D1M Division 1 Men | D2W Division 2 Women | YL1W Youth League Division 1 Women | YL1M Youth League Division 1 Men
| Round | Comp | CWD vs | Date | Time |
| 1 | D1M | Warrandyte | Sunday, 19 March 2023 | 2:00 pm |
| 2 | YL1W | Pakenham | Saturday, 25 March 2023 | 6:00 pm |
| 2 | D1M | RMIT | Saturday, 25 March 2023 | 8:00 pm |
| 2 | YL1W | Camberwell | Sunday, 26 March 2023 | 11:00 am |
| 2 | YL1M | Camberwell | Sunday, 26 March 2023 | 1:00 pm |
| 2 | D1M | Warrnambool | Sunday, 26 March 2023 | 3:00 pm |
| 3 | YL1M | Keysborough | Saturday, 1 April 2023 | 6:00 pm |
| 3 | D2W | Surf Coast | Saturday, 1 April 2023 | 8:00 pm |
| 3 | YL1W | Eltham | Sunday, 2 April 2023 | 2:00 pm |
| 4 | D2W | RMIT | Saturday, 15 April 2023 | 7:00 pm |
| 5 | YL1W | McKinnon | Saturday, 22 April 2023 | 4:00 pm |
| 5 | YL1M | Altona | Saturday, 22 April 2023 | 6:00 pm |
| 5 | D1M | Chelsea | Saturday, 22 April 2023 | 8:00 pm |
| 5 | YL1M | Bendigo | Sunday, 23 April 2023 | 1:00 pm |
| 5 | D2W | Blackburn | Sunday, 23 April 2023 | 3:00 pm |
| 7 | YL1W | Coburg | Saturday, 6 May 2023 | 6:00 pm |
| 7 | YL1M | Coburg | Saturday, 6 May 2023 | 8:00 pm |
| 7 | D1M | Pakenham | Sunday, 7 May 2023 | 3:00 pm |
| 8 | D1M | Southern Peninsula | Sunday, 14 May 2023 | 2:00 pm |
| 10 | D2W | Blackburn | Saturday, 27 May 2023 | 6:00 pm |
| 10 | D1M | Shepparton | Saturday, 27 May 2023 | 8:00 pm |
| 10 | YL1W | Geelong Utd | Sunday, 28 May 2023 | 1:00 pm |
| 10 | YL1M | Geelong Utd | Sunday, 28 May 2023 | 3:00 pm |
| 12 | YL1W | Sunbury | Saturday, 17 June 2023 | 4:00 pm |
| 12 | D2W | Gippsland Utd | Saturday, 17 June 2023 | 6:00 pm |
| 12 | D1M | Gippsland Utd | Saturday, 17 June 2023 | 8:00 pm |
| 12 | YL1M | Hume | Sunday, 18 June 2023 | 1:00 pm |
| 13 | YL1W | Warrandyte | Saturday, 24 June 2023 | 6:00 pm |
| 13 | D2W | Wallan | Saturday, 24 June 2023 | 8:00 pm |
| 13 | YL1W | Bulleen | Sunday, 25 June 2023 | 11:00 am |
| 13 | YL1M | Bulleen | Sunday, 25 June 2023 | 1:00 pm |
| 13 | D1M | Bulleen | Sunday, 25 June 2023 | 3:00 pm |
| 14 | YL1M | Sherbrooke | Saturday, 1 July 2023 | 6:00 pm |
| 14 | D2W | Surf Coast | Saturday, 1 July 2023 | 8:00 pm |
| 15 | YL1W | Wyndham | Saturday, 8 July 2023 | 6:00 pm |
| 15 | YL1M | Wyndham | Saturday, 8 July 2023 | 8:00 pm |
| 15 | D2W | Coburg | Sunday, 9 July 2023 | 1:00 pm |
| 15 | D1M | Coburg | Sunday, 9 July 2023 | 3:00 pm |
| 17 | YL1W | Craigieburn | Sunday, 23 July 2023 | 1:00 pm |
| 17 | YL1M | Craigieburn | Sunday, 23 July 2023 | 3:00 pm |
| 18 | D2W | Wallan | Saturday, 29 July 2023 | 7:00 pm |
All home games are at Collingwood stadium, 10 McCutcheon Way, Collingwood 3066