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| Mon | May 13 | G12 | Belle River C3 | 18:30 | G12 Belle River FC | | G12 Amherstburg Fusion Red |
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| Mon | May 13 | G16 | Belle River D1 | 18:30 | G16 Belle River FC Green | | G16 Caboto Stars |
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| Mon | May 13 | B12 | Buster Reaume Park 1 | 18:30 | B12 Tecumseh United FC White | | B12 Belle River FC |
|
| Mon | May 13 | B11 | Buster Reaume Park 2 | 18:30 | B11 Tecumseh United FC Black | | B11 Caboto United Blue |
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| Mon | May 13 | B16 | Croatia Park 2 - Windsor | 18:30 | B16 Croatia | | B16 LaSalle Stompers |
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| Mon | May 13 | B15 | Croatia Park 3 - Windsor | 18:30 | B15 Croatia | | B15 Caboto Arsenal |
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| Mon | May 13 | B15 | Ford Test Track 2 | 18:30 | B15 Windsor SC Fury | | B15 Caboto Azzurri White |
|
| Mon | May 13 | G16 | Holy Names High School Turf | 20:30 | G16 Caboto Thunder 2009 | | G16 Belle River FC |
|
| Mon | May 13 | B16 | Leamington Soccer Field 1 | 18:30 | B16 Leamington SC United | | B16 Belle River FC |
|
| Mon | May 13 | B15 | Leamington Soccer Field 2 | 18:30 | B15 Leamington SC United | | B15 Ciociaro United |
|
| Mon | May 13 | G12 | MacDonald Park North #1 | 18:30 | G12 Caboto Hericanes | | G12 LaSalle Stompers Black |
|
| Mon | May 13 | B15 | Mic Mac Stadium 1 | 18:30 | B15 Caboto Azzurri United | | B15 LaSalle Stompers |
|
| Mon | May 13 | G12 | Vollmer Complex 9 v9 #2 | 18:30 | G12 LaSalle Stompers Green | | G12 Caboto Thunder |
|
| Mon | May 13 | G16 | Vollmer Complex Int 1 | 18:30 | G16 LaSalle Stompers | | G16 Amherstburg Fusion |
|
| Tue | May 14 | G11 | Buster Reaume Park 2 | 18:30 | G11 Tecumseh United FC Black | | G11 LaSalle Stompers Black |
|
| Tue | May 14 | B17/18 | Croatia Park 2 - Windsor | 18:30 | B18 Croatia 2007 | | B18 Windsor Wheels 2007 |
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| Tue | May 14 | G11 | Ford Test Track 16 | 18:30 | G11 Windsor SC Fury | | G11 Belle River FC |
|
| Tue | May 14 | B17/18 | Leamington Soccer Field 2 | 18:30 | B18 Leamington SC United | | B18 Caboto Force 2007 |
|
| Tue | May 14 | G18 | Mic Mac Stadium 1 | 18:30 | G18 Caboto Azzurri | | G18 Croatia |
|
| Tue | May 14 | G13 | Mic Mac Stadium 3 | 18:30 | G13 Caboto United | | G13 Windsor SC Fury |
|
| Tue | May 14 | G11 | Vollmer Complex 9 v9 #2 | 18:30 | G11 LaSalle Stompers Green | | G11 Amherstburg Fusion |
|
| Tue | May 14 | B17/18 | Vollmer Complex B5 | 18:30 | B18 LaSalle Stompers | | B18 Caboto United |
|
| Wed | May 15 | SW | Belle River D1 | 18:30 | SW Belle River FC Black | | SW LaSalle Stompers Black |
|
| Wed | May 15 | G15 | Belle River D3 | 18:30 | G14 Belle River FC Green | | G14 Amherstburg Fusion |
|
| Wed | May 15 | B11 | Croatia Park 4 - Windsor | 18:30 | B11 Croatia | | B11 LaSalle Stompers Black |
|
| Wed | May 15 | G15 | Ford Test Track 15 | 18:30 | G15 Windsor SC Fury | | G14 Belle River FC Black |
|
| Wed | May 15 | B13 | Larry Bauer Park 15 | 18:30 | B13 Amherstburg Fusion | | B13 Caboto Force Gold |
|
| Wed | May 15 | B13 | Leamington Soccer Field 1 | 18:30 | B13 Leamington SC United | | B13 Ciociaro Knights |
|
| Wed | May 15 | B11 | MacDonald Park North #1 | 18:30 | B11 Caboto United Gold | | B11 Tecumseh United FC Red |
|
| Wed | May 15 | G11 | MacDonald Park North #2 | 18:30 | G11 Caboto Storm Blue | | G11 Caboto Storm Gold |
|
| Wed | May 15 | B13 | Mic Mac Stadium 1 | 18:30 | B13 Caboto Force Blue | | B13 Windsor SC Fury |
|
| Wed | May 15 | G15 | Mic Mac Stadium 2 | 18:30 | G14 Caboto Hericanes | | G14 Croatia |
|
| Wed | May 15 | SW | Mic Mac Stadium 2 | 20:30 | SW Windsor Wheels | | SW Caboto Strikers |
|
| Wed | May 15 | B11 | Vollmer Complex 9 v9 #2 | 18:30 | B11 LaSalle Stompers Green | | B11 Windsor SC Fury |
|
| Wed | May 15 | SW | Vollmer Complex Int 1 | 18:30 | SW LaSalle Stompers Green | | SW Belle River FC Green |
|
| Thu | May 16 | B12 | Buster Reaume Park 2 | 18:30 | B12 Tecumseh United FC Black | | B12 Leamington SC United |
|
| Thu | May 16 | B14 | Croatia Park 2 - Windsor | 18:30 | B14 Croatia | | B14 Caboto Strikers |
|
| Thu | May 16 | G13 | Croatia Park 3 - Windsor | 18:30 | G13 Croatia | | G13 Caboto Lightning |
|
| Thu | May 16 | B12 | Larry Bauer Park 1A | 18:30 | B12 Amherstburg Fusion | | B12 Croatia |
|
| Thu | May 16 | B16 | Leamington Soccer Field 1 | 18:30 | B16 Leamington SC United | | B16 Caboto Azzurri |
|
| Thu | May 16 | B12 | MacDonald Park North #1 | 18:30 | B12 Caboto Chargers Gold | | B12 Caboto Chargers Blue |
|
| Thu | May 16 | SM-D1 | Mic Mac Stadium 1 | 18:30 | SMD1 Windsor FC Nationals | | SMD1 Caboto Chargers |
|
| Thu | May 16 | B12 | Vollmer Complex 9 v9 #2 | 18:30 | B12 LaSalle Stompers | | B12 Tecumseh United FC Red |
|
| Thu | May 16 | B14 | Vollmer Complex B5 | 18:30 | B14 LaSalle Stompers 2011 | | B14 LaSalle Stompers Green |
