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| Mon | Jun 16 | WOpCup | Caledon R3 | 21:00 | Caledon United FC W Prov | 5 - 0 | Vaughan Azzurri Women |
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| Mon | Jun 16 | W21RS | Centennial Bowl Guelph | 19:30 | HEADS United U21W RS | 1 - 6 | Gryphons FC U21W |
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| Mon | Jun 16 | MJE | Eglinton Flats 10 | 21:00 | YJ Atletico FC Blue | 2 - 1 | Markham Lightning |
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| Mon | Jun 16 | M21RC | North Maple Regional Park Turf # 2 | 21:00 | Vaughan Azzurri U21M RC | 2 - 5 | West Toronto United U21M |
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| Mon | Jun 16 | WRS | South Common | 21:00 | Mississauga Croatia Women | 1 - 5 | Olimpia Toronto Women |
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| Mon | Jun 16 | W21RCE | Vaso Field | 20:00 | FC Durham U21W | 5 - 2 | East York U21W |
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| Tue | Jun 17 | WRC | Berczy Park Centre | 21:00 | UMSC Women | 0 - 3 | King City Royals Women RC |
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| Tue | Jun 17 | MPE | Centennial College Scarborough | 21:00 | Toronto Celtic | 2 - 1 | Cavan FC Men |
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| Tue | Jun 17 | W21RCE | Civic Field #3 (Durham) | 21:00 | Oshawa Kicks U21W | 7 - 0 | Northumberland United U21W |
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| Tue | Jun 17 | MJC | Dr. Denison Turf - Newmarket | 21:00 | Newmarket United Men | 1 - 3 | No Finish Football Club |
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| Tue | Jun 17 | MRCE | Eastgate #1 | 21:00 | Peterborough City Men RCE | 2 - 5 | Queens Park Rangers RCE |
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| Tue | Jun 17 | M21RC | Edelweiss Soccer Park 4-R2 | 21:00 | Bolton Wanderers White U21M | 6 - 1 | Atletico Sporting Toronto U21M |
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| Tue | Jun 17 | W21RCE | Eglinton Flats 10 | 21:00 | FC Emery Blizzards U21W | 4 - 0 | Pickering FC U21W |
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| Tue | Jun 17 | MOpCup | Headwaters Park | 21:00 | RH PARS FC PE | 1 - 3 | Vaughan Azzurri Men Elite |
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| Tue | Jun 17 | WRC | Henderson Park East | 21:00 | Bradford Wolves Women | 0 - 3 | Newmarket United Women |
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| Tue | Jun 17 | MPE | LAmoreaux #1 | 21:00 | Queens Park Rangers PE | 1 - 3 | Aurora Hearts |
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| Tue | Jun 17 | M21RCE | LAmoreaux #2 | 21:00 | Jarvis SC U21M | 2 - 0 | Oshawa Turul U21M |
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| Tue | Jun 17 | M21PC | North Maple Regional Park Turf # 2 | 21:00 | Vaughan Azzurri U21M PC | 17 - 0 | Pickering FC U21M |
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| Tue | Jun 17 | WRCE | North Oshawa Park | 21:00 | Oshawa Kicks White | 10 - 1 | West Rouge Storm White |
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| Tue | Jun 17 | W21RC | Richmond Green East | 19:00 | Richmond Hill Raiders U21W | 2 - 0 | Markham Lightning U21W |
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| Tue | Jun 17 | WRSW | Sherwood Park #1 Saltfleet | 21:00 | SSC Women | 3 - 0 | Kitchener TFC Grey Women |
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| Wed | Jun 18 | WRCE | Centennial College | 21:00 | West Rouge Storm Black | 2 - 2 | Oshawa Kicks Red |
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| Wed | Jun 18 | W21RC | Cherry Beach West | 21:00 | SC Toronto Eagles U21W | 0 - 1 | NYFC Strikers U21W |
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| Wed | Jun 18 | M21RC | Concord Thornhill Turf | 21:00 | Glen Shields Juventus U21M | 3 - 0 | CFC Black U21M |
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| Wed | Jun 18 | M21PS | Courtney Park | 21:00 | FC Toronto U21M | 3 - 3 | Whitecaps London U21M |
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| Wed | Jun 18 | MRC | Earlscourt North | 21:00 | Toronto Irish FC | 0 - 1 | North York Hearts |
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| Wed | Jun 18 | M21PC | Grovewood Park | 21:00 | Oak Ridges Knights U21M | 3 - 2 | Pana U21M |
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| Wed | Jun 18 | MRCE | LAmoreaux #5 | 21:10 | Scarborough Town FC Men | 3 - 1 | Olympiakos SC |
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| Wed | Jun 18 | W21RSW | Orchard Community Park (F2) | 21:00 | Burlington SC Blue U21W | 1 - 0 | HEADS United Hurricanes U21W |
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| Wed | Jun 18 | MJW | Paramount Fine Foods Centre 1 | 21:00 | International SC | 2 - 2 | Woodbridge Strikers Men MJ |
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| Wed | Jun 18 | WRSW | RBJ Schlegel Park #1 (Villages) | 21:00 | Kitchener TFC Red Women | 6 - 0 | Roma Wolves |
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| Wed | Jun 18 | WRC | Sheppards Bush Turf | 21:00 | Aurora Spurs | 0 - 3 | KNSC Lions Women |
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| Wed | Jun 18 | W21RS | Sherwood Forest Park F5 | 21:00 | Burlington SC White U21W | 6 - 0 | Brams United Red U21W |
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| Wed | Jun 18 | WRS | South Common | 21:00 | Mississauga Croatia Women | 0 - 3 | Toronto Azzurri Women |
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| Wed | Jun 18 | M21RCE | Villanova Turf | 21:00 | King City Royals U21M | 3 - 4 | Scarborough Town FC U21M |
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| Wed | Jun 18 | W21RSW | West Niagara SS | 20:15 | West Lincoln Dark Horse U21W | 0 - 1 | Paris FC U21W |
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| Thu | Jun 19 | MRS | Centennial Bowl Guelph | 21:00 | Guelph Royals RS | 2 - 2 | Globe FC |
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| Thu | Jun 19 | MRC | Earlscourt North | 21:00 | SC Toronto Eagles Men | 2 - 1 | KNSC Lions Men |
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| Thu | Jun 19 | MJE | Eastgate #1 | 21:00 | Peterborough City Men MJE | 1 - 6 | CTSA Titans |
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| Thu | Jun 19 | WProv | Gryphon Soccer Complex 1 | 21:00 | Gryphons FC Women | 1 - 2 | Union FC Women |
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| Thu | Jun 19 | WRCE | Jayde Riviere Turf Field | 21:00 | Pickering FC Women | 1 - 1 | Nottawasaga FC |
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| Thu | Jun 19 | MRCE | LAmoreaux #1 | 21:00 | GS Vets | 0 - 1 | East York Men |
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| Thu | Jun 19 | MJE | LAmoreaux #5 | 21:00 | Scarboro Azzurri Blues MJE | 2 - 1 | Ajax Galacticos |
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| Thu | Jun 19 | MJW | Meadowvale Park | 21:00 | North Mississauga Men | 5 - 0 | Georgetown Mustangs Men |
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| Thu | Jun 19 | W21RC | Richmond Green East | 21:00 | NT Nitros U21W | 3 - 1 | Richmond Hill Raiders U21W |
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| Thu | Jun 19 | M21PS | Rob Ford Stadium | 21:00 | USC Karpaty U21M | 4 - 2 | SC Toronto Eagles U21M |
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| Thu | Jun 19 | M21RCE | Ross Lord 4 | 21:00 | NYFC Strikers U21M | 1 - 5 | East York U21M |
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| Thu | Jun 19 | WProv | Villanova Turf | 21:00 | King City Royals Women Prov | 0 - 4 | Caledon United FC W Prov |
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| Fri | Jun 20 | MPW | Caledon R3 | 21:00 | Caledon United FC Men | | Croatia Norval |
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| Fri | Jun 20 | M21RCE | Centennial College Scarborough | 21:20 | The Scarborough Academy U21M | | Oshawa Turul U21M |
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| Fri | Jun 20 | M21RS | Dr. Martin Dobkin Park | 21:00 | Mississauga Croatia U21M | | Brampton Elite U21M |
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| Fri | Jun 20 | MJC | Eglinton Flats 10 | 21:00 | YJ Atletico FC Black | | No Finish Football Club |
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| Fri | Jun 20 | W21RS | Gryphon Soccer Complex 1 | 21:00 | Gryphons FC U21W | | Brams United Red U21W |
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| Fri | Jun 20 | M21RS | Gryphon Soccer Complex 2 | 21:00 | Gryphons FC U21M | | Toronto United FC U21M |
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| Fri | Jun 20 | MRC | Henderson Park East | 21:00 | Bradford Wolves Men | | Bolton Wanderers Men |
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| Fri | Jun 20 | MPE | Highland Park | 21:00 | Aurora Hearts | | RH PARS FC PE |
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| Fri | Jun 20 | MElite | Huron Park 2 Grass | 21:00 | Lakeshore United | | Peniche CC |
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| Fri | Jun 20 | MElite | LAmoreaux #1 | 21:00 | Scarboro Azzurri Blues Elite | | GS United Men Elite |
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| Fri | Jun 20 | MPW | Optimist Park 1 - Fort Erie | 21:00 | Fort Erie Sting | | Mississauga Croatia Men |
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| Fri | Jun 20 | MRS | Orchard Park SS | 20:00 | Hamilton Serbians | | Clarkson SC |
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| Fri | Jun 20 | MElite | Paramount Fine Foods Centre 1 | 21:00 | Olimpia Toronto Elite | | Guelph Royals Elite |
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| Fri | Jun 20 | M21RS | Sackville Hill Park | 21:00 | Chantilly U21M | | Oriental SC U21M |
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| Fri | Jun 20 | WRS | Vaughan Grove Turf | 19:15 | Woodbridge Strikers Women | | Georgetown Mustangs Women |
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| Fri | Jun 20 | MElite | Vaughan Grove Turf | 21:15 | Woodbridge Strikers Men Elite | | Hrvat St. Catharines |
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| Sat | Jun 21 | MRS | Brickyard | 18:30 | Atletico Sporting Toronto Men | | Prostars FC RS |
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| Sat | Jun 21 | W21RS | Centennial Bowl Guelph | 15:00 | HEADS United U21W RS | | AIFC U21W |
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| Sat | Jun 21 | M21RC | Centennial College Scarborough | 19:00 | CFC Black U21M | | NY Academy U21M RC |
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| Sun | Jun 22 | M21RC | Barrie SC Development Centre | 15:00 | Barrie Spirit U21M | | Bolton Wanderers White U21M |
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| Sun | Jun 22 | W21RC | Barrie SC Development Centre | 18:00 | Barrie Spirit U21W | | Richmond Hill Raiders U21W |
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| Sun | Jun 22 | MRCE | Beverley Morgan Park | 19:00 | Queens Park Rangers RCE | | Artemisium FC |
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| Sun | Jun 22 | MRS | Brickyard | 16:00 | Olimpia Toronto II | | Sporting Club Ideal De Brampton |
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| Sun | Jun 22 | WRS | Brickyard | 18:00 | Olimpia Toronto Women | | Caledon United FC W RS |
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| Sun | Jun 22 | M21RS | Campo Do Oriental | 17:00 | Oriental SC U21M | | Mississauga Croatia U21M |
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| Sun | Jun 22 | MRCE | Dieppe Park | 16:00 | East York Men | | Magic AC |
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| Sun | Jun 22 | WRSW | Fountain St Soccer Complex #5 (Grass) | 17:30 | Cambridge United Women | | Kitchener TFC Red Women |
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| Sun | Jun 22 | M21RC | Henderson Park East | 18:00 | Bradford Wolves U21M | | Atletico Sporting Toronto U21M |
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| Sun | Jun 22 | MElite | LAmoreaux #1 | 21:00 | GS United Men Elite | | Vaughan Azzurri Men Elite |
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| Sun | Jun 22 | MPE | LAmoreaux #5 | 19:00 | Scarborough Rangers | | Barrie Blazers Men |
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| Sun | Jun 22 | MJE | LAmoreaux #5 | 21:00 | Black Tigers FC | | Markham Lightning |
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| Sun | Jun 22 | MPW | Norval Centre 1 | 17:00 | Croatia Norval | | Burlington Bayhawks Men |
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| Sun | Jun 22 | WRC | Nottawasaga Inn #1 | 16:00 | Nottawasaga FC | | Aurora Spurs |
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| Sun | Jun 22 | W21RS | Orangeville Lions Sports Park Full | 17:00 | Orangeville Storm FC U21W | | Gryphons FC U21W |
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| Sun | Jun 22 | WRC | Sonoma Turf | 13:00 | KNSC Lions Women | | Bradford Wolves Women |
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| Sun | Jun 22 | M21PS | The Hill Academy | 12:00 | AIFC U21M | | USC Karpaty U21M |
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| Sun | Jun 22 | M21RCE | University of Toronto Valley | 14:00 | Olympic Flame K19 | | NYFC Strikers U21M |
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| Sun | Jun 22 | W21RSW | Westmount #1 | 16:00 | BVB IA Waterloo U21W | | West Lincoln Dark Horse U21W |
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| Sun | Jun 22 | WRSW | Woodside Park #2 | 18:30 | Kitchener TFC Grey Women | | Toronto Azzurri Women |
