| Tue | May 20 | *Elite | N. London Stadium | 20:45 | Whitecaps SC Elite U23 | | SC London Serbs |
| Tue | May 20 | 3 Div | Tillsonburg Park 1 | 20:30 | Tillsonburg FC | | Woodstock FC Strikers B |
| Tue | May 20 | 2ndDiv | White Oaks North | 18:30 | Southend United SC Fusion | | Whitecaps SC U18 |
| Wed | May 21 | *Elite | Byron Lower | 21:00 | Byron Womens SC Fury | | Sarnia Girls SC Spirit |
| Wed | May 21 | 3 Div | Cami Field | 20:00 | Ingersoll SC | | Southwest SC Storm |
| Wed | May 21 | *Elite | Cowan - Guarantee | 20:30 | Woodstock FC Strikers | | German Canadians FC Bullets |
| Wed | May 21 | RecDiv | Glencoe Community Centre | 19:00 | Glencoe Womens SC | | Strikeforce SC Westlorne Strikeforce |
| Wed | May 21 | *Elite | Windermere 2 | 20:30 | Whitecaps SC Elite | | Upper Canada Rebellion |
| Thu | May 22 | 3 Div | Curinga Club | 20:30 | Curinga SC A | | Lucan SC Shamrocks |
| Thu | May 22 | 3 Div | St. Marys DCVI | 20:00 | St. Marys Chargers | | Southend United SC Fusion B |
| Thu | May 22 | RecDiv | Taxandria Soccer Complex #1 | 18:30 | Taxandria SC B | | German Canadians FC Blizzard |
| Thu | May 22 | 2ndDiv | Western Alumni Field | 20:30 | West End Blues SC Boom | | Ilderton & District SC Ignite |
| Fri | May 23 | RecDiv | Belmont CC 1 | 18:30 | Belmont SC Bulldogs | | Curinga SC B |
| Sun | May 25 | 1 Div | Athletic Park 1 | 18:00 | St Thomas SC Reds | | German Canadians FC Bandits |
| Sun | May 25 | 1 Div | Bannister Field | 19:00 | NHSC Goderich Tempest | | Sarnia FC |