| Sat 8/26 | Boys Soccer | Canon-McMillan @ Fox Chapel (Fox Chapel - James M. Burke Stadium) | Final | L 0 - 1 |
| Tue 8/29 | Boys Soccer | Peters Township @ Canon-McMillan (Canon-McMillan- Big Macs Stadium) | Final | W 1 - 2 |
| Thu 8/31 | Boys Soccer | Canon-McMillan @ Mt. Lebanon (Mount Lebanon High School) | Final | L 0 - 0 |
| Tue 9/05 | Boys Soccer | Norwin @ Canon-McMillan (Canon-McMillan- Big Macs Stadium) | Final | L 1 - 0 |
| Thu 9/07 | Boys Soccer | Canon-McMillan @ Upper St. Clair (Upper St. Clair - Panther Stadium) | Final | L 1 - 3 |
| Sat 9/09 | Boys Soccer | South Fayette @ Canon-McMillan (Canon-McMillan- Big Macs Stadium) | Final | L 2 - 0 |
| Tue 9/12 | Boys Soccer | Hempfield @ Canon-McMillan (Canon-McMillan- Big Macs Stadium) | Final | W 0 - 9 |
| Thu 9/14 | Boys Soccer | Canon-McMillan @ Allderdice (Allderdice High School) | Final | W 3 - 0 |
| Tue 9/19 | Boys Soccer | Baldwin @ Canon-McMillan (Canon-McMillan- Big Macs Stadium) | Final | W 0 - 2 |
| Thu 9/21 | Boys Soccer | Canon-McMillan @ Peters Township (Peters Township High School) | Final | W 2 - 1 |
| Tue 9/26 | Boys Soccer | Mt. Lebanon @ Canon-McMillan (Canon-McMillan- Big Macs Stadium) | Final | L 1 - 0 |
| Thu 9/28 | Boys Soccer | Canon-McMillan @ Norwin (Norwin High School) | Final | W 2 - 0 |
| Tue 10/03 | Boys Soccer | Upper St. Clair @ Canon-McMillan (Canon McMillan High School) | Final | L 1 - 0 |
| Thu 10/05 | Boys Soccer | Canon-McMillan @ Hempfield (Hempfield -Spartan Stadium) | Final | W 6 - 0 |
| Tue 10/10 | Boys Soccer | Allderdice @ Canon-McMillan (Canon-McMillan- Big Macs Stadium) | Final | W 1 - 4 |
| Thu 10/12 | Boys Soccer | Canon-McMillan @ Baldwin (Baldwin - Cibic Stadium) | Final | W 6 - 1 |
| Tue 10/17 | Boys Soccer | Canon-McMillan @ Bethel Park (Bethel Park High School) | Final | W 2 - 1 |
| Sat 10/28 | Boys Soccer | Canon-McMillan @ North Allegheny | Final | L 1 - 6 |
