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| Mon | Jul 7 | W21RS | Creditview-Sandalwood 5 | 21:00 | Brams United Red U21W | 0 - 2 | Orangeville Storm FC U21W |
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| Mon | Jul 7 | W21RCE | Donegan Park | 20:00 | Northumberland United U21W | 0 - 12 | FC Emery Blizzards U21W |
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| Mon | Jul 7 | M21PS | Earlscourt North | 21:00 | SC Toronto Eagles U21M | 3 - 6 | FC Toronto U21M |
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| Mon | Jul 7 | MJE | Eglinton Flats 10 | 21:00 | YJ Atletico FC Blue | 2 - 2 | CTSA Titans |
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| Mon | Jul 7 | MRC | Esther Shiner Stadium | 21:00 | North York Hearts | 4 - 1 | SC Toronto Eagles Men |
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| Mon | Jul 7 | WProv | North Maple Regional Park Turf #1 | 21:00 | Vaughan Azzurri Women | 0 - 2 | Union FC Women |
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| Mon | Jul 7 | M21RCE | North Oshawa Park | 21:00 | Oshawa Turul U21M | 4 - 3 | The Scarborough Academy U21M |
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| Mon | Jul 7 | W21RCE | Vaso Field | 20:00 | FC Durham U21W | 3 - 1 | Pickering FC U21W |
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| Tue | Jul 8 | WOpCup | Azzurri Stadium TO | 21:00 | Toronto Azzurri Women | 2 - 3 | Alliance FC |
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| Tue | Jul 8 | WRS | Caledon R4 | 21:00 | Caledon United FC W RS | 1 - 5 | Olimpia Toronto Women |
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| Tue | Jul 8 | W21RCE | Dieppe Park | 21:00 | East York U21W | 1 - 3 | Oshawa Kicks U21W |
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| Tue | Jul 8 | MRCE | Eastgate #1 | 21:00 | Peterborough City Men RCE | 2 - 1 | GS Vets |
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| Tue | Jul 8 | M21RC | Edelweiss Soccer Park 4-R2 | 21:00 | Bolton Wanderers White U21M | 6 - 1 | West Toronto United U21M |
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| Tue | Jul 8 | MPE | LAmoreaux #1 | 21:00 | Queens Park Rangers PE | 3 - 4 | Barrie Blazers Men |
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| Tue | Jul 8 | M21RCE | LAmoreaux #2 | 21:00 | Jarvis SC U21M | 3 - 2 | Olympic Flame K19 |
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| Tue | Jul 8 | MOpCup | Lincoln M Alexander Turf | 21:00 | Olimpia Toronto II | 0 - 3 | Caledon United FC Men |
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| Tue | Jul 8 | MRS | Nora Frances Henderson Football Field | 21:00 | Globe FC | 0 - 2 | Hamilton Serbians |
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| Tue | Jul 8 | M21PC | North Maple Regional Park Turf # 2 | 21:00 | Vaughan Azzurri U21M PC | 7 - 3 | Thornhill Bolts U21M |
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| Tue | Jul 8 | MElite | North Maple Regional Park Turf #1 | 21:00 | Vaughan Azzurri Men Elite | 5 - 1 | GS United Men Elite |
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| Tue | Jul 8 | W21RC | Richmond Green East | 21:00 | Richmond Hill Raiders U21W | 0 - 1 | NYFC Strikers U21W |
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| Tue | Jul 8 | W21RSW | Sir Winston Churchill SS Hamilton | 21:00 | Flamborough Dundas U21W | 0 - 1 | Burlington SC Blue U21W |
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| Wed | Jul 9 | W21RSW | Bisons Alumni Turf Field | 20:45 | Paris FC U21W | 3 - 2 | HEADS United Hurricanes U21W |
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| Wed | Jul 9 | MOpCup | Centennial College Scarborough | 21:00 | Scarborough Town FC Men | 4 - 2 | KNSC Lions Men |
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| Wed | Jul 9 | MOpCup | Century Gardens 1 | 21:00 | GTA United | 1 - 2 | Panathinaikos Elite |
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| Wed | Jul 9 | M21RC | Concord Thornhill Turf | 21:00 | Glen Shields Juventus U21M | 3 - 1 | Vaughan Azzurri U21M RC |
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| Wed | Jul 9 | WRC | Dr. Denison Turf - Newmarket | 21:15 | Newmarket United Women | 8 - 0 | Bradford Wolves Women |
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| Wed | Jul 9 | MJC | Earlscourt North | 21:00 | Toronto Irish FC II | 2 - 2 | No Finish Football Club |
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| Wed | Jul 9 | M21PC | Grovewood Park | 21:00 | Oak Ridges Knights U21M | 2 - 1 | Olympiacos Toronto K21 |
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| Wed | Jul 9 | WRCE | Holy Cross SS - Peterborough | 21:00 | Cavan FC Women | 0 - 5 | Pickering FC Women |
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| Wed | Jul 9 | W21RCE | Kinsmen Park 2 | 21:00 | Pickering FC U21W | 7 - 0 | Northumberland United U21W |
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| Wed | Jul 9 | WRSW | Kiwanis Park - Niagara | 21:00 | Roma Wolves | 2 - 3 | Kitchener TFC Grey Women |
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| Wed | Jul 9 | M21RCE | LAmoreaux #5 | 21:10 | Scarborough Town FC U21M | 5 - 2 | King City Royals U21M |
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| Wed | Jul 9 | WRCE | North Oshawa Park | 21:00 | Oshawa Kicks Red | 5 - 2 | Peterborough City Women RCE |
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| Wed | Jul 9 | MJW | Paramount Fine Foods Centre 1 | 21:00 | International SC | 2 - 6 | Cambridge United Men |
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| Wed | Jul 9 | M21PS | Sonoma Turf | 21:15 | KNSC Lions U21M | 3 - 1 | SC Toronto Eagles U21M |
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| Wed | Jul 9 | MOpCup | South Common | 21:00 | Mississauga Croatia Men | 7 - 5 | Cavan FC Men |
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| Wed | Jul 9 | MJW | Trafalgar Sports Park 9 | 21:00 | Georgetown Mustangs Men | | Woodbridge Strikers Men MJ |
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| Wed | Jul 9 | WRC | Villanova Turf | 21:00 | King City Royals Women RC | 1 - 1 | UMSC Women |
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| Wed | Jul 9 | W21RSW | West Niagara SS | 20:15 | West Lincoln Dark Horse U21W | 0 - 3 | Rockwood FC U21W |
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| Thu | Jul 10 | WRS | Azzurri Stadium TO | 21:00 | Toronto Azzurri Women | 4 - 1 | Mississauga Croatia Women |
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| Thu | Jul 10 | WProv | Caledon R3 | 21:00 | Caledon United FC W Prov | 2 - 0 | Union FC Women |
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| Thu | Jul 10 | MRS | Centennial Bowl Guelph | 21:00 | Guelph Royals RS | 0 - 1 | Sporting Club Ideal De Brampton |
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| Thu | Jul 10 | WProv | Centennial College Scarborough | 21:00 | West Rouge Storm Prov | 5 - 1 | Vaughan Azzurri Women |
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| Thu | Jul 10 | WRS | Cherry Beach West | 21:00 | NYC Panthers Women | 3 - 1 | Woodbridge Strikers Women |
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| Thu | Jul 10 | MOpCup | Clarkson Park | 21:00 | Clarkson SC | 1 - 3 | Hamilton Serbians |
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| Thu | Jul 10 | W21RC | Downsview Turf 2 | 21:15 | NT Nitros U21W | 0 - 1 | SC Toronto Eagles U21W |
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| Thu | Jul 10 | MJE | Eastgate #1 | 21:00 | Peterborough City Men MJE | 0 - 2 | Markham Lightning |
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| Thu | Jul 10 | MPE | Headwaters Park | 21:00 | RH PARS FC PE | 1 - 1 | Toronto Pamir |
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| Thu | Jul 10 | M21PC | LAmoreaux #1 | 21:00 | Pana U21M | 10 - 2 | Pickering FC U21M |
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| Thu | Jul 10 | MRCE | LAmoreaux #5 | 19:00 | Magic AC | 1 - 2 | Olympiakos SC |
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| Thu | Jul 10 | MJE | LAmoreaux #5 | 21:00 | CTSA Titans | 1 - 3 | Pana 2.0 |
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| Thu | Jul 10 | MJW | Meadowvale Park | 21:00 | North Mississauga Men | 2 - 2 | Toronto Tigers AST |
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| Thu | Jul 10 | WRSW | RBJ Schlegel Park #1 (Villages) | 21:00 | Kitchener TFC Red Women | 3 - 0 | Rockwood FC Women |
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| Thu | Jul 10 | WRSW | Sherwood Park #1 Saltfleet | 21:00 | SSC Women | 4 - 2 | Banat FC |
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| Thu | Jul 10 | MElite | Southward 1 | 21:00 | Hrvat St. Catharines | 1 - 0 | Guelph Royals Elite |
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| Thu | Jul 10 | WRS | Trafalgar Sports Park 10 | 21:00 | Georgetown Mustangs Women | 1 - 3 | Cambridge United Women |
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| Thu | Jul 10 | WProv | Villanova Turf | 21:00 | King City Royals Women Prov | 3 - 2 | Gryphons FC Women |
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| Fri | Jul 11 | W21RC | Adidas Centre | 21:00 | Glen Shields Juventus U21W | | Richmond Hill Raiders U21W |
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| Fri | Jul 11 | MPW | Caledon R3 | 21:00 | Caledon United FC Men | | Distinctionz Men |
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| Fri | Jul 11 | M21RCE | Dieppe Park | 21:00 | East York U21M | | NYFC Strikers U21M |
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| Fri | Jul 11 | W21RC | Downsview Turf 3 | 19:00 | NYFC Strikers U21W | | Markham Lightning U21W |
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| Fri | Jul 11 | MPW | Dr. Martin Dobkin Park | 21:00 | Mississauga Croatia Men | | AC Diavoli |
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| Fri | Jul 11 | W21RS | Gryphon Soccer Complex 1 | 21:00 | Gryphons FC U21W | | HEADS United U21W RS |
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| Fri | Jul 11 | M21RS | Gryphon Soccer Complex 2 | 21:00 | Gryphons FC U21M | | Dixie SC U21M |
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| Fri | Jul 11 | MElite | LAmoreaux #1 | 21:00 | Scarboro Azzurri Blues Elite | | Lakeshore United |
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| Fri | Jul 11 | M21RS | Sackville Hill Park | 21:00 | Chantilly U21M | | Brampton Elite U21M |
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| Fri | Jul 11 | M21PC | St. Robs CHS | 21:00 | Thornhill Bolts U21M | | Union FC U21M |
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| Fri | Jul 11 | MElite | Vaughan Grove Turf | 21:15 | Woodbridge Strikers Men Elite | | Peniche CC |
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| Fri | Jul 11 | MPE | Verstraten Park | 20:00 | Barrie Blazers Men | | Aurora Hearts |
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| Sat | Jul 12 | M21RC | Brickyard | 18:30 | Atletico Sporting Toronto U21M | | Barrie Spirit U21M |
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| Sat | Jul 12 | MRS | Brickyard | 21:00 | Atletico Sporting Toronto Men | | Olimpia Toronto II |
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| Sat | Jul 12 | M21RC | Lamport Stadium | 12:00 | NY Academy U21M RC | | Vaughan Azzurri U21M RC |
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| Sat | Jul 12 | M21PC | Lamport Stadium | 14:00 | NY Academy U21M PC | | Olympiacos Toronto K21 |
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| Sat | Jul 12 | MJC | Maple Ridge SS | 17:00 | Barrie Spirit Men | | No Finish Football Club |
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| Sat | Jul 12 | MRCE | McNicoll Park | 19:00 | SPG Red Devils United | | East York Men |
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| Sat | Jul 12 | M21RS | Mississauga Stadium | 13:15 | Toronto United FC U21M | | Mississauga Croatia U21M |
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| Sat | Jul 12 | M21PS | Sonoma Turf | 15:30 | KNSC Lions U21M | | USC Karpaty U21M |
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| Sun | Jul 13 | WRSW | Banat Park | 15:00 | Banat FC | | SSC Women |
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| Sun | Jul 13 | W21RC | Barrie SC Development Centre | 18:00 | Barrie Spirit U21W | | Glen Shields Juventus U21W |
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| Sun | Jul 13 | WRS | Brickyard | 18:00 | Olimpia Toronto Women | | NYC Panthers Women |
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| Sun | Jul 13 | M21PS | Brickyard | 20:00 | Distinctionz U21M | | Croatia Norval U21M |
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| Sun | Jul 13 | M21RS | Campo Do Oriental | 17:00 | Oriental SC U21M | | Bolton Wanderers Blue U21M |
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| Sun | Jul 13 | MPE | Concord Thornhill Turf | 20:30 | Toronto Pamir | | Scarborough Rangers |
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| Sun | Jul 13 | WRCE | Eastgate #1 | 19:00 | Peterborough City Women RCE | | West Rouge Storm Black |
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| Sun | Jul 13 | WRSW | Fountain St Soccer Complex #5 (Grass) | 19:00 | Cambridge United Women | | Kitchener TFC Grey Women |
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| Sun | Jul 13 | WProv | LAmoreaux #1 | 17:00 | GS United Women | | Alliance FC |
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| Sun | Jul 13 | MElite | LAmoreaux #1 | 19:10 | GS United Men Elite | | Hrvat St. Catharines |
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| Sun | Jul 13 | MJE | LAmoreaux #5 | 19:00 | Black Tigers FC | | Ajax Galacticos |
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| Sun | Jul 13 | MElite | LAmoreaux #5 | 21:00 | Panathinaikos Elite | | Woodbridge Strikers Men Elite |
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| Sun | Jul 13 | MPW | Meadowvale Park | 14:00 | Ebony Jrs | | Distinctionz Men |
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| Sun | Jul 13 | MJW | Meadowvale Park | 16:30 | Prostars FC MJ | | GTA United |
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| Sun | Jul 13 | MRS | Meadowvale Park | 18:30 | Prostars FC RS | | Clarkson SC |
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| Sun | Jul 13 | MPW | Norval Centre 1 | 17:00 | Croatia Norval | | Fort Erie Sting |
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| Sun | Jul 13 | W21RSW | RIM Park AF1 | 16:00 | BVB IA Waterloo U21W | | Rockwood FC U21W |
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| Sun | Jul 13 | WRC | Sonoma Turf | 13:00 | KNSC Lions Women | | Aurora Spurs |
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| Sun | Jul 13 | MRC | Sonoma Turf | 21:00 | KNSC Lions Men | | Union FC Men |
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| Sun | Jul 13 | M21PC | St. Robs CHS | 17:00 | Thornhill Bolts U21M | | Vaughan Azzurri U21M PC |
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| Sun | Jul 13 | M21PS | The Hill Academy | 12:00 | AIFC U21M | | Whitecaps London U21M |
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| Sun | Jul 13 | MRCE | University of Toronto Valley | 17:00 | Artemisium FC | | Scarborough Town FC Men |
