| Fri 8/25 | Boys Soccer | Wheeling Park @ Pine-Richland | Final | L 3 - 0 |
| Sat 8/26 | Boys Soccer | North Catholic @ Pine-Richland | Final | W 0 - 2 |
| Sat 8/26 | Boys Soccer | North Catholic @ Pine-Richland | Final | W 0 - 2 |
| Tue 8/29 | Boys Soccer | Pine-Richland @ Butler (Butler - Art Bernardi Stadium) | Final | L 0 - 1 |
| Thu 8/31 | Boys Soccer | North Allegheny @ Pine-Richland (Pine-Richland Stadium) | Final | L 3 - 1 |
| Tue 9/05 | Boys Soccer | Pine-Richland @ Fox Chapel (Fox Chapel - James M. Burke Stadium) | Final | L 0 - 2 |
| Thu 9/07 | Boys Soccer | Pine-Richland @ Seneca Valley (Senceca Valley - NexTier Stadium) | Final | L 0 - 1 |
| Tue 9/12 | Boys Soccer | Central Catholic @ Pine-Richland (Pine-Richland High School) | Final | W 0 - 2 |
| Thu 9/14 | Boys Soccer | North Hills @ Pine-Richland (Pine-Richland High School) | Final | W 0 - 3 |
| Tue 9/19 | Boys Soccer | Pine-Richland @ Shaler (Shaler - Titans Stadium) | Final | W 4 - 0 |
| Thu 9/21 | Boys Soccer | Butler @ Pine-Richland (Pine-Richland Stadium) | Final | L 2 - 1 |
| Tue 9/26 | Boys Soccer | Pine-Richland @ North Allegheny (North Allegheny - Newman Stadium) | Final | L 1 - 2 |
| Thu 9/28 | Boys Soccer | Fox Chapel @ Pine-Richland (Pine-Richland Stadium) | Final | L 2 - 0 |
| Tue 10/03 | Boys Soccer | Seneca Valley @ Pine-Richland (Pine-Richland Stadium) | Final | L 4 - 0 |
| Thu 10/05 | Boys Soccer | Pine-Richland @ Central Catholic (Central Catholic High School) | Final | W 2 - 1 |
| Tue 10/10 | Boys Soccer | Pine-Richland @ North Hills (North Hills - Martorelli Stadium) | Final | W 4 - 2 |
| Thu 10/12 | Boys Soccer | Shaler @ Pine-Richland (Pine-Richland Stadium) | Final | W 0 - 1 |
| Tue 10/17 | Boys Soccer | Hampton @ Pine-Richland (Pine-Richland Stadium) | Final | W 0 - 1 |
