| # | Div | Day | Date | KO | Field | Home | Away | Home | Away |
|---|---|---|---|---|---|---|---|---|---|
| 5001 | Mens | Fri | May 30 | 6:00pm | Nottawasaga Inn #1 | Alliston FC | Orillia Inter | AFCMO | ODSCMO |
| 5002 | Mens | Fri | May 30 | 7:00pm | Wyevale Park | NSSC Rangers | Alliston United | NSSCMO | AUMO |
| 5004 | Mens | Fri | Jun 6 | 6:00pm | Nottawasaga Inn #1 | Alliston United | NSSC Rangers | AUMO | NSSCMO |
| 5003 | Mens | Fri | Jun 6 | 9:00pm | West Orillia Sports Complex Turf | Orillia Inter | Alliston FC | ODSCMO | AFCMO |
| 5005 | Mens | Fri | Jun 13 | 6:00pm | Nottawasaga Inn #1 | Alliston FC | NSSC Rangers | AFCMO | NSSCMO |
| 5006 | Mens | Fri | Jun 13 | 9:00pm | West Orillia Sports Complex Turf | Orillia Inter | Alliston United | ODSCMO | AUMO |
| 5008 | Mens | Fri | Jun 27 | 6:00pm | Nottawasaga Inn #1 | Alliston United | Orillia Inter | AUMO | ODSCMO |
| 5007 | Mens | Fri | Jun 27 | 7:00pm | Wyevale Park | NSSC Rangers | Alliston FC | NSSCMO | AFCMO |
| 5009 | Mens | Fri | Jul 4 | 6:00pm | Nottawasaga Inn #1 | Alliston FC | Alliston United | AFCMO | AUMO |
| 5010 | Mens | Fri | Jul 4 | 9:00pm | West Orillia Sports Complex Turf | Orillia Inter | NSSC Rangers | ODSCMO | NSSCMO |
| 5011 | Mens | Fri | Jul 11 | 6:00pm | Nottawasaga Inn #1 | Alliston United | Alliston FC | AUMO | AFCMO |
| 5012 | Mens | Fri | Jul 11 | 7:00pm | Wyevale Park | NSSC Rangers | Orillia Inter | NSSCMO | ODSCMO |
| 5013 | Mens | Fri | Jul 18 | 6:00pm | Nottawasaga Inn #1 | Alliston FC | Orillia Inter | AFCMO | ODSCMO |
| 5014 | Mens | Fri | Jul 18 | 7:00pm | Wyevale Park | NSSC Rangers | Alliston United | NSSCMO | AUMO |
| 5016 | Mens | Fri | Jul 25 | 6:00pm | Nottawasaga Inn #1 | Alliston United | NSSC Rangers | AUMO | NSSCMO |
| 5015 | Mens | Fri | Jul 25 | 9:00pm | West Orillia Sports Complex Turf | Orillia Inter | Alliston FC | ODSCMO | AFCMO |
| 5017 | Mens | Fri | Aug 1 | 6:00pm | Nottawasaga Inn #1 | Alliston FC | NSSC Rangers | AFCMO | NSSCMO |
| 5018 | Mens | Fri | Aug 1 | 9:00pm | West Orillia Sports Complex Turf | Orillia Inter | Alliston United | ODSCMO | AUMO |
| 5019 | Mens | Fri | Aug 15 | 6:00pm | Nottawasaga Inn #1 | Alliston FC | Alliston United | AFCMO | AUMO |
| 5020 | Mens | Fri | Aug 15 | 9:00pm | West Orillia Sports Complex Turf | Orillia Inter | NSSC Rangers | ODSCMO | NSSCMO |
| 5021 | Mens | Fri | Aug 22 | 6:00pm | Nottawasaga Inn #1 | Alliston United | Alliston FC | AUMO | AFCMO |
| 5022 | Mens | Fri | Aug 22 | 7:00pm | Wyevale Park | NSSC Rangers | Orillia Inter | NSSCMO | ODSCMO |
| 5024 | Mens | Fri | Aug 29 | 6:00pm | Nottawasaga Inn #1 | Alliston United | Orillia Inter | AUMO | ODSCMO |
| 5023 | Mens | Fri | Aug 29 | 7:00pm | Wyevale Park | NSSC Rangers | Alliston FC | NSSCMO | AFCMO |
Games to be Rescheduled
| # | Div | Day | Date | KO | Field | Home | Away | Home | Away |
|---|
