Saturday, May 07 | | |
| Senior Women | Old Melburnians vs. Williamstown CYMS | Elsternwick Park | 9:20am |
| Under 19 Colts | Preston Bullants vs. Williamstown CYMS | WR Ruthven Reserve | TBC |
| Under 19 Prem | University Blues vs. Williamstown CYMS | Crawford Oval | 11:40am |
| Reserve Men | AJAX vs. Williamstown CYMS | Gary Smorgon Oval | 11:40am |
| Prem B Men | AJAX vs. Williamstown CYMS | Gary Smorgon Oval | 2:00pm |
| Thirds | St Bernards vs. Williamstown CYMS | St Bernards College | TBC |
| Fourths | Prahran Assumption vs. Williamstown CYMS (2) | Basil Street Reserve | 2:00 PM |
| Saturday, May 14 | | |
| Senior Women | Williamstown CYMS vs. Whitefriars | Loft Reserve | 9:20am |
| Under 19 Colts | Oakleigh vs. Williamstown CYMS | W.A Scammell Reserve | 9:20am |
| Under 19 Prem | St Bernards vs. Williamstown CYMS | St Bernards College | 2:00pm |
| Reserve Men | Williamstown CYMS vs. De La Salle | Fearon Reserve | 11:40am |
| Prem B Men | Williamstown CYMS vs. De La Salle | Fearon Reserve | 2:00pm |
| Thirds | Williamstown CYMS vs. Fitzroy (2) | Loft Reserve | 11:40 AM |
| Fourths | Williamstown CYMS (2) vs. Mazenod | Loft Reserve | 2:00 PM |
| Saturday, May 21 | | |
| Senior Women | Williamstown CYMS vs. Old Mentonians | Loft Reserve | 9:20am |
| Under 19 Colts | Williamstown CYMS vs. St Bedes Mentone Tigers | Fearon Reserve | 11:40am |
| Under 19 Prem | Williamstown CYMS vs. Old Xaverians | Fearon Reserve | 2:00pm |
| Reserve Men | Williamstown CYMS | Bye | 11:40am |
| Prem B Men | Williamstown CYMS | Bye | Bye |
| Thirds | Williamstown CYMS vs. Beaumaris | Loft Reserve | 11:40 AM |
| Fourths | Williamstown CYMS (2) vs. Ormond | Loft Reserve | 2:00 PM |
| Saturday, May 28 | | |
| Senior Women | Beaumaris vs. Williamstown CYMS | Banksia Reserve | 11:40am |
| Under 19 Colts | De La Salle vs. Williamstown CYMS | Waverley Oval | 11:40am |
| Under 19 Prem | Old Scotch vs. Williamstown CYMS | Camberwell Sports Ground | 2:00pm |
| Reserve Men | Williamstown CYMS vs. Beaumaris | Fearon Reserve | 11:40am |
| Prem B Men | Williamstown CYMS vs. Beaumaris | Fearon Reserve | 2:00pm |
| Thirds | St Bedes/Mentone Tigers vs. Williamstown CYMS | TBC | TBC |
| Fourths | Hampton Rovers vs. Williamstown CYMS (2) | Boss James Reserve | 11:40 AM |
| Saturday, Jun 04 | | |
| Senior Women | Williamstown CYMS vs. Therry Penola | Loft Reserve | 9:20am |
| Under 19 Colts | Williamstown CYMS vs. Old Ivanhoe | Fearon Reserve | 11:40am |
| Under 19 Prem | Williamstown CYMS vs. University Blues | Fearon Reserve | 2:00pm |
| Reserve Men | University Blacks vs. Williamstown CYMS | Melbourne University Oval | 11:40am |
| Prem B Men | University Blacks vs. Williamstown CYMS | Melbourne University Oval | 2:00pm |
| Thirds | St Bedes/Mentone Tigers vs. Williamstown CYMS | TBC | TBC |
| Fourths | Williamstown CYMS (2) vs. Prahran Assumption | Loft Reserve | 11:40 AM |
| Saturday, Jun 18 | | |
| Senior Women | Old Mentonians vs. Williamstown CYMS | Mentone Playing Fields Oval 3 | 11:40am |
| Under 19 Colts | Old Camberwell vs. Williamstown CYMS | Gordon Barnard Reserve | 9:20am |
| Under 19 Prem | De La Salle vs. Williamstown CYMS | Waverley Oval | 2:00pm |
| Reserve Men | Williamstown CYMS vs. AJAX | Fearon Reserve | 11:40am |
| Prem B Men | Williamstown CYMS vs. AJAX | Fearon Reserve | 2:00pm |
| Thirds | Fitzroy (2) vs. Williamstown CYMS | Ramsden Street Oval | 11:40 AM |
| Fourths | Ormond vs. Williamstown CYMS (2) | E E Gunn Reserve | 11:40 AM |
| Saturday, Jun 25 | | |
| Senior Women | Williamstown CYMS vs. Old Camberwell | Loft Reserve | 9:20am |
| Under 19 Colts | St Bedes Mentone Tigers vs. Williamstown CYMS | Mentone Reserve | 11:40am |
| Under 19 Prem | Old Brighton vs. Williamstown CYMS | Brighton Beach Oval | 9:20am |
| Reserve Men | Williamstown CYMS vs. Fitzroy | Fearon Reserve | 11:40am |
| Prem B Men | Williamstown CYMS vs. Fitzroy | Fearon Reserve | 2:00pm |
| Thirds | Williamstown CYMS vs. Old Ivanhoe | Loft Reserve | 11:40 AM |
| Fourths | Richmond Central vs. Williamstown CYMS (2) | Kevin Bartlett Reserve | 9:20 AM |
| Saturday, Jul 02 | | |
| Senior Women | Whitefriars vs. Williamstown CYMS | Whitefriars College | 9:20am |
| Under 19 Colts | Williamstown CYMS vs. Ormond | Fearon Reserve | 11:40am |
| Under 19 Prem | BYE | | |
| Reserve Men | BYE | | |
| Prem B Men | BYE | | |
| Thirds | BYE | | |
| Fourths | BYE | | |
| Saturday, Jul 16 | | |
| Senior Women | Williamstown CYMS vs. Old Melburnians | Loft Reserve | 9:20am |
| Under 19 Colts | Williamstown CYMS vs. Parkside | Fearon Reserve | 11:40am |
| Under 19 Prem | Williamstown CYMS vs. St Kevins | Fearon Reserve | 2:00pm |
| Reserve Men | Old Carey vs. Williamstown CYMS | Carey Sports Complex | 11:40am |
| Prem B Men | Old Carey vs. Williamstown CYMS | Carey Sports Complex | 2:00pm |
| Thirds | Williamstown CYMS vs. Collegians | Loft Reserve | 11:40 AM |
| Fourths | Williamstown CYMS (2) vs. West Brunswick | Loft Reserve | 2:00 PM |
| Saturday, Jul 23 | | |
| Senior Women | Old Haileybury vs. Williamstown CYMS | Princess Park Caulfield | 2:00pm |
| Under 19 Colts | Williamstown CYMS vs. De La Salle | Fearon Reserve | 11:40am |
| Under 19 Prem | Williamstown CYMS vs. Old Scotch | Fearon Reserve | 2:00pm |
| Reserve Men | BYE | | |
| Prem B Men | BYE | | |
| Thirds | Beaumaris vs. Williamstown CYMS (Friday 22nd July) | Banksia Reserve | 7:00pm (TBC) |
| Fourths | Williamstown CYMS (2) vs. Kew FC | Loft Reserve | 11:40 AM |
| Saturday, Jul 30 | | |
| Senior Women | Semi | | |
| Under 19 Colts | Williamstown CYMS vs. Preston Bullants | Fearon Reserve | 11:40am |
| Under 19 Prem | Williamstown CYMS vs. Caulfield Grammarians | Fearon Reserve | 2:00pm |
| Reserve Men | Beaumaris vs. Williamstown CYMS | Banksia Reserve | 11:40am |
| Prem B Men | Beaumaris vs. Williamstown CYMS | Banksia Reserve | 2:00pm |
| Thirds | Marcellin vs. Williamstown CYMS | Bulleen Park | TBC |
| Fourths | Mazenod vs. Williamstown CYMS (2) | Central Reserve North | 2:00 PM |
| Saturday, Aug 06 | | |
| Senior Women | Prelim | | |
| Under 19 Colts | Monash Blues vs. Williamstown CYMS | Frearson Oval, Monash University | TBC |
| Under 19 Prem | Old Xaverians vs. Williamstown CYMS | Stradbroke Park | 2:00pm |
| Reserve Men | Williamstown CYMS vs. University Blacks | Fearon Reserve | 11:40am |
| Prem B Men | Williamstown CYMS vs. University Blacks | Fearon Reserve | 2:00pm |
| Saturday, Aug 13 | | |
| Senior Women | GF | | |
| Under 19 Colts | Old Ivanhoe vs. Williamstown CYMS | Chelsworth Park | 2:00pm |
| Under 19 Prem | Old Melburnians vs. Williamstown CYMS | Elsternwick Park | 2:00pm |
| Reserve Men | Williamstown CYMS vs. St Bedes / Mentone Tigers | Fearon Reserve | 11:40am |
| Prem B Men | Williamstown CYMS vs. St Bedes / Mentone Tigers | Fearon Reserve | 2:00pm |
| Saturday, Aug 20 | | |
| Under 19 Colts | Williamstown CYMS vs. Oakleigh | Fearon Reserve | 11:40am |
| Under 19 Prem | Williamstown CYMS vs. De La Salle | Fearon Reserve | 2:00pm |
| Reserve Men | De La Salle vs. Williamstown CYMS | Waverley Oval | 11:40am |
| Prem B Men | De La Salle vs. Williamstown CYMS | Waverley Oval | 2:00pm |
| Saturday, Aug 27 | | |
| Under 19 Colts | Semi | | |
| Under 19 Prem | Williamstown CYMS vs. St Bernards | Fearon Reserve | 2:00pm |
| Reserve Men | Old Haileybury vs. Williamstown CYMS | Princes Park Caulfield | 11:40am |
| Prem B Men | Old Haileybury vs. Williamstown CYMS | Princes Park Caulfield | 2:00pm |
