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| Mon | Jun 22 | MPW | Chris Gibson Park 1 | 20:00 | Ebony Jrs | | Burlington Bayhawks |
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| Mon | Jun 22 | MRS | Clarkson Park | 21:00 | Clarkson SC | | Guelph Royals RS |
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| Mon | Jun 22 | M21RCE | Consumers Field South | 21:00 | Whitby FC U21M | | Olympic Flame K19 |
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| Mon | Jun 22 | M21RCE | Darlington Field #3 | 21:00 | Darlington Energy U21M | | Cavan FC U21M |
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| Mon | Jun 22 | M21RC | Dufferin District 1 | 21:00 | IFC U21M | | KNSC Lions U21M |
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| Mon | Jun 22 | MRS | Edelweiss Soccer Park 4-R2 | 21:00 | Bolton Wanderers White Men RS | | Olimpia Toronto II |
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| Mon | Jun 22 | MPE | Esther Shiner Stadium | 21:00 | North York Hearts | | Toronto Pamir |
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| Mon | Jun 22 | MOpCup | LAmoreaux #1 | 21:00 | Panathinaikos | | Vaughan Azzurri Elite |
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| Mon | Jun 22 | M21RSW | Laurier University Stadium | 19:00 | Waterloo United U21M | | Hamilton Croatia U21M |
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| Mon | Jun 22 | W21RCE | North Oshawa Park | 21:00 | Oshawa Kicks U21W | | Whitby FC U21W |
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| Mon | Jun 22 | WRC | OSL TBD #3 | 21:00 | DFC Union Women | | KNSC Lions Women |
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| Mon | Jun 22 | WOpCup | RBJ Schlegel Park #2 (Huron) | 21:00 | Kitchener TFC Red | | SC Toronto Eagles Women |
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| Tue | Jun 23 | WOpCup | Caledon R3 | 21:00 | Caledon United FC W Prov | | Olimpia Toronto Women |
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| Tue | Jun 23 | W21RC | Keelesdale South Park | 21:00 | Etobicoke FC U21W | | Vaughan Azzurri U21W |
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| Tue | Jun 23 | MPE | LAmoreaux #1 | 21:00 | QPR PE | | Cavan FC Men |
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| Tue | Jun 23 | M21RC | McNaughton Turf | 21:00 | Vaughan Azzurri U21M | | King City Royals U21M |
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| Tue | Jun 23 | W21RS | Sir Winston Turf Field - 11v11 | 21:00 | Roma Wolves U21W | | Waterloo United U21W |
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| Tue | Jun 23 | M21PC | St. Robs CHS | 21:00 | Thornhill Bolts U21M | | NY Academy U21M |
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| Wed | Jun 24 | WRCE | Centennial College | 21:00 | West Rouge Storm Black | | Oshawa Kicks Red |
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| Wed | Jun 24 | M21PC | Concord Thornhill Turf | 21:00 | GFC Juve U21M | | Power FC U21M |
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| Wed | Jun 24 | WProv | Dr. Denison Turf - Newmarket | 21:00 | Newmarket United W Prov | | Toronto Azzurri |
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| Wed | Jun 24 | MPE | Earlscourt North | 21:00 | Toronto Irish FC | | North York Hearts |
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| Wed | Jun 24 | WRS | Eastview Full 4 | 21:00 | Gryphons FC Women | | Kitchener TFC Grey |
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| Wed | Jun 24 | WRCE | Fleming Knights West Turf | 21:00 | Cavan FC Women | | Oshawa Kicks White |
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| Wed | Jun 24 | M21PC | Grovewood Park | 21:00 | Oak Ridges Knights U21M Prov | | Woodbridge Strikers U21M |
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| Wed | Jun 24 | WRCE | LAmoreaux #1 | 21:10 | GS United W Reg | | PFC Valkyries |
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| Wed | Jun 24 | WRSW | Marden Park 1 | 21:00 | Rockwood FC Blue | | SSC Women |
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| Wed | Jun 24 | WProv | McNaughton Turf | 21:00 | Vaughan Azzurri Women | | Kitchener TFC Red |
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| Wed | Jun 24 | M21RSW | Waterloo Oxford SS Main | 21:00 | Eagles 1982 U21M | | Oriental SC U21M |
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| Wed | Jun 24 | MOpCup | Zanchin Automotive Soccer Centre Stadium | 21:00 | CFC Atletico Black | | AC Diavoli |
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| Thu | Jun 25 | WRC | Angus Glen Community Centre | 21:00 | Markham Lightning Women | | SC Toronto Eagles Women |
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| Thu | Jun 25 | WProv | Azzurri Stadium TO | 21:00 | Toronto Azzurri | | King City Royals Women |
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| Thu | Jun 25 | MRC | Barrie SC Development Centre | 21:00 | Barrie Blazers Men RC | | USC Karpaty Men RC |
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| Thu | Jun 25 | WRC | Berczy Park Centre | 21:00 | UMSC Women | | Nottawasaga FC |
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| Thu | Jun 25 | MRS | Centennial Bowl Guelph | 21:00 | Guelph Royals RS | | Bolton Wanderers White Men RS |
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| Thu | Jun 25 | WRC | Cherry Beach West | 21:15 | NYC Panthers | | Mississauga Croatia Women |
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| Thu | Jun 25 | M21RS | Downsview Turf 3 | 21:00 | NT Nitros U21M | | SSE 90 U21M |
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| Thu | Jun 25 | M21PS | Edelweiss Soccer Park 5-R3 | 21:00 | Bolton Wanderers White U21M | | Dixie U21M |
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| Thu | Jun 25 | WProv | LAmoreaux #1 | 21:00 | GS United W Prov | | Alliance FC Mustangs Women |
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| Thu | Jun 25 | MRCE | LAmoreaux #5 | 21:00 | CTSA Tamileelam | | Pana 2.0 |
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| Thu | Jun 25 | M21PC | Major Abbas Ali Park West | 21:00 | Olympiacos Toronto K21 | | NY Academy U21M |
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| Thu | Jun 25 | W21RCE | Massey Grove Park | 21:00 | NYFC Strikers U21W | | GFA Yellow |
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| Thu | Jun 25 | MElite | Southward 1 - 11v11 | 20:45 | Hrvat St. Catharines | | GS United Men |
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| Thu | Jun 25 | M21RC | St. Joan of Arc | 21:00 | DFC Union Navy U21M | | UMSC U21M |
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| Thu | Jun 25 | MJW | Trafalgar Sports Park 9 | 21:00 | Georgetown Mustangs Men | | FC E Etobicoke United FC |
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| Fri | Jun 26 | MJE | Barrie SC Development Centre | 21:00 | Barrie Blazers Men MJ | | Scarboro Azzurri Blues MJ |
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| Fri | Jun 26 | MElite | Centennial College | 20:30 | Toronto Celtic | | Croatia Norval Men |
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| Fri | Jun 26 | MRS | Chris Gibson Park 1 | 21:00 | GTA United | | Globe FC |
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| Fri | Jun 26 | W21RS | Citywide Field #2 | 20:30 | Alliance FC Mustangs U21W | | Waterloo United U21W |
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| Fri | Jun 26 | WRSW | Cowan - Guarantee | 20:30 | Woodstock FC Women | | Rockwood FC Black |
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| Fri | Jun 26 | MJW | Edelweiss Soccer Park 5-R3 | 21:00 | Bolton Wanderers Blue Men | | CFC Atletico Black |
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| Fri | Jun 26 | MRC | Henderson Park East | 21:00 | Bradford Wolves | | SC Toronto Eagles Men |
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| Fri | Jun 26 | MElite | Paramount Fine Foods Centre 1 | 21:00 | Olimpia Elite | | Guelph Royals Elite |
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| Fri | Jun 26 | MOpCup | Paul Coffey Park | 21:00 | Distinctionz Men MJ | | KNSC Lions Men |
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| Fri | Jun 26 | W21RS | Sherwood Park #1 Saltfleet | 20:00 | SSC U21W | | Roma Wolves U21W |
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| Fri | Jun 26 | M21RS | Sir William Mulock - Newmarket | 21:00 | DFC Union Orange U21M | | Georgetown Mustangs U21M |
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| Fri | Jun 26 | MPE | Vaughan Grove Turf | 21:15 | Woodbridge Strikers Men | | SPG Red Devils United |
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| Fri | Jun 26 | MPW | Victoria Park Brampton | 21:00 | Sporting Club Ideal De Brampton | | Hamilton Serbians |
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| Sat | Jun 27 | MJE | Ajax Turf Field | 18:45 | PFC Galacticos | | Stouffville Mustangs Yellow |
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| Sat | Jun 27 | MJW | Brickyard | 16:00 | Toronto Tigers AST | | CFC Atletico White |
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| Sat | Jun 27 | MPE | Concord Thornhill Turf | 19:00 | Toronto Pamir | | RH PARS FC |
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| Sat | Jun 27 | WRC | Dr. Denison Turf - Newmarket | 14:00 | Newmarket United II W | | Caledon United FC W Reg |
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| Sat | Jun 27 | MJE | Dunmoore Park | 17:00 | FCD Aces | | Markham Lightning Men |
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| Sat | Jun 27 | M21RC | Grovewood Park | 15:00 | Oak Ridges Knights U21M RC | | UMSC U21M |
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| Sat | Jun 27 | M21PS | Iceland 1 | 19:00 | Toronto United FC U21M | | Croatia Norval U21M |
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| Sat | Jun 27 | M21RCE | McNicoll Park | 13:00 | The SA U21M | | Cavan FC U21M |
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| Sat | Jun 27 | MJE | Monarch Park North Grass (Ajax) | 19:00 | Ajax SC | | DFC Union Men |
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| Sun | Jun 28 | W21RC | Barrie SC Development Centre | 17:00 | Barrie Spirit U21W | | DFC Union U21W |
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| Sun | Jun 28 | M21RC | Barrie SC Development Centre | 20:00 | Barrie Spirit U21M | | King City Royals U21M |
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| Sun | Jun 28 | MRCE | Beverley Morgan Park | 19:00 | QPR Reg | | Scarborough Rangers |
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| Sun | Jun 28 | MJW | Bisons Alumni Turf Field | 20:00 | Paris FC | | PRP FC |
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| Sun | Jun 28 | MRS | Brickyard | 16:00 | Olimpia Toronto II | | Atletico Sporting Toronto Men |
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| Sun | Jun 28 | WRC | Brickyard | 18:00 | Olimpia Toronto Women | | KNSC Lions Women |
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| Sun | Jun 28 | MJW | Brickyard | 20:00 | Distinctionz Men MJ | | Toronto Irish FC II |
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| Sun | Jun 28 | MPW | Chris Gibson Park 1 | 14:30 | Ebony Jrs | | Mississauga Croatia Men |
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| Sun | Jun 28 | M21RSW | Cowan - Guarantee | 19:30 | Woodstock FC U21M | | Cambridge United U21M |
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| Sun | Jun 28 | MRCE | Dieppe Park | 16:00 | East York Men | | CTSA Tamileelam |
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| Sun | Jun 28 | WProv | Dr. Denison Turf - Newmarket | 19:00 | Newmarket United W Prov | | Caledon United FC W Prov |
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| Sun | Jun 28 | M21PC | Earlscourt North | 10:00 | NY Academy U21M | | Oak Ridges Knights U21M Prov |
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| Sun | Jun 28 | MRCE | Eastgate #1 | 16:00 | Peterborough City Men | | Olympiakos SC |
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| Sun | Jun 28 | WRCE | Fleming PYSC East Turf | 21:00 | Peterborough City Women | | West Rouge Storm Black |
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| Sun | Jun 28 | WRC | Keelesdale | 21:00 | CFC Atletico Women | | DFC Union Women |
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| Sun | Jun 28 | W21RCE | Massey Grove Park | 21:00 | GFA Yellow | | NYFC Strikers U21W |
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| Sun | Jun 28 | MRS | Meadowvale (Syntex) | 18:00 | Prostars FC | | Clarkson SC |
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| Sun | Jun 28 | M21PS | N. London Stadium | 16:00 | Whitecaps London U21M | | Scrosoppi FC U21M |
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| Sun | Jun 28 | M21PS | Norval Centre 1 | 16:00 | Croatia Norval U21M | | Dixie U21M |
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| Sun | Jun 28 | MJW | Rainbow Creek | 17:00 | Atletico Toronto | | Caledon United FC Men |
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| Sun | Jun 28 | M21RC | Sonoma Turf | 21:00 | KNSC Lions U21M | | Vaughan Azzurri U21M |
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| Sun | Jun 28 | M21PC | St. Robs CHS | 17:30 | Thornhill Bolts U21M | | Woodbridge Strikers U21M |
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| Sun | Jun 28 | W21RCE | Uxbridge Field #15 | 20:00 | NDUFC U21W | | Whitby FC U21W |
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| Sun | Jun 28 | W21RS | Westmount #1 | 21:00 | RED Academy U21W | | Force Academy U21W |
