| Mon | Sep 8 | B13IM3 | Berczy Park North | 18:30 | Jarvis Bu13 IMC3 | | Oak Ridges White Bu13 IMC3 |
| Mon | Sep 8 | B13IM3 | Brother Andre A | 18:30 | Markham Gold Bu13 IMC3 | | Newmarket White Bu13 IMC3 |
| Mon | Sep 8 | B16IM3 | Centennial Park Markham | 19:00 | Markham Bu16 IMC3 | | RH White Bu16 IMC3 |
| Mon | Sep 8 | B16IM3 | Dufferin District 1 | 21:00 | IFC Bu16 IMC3 | | Umsc White Bu16 IMC3 |
| Mon | Sep 8 | B16IM3 | Fleury Park | 19:00 | Aurora Bu16 IMC3 | | Ssc Bu16 IMC3 |
| Mon | Sep 8 | B14IM3 | Frank Stronach Park | 21:00 | Newmarket White Bu14 IMC3 | | Ssc Yellow Bu14 IMC3 |
| Mon | Sep 8 | C2 G13 | Henderson Park East | 21:00 | Bradford Wolves Gu13 C2 | | Umsc Gu13 C2 |
| Mon | Sep 8 | C2 G13 | Henderson Park West | 21:00 | Union Bradford Gu13 C2 | | GSJ Gu13 C2 |
| Mon | Sep 8 | GU9GPA | Huntington Park Mini East | 18:30 | Thornhill Black Gu9 GPA | | Markham Black Gu9 GPA |
| Mon | Sep 8 | C2G15 | Iroquois Park | 19:00 | Whitby FC U15G IM | | Newmarket Gu15 C2 |
| Mon | Sep 8 | C2G15 | Kinsmen Park 3 | 19:30 | Pickering FC U15G IM | | Richmond Hill Gu15 C2 |
| Mon | Sep 8 | C2B15 | McNaughton Turf | 19:00 | Vaughan Bu15 C2 | | IFC Bu15 C2 |
| Mon | Sep 8 | B16IM3 | McNaughton Turf | 21:00 | Vaughan Bu16 IMC3 | | Bryst White Bu16 IMC3 |
| Mon | Sep 8 | GU9GPA | North Thornhill Mini SF #2 | 18:30 | Vaughan Gu9 GPA | | Aurora Gu9 GPA |
| Mon | Sep 8 | B12GPB | Pine Farm Park | 18:30 | Oak Ridges Bu12 GPB | | Umsc Red Bu12 Gpb |
| Mon | Sep 8 | C2G15 | Regent Park | 20:00 | Cherry Beach U15G IM | | Darlington Energy U15G IM |
| Mon | Sep 8 | B13IM3 | Sonoma Grass | 18:15 | Knsc Bu13 (2012) IMC3 | | Vaughan Bu13 IMC3 |
| Mon | Sep 8 | C2 G13 | Sonoma Turf | 19:30 | Knsc Gu13 C2 | | Aurora Gu13 C2 |
| Mon | Sep 8 | C2G15 | Sonoma Turf | 21:15 | Knsc Gu15 C2 | | Toronto High Park U15G IM |
| Mon | Sep 8 | B13IM3 | Stouffville Arena East | 19:00 | Ssc Blue Bu13 IMC3 | | IFC Bu13 IMC3 |
| Mon | Sep 8 | B13IM3 | West Wind Park | 18:00 | Knsc Blue Bu13 IMC3 | | RH White Bu13 IMC3 |
| Mon | Sep 8 | B13IM3 | Westmount Collegiate | 19:00 | Thornhill Maccabi Bu13 IMC3 | 0 - 3 | Barrie White Bu13 IMC3 |
| Mon | Sep 8 | B12GPB | Worth Park | 18:30 | Thornhill Maccabi B12 GPB | | Ssc Blue Bu12 Gpb |
| Tue | Sep 9 | C2B16 | Barrie SC Development Centre | 21:00 | Barrie Bu16 C2 | | Newmarket Bu16 C2 |
| Tue | Sep 9 | C2B16 | Berczy Park North | 18:30 | Jarvis Bu16 C2 | | Richmond Hill Bu16 C2 |
| Tue | Sep 9 | C2G16 | Brother Andre A | 21:00 | Markham Gu16 C2 | | Newmarket Gu16 C2 |
| Tue | Sep 9 | C2B13 | Dufferin District 2 | 21:00 | IFC Bu13 C2 | | Oak Ridges Bu13 C2 |
| Tue | Sep 9 | B14IM3 | Eastview Park B | 19:00 | Barrie White Bu14 IMC3 | | Aurora Bu14 IMC3 |
| Tue | Sep 9 | C2G16 | Fleming PYSC East Turf | 19:00 | Peterborough GU16 IM | | Pickering FC GU16 IM |
| Tue | Sep 9 | C2B13 | Fleury Park | 19:00 | Aurora Bu13 C2 | | Newmarket Bu13 C2 |
| Tue | Sep 9 | B10GPB | Henderson Park 3A | 18:30 | Bradford Wolves Bu10 GPB | | Woodbridge Red Bu10 GPB |
| Tue | Sep 9 | B10GPC | Huntington Park Mini East | 18:30 | Thornhill Blue Bu10 GPC | | RH Red Maple White Bu10 GPC |
| Tue | Sep 9 | C2G16 | Iroquois Park | 21:00 | Whitby FC GU16 IM | | Toronto High Park FC GU16 IM |
| Tue | Sep 9 | B10GPB | Joseph Aaron Park | 18:00 | Thornhill Maccabi Bu10 GPB | | Prime FC T2 Bu10 GPB |
| Tue | Sep 9 | B10GPB | King Christian 7 v 7 | 18:00 | DFC White Bu10 GPB | | Markham White Bu10 GPB |
| Tue | Sep 9 | B10GPA | King Christian 7 v 7 | 19:00 | DFC Orange Bu10 GPA | | IFC Blue Bu10 GPA |
| Tue | Sep 9 | B12GPA | King Christian 9 v 9 | 18:30 | DFC White Bu12 GPA | | Pickering Black Bu12 Gpa |
| Tue | Sep 9 | B12IM4 | King Public School | 19:00 | King United T2 Bu12 IMC4 | | King United T3 Bu12 IMC4 |
| Tue | Sep 9 | B10GPB | Magna 1 Mini Newmarket | 18:00 | Newmarket White Bu10 GPB | | Thornhill Red Bu10 GPB |
| Tue | Sep 9 | C2B13 | Milliken Mills Complex E | 19:00 | Umsc Bu13 C2 | | Union Bradford FC Bu13 C2 |
| Tue | Sep 9 | B10GPC | Mount Joy Mini North | 18:30 | Markham Green Bu10 GPC | | EG Blue Bu10 GPC |
| Tue | Sep 9 | B12GPA | Paul Semple | 18:30 | DFC Orange Bu12 Gpa | | Woodbridge Blue Bu12 GPA |
| Tue | Sep 9 | B12IM4 | Phillips Ridges Park | 19:00 | Oak Ridges Blue Bu12 IMC4 | | King United T1 Bu12 IMC4 |
| Tue | Sep 9 | B10GPC | Sonoma North | 18:30 | Knsc Bu10 GPC | | Thornhill Maccabi Bu10 GPC |
| Tue | Sep 9 | B10GPC | To Be Determined | 18:30 | Vaughan T4 Bu10 GPC | | Ssc Yellow Bu10 GPC |
| Tue | Sep 9 | G12GPB | Villanova North | 18:00 | King United Gu12 GPB | | Oak Ridges Gu12 GPB |
| Tue | Sep 9 | C2B13 | Villanova Turf | 19:00 | King United Bu13 C2 | | Thornhill Bu13 C2 |
| Tue | Sep 9 | B10GPA | Wellesley Park | 18:30 | King United Bu10 GPA | | GSJ Bu10 (2015) GPA |
| Tue | Sep 9 | G16IM3 | William Bond Park | 19:00 | Oak Ridges Gu16 IMC3 | | GSJ Gu16 IMC3 |
| Wed | Sep 10 | B12GPA | Barrie SC Trg Field | 18:30 | Barrie Blue Bu12 GPA | | Vaughan T1 Bu12 GPA |
| Wed | Sep 10 | B15IM3 | Bishops Cross | 19:00 | Thornhill Homenetment Bu15 IMC3 | | Barrie White Bu15 IMC3 |
| Wed | Sep 10 | G16IM3 | Brother Andre A | 18:30 | Markham Black Gu15 IMC3 | | North Toronto Gu15 IMC3 |
| Wed | Sep 10 | B14IM3 | Centennial Park Markham | 19:00 | Markham Gold Bu14 IMC3 | | Thornhill Maccabi Bu14 IMC3 |
| Wed | Sep 10 | B15IM3 | Crosby Park Richmond Hill | 19:00 | RH White Bu15 IMC3 | | Ssc Bu15 IMC3 |
| Wed | Sep 10 | C2B17 | Dufferin District 1 | 21:00 | IFC Bu17 C2 | | Bryst Bu17 C2 |
| Wed | Sep 10 | B15IM3 | Henderson Park East | 21:00 | Bradford Wolves 2 Bu15 IMC3 | | Markham Black Bu15 IMC3 |
| Wed | Sep 10 | G10GPB | King Christian 7 v 7 | 18:00 | DFC White Gu10 GPB | | RH Green Gu10 GPB |
| Wed | Sep 10 | B11GPB | King Christian 9 v 9 | 18:30 | DFC Navy Bu11 GPB | | Newmarket Red Bu11 GPB |
| Wed | Sep 10 | B15IM3 | Langstaff SS | 18:30 | Kick Off Bu15 IMC3 | | Thornhill Bu15 IMC3 |
| Wed | Sep 10 | G16IM3 | Major Abbas Ali Park East | 21:00 | CTSA Blue Gu15 IMC3 | | Gil Vicente Gu15 IMC3 |
| Wed | Sep 10 | C2B14 | McNaughton Turf | 19:00 | Vaughan Bu14 C2 | | Richmond Hill Bu14 C2 |
| Wed | Sep 10 | B15IM3 | Ray Twinney #1 | 21:00 | Newmarket White Bu15 IMC3 | | Muskoka United Bu15 IMC3 |
| Wed | Sep 10 | B15IM3 | Sonoma Turf | 21:15 | Knsc Bu15 IMC3 | | Vaughan Bu15 IMC3 |
| Wed | Sep 10 | B15IM3 | St. Elizabeth HS | 18:00 | IFC Bu15 IMC3 | | Aurora Bu15 IMC3 |
| Wed | Sep 10 | C2B14 | St. Elizabeth HS | 20:00 | IFC Bu14 C2 | | KO Bu14 C2 |
| Wed | Sep 10 | C2B14 | Villanova Turf | 19:00 | King United Bu14 C2 | | Knsc Bu14 C2 |
| Wed | Sep 10 | B13IM3 | Westmount Collegiate | 18:30 | Thornhill Maccabi Bu13 IMC3 | | Knsc Blue Bu13 IMC3 |
| Thu | Sep 11 | G16IM3 | Adidas Centre | 21:00 | GSJ Gu16 IMC3 | | Barrie White Gu16 IMC3 |
| Thu | Sep 11 | B14IM3 | Berczy Park North | 18:30 | Jarvis Bu14 IMC3 | | Ssc Blue Bu14 IMC3 |
| Thu | Sep 11 | C2B17 | Brother Andre B | 18:00 | Markham Bu17 C2 | | Jarvis Bu17 C2 |
| Thu | Sep 11 | BU9GPB | Calvert Park 1 | 18:30 | Prime FC T2 Bu9 GPB | | Thornhill Red Force Bu9 GPB |
| Thu | Sep 11 | BU9GPA | Chancellor Park 3 | 18:30 | Woodbridge Blue Bu9 GPA | | DFC White Bu9 GPA |
| Thu | Sep 11 | B14IM3 | Crosby Park Richmond Hill | 19:00 | RH White Bu14 IMC3 | | South Simcoe Bu14 IMC3 |
| Thu | Sep 11 | B14IM3 | Fisher Field #1 | 19:00 | Collingwood Bu14 IMC3 | | Umsc White A BU14 IMC3 |
| Thu | Sep 11 | B14IM3 | Frank Stronach Park | 19:00 | Newmarket Bu14 IMC3 | | IFC Bu14 IMC3 |
| Thu | Sep 11 | C2B15 | Frank Stronach Park | 21:00 | Newmarket Bu15 C2 | | IFC Bu15 C2 |
| Thu | Sep 11 | BU9GPB | French Royalist Park | 19:00 | RH Red Maple Black Bu9 GPB | | Vaughan Bu9 T3 GPB |
| Thu | Sep 11 | C2B17 | Gostick Park #2 | 19:00 | Muskoka United Bu17 C2 | | Knsc Bu17 C2 |
| Thu | Sep 11 | B14IM3 | Henderson Park West | 21:00 | Bradford Wolves Bu14 IMC3 | | Newmarket White Bu14 IMC3 |
| Thu | Sep 11 | BU9GPA | King Christian 7 v 7 | 19:00 | DFC Orange Bu9 GPA | | Woodbridge White Bu9 GPA |
| Thu | Sep 11 | C2B15 | McNaughton Turf | 21:00 | Vaughan Bu15 C2 | | Richmond Hill Bu15 C2 |
| Thu | Sep 11 | G11GPB | Monticello Park | 18:30 | RH White Gu11 GPB | | Ssc Blue Gu11 GPB |
| Thu | Sep 11 | BU9GPA | Mt. Albert Lions Club #4 | 18:30 | EG Blue Bu9 GPC | | Vaughan T1 Bu9 GPA |
| Thu | Sep 11 | C2B17 | Richmond Green East | 21:00 | Richmond Hill Bu17 C2 | | Thornhill Bu17 C2 |
| Thu | Sep 11 | BU9GPA | Richmond Green Junior | 18:30 | RH Green Bu9 GPA | | GSJ Bu9 Black Bu9 GPA |
| Thu | Sep 11 | B11GPB | Sheppards Bush 3 | 18:30 | Aurora Yellow Bu11 GPB | | Thornhill Maccabi Bu11 GPB |
| Thu | Sep 11 | G11GPB | Sheppards Bush 4 | 18:30 | Aurora Yellow Gu11 GPB | | Prime FC Gu11 GPB |
| Thu | Sep 11 | B14IM3 | Sonoma Grass | 18:30 | Knsc Gold Bu14 IMC3 | | Vaughan Bu14 IMC3 |
| Thu | Sep 11 | B14IM3 | Sonoma Turf | 19:30 | Knsc Blue Bu14 IMC3 | | Aurora Bu14 IMC3 |
| Thu | Sep 11 | B14IM3 | To Be Determined | 21:00 | Umsc Red BU14 IMC3 | | Markham Gold Bu14 IMC3 |
| Thu | Sep 11 | C2B15 | Verstraten Park | 21:00 | Barrie Bu15 C2 | | Thornhill Bu15 C2 |
| Thu | Sep 11 | G11GPA | Villanova North | 18:00 | King United Gu11 GPA | | Thornhill Black Gu11 GPA |
| Thu | Sep 11 | B14IM3 | Westmount Collegiate | 18:00 | Thornhill Maccabi Bu14 IMC3 | | Markham Bu14 IMC3 |
| Thu | Sep 11 | G16IM3 | William Bond Park | 19:00 | Oak Ridges Gu16 IMC3 | | Umsc Gu15 IMC3 |
| Fri | Sep 12 | G11GPA | Sheppards Bush 3 | 18:30 | Aurora Black Gu11 GPA | | DFC Orange Gu11 GPA |
| Sat | Sep 13 | B12GPB | Bethesda 9v9 #1 | 17:00 | Prime FC T2 BU12 GPB | | Aurora Yellow Bu12 GPB |
| Sat | Sep 13 | B11GPA | Bethesda 9v9 #2 | 17:00 | Prime FC T1 Bu11 GPA | | Vaughan T2 Bu11 GPA |
| Sat | Sep 13 | BU9GPB | Bethesda Mini D | 17:00 | Prime FC T2 Bu9 GPB | | GSJ Grey Bu9 GPB |
| Sat | Sep 13 | B10GPB | Bethesda Mini D | 18:00 | Prime FC T2 Bu10 GPB | | South Simcoe Bu10 GPB |
| Sat | Sep 13 | B14IM3 | McNaughton Turf | 15:00 | Vaughan Bu14 IMC3 | | South Simcoe Bu14 IMC3 |
| Sat | Sep 13 | B11GPA | Milani Field | 19:00 | Bryst Grey Bu11 GPA | | IFC Blue Bu11 GPA |
| Sat | Sep 13 | C2B17 | Soccer Centre Indoor | 12:15 | Bryst Bu17 C2 | | Union Bradford Bu17 C2 |
| Sat | Sep 13 | C2B15 | St. Elizabeth HS | 13:00 | IFC Bu15 C2 | | Sudbury Bu15 C2 |
| Sat | Sep 13 | B16IM3 | St. Joan of Arc - Turf | 12:15 | Bryst White Bu16 IMC3 | | Bryst Black Bu16 IMC3 |
| Sat | Sep 13 | C2B13 | St. Joan of Arc - Turf | 14:00 | Bryst Bu13 C2 | | Thornhill Bu13 C2 |
| Sat | Sep 13 | C2B14 | Vaughan Grove Stadium | 16:00 | Woodbridge Bu14 C2 | | Barrie Bu14 C2 |
| Sat | Sep 13 | BU9GPB | Via Campanile | 11:00 | Bryst Grey Bu9 GPB | | Woodbridge Green Bu9 GPB |
| Sat | Sep 13 | B12GPA | Villanova North | 09:00 | King United Bu12 GPA | | Prime FC T1 Bu12 GPA |
| Sun | Sep 14 | C2B15 | Queens Athletic Field | 13:00 | Sudbury Bu15 C2 | | Newmarket Bu15 C2 |
| Sun | Sep 14 | B11GPB | Worth Park | 11:15 | Thornhill Maccabi Bu11 GPB | | Knsc Blue Bu11 GPB |