| Tue | May 14 | B17E | North Maple Regional Park Turf # 2 | 21:00 | Vaughan B17 | 2 - 0 | Toronto High Park FC B17 |
| Tue | May 14 | B16Cup | Richmond Green West | 21:00 | Richmond Hill B16 | 2 - 0 | Rush Canada B16 |
| Tue | May 14 | B16Cup | Stewart Burnett Park | 21:00 | Aurora FC B16 | 0 - 1 | Cambridge United B16 |
| Wed | May 15 | B15W | 1Password - St Thomas 11v11 A | 20:00 | Whitecaps London B15 | 2 - 0 | LFC IA Mississauga B15 |
| Wed | May 15 | B15Cup | Bill Crothers Grass West | 19:00 | Unionville Milliken B15 | 2 - 2 | Brampton SC B15 |
| Wed | May 15 | B15W | Fountain St Soccer Complex #3 (Turf) | 20:00 | Cambridge United B15 | 1 - 3 | Sigma FC B15 |
| Wed | May 15 | B15E | Mount Joy Turf | 21:00 | Markham City B15 | 0 - 4 | Pickering FC B15 |
| Wed | May 15 | B15W | Redeemer | 21:00 | Hamilton United Elite B15 | 3 - 0 | Oakville B15 |
| Wed | May 15 | B15E | Richmond Green West | 21:00 | Richmond Hill B15 | 1 - 1 | FC Durham Academy B15 |
| Wed | May 15 | B15W | Sheridan Trafalgar Campus | 19:00 | Rush Canada B15 | 2 - 3 | Burlington SC B15 |
| Wed | May 15 | B15E | Stewart Burnett Park | 21:00 | Aurora FC B15 | 1 - 2 | Vaughan B15 |
| Wed | May 15 | B15E | Telus Dome (11v11) | 19:00 | Whitby FC B15 | 0 - 4 | Toronto High Park FC B15 |
| Thu | May 16 | B16Cup | Western Alumni Field | 20:45 | Whitecaps London B16 | 2 - 0 | Toronto High Park FC B16 |