| 2023-05-09 21:00:00May 9, 2023 | Ancaster FC vs Dundas Assault | 2 - 0 | |
| 2023-05-23 21:00:00May 23, 2023 | Dundas Assault vs Rockton Blazers | 2 - 4 | |
| 2023-05-30 21:00:00May 30, 2023 | Wentworth FC vs Dundas Assault | 2 - 0 | |
| 2023-06-15 21:00:00June 15, 2023 | Dundas Assault vs Waterdown Bulldogs | 0 - 0 | |
| 2023-06-20 19:00:00June 20, 2023 | BCFC vs Dundas Assault | 4 - 0 | |
| 2023-06-22 19:00:00June 22, 2023 | Rockton Blazers vs Dundas Assault | 3 - 1 | |
| 2023-06-27 21:00:00June 27, 2023 | Hamilton Thunder vs Dundas Assault | 3 - 1 | |
| 2023-07-06 21:00:00July 6, 2023 | Ancaster FC vs Dundas Assault | 1 - 5 | |
| 2023-07-13 21:00:00July 13, 2023 | Waterdown Bulldogs vs Dundas Assault | 2 - 1 | |
| 2023-07-20 21:00:00July 20, 2023 | Dundas Assault vs Wentworth FC | 0 - 3 | |
| 2023-07-25 19:00:00July 25, 2023 | Dundas Assault vs BCFC | 1 - 3 | |
| 2023-08-01 19:00:00August 1, 2023 | Dundas Assault vs Ancaster FC | 1 - 5 | |
| 2023-08-15 19:00:00August 15, 2023 | Dundas Assault vs Rockton Blazers | 1 - 1 | |
| 2023-08-22 19:00:00August 22, 2023 | Dundas Assault vs Wentworth FC | 1 - 1 | |
| 2023-08-31 21:00:00August 31, 2023 | Dundas Assault vs Hamilton Thunder | 2 - 3 | |
| 2023-09-07 21:00:00September 7, 2023 | Hamilton Thunder vs Dundas Assault | 5 - 1 | |
| 2023-09-14 21:00:05September 14, 2023 | QF#2 - Wentworth FC vs Dundas Assault | 4 - 0 | |
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