| # | Day | Date | Home | Home | Away | Away | ||
|---|---|---|---|---|---|---|---|---|
| 3976 | Wed | Jul 8 | GVFC | Gil Vicente FC BU14IM | 0 | 0 | RAC | Rustic AC BU14IM |
| 3971 | Wed | Jul 8 | Asante | Asante Soccer Academy BU14IM | 0 | 3 | CBSC | Cherry Beach SC BU14IM |
| 3972 | Wed | Jul 8 | East York | East York SC BU14IM | 0 | 1 | YJ | York Jets BU14IM |
| 3978 | Wed | Jul 8 | THPFC | Toronto High Park FC BU14IM | 5 | 0 | NSSC | North Scarborough SC BU14IM |
| 3973 | Sat | Jul 11 | NYC | North York Cosmos BU14IM | 2 | 3 | NTSC | North Toronto SC BU14IM |
| 3977 | Sat | Jul 11 | IRSC | Islington Rangers BU14IM | 8 | 2 | NYH-WST | NY Hearts WST HAM BU14IM |
| 3974 | Sat | Jul 11 | TAFC-P | Toronto Athletic FC Academy Purple BU14IM | 1 | 5 | CFC | Canadian FC BU14IM |
| 3975 | Sun | Jul 12 | CFA | Canada First Academy BU14IM | 11 | 0 | CTSA | Canadian Titans SA BU14IM |
| 3993 | Sun | Jul 19 | NTSC | North Toronto SC BU14IM | 6 | 0 | NSSC | North Scarborough SC BU14IM |
| 3995 | Wed | Jul 22 | NYH-WST | NY Hearts WST HAM BU14IM | 2 | 5 | CFC | Canadian FC BU14IM |
| 3998 | Wed | Jul 22 | CTSA | Canadian Titans SA BU14IM | 0 | 2 | NYC | North York Cosmos BU14IM |
| 4001 | Wed | Jul 22 | CBSC | Cherry Beach SC BU14IM | 0 | 1 | NTSC | North Toronto SC BU14IM |
| 4002 | Wed | Jul 22 | NSSC | North Scarborough SC BU14IM | 0 | 3 | GVFC | Gil Vicente FC BU14IM |
| 3984 | Thu | Jul 23 | RAC | Rustic AC BU14IM | 1 | 1 | THPFC | Toronto High Park FC BU14IM |
| 3996 | Sat | Jul 25 | TAFC-P | Toronto Athletic FC Academy Purple BU14IM | 2 | 4 | YJ | York Jets BU14IM |
| 3985 | Sat | Jul 25 | CFC | Canadian FC BU14IM | 3 | 3 | IRSC | Islington Rangers BU14IM |
| 3997 | Sun | Jul 26 | CFA | Canada First Academy BU14IM | 3 | 1 | RAC | Rustic AC BU14IM |
| 4000 | Sun | Jul 26 | THPFC | Toronto High Park FC BU14IM | 2 | 2 | Asante | Asante Soccer Academy BU14IM |
| 4003 | Wed | Jul 29 | CFC | Canadian FC BU14IM | 9 | 0 | NSSC | North Scarborough SC BU14IM |
| 4005 | Wed | Jul 29 | NTSC | North Toronto SC BU14IM | 1 | 2 | YJ | York Jets BU14IM |
| 4007 | Wed | Jul 29 | Asante | Asante Soccer Academy BU14IM | 2 | 2 | IRSC | Islington Rangers BU14IM |
| 4008 | Wed | Jul 29 | East York | East York SC BU14IM | 8 | 1 | CTSA | Canadian Titans SA BU14IM |
| 4009 | Wed | Jul 29 | NYC | North York Cosmos BU14IM | 3 | 2 | CFA | Canada First Academy BU14IM |
| 4012 | Wed | Aug 5 | CTSA | Canadian Titans SA BU14IM | 0 | 3 | Asante | Asante Soccer Academy BU14IM |
| 4014 | Wed | Aug 5 | CBSC | Cherry Beach SC BU14IM | 0 | 1 | CFC | Canadian FC BU14IM |
| 4006 | Wed | Aug 5 | THPFC | Toronto High Park FC BU14IM | TAFC-P | Toronto Athletic FC Academy Purple BU14IM | ||
| 4015 | Wed | Aug 5 | NSSC | North Scarborough SC BU14IM | 1 | 6 | RAC | Rustic AC BU14IM |
| 4016 | Wed | Aug 5 | NYC | North York Cosmos BU14IM | 5 | 1 | NYH-WST | NY Hearts WST HAM BU14IM |
| 4018 | Wed | Aug 5 | YJ | York Jets BU14IM | 4 | 2 | GVFC | Gil Vicente FC BU14IM |
| 4021 | Sat | Aug 8 | CFC | Canadian FC BU14IM | 8 | 3 | GVFC | Gil Vicente FC BU14IM |
| 4013 | Sat | Aug 8 | IRSC | Islington Rangers BU14IM | 1 | 0 | THPFC | Toronto High Park FC BU14IM |
| 4010 | Sun | Aug 9 | RAC | Rustic AC BU14IM | 3 | 3 | NYH-WST | NY Hearts WST HAM BU14IM |
| 4011 | Sun | Aug 9 | CFA | Canada First Academy BU14IM | 4 | 1 | East York | East York SC BU14IM |
