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| Mon | Jul 6 | M21PC | Berczy Park North | 21:00 | Jarvis SC U21M | 1 - 0 | NY Academy U21M |
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| Mon | Jul 6 | WOpCup | Bishop Ryan HS | 21:00 | SSC Women | 7 - 2 | SC Toronto Eagles Women |
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| Mon | Jul 6 | W21RCE | Consumers Field South | 21:00 | Whitby FC U21W | 3 - 3 | NYFC Strikers U21W |
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| Mon | Jul 6 | M21RCE | Darlington Field #3 | 21:00 | Darlington Energy U21M | 0 - 4 | The SA U21M |
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| Mon | Jul 6 | W21RCE | Dieppe Park | 21:00 | East York U21W | 9 - 0 | NDUFC U21W |
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| Mon | Jul 6 | M21RC | Dufferin District 1 | 21:00 | IFC U21M | 0 - 6 | UMSC U21M |
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| Mon | Jul 6 | M21RS | Earlscourt North | 21:00 | SC Toronto Eagles U21M | 0 - 0 | NT Nitros U21M |
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| Mon | Jul 6 | MRS | Edelweiss Soccer Park 4-R2 | 21:00 | Bolton Wanderers White Men RS | 6 - 1 | Guelph Royals RS |
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| Mon | Jul 6 | W21RS | Laurier University Stadium | 21:00 | Waterloo United U21W | 7 - 0 | SSC U21W |
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| Mon | Jul 6 | W21RS | Norton Community Park F2 | 21:00 | Burlington SC Blue U21W | 2 - 1 | Roma Wolves U21W |
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| Mon | Jul 6 | WRC | Sonoma Turf | 21:15 | KNSC Lions Women | 2 - 2 | UMSC Women |
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| Tue | Jul 7 | WRS | Barbour Field 1 | 21:00 | HEADS United Hurricanes | 1 - 6 | Rockwood FC Blue |
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| Tue | Jul 7 | WRC | Caledon R4 | 21:00 | Caledon United FC W Reg | 1 - 5 | Olimpia Toronto Women |
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| Tue | Jul 7 | M21PC | Crescent School | 20:30 | Power FC U21M | 1 - 1 | Thornhill Bolts U21M |
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| Tue | Jul 7 | MJE | Dr. Denison Turf - Newmarket | 21:00 | Newmarket United Men | 2 - 1 | Scarborough Town FC MJ |
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| Tue | Jul 7 | MElite | Earlscourt North | 21:10 | Peniche CC | 1 - 3 | Scarboro Azzurri Blues Elite |
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| Tue | Jul 7 | M21PC | Grovewood Park | 21:00 | Oak Ridges Knights U21M Prov | 2 - 0 | Olympiacos Toronto K21 |
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| Tue | Jul 7 | W21RC | Keelesdale South Park | 21:00 | Etobicoke FC U21W | 5 - 0 | Barrie Spirit U21W |
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| Tue | Jul 7 | MOpCup | LAmoreaux #1 | 21:00 | QPR PE | 3 - 4 | Clarkson SC |
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| Tue | Jul 7 | M21RC | McNaughton Turf | 21:00 | Vaughan Azzurri U21M | 5 - 2 | Oak Ridges Knights U21M RC |
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| Tue | Jul 7 | MRS | Nora Frances Henderson Football Field | 21:00 | Globe FC | 3 - 3 | Olimpia Toronto II |
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| Tue | Jul 7 | W21RS | Notre Dame HS Burlington | 21:00 | Force Academy U21W | 1 - 0 | RED Academy U21W |
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| Tue | Jul 7 | WRS | Sherwood Park #1 Saltfleet | 21:00 | SSC Women | 3 - 3 | Woodstock FC Women |
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| Wed | Jul 8 | WOpCup | Azzurri Stadium TO | 21:00 | Toronto Azzurri | 7 - 0 | DFC Union Women |
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| Wed | Jul 8 | WRS | Centennial Bowl Guelph | 21:00 | Gryphons FC Women | 2 - 0 | Rockwood FC Black |
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| Wed | Jul 8 | WRCE | Centennial College | 21:00 | West Rouge Storm Black | 2 - 1 | Oshawa Kicks White |
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| Wed | Jul 8 | MRC | Cherry Beach West | 21:00 | SC Toronto Eagles Men | 1 - 3 | KNSC Lions Men |
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| Wed | Jul 8 | WRCE | Civic Field #3 (Durham) | 21:00 | Oshawa Kicks Red | 5 - 1 | Peterborough City Women |
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| Wed | Jul 8 | M21PC | Concord Thornhill Turf | 21:00 | GFC Juve U21M | 6 - 3 | Woodbridge Strikers U21M |
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| Wed | Jul 8 | MPE | Earlscourt North | 21:00 | Toronto Irish FC | 2 - 1 | SPG Red Devils United |
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| Wed | Jul 8 | M21PS | Edelweiss Soccer Park 5-R3 | 21:00 | Bolton Wanderers White U21M | 4 - 0 | USC Karpaty U21M |
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| Wed | Jul 8 | MElite | LAmoreaux #1 | 21:10 | GS United Men | 1 - 2 | Croatia Norval Men |
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| Wed | Jul 8 | WRSW | RBJ Schlegel Park #1 (Villages) | 21:00 | Kitchener TFC Grey | 2 - 0 | Flamborough Dundas |
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| Wed | Jul 8 | WRC | South Common | 21:00 | Mississauga Croatia Women | 5 - 2 | Newmarket United II W |
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| Wed | Jul 8 | MOpCup | Zanchin Automotive Soccer Centre Stadium | 21:00 | Toronto Pamir | 2 - 3 | Woodbridge Strikers Men |
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| Thu | Jul 9 | MRS | Centennial Bowl Guelph | 21:00 | Guelph Royals RS | 6 - 5 | GTA United |
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| Thu | Jul 9 | WRC | Cherry Beach West | 21:00 | NYC Panthers | 1 - 0 | UMSC Women |
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| Thu | Jul 9 | MPE | David Hamilton | 21:00 | RH PARS FC | 1 - 5 | QPR PE |
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| Thu | Jul 9 | W21RC | Downsview Turf 3 | 21:00 | NT Nitros U21W | 2 - 5 | DFC Union U21W |
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| Thu | Jul 9 | W21RC | Edelweiss Soccer Park 5-R2 | 21:00 | Bolton Wanderers U21W | 2 - 1 | Vaughan Azzurri U21W |
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| Thu | Jul 9 | WRCE | Jayde Riviere Turf Field | 21:00 | Pickering FC Women | 7 - 1 | Cavan FC Women |
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| Thu | Jul 9 | WProv | LAmoreaux #1 | 21:10 | GS United W Prov | 2 - 1 | Kitchener TFC Red |
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| Thu | Jul 9 | MJE | LAmoreaux #5 | 21:00 | Scarboro Azzurri Blues MJ | 1 - 1 | FCD Aces |
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| Thu | Jul 9 | M21RCE | Major Abbas Ali Park West | 21:00 | GS United U21M | 4 - 0 | Darlington Energy U21M |
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| Thu | Jul 9 | W21RCE | Massey Grove Park | 21:00 | NYFC Strikers U21W | 6 - 1 | NDUFC U21W |
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| Thu | Jul 9 | MElite | Southward 1 - 11v11 | 20:45 | Hrvat St. Catharines | 1 - 1 | Guelph Royals Elite |
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| Thu | Jul 9 | WProv | Thames Centre ORC #2 | 21:00 | Alliance FC Mustangs Women | 3 - 0 | Toronto Azzurri |
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| Thu | Jul 9 | WProv | Villanova Turf | 21:00 | King City Royals Women | 0 - 3 | Caledon United FC W Prov |
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| Fri | Jul 10 | MJE | Barrie SC Development Centre | 21:00 | Barrie Blazers Men MJ | 6 - 0 | Markham Lightning Men |
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| Fri | Jul 10 | MElite | Centennial College | 20:30 | Toronto Celtic | 2 - 2 | Vaughan Azzurri Elite |
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| Fri | Jul 10 | WRSW | Cowan - Guarantee | 20:30 | Woodstock FC Women | 6 - 0 | HEADS United Hurricanes |
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| Fri | Jul 10 | MPW | Dr. Martin Dobkin Park | 21:00 | Mississauga Croatia Men | 3 - 3 | Burlington Bayhawks |
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| Fri | Jul 10 | MJW | Edelweiss Soccer Park 5-R3 | 21:00 | Bolton Wanderers Blue Men | 2 - 1 | Georgetown Mustangs Men |
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| Fri | Jul 10 | MPE | Fleming Knights West Turf | 21:00 | Cavan FC Men | 2 - 2 | North York Hearts |
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| Fri | Jul 10 | MPW | Huron Park 2 Grass | 21:00 | Lakeshore United | 2 - 1 | Ebony Jrs |
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| Fri | Jul 10 | MJE | Keelesdale | 21:00 | CFC Atletico Blue | 4 - 1 | Richmond Hill Raiders |
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| Fri | Jul 10 | MRCE | LAmoreaux #1 | 21:00 | Olympiakos SC | 1 - 3 | QPR Reg |
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| Fri | Jul 10 | MRC | LAmoreaux #5 | 21:00 | Magic AC | 2 - 3 | USC Karpaty Men RC |
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| Fri | Jul 10 | MElite | Paramount Fine Foods Centre 1 | 21:00 | Olimpia Elite | 2 - 5 | Panathinaikos |
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| Sat | Jul 11 | MJE | Ajax Turf Field | 18:45 | PFC Galacticos | 1 - 2 | DFC Union Men |
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| Sat | Jul 11 | MRS | Brickyard | 18:00 | Atletico Sporting Toronto Men | | Bolton Wanderers White Men RS |
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| Sat | Jul 11 | MPW | Dr. Martin Dobkin Park | 20:00 | Distinctionz Men PW | 3 - 0 | Sporting Club Ideal De Brampton |
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| Sat | Jul 11 | M21RCE | Firgrove Park | 18:00 | Asante Elite U21M | 4 - 3 | Cavan FC U21M |
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| Sat | Jul 11 | M21RC | Grovewood Park | 15:00 | Oak Ridges Knights U21M RC | 8 - 0 | IFC U21M |
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| Sat | Jul 11 | M21RCE | McNicoll Park | 11:00 | The SA U21M | 6 - 3 | Olympic Flame K19 |
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| Sat | Jul 11 | MPE | McNicoll Park | 19:00 | SPG Red Devils United | 1 - 0 | Toronto Pamir |
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| Sat | Jul 11 | MJE | Monarch Park North Grass (Ajax) | 19:00 | Ajax SC | 2 - 0 | Newmarket United Men |
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| Sat | Jul 11 | M21RS | Morris Kerbel | 19:00 | BRI FC U21M | 2 - 5 | Georgetown Mustangs U21M |
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| Sun | Jul 12 | M21RC | Barrie SC Development Centre | 20:00 | Barrie Spirit U21M | | DFC Union Navy U21M |
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| Sun | Jul 12 | MRS | Brickyard | 16:00 | Olimpia Toronto II | | Prostars FC |
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| Sun | Jul 12 | MJW | Brickyard | 20:00 | Distinctionz Men MJ | | Toronto Tigers AST |
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| Sun | Jul 12 | M21RSW | Cowan - Guarantee | 19:30 | Woodstock FC U21M | | Waterloo United U21M |
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| Sun | Jul 12 | W21RC | Downsview Turf 2 | 20:00 | NT Nitros U21W | | Storm FC U21W |
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| Sun | Jul 12 | WProv | Dr. Denison Turf - Newmarket | 19:00 | Newmarket United W Prov | | Vaughan Azzurri Women |
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| Sun | Jul 12 | M21PC | Earlscourt North | 10:00 | NY Academy U21M | | Power FC U21M |
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| Sun | Jul 12 | MRCE | Eastgate #1 | 16:00 | Peterborough City Men | | Scarborough Rangers |
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| Sun | Jul 12 | M21RSW | Fountain St Soccer Complex #3 (Turf) | 19:00 | Cambridge United U21M | | Hamilton Croatia U21M |
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| Sun | Jul 12 | WRSW | Fountain St Soccer Complex #3 (Turf) | 21:00 | Cambridge United Women | | Rockwood FC Black |
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| Sun | Jul 12 | MJW | Greenlane Sports Complex 2 | 20:00 | Paris FC | | USC Karpaty Men MJW |
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| Sun | Jul 12 | MRC | Henderson Park East | 18:00 | Bradford Wolves | | Barrie Blazers Men RC |
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| Sun | Jul 12 | MJW | Humberview SS | 18:00 | Caledon United FC Men | | FC E Etobicoke United FC |
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| Sun | Jul 12 | MElite | LAmoreaux #1 | 19:00 | Panathinaikos | | Croatia Norval Men |
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| Sun | Jul 12 | M21PC | LAmoreaux #1 | 21:00 | Olympiacos Toronto K21 | | Thornhill Bolts U21M |
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| Sun | Jul 12 | MOpCup | LAmoreaux #5 | 15:00 | Toronto Irish FC | 0 - 0 | Hamilton Serbians |
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| Sun | Jul 12 | MRCE | LAmoreaux #5 | 21:00 | Artemisium FC | | Pana 2.0 |
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| Sun | Jul 12 | W21RCE | Massey Grove Park | 21:00 | GFA Yellow | | Whitby FC U21W |
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| Sun | Jul 12 | MJW | Meadowvale (Syntex) | 14:00 | PRP FC | | Atletico Toronto |
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| Sun | Jul 12 | M21PS | Norval Centre 1 | 15:00 | Croatia Norval U21M | | Bolton Wanderers White U21M |
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| Sun | Jul 12 | WRC | Nottawasaga Inn #1 | 16:00 | Nottawasaga FC | | CFC Atletico Women |
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| Sun | Jul 12 | M21RC | Sonoma Turf | 21:00 | KNSC Lions U21M | | UMSC U21M |
