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| Mon | Aug 11 | W21RS | Centennial Bowl Guelph | 21:00 | HEADS United U21W RS | 4 - 0 | Brams United Red U21W |
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| Mon | Aug 11 | MRC | Esther Shiner Stadium | 21:00 | North York Hearts | 4 - 1 | Bradford Wolves Men |
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| Mon | Aug 11 | WProv | Villanova Turf | 21:00 | King City Royals Women Prov | 4 - 1 | Vaughan Azzurri Women |
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| Tue | Aug 12 | W21RC | Adidas Centre | 21:00 | Glen Shields Juventus U21W | 12 - 0 | Barrie Spirit U21W |
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| Tue | Aug 12 | WRS | Caledon R4 | 21:00 | Caledon United FC W RS | 2 - 2 | Mississauga Croatia Women |
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| Tue | Aug 12 | MJC | Dr. Denison Turf - Newmarket | 21:00 | Newmarket United Men | 5 - 0 | IFC Men |
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| Tue | Aug 12 | M21RS | Gryphon Soccer Complex 2 | 21:00 | Gryphons FC U21M | 1 - 6 | Oriental SC U21M |
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| Tue | Aug 12 | M21PC | Henderson Field | 21:00 | Union FC U21M | 5 - 0 | NY Academy U21M PC |
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| Tue | Aug 12 | M21PC | Jayde Riviere Turf Field | 21:00 | Pickering FC U21M | 0 - 9 | Pana U21M |
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| Tue | Aug 12 | WRCE | Kinsmen Park 2 | 21:00 | Pickering FC Women | 1 - 3 | Oshawa Kicks Red |
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| Tue | Aug 12 | MPE | LAmoreaux #1 | 21:00 | Queens Park Rangers PE | 1 - 3 | Toronto Celtic |
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| Tue | Aug 12 | M21RCE | LAmoreaux #2 | 21:00 | Jarvis SC U21M | 4 - 2 | Scarborough Town FC U21M |
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| Tue | Aug 12 | M21RC | McNaughton Turf | 21:00 | Vaughan Azzurri U21M RC | 0 - 1 | Bolton Wanderers White U21M |
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| Tue | Aug 12 | MRS | Nora Frances Henderson Football Field | 21:00 | Globe FC | 3 - 3 | Clarkson SC |
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| Tue | Aug 12 | WRCE | North Oshawa Park | 21:00 | Oshawa Kicks White | 0 - 3 | West Rouge Storm Black |
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| Tue | Aug 12 | MRC | Rob Ford Stadium | 21:00 | USC Karpaty Men | 5 - 3 | SC Toronto Eagles Men |
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| Tue | Aug 12 | MOpCup | Sir Winston Churchill SS Hamilton | 21:00 | Hamilton Serbians | | Burlington Bayhawks Men |
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| Wed | Aug 13 | WRCE | Centennial College Scarborough | 21:00 | West Rouge Storm White | 0 - 1 | Cavan FC Women |
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| Wed | Aug 13 | M21RCE | Country Day School - Outdoor Turf | 21:00 | King City Royals U21M | | NYFC Strikers U21M |
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| Wed | Aug 13 | WRC | Dr. Denison Turf - Newmarket | 21:15 | Newmarket United Women | 0 - 0 | King City Royals Women RC |
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| Wed | Aug 13 | M21RC | Eglinton Flats 11 | 19:00 | West Toronto United U21M | 1 - 3 | Atletico Sporting Toronto U21M |
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| Wed | Aug 13 | M21PC | Henderson Field | 21:00 | Union FC U21M | | Oak Ridges Knights U21M |
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| Wed | Aug 13 | M21RS | Iceland 1 | 21:00 | Dixie SC U21M | | Bolton Wanderers Blue U21M |
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| Wed | Aug 13 | MRCE | LAmoreaux #5 | 21:10 | Scarborough Town FC Men | | Queens Park Rangers RCE |
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| Wed | Aug 13 | WRSW | Marden Park 1 | 21:00 | Rockwood FC Women | | Roma Wolves |
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| Wed | Aug 13 | M21PS | Mattamy Sports Park Outdoor Field 3 | 21:00 | FC Toronto U21M | | AIFC U21M |
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| Wed | Aug 13 | MOpCup | SaveMax Sports Centre Field 2 | 20:30 | AIFC Men | | Panathinaikos Elite |
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| Wed | Aug 13 | WRC | Sheppards Bush Turf | 21:00 | Aurora Spurs | | UMSC Women |
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| Wed | Aug 13 | MJW | Streetsville Memorial | 21:00 | North Mississauga Men | 2 - 0 | Woodbridge Strikers Men MJ |
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| Wed | Aug 13 | MOpCup | The Zanchin Automotive Soccer Centre Stadium | 21:00 | Mississauga Croatia Men | | Toronto Pamir |
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| Wed | Aug 13 | MJW | Trafalgar Sports Park 9 | 21:00 | Georgetown Mustangs Men | | Cambridge United Men |
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| Wed | Aug 13 | MOpCup | University of Guelph West U13+ | 21:00 | Guelph Royals Elite | | Caledon United FC Men |
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| Thu | Aug 14 | WOpCup | Caledon R3 | 21:00 | Caledon United FC W Prov | | Banat FC |
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| Thu | Aug 14 | MRS | Centennial Bowl Guelph | 21:00 | Guelph Royals RS | | Hamilton Serbians |
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| Thu | Aug 14 | WRS | Cherry Beach West | 21:00 | NYC Panthers Women | | Georgetown Mustangs Women |
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| Thu | Aug 14 | W21RC | Downsview Turf 2 | 21:15 | NT Nitros U21W | | Glen Shields Juventus U21W |
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| Thu | Aug 14 | M21PS | Earlscourt North | 21:00 | SC Toronto Eagles U21M | | Croatia Norval U21M |
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| Thu | Aug 14 | MPE | Headwaters Park | 21:00 | RH PARS FC PE | | Queens Park Rangers PE |
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| Thu | Aug 14 | M21PC | LAmoreaux #1 | 21:00 | Pana U21M | | Olympiacos Toronto K21 |
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| Thu | Aug 14 | MJE | LAmoreaux #5 | 21:00 | Scarboro Azzurri Blues MJE | | Peterborough City Men MJE |
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| Thu | Aug 14 | W21RSW | Marden Park 1 | 21:00 | Rockwood FC U21W | | Flamborough Dundas U21W |
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| Thu | Aug 14 | M21RCE | Massey Grove Park | 21:00 | NYFC Strikers U21M | | Jarvis SC U21M |
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| Thu | Aug 14 | WProv | OS #1 | 21:00 | King City Royals Women Prov | | West Rouge Storm Prov |
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| Thu | Aug 14 | M21PS | Rob Ford Stadium | 21:00 | USC Karpaty U21M | | Whitecaps London U21M |
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| Fri | Aug 15 | MJW | Chris Gibson Park 1 | 21:00 | GTA United | | International SC |
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| Fri | Aug 15 | M21RCE | Dieppe Park | 21:00 | East York U21M | | Scarborough Town FC U21M |
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| Fri | Aug 15 | M21RS | Dr. Martin Dobkin Park | 21:00 | Mississauga Croatia U21M | | Dixie SC U21M |
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| Fri | Aug 15 | M21RS | Gryphon Soccer Complex 1 | 21:00 | Gryphons FC U21M | | Bolton Wanderers Blue U21M |
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| Fri | Aug 15 | WRC | Henderson Park East | 21:00 | Bradford Wolves Women | | Oshawa Kicks White |
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| Fri | Aug 15 | MRC | Henderson Park West | 21:00 | Bradford Wolves Men | | North York Hearts |
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| Fri | Aug 15 | MPE | Highland Park | 21:00 | Aurora Hearts | | Cavan FC Men |
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| Fri | Aug 15 | MPW | Humberview SS | 20:30 | Caledon United FC Men | | AC Diavoli |
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| Fri | Aug 15 | MRCE | LAmoreaux #1 | 21:00 | Olympiakos SC | | East York Men |
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| Fri | Aug 15 | MRCE | LAmoreaux #5 | 20:00 | Magic AC | | Peterborough City Men RCE |
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| Fri | Aug 15 | MPW | Optimist Park 1 - Fort Erie | 21:00 | Fort Erie Sting | | Distinctionz Men |
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| Fri | Aug 15 | MElite | Paramount Fine Foods Centre 1 | 21:00 | Olimpia Toronto Elite | | GS United Men Elite |
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| Fri | Aug 15 | MOpCup | SaveMax Sports Centre Field 2 | 21:00 | No Finish Football Club | | Union FC Men |
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| Fri | Aug 15 | WRS | Vaughan Grove 1 | 19:15 | Woodbridge Strikers Women | | Toronto Azzurri Women |
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| Fri | Aug 15 | MElite | Vaughan Grove 1 | 21:15 | Woodbridge Strikers Men Elite | | Guelph Royals Elite |
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| Fri | Aug 15 | MPE | Verstraten Park | 20:00 | Barrie Blazers Men | | Toronto Celtic |
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| Fri | Aug 15 | MRS | Victoria Park Brampton | 21:00 | Sporting Club Ideal De Brampton | | Olimpia Toronto II |
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| Sat | Aug 16 | MJW | Brickyard | 18:30 | Toronto Tigers AST | | Woodbridge Strikers Men MJ |
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| Sat | Aug 16 | WRCE | Centennial College | 16:30 | West Rouge Storm Black | | West Rouge Storm White |
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| Sat | Aug 16 | M21PC | Lamport Stadium | 10:00 | NY Academy U21M PC | | Union FC U21M |
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| Sat | Aug 16 | MJC | Maple Ridge SS | 17:00 | Barrie Spirit Men | | RH PARS FC MJ |
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| Sat | Aug 16 | M21RS | Mississauga Stadium | 13:15 | Toronto United FC U21M | | Chantilly U21M |
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| Sat | Aug 16 | M21PC | University of Toronto Valley | 16:00 | Olympiacos Toronto K21 | | Oak Ridges Knights U21M |
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| Sun | Aug 17 | WRSW | Banat Park | 14:30 | Banat FC | | Roma Wolves |
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| Sun | Aug 17 | M21RC | Barrie SC Development Centre | 21:00 | Barrie Spirit U21M | | CFC Black U21M |
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| Sun | Aug 17 | M21PS | Brickyard | 20:00 | Distinctionz U21M | | Whitecaps London U21M |
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| Sun | Aug 17 | M21RS | Campo Do Oriental | 15:00 | Oriental SC U21M | | Brampton Elite U21M |
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| Sun | Aug 17 | MPW | Christ The King CSS | 17:00 | Croatia Norval | | AIFC Men |
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| Sun | Aug 17 | MRCE | Dieppe Park | 16:00 | East York Men | | Scarborough Town FC Men |
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| Sun | Aug 17 | WRC | Dr. Denison Turf - Newmarket | 21:00 | UMSC Women | | Newmarket United Women |
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| Sun | Aug 17 | MRC | Edelweiss Soccer Park 5-R3 | 19:00 | Bolton Wanderers Men | | USC Karpaty Men |
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| Sun | Aug 17 | M21RC | Henderson Park East | 18:00 | Bradford Wolves U21M | | NY Academy U21M RC |
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| Sun | Aug 17 | MElite | LAmoreaux #1 | 19:00 | Panathinaikos Elite | | Guelph Royals Elite |
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| Sun | Aug 17 | MPE | LAmoreaux #5 | 19:00 | Scarborough Rangers | | Toronto Pamir |
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| Sun | Aug 17 | MPW | Meadowvale Park | 14:00 | Ebony Jrs | | Mississauga Croatia Men |
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| Sun | Aug 17 | MJW | Meadowvale Park | 16:30 | Prostars FC MJ | | North Mississauga Men |
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| Sun | Aug 17 | MRS | Meadowvale Park | 18:30 | Prostars FC RS | | Atletico Sporting Toronto Men |
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| Sun | Aug 17 | MJC | Rainbow Creek | 17:00 | No Finish Football Club | | Toronto Irish FC II |
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| Sun | Aug 17 | MJC | Ray Twinney #1 | 16:00 | Newmarket United Men | | Aurora Lions |
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| Sun | Aug 17 | WRSW | RBJ Schlegel Park #2 (Huron) | 18:30 | Kitchener TFC Grey Women | | SSC Women |
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| Sun | Aug 17 | M21PS | Sonoma Turf | 13:00 | KNSC Lions U21M | | Croatia Norval U21M |
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| Sun | Aug 17 | WRC | Sonoma Turf | 15:00 | KNSC Lions Women | | Nottawasaga FC |
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| Sun | Aug 17 | MRC | Sonoma Turf | 21:00 | KNSC Lions Men | | Toronto Irish FC |
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| Sun | Aug 17 | MJE | St. Robs CHS | 19:00 | Pana 2.0 | | YJ Atletico FC Blue |
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| Sun | Aug 17 | M21PS | The Hill Academy | 12:00 | AIFC U21M | | SC Toronto Eagles U21M |
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| Sun | Aug 17 | M21RC | The Zanchin Automotive Soccer Centre Stadium | 15:00 | Atletico Sporting Toronto U21M | | Bolton Wanderers White U21M |
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| Sun | Aug 17 | M21RCE | University of Toronto Valley | 15:00 | King City Royals U21M | | Olympic Flame K19 |
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| Sun | Aug 17 | MOpCup | Vaughan Grove 1 | 17:00 | Woodbridge Strikers Men Elite | | Queens Park Rangers PE |
