|
| MJW | Sep 3 | Georgetown Mustangs Men | North Mississauga Men | Parteet CHAHAL | Player | North Mississauga Men |
|
| MJW | Sep 3 | Georgetown Mustangs Men | North Mississauga Men | Amr SALEM | Player | North Mississauga Men |
|
| MJE | Sep 4 | Scarboro Azzurri Blues MJE | CTSA Titans | Eren Alp CAM | Player | CTSA Titans |
|
| MJE | Sep 4 | Scarboro Azzurri Blues MJE | CTSA Titans | Evan Riley ERISON | Player | CTSA Titans |
|
| MRS | Sep 4 | Hamilton Serbians | Prostars FC RS | Aleksa RAJIC | Player | Hamilton Serbians |
|
| 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 4 | SC Toronto Eagles Men | Toronto Irish FC | Wolf VIRGO | Player | SC Toronto Eagles Men |
|
| MRC | Sep 4 | USC Karpaty Men | Bradford Wolves Men | Vitalii IVANKIV | Player | USC Karpaty Men |
|
| MJW | Sep 5 | GTA United | Toronto Tigers AST | Gentian HYSENAJ | Player | GTA United |
|
| MJW | Sep 5 | Woodbridge Strikers Men MJ | International SC | DIEGO ARAUZ | Player | International SC |
|
| MJW | Sep 5 | Woodbridge Strikers Men MJ | International SC | EMEKA CHIEMEKA | Player | International SC |
|
| MJC | Sep 6 | Barrie Spirit Men | IFC Men | Liam MUNROE | Player | Barrie Spirit Men |
|
| MJW | Sep 7 | Cambridge United Men | Prostars FC MJ | Isaac CARDOSO | Player | Cambridge United Men |
|
| MJW | Sep 7 | Cambridge United Men | Prostars FC MJ | Milad BQTR | Player | Prostars FC MJ |
|
| MJW | Sep 7 | Cambridge United Men | Prostars FC MJ | Johni MARKEHI | Player | Prostars FC MJ |
|
| MJE | Sep 7 | Pana 2.0 | Scarboro Azzurri Blues MJE | Niko TAKAS | Player | Pana 2.0 |
|
| MJE | Sep 7 | Black Tigers FC | CTSA Titans | Evan Riley ERISON | Player | CTSA Titans |
|
| MRC | Sep 7 | Bolton Wanderers Men | Union FC Men | Erik MOZES | Player | Bolton Wanderers Men |
|
| 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 8 | North York Hearts | KNSC Lions Men | Justyn THOMAS | Player | North York Hearts |
|
| MJC | Sep 9 | Newmarket United Men | RH PARS FC MJ | Milad KHAZAI | Player | RH PARS FC MJ |
|
| MJC | Sep 9 | Newmarket United Men | RH PARS FC MJ | Alireza MASOOMIFARD | Player | RH PARS FC MJ |
|
| MJE | Sep 11 | CTSA Titans | Markham Lightning | Evan Riley ERISON | Player | CTSA Titans |
|
| MJE | Sep 11 | CTSA Titans | Markham Lightning | Cristian MAZZUCA | Player | Markham Lightning |
|
| MJW | Sep 12 | GTA United | Prostars FC MJ | Gentian HYSENAJ | Player | GTA United |
|
| MJW | Sep 12 | GTA United | Prostars FC MJ | Milad BQTR | Player | Prostars FC MJ |
|
| MJW | Sep 12 | GTA United | Prostars FC MJ | Johni MARKEHI | Player | Prostars FC MJ |
|
| MRCE | Sep 12 | Magic AC | SPG Red Devils United | Jelani GRANT | Player | Magic AC |
|
| MPE | Sep 12 | Cavan FC Men | Barrie Blazers Men | Liam SPURR | Player | Barrie Blazers Men |
|
| 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 |
|
| MJW | Sep 13 | Toronto Tigers AST | North Mississauga Men | Parteet CHAHAL | Player | North Mississauga Men |
|
| MJW | Sep 13 | Toronto Tigers AST | North Mississauga Men | Amr SALEM | Player | North Mississauga Men |
|
| MJW | Sep 14 | Cambridge United Men | International SC | Isaac CARDOSO | Player | Cambridge United Men |
|
| MJW | Sep 14 | Cambridge United Men | International SC | DIEGO ARAUZ | Player | International SC |
|
| MRS | Sep 14 | Olimpia Toronto II | Hamilton Serbians | Aleksa RAJIC | Player | Hamilton Serbians |
|
| MElite | Sep 14 | Guelph Royals Elite | Woodbridge Strikers Men Elite | Daniel ALONZI | Player | Woodbridge Strikers Men Elite |
|
| MPW | Sep 14 | AIFC Men | Caledon United FC Men | Stavros BADUNAS | Player | AIFC 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 |
|
| MRS | Sep 16 | Hamilton Serbians | Sporting Club Ideal De Brampton | Baryal KHAN | Player | Hamilton Serbians |
|
| MRS | Sep 16 | Hamilton Serbians | Sporting Club Ideal De Brampton | Stefan STANISIC | Player | Hamilton Serbians |
|
| MRS | Sep 16 | Hamilton Serbians | Sporting Club Ideal De Brampton | Bruce Correia | Coach | Sporting Club Ideal De Brampton |
|
| MPE | Sep 17 | Toronto Pamir | Aurora Hearts | Thrassos Vryonides | Coach | Aurora Hearts |
|
| MPE | Sep 17 | Toronto Pamir | Aurora Hearts | Hugo HERNANDEZ | Player | Aurora Hearts |
|
| MPE | Sep 17 | Toronto Pamir | Aurora Hearts | Esi GHASSEMI | Player | Toronto Pamir |
|
| MPE | Sep 17 | Toronto Pamir | Aurora Hearts | Waqas UMAR | Player | Toronto Pamir |
|
| MPW | Sep 17 | Croatia Norval | Ebony Jrs | Oliver TOLO | Player | Croatia Norval |
|
| MRCE | Sep 19 | Magic AC | Artemisium FC | Jelani GRANT | Player | Magic AC |
|
| 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 25 | Woodbridge Strikers Men MJ | Toronto Tigers AST | Bryan Vivanco | Coach | Toronto Tigers AST |
|
| MJE | Sep 28 | Ajax Galacticos | Scarboro Azzurri Blues MJE | Daniel ADODO | Player | Ajax Galacticos |
|
| MJE | Sep 28 | Ajax Galacticos | Scarboro Azzurri Blues MJE | Jhared ALLEN | Player | Ajax Galacticos |
|
| MJE | Sep 28 | CTSA Titans | Black Tigers FC | Roshan RAJAKULAM | Player | Black Tigers FC |
