| Date | Home Team | Home Score | Away Score | Away Team | Status |
|---|---|---|---|---|---|
| April 16, 2023, 9 p.m. | ProStars FC | 2 | 0 | Master's FA | Final |
| April 22, 2023, 6:30 p.m. | Simcoe County Rovers FC | 6 | 0 | Master's FA | Final |
| April 29, 2023, 8 p.m. | Master's FA | 1 | 2 | Blue Devils FC | Final |
| May 6, 2023, 8 p.m. | Master's FA | 0 | 0 | Woodbridge Strikers | Final |
| May 13, 2023, noon | Electric City FC | 2 | 0 | Master's FA | Final |
| May 21, 2023, 4 p.m. | Burlington SC | 2 | 1 | Master's FA | Final |
| May 27, 2023, 8 p.m. | Master's FA | 2 | 3 | Alliance United FC | Final |
| June 9, 2023, 8 p.m. | Darby FC | 2 | 1 | Master's FA | Final |
| June 17, 2023, 2 p.m. | Master's FA | 0 | 1 | Sigma FC | Final |
| June 21, 2023, 9 p.m. | Master's FA | 1 | 0 | North Mississauga SC | Final |
| June 25, 2023, 7 p.m. | Hamilton United | 1 | 0 | Master's FA | Final |
| July 2, 2023, 8 p.m. | Master's FA | 1 | 3 | North Toronto Nitros | Final |
| July 8, 2023, 8 p.m. | Master's FA | 0 | 6 | Guelph United | Final |
| July 15, 2023, 2 p.m. | Master's FA | 0 | 0 | FC London | Final |
| July 23, 2023, 4 p.m. | Windsor City FC | 4 | 2 | Master's FA | Final |
| July 30, 2023, 7 p.m. | Vaughan Azzurri | 4 | 0 | Master's FA | Final |
| Aug. 5, 2023, 3 p.m. | Unionville Milliken S.C. | 2 | 3 | Master's FA | Final |
| Aug. 9, 2023, 9 p.m. | Master's FA | 3 | 1 | St. Catharines Roma | Final |
| Aug. 13, 2023, 6 p.m. | BVB IA Waterloo | 1 | 4 | Master's FA | Final |
| Aug. 19, 2023, 8 p.m. | Master's FA | 1 | 2 | Scrosoppi FC | Final |