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| MJE | Aug 14 | Scarboro Azzurri Blues MJE | Peterborough City Men MJE | Nicholas SHELTON | Player | Scarboro Azzurri Blues MJE |
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| MRS | Aug 14 | Guelph Royals RS | Hamilton Serbians | Stefan STANISIC | Player | Hamilton Serbians |
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| M21PS | Aug 14 | USC Karpaty U21M | Whitecaps London U21M | Stanislav BEREHOVSKYI | Player | USC Karpaty U21M |
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| M21PS | Aug 14 | USC Karpaty U21M | Whitecaps London U21M | Gabriel STILES | Player | Whitecaps London U21M |
|
| MPE | Aug 14 | RH PARS FC PE | Queens Park Rangers PE | Emmanuel BOUDOUMIT | Player | RH PARS FC PE |
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| MRCE | Aug 15 | Magic AC | Peterborough City Men RCE | Andrea PIAZZA | Player | Peterborough City Men RCE |
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| MPW | Aug 15 | Caledon United FC Men | AC Diavoli | Diego MARADONA | Player | AC Diavoli |
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| MElite | Aug 15 | Olimpia Toronto Elite | GS United Men Elite | Julian DESOUSA | Player | GS United Men Elite |
|
| MElite | Aug 15 | Olimpia Toronto Elite | GS United Men Elite | Yonis JAMA | Player | GS United Men Elite |
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| MRS | Aug 15 | Sporting Club Ideal De Brampton | Olimpia Toronto II | Adam REHAIEL | Player | Olimpia Toronto II |
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| MPW | Aug 15 | Fort Erie Sting | Distinctionz Men | Javaun CLARK-FORRESTER | Player | Distinctionz Men |
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| MPW | Aug 15 | Fort Erie Sting | Distinctionz Men | Jonoy CUNNINGHAM | Player | Distinctionz Men |
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| MPE | Aug 15 | Aurora Hearts | Cavan FC Men | Rowan SINYARD-SMITH | Player | Cavan FC Men |
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| MElite | Aug 15 | Woodbridge Strikers Men Elite | Guelph Royals Elite | Shawn WATSON | Player | Woodbridge Strikers Men Elite |
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| M21PC | Aug 16 | NY Academy U21M PC | Union FC U21M | Ifechukwudei NKABU | Player | NY Academy U21M PC |
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| M21PC | Aug 16 | Olympiacos Toronto K21 | Oak Ridges Knights U21M | Matthew SAMMAN | Player | Oak Ridges Knights U21M |
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| MJW | Aug 16 | Toronto Tigers AST | Woodbridge Strikers Men MJ | Sergio RENDON LONDONO | Player | Toronto Tigers AST |
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| MJC | Aug 17 | No Finish Football Club | Toronto Irish FC II | David CUMMINS | Player | Toronto Irish FC II |
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| M21RC | Aug 17 | Bradford Wolves U21M | NY Academy U21M RC | Niklas HOWELL | Player | Bradford Wolves U21M |
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| MRS | Aug 17 | Prostars FC RS | Atletico Sporting Toronto Men | Fernando SANTOS | Player | Atletico Sporting Toronto Men |
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| MPE | Aug 17 | Scarborough Rangers | Toronto Pamir | Navin SIVAKUMAR | Player | Scarborough Rangers |
|
| MPE | Aug 17 | Scarborough Rangers | Toronto Pamir | Vithunan SIVAKUMAR | Player | Scarborough Rangers |
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| MPE | Aug 17 | Scarborough Rangers | Toronto Pamir | Ramyar SATARZADEH | Player | Toronto Pamir |
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| M21PS | Aug 17 | Distinctionz U21M | Whitecaps London U21M | Gabriel STILES | Player | Whitecaps London U21M |
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| MRC | Aug 17 | KNSC Lions Men | Toronto Irish FC | Luis Fernando ROMO MONTOYA | Player | Toronto Irish FC |
|
| WProv | Aug 19 | Gryphons FC Women | Caledon United FC W Prov | Arianne MASON | Player | Caledon United FC W Prov |
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| MRS | Aug 19 | Hamilton Serbians | Sporting Club Ideal De Brampton | Stefan STANISIC | Player | Hamilton Serbians |
|
| MRS | Aug 19 | Hamilton Serbians | Sporting Club Ideal De Brampton | Bruce Correia | Coach | Sporting Club Ideal De Brampton |
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| WProv | Aug 19 | GS United Women | Union FC Women | Joselyn GAGLIARDI | Player | Union FC Women |
|
| MJE | Aug 20 | Markham Lightning | Black Tigers FC | Matteo LAROCCA | Player | Markham Lightning |
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| M21RCE | Aug 20 | King City Royals U21M | The Scarborough Academy U21M | John KANELLOS | Player | The Scarborough Academy U21M |
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| MRC | Aug 20 | Toronto Irish FC | KNSC Lions Men | Conor MCBRIDE | Player | Toronto Irish FC |
|
| MRC | Aug 20 | Toronto Irish FC | KNSC Lions Men | Luis Fernando ROMO MONTOYA | Player | Toronto Irish FC |
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| MElite | Aug 20 | GS United Men Elite | Guelph Royals Elite | Yonis JAMA | Player | GS United Men Elite |
|
| WRC | Aug 21 | Bradford Wolves Women | Aurora Spurs | Natalia CASIELLO | Player | Bradford Wolves Women |
|
| MJE | Aug 21 | CTSA Titans | Peterborough City Men MJE | Eren Alp CAM | Player | CTSA Titans |
|
| MRC | Aug 22 | Bradford Wolves Men | Union FC Men | Nico ACEVEDO | Player | Union FC Men |
|
| MRC | Aug 22 | Bradford Wolves Men | Union FC Men | Daniel PITOCCO | Player | Union FC Men |
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| MRC | Aug 22 | Bradford Wolves Men | Union FC Men | Mark SASU (CALL UP) | Player | Union FC Men |
|
| MJE | Aug 23 | Ajax Galacticos | Scarboro Azzurri Blues MJE | Daniel ADODO | Player | Ajax Galacticos |
|
| MJE | Aug 23 | Ajax Galacticos | Scarboro Azzurri Blues MJE | Jhared ALLEN | Player | Ajax Galacticos |
|
| MPW | Aug 23 | Distinctionz Men | Caledon United FC Men | Javaun CLARK-FORRESTER | Player | Distinctionz Men |
|
| MPW | Aug 23 | Distinctionz Men | Caledon United FC Men | Jonoy CUNNINGHAM | Player | Distinctionz Men |
|
| M21RC | Aug 24 | CFC Black U21M | Atletico Sporting Toronto U21M | Roy ONE | Player | Atletico Sporting Toronto U21M |
|
| MRCE | Aug 24 | Artemisium FC | Peterborough City Men RCE | Andrea PIAZZA | Player | Peterborough City Men RCE |
|
| MPE | Aug 24 | Scarborough Rangers | Aurora Hearts | Vithunan SIVAKUMAR | Player | Scarborough Rangers |
|
| MPE | Aug 24 | Scarborough Rangers | Aurora Hearts | Navin SIVAKUMAR | Player | Scarborough Rangers |
|
| MElite | Aug 24 | Scarboro Azzurri Blues Elite | Olimpia Toronto Elite | Zdravko PULJIC | Player | Scarboro Azzurri Blues Elite |
|
| MElite | Aug 26 | Peniche CC | GS United Men Elite | Yonis JAMA | Player | GS United Men Elite |
|
| MJE | Aug 27 | Markham Lightning | Ajax Galacticos | Jhared ALLEN | Player | Ajax Galacticos |
|
| MJE | Aug 28 | CTSA Titans | Scarboro Azzurri Blues MJE | Eren Alp CAM | Player | CTSA Titans |
|
| MRC | Aug 28 | USC Karpaty Men | Union FC Men | Nico ACEVEDO | Player | Union FC Men |
|
| MRC | Aug 28 | USC Karpaty Men | Union FC Men | Daniel PITOCCO | Player | Union FC Men |
|
| MJC | Aug 29 | Aurora Lions | RH PARS FC MJ | Colin KILNER | Player | Aurora Lions |
|
| MPE | Sep 2 | Queens Park Rangers PE | Scarborough Rangers | Vithunan SIVAKUMAR | Player | Scarborough Rangers |
|
| MPE | Sep 2 | Queens Park Rangers PE | Scarborough Rangers | Navin SIVAKUMAR | Player | Scarborough Rangers |
|
| MJE | Sep 4 | Scarboro Azzurri Blues MJE | CTSA Titans | Eren Alp CAM | Player | CTSA Titans |
|
| MRS | Sep 4 | Hamilton Serbians | Prostars FC RS | Stefan STANISIC | Player | Hamilton Serbians |
|
| MRS | Sep 4 | Hamilton Serbians | Prostars FC RS | Eyimofe JEMERIGBE | Player | Prostars FC RS |
|
| MRC | Sep 7 | Bolton Wanderers Men | Union FC Men | Nico ACEVEDO | Player | Union FC Men |
|
| MRC | Sep 7 | Bolton Wanderers Men | Union FC Men | Daniel PITOCCO | Player | Union FC Men |
|
| MJE | Sep 8 | YJ Atletico FC Blue | Ajax Galacticos | Jhared ALLEN | Player | Ajax Galacticos |
|
| MRC | Sep 13 | Union FC Men | SC Toronto Eagles Men | Nico ACEVEDO | Player | Union FC Men |
|
| MRC | Sep 13 | Union FC Men | SC Toronto Eagles Men | Daniel PITOCCO | Player | Union FC Men |
|
| MPE | Sep 14 | Scarborough Rangers | Queens Park Rangers PE | Navin SIVAKUMAR | Player | Scarborough Rangers |
|
| MPE | Sep 14 | Scarborough Rangers | Queens Park Rangers PE | Vithunan SIVAKUMAR | Player | Scarborough Rangers |
|
| MPE | Sep 19 | Cavan FC Men | Scarborough Rangers | Vithunan SIVAKUMAR | Player | Scarborough Rangers |
|
| MPE | Sep 19 | Cavan FC Men | Scarborough Rangers | Navin SIVAKUMAR | Player | Scarborough Rangers |
|
| MRC | Sep 20 | Union FC Men | North York Hearts | Nico ACEVEDO | Player | Union FC Men |
|
| MRC | Sep 20 | Union FC Men | North York Hearts | Daniel PITOCCO | Player | Union FC Men |
|
| MJW | Sep 26 | Woodbridge Strikers Men MJ | Toronto Tigers AST | Bryan Vivanco | Coach | Toronto Tigers AST |
|
| MJE | Sep 28 | CTSA Titans | Black Tigers FC | Roshan RAJAKULAM | Player | Black Tigers FC |
